UNITED STATES
                       SECURITIES AND EXCHANGE COMMISSION
                             Washington, D.C. 20549

                                    FORM 10-Q


                QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(D)
                     OF THE SECURITIES EXCHANGE ACT OF 1934

                  FOR THE QUARTERLY PERIOD ENDED JUNE 30, 2001
                         Commission File Number 0-21923


                         WINTRUST FINANCIAL CORPORATION
             (Exact name of registrant as specified in its charter)


               Illinois                                 36-3873352
- ----------------------------------------    ------------------------------------
(State of incorporation of organization)    (I.R.S. Employer Identification No.)


                               727 North Bank Lane
                           Lake Forest, Illinois 60045
             -------------------------------------------------------
                    (Address of principal executive offices)

                                 (847) 615-4096
       ------------------------------------------------------------------
              (Registrant's telephone number, including area code)

Indicate by check mark whether the registrant (1) has filed all reports required
to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during
the preceding 12 months (or such shorter period that the registrant was required
to file such reports),  and (2) has been subject to such filing requirements for
the past 90 days. Yes X  No
                     ---   ---

Indicate the number of shares  outstanding  of each of issuer's  class of common
stock, as of the last practicable date.

Common Stock - no par value, 9,658,899 shares, as of August 10, 2001.



                                TABLE OF CONTENTS


                        PART I. -- FINANCIAL INFORMATION

                                                                            Page

ITEM 1.  Financial Statements.__________________________________________    1-8

ITEM 2.  Management's Discussion and Analysis of Financial Condition and
             Results of Operations. ____________________________________    9-29

ITEM 3.  Quantitative and Qualitative Disclosures About Market Risks. __   30-32


                          PART II. -- OTHER INFORMATION

ITEM 1.  Legal Proceedings. ___________________________________________      33

ITEM 2.  Changes in Securities. _______________________________________      33

ITEM 3.  Defaults Upon Senior Securities. _____________________________      33

ITEM 4.  Submission of Matters to a Vote of Security Holders.__________      33

ITEM 5.  Other Information. ___________________________________________      33

ITEM 6.  Exhibits and Reports on Form 8-K. ____________________________      34

         Signatures ___________________________________________________      35



                                PART I
                      ITEM 1 FINANCIAL STATEMENTS



WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF CONDITION (UNAUDITED)
(In thousands)


                                                                               JUNE 30,          December 31,          June 30,
                                                                                 2001                2000                2000
- ------------------------------------------------------------------------------------------------------------------------------------
                                                                                                               
ASSETS
Cash and due from banks                                                         $    46,282         $   65,413          $   56,552
Federal funds sold and securities purchased under resale agreements                 162,845             164,641              67,658
Interest-bearing deposits with banks                                                     60                 182                 189
Available-for-Sale securities, at fair value                                        179,858             193,105             219,361
Loans, net of unearned income                                                     1,806,306           1,558,020           1,400,824
    Less: Allowance for possible loan losses                                         12,111              10,433               9,792
- ------------------------------------------------------------------------------------------------------------------------------------
    Net loans                                                                     1,794,195           1,547,587           1,391,032
Premises and equipment, net                                                          91,202              86,386              80,771
Accrued interest receivable and other assets                                         37,218              34,722              36,780
Goodwill and other intangible assets, net                                            10,423              10,770              11,126
- ------------------------------------------------------------------------------------------------------------------------------------

    Total assets                                                                $ 2,322,083         $ 2,102,806         $ 1,863,469
====================================================================================================================================


LIABILITIES AND SHAREHOLDERS' EQUITY
Deposits:
  Non-interest bearing                                                          $   205,414         $   198,319         $   173,967
  Interest bearing                                                                1,849,931           1,628,257           1,455,225
- ------------------------------------------------------------------------------------------------------------------------------------
    Total  deposits                                                               2,055,345           1,826,576           1,629,192

Short-term borrowings                                                                15,217              43,639              46,783
Notes payable                                                                        25,000              27,575               4,850
Long-term debt - trust preferred securities                                          51,050              51,050              51,050
Accrued interest payable and other liabilities                                       42,502              51,690              33,236
- ------------------------------------------------------------------------------------------------------------------------------------

    Total liabilities                                                             2,189,114           2,000,530           1,765,111
- ------------------------------------------------------------------------------------------------------------------------------------

Shareholders' equity:
  Preferred stock                                                                         -                   -                   -
  Common stock                                                                        9,637               8,857               8,850
  Surplus                                                                           101,805              83,710              83,603
  Common stock warrants                                                                  99                 100                 100
  Treasury stock, at cost                                                                 -              (3,863)             (1,314)
  Retained earnings                                                                  21,500              13,835               9,554
  Accumulated other comprehensive loss                                                  (72)               (363)             (2,435)
- ------------------------------------------------------------------------------------------------------------------------------------
    Total shareholders' equity                                                      132,969             102,276              98,358
- ------------------------------------------------------------------------------------------------------------------------------------

    Total liabilities and shareholders' equity                                  $ 2,322,083         $ 2,102,806         $ 1,863,469
====================================================================================================================================


See accompanying notes to unaudited consolidated financial statements.


                                     - 1 -



WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF INCOME (UNAUDITED)
(IN THOUSANDS, EXCEPT PER SHARE DATA)
                                                                               THREE MONTHS ENDED           SIX MONTHS ENDED
                                                                                    JUNE 30,                    JUNE 30,
                                                                               2001          2000          2001          2000
- ----------------------------------------------------------------------------------------------------------------------------------
                                                                                                             
INTEREST INCOME
  Interest and fees on loans                                                    $ 37,542     $ 31,064       $ 74,405     $ 59,802
  Interest bearing deposits with banks                                                 1            4              3           20
  Federal funds sold and securities purchased under resale agreements              1,196          489          2,318          736
  Securities                                                                       2,651        3,517          6,446        6,825
- ----------------------------------------------------------------------------------------------------------------------------------
    Total interest income                                                         41,390       35,074         83,172       67,383
- ----------------------------------------------------------------------------------------------------------------------------------

INTEREST EXPENSE
   Interest on deposits                                                           21,423       18,299         43,595       34,898
   Interest on short-term borrowings and notes payable                               664        1,093          1,710        2,200
   Interest on long-term debt - trust preferred securities                         1,288          833          2,576        1,568
- ----------------------------------------------------------------------------------------------------------------------------------
     Total interest expense                                                       23,375       20,225         47,881       38,666
- ----------------------------------------------------------------------------------------------------------------------------------

NET INTEREST INCOME                                                               18,015       14,849         35,291       28,717
Provision for possible loan losses                                                 2,264        1,223          3,902        2,364
- ----------------------------------------------------------------------------------------------------------------------------------

Net interest income after provision for possible loan losses                      15,751       13,626         31,389       26,353
- ----------------------------------------------------------------------------------------------------------------------------------

NON-INTEREST INCOME
  Fees on mortgage loans sold                                                      1,948          742          3,472        1,225
  Service charges on deposit accounts                                                606          479          1,153          948
  Trust fees                                                                         523          494            973          966
  Gain on sale of premium finance receivables                                      1,449          996          2,391        2,237
  Administrative services revenue                                                  1,121        1,141          2,142        2,154
  Net securities gains (losses)                                                       86          (28)           372          (25)
  Other                                                                            1,658          680          3,738        1,277
- ----------------------------------------------------------------------------------------------------------------------------------
    Total non-interest income                                                      7,391        4,504         14,241        8,782
- ----------------------------------------------------------------------------------------------------------------------------------

NON-INTEREST EXPENSE
  Salaries and employee benefits                                                   8,735        6,793         17,213       13,128
  Occupancy, net                                                                   1,178        1,140          2,422        2,150
  Equipment expense                                                                1,582        1,137          3,066        2,286
  Data processing                                                                    822          699          1,652        1,379
  Advertising and marketing                                                          426          322            733          571
  Professional fees                                                                  534          357          1,065          652
  Amortization of intangibles                                                        169          179            347          357
  Other                                                                            2,836        2,262          5,755        4,475
- ----------------------------------------------------------------------------------------------------------------------------------
    Total non-interest expense                                                    16,282       12,889         32,253       24,998
- ----------------------------------------------------------------------------------------------------------------------------------

Income before taxes and cumulative effect of accounting change                     6,860        5,241         13,377       10,137
Income tax expense                                                                 2,497        1,922          4,856        3,696
- ----------------------------------------------------------------------------------------------------------------------------------

Income before cumulative effect of accounting change                               4,363        3,319          8,521        6,441
Cumulative effect of change in accounting for derivatives, net of tax                  -            -            254            -
- ----------------------------------------------------------------------------------------------------------------------------------

NET INCOME                                                                       $ 4,363      $ 3,319        $ 8,267      $ 6,441
==================================================================================================================================

BASIC EARNINGS PER SHARE:
  Income before cumulative effect of accounting change                            $ 0.50       $ 0.38         $ 0.99       $ 0.73
  Cumulative effect of accounting change, net of tax                                   -            -           0.03            -
- ----------------------------------------------------------------------------------------------------------------------------------
NET INCOME PER COMMON SHARE - BASIC                                               $ 0.50       $ 0.38         $ 0.96       $ 0.73
==================================================================================================================================

DILUTED EARNINGS PER SHARE:
  Income before cumulative effect of accounting change                            $ 0.48       $ 0.37         $ 0.95       $ 0.72
  Cumulative effect of accounting change, net of tax                                   -            -           0.03            -
- ----------------------------------------------------------------------------------------------------------------------------------
NET INCOME PER COMMON SHARE - DILUTED                                             $ 0.48       $ 0.37         $ 0.92       $ 0.72
==================================================================================================================================
CASH DIVIDENDS DECLARED PER COMMON SHARE                                          $ 0.00       $ 0.00         $ 0.07       $ 0.05
==================================================================================================================================


See accompanying notes to unaudited consolidated financial statements.

                                     - 2 -



WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF CHANGES IN SHAREHOLDERS' EQUITY (UNAUDITED)
(IN THOUSANDS, EXCEPT SHARE DATA)

                                                                                                            ACCUMULATED
                                                                                                               OTHER
                                                COMPRE-                        COMMON              RETAINED   COMPRE-     TOTAL
                                                HENSIVE    COMMON              STOCK   TREASURY    EARNINGS   HENSIVE  SHAREHOLDERS'
                                                INCOME     STOCK    SURPLUS   WARRANTS    STOCK   (DEFICIT) INCOME(LOSS)  EQUITY
- -----------------------------------------------------------------------------------------------------------------------------------
                                                                                                  
Balance at December 31, 1999                               $ 8,771   $ 82,792     $ 100       $ -   $ 3,555    $ (2,271)  $ 92,947

Comprehensive Income:
Net income                                       $ 6,441         -          -        -          -     6,441           -      6,441
Other Comprehensive Income (Loss), net of tax:
   Unrealized losses on securities, net of
    reclassification adjustment                     (164)        -          -        -          -         -        (164)      (164)
                                               ----------
Comprehensive Income                             $ 6,277
                                               ----------

Cash dividends declared on common stock                          -           -        -         -      (442)          -       (442)

Purchase of treasury stock, 85,700 shares at cost                -           -        -    (1,314)        -           -     (1,314)

Common stock issued upon exercise
   of stock options                                             75         759        -         -         -           -        834

Common stock issued through
   employee stock purchase plan                                  4          52        -         -         -           -         56

- -----------------------------------------------          --------------------------------------------------------------------------
BALANCE AT JUNE 30, 2000                                    $8,850   $ 83,603     $ 100  $ (1,314)   $9,554    $ (2,435)  $ 98,358
===============================================          ==========================================================================

Balance at December 31, 2000                               $ 8,857   $ 83,710     $ 100   $(3,863)  $13,835      $ (363) $ 102,276

Comprehensive Income:
Net income                                       $ 8,267         -          -         -         -     8,267           -      8,267
Other comprehensive income , net of tax:
   Unrealized gains on securities, net of
    reclassification adjustment                      275         -          -         -         -         -         275        275
   Unrealized gains on derivatives                    16         -          -         -         -         -          16         16
                                               ----------
Comprehensive Income                             $ 8,558
                                               ----------

Common stock issuance, net of costs                            750     17,603         -     3,863         -           -     22,216

Cash dividends declared on common stock                          -          -         -         -      (602)          -       (602)

Common stock issued upon exercise
   of stock options                                             25        411         -         -         -           -        436

Common stock issued through
   employee stock purchase plan                                  4         74         -         -         -           -         78

Conversion of common stock warrants                              1          7        (1)        -         -           -          7

- -----------------------------------------------          --------------------------------------------------------------------------
BALANCE AT JUNE 30, 2001                                    $9,637  $ 101,805      $ 99       $ -   $21,500       $ (72) $ 132,969
===============================================          ==========================================================================

                                                                                     Six Months Ended June 30,
                                                                                        --------------------
DISCLOSURE OF RECLASSIFICATION AMOUNT AND INCOME TAX IMPACT:                                 2001      2000
- ------------------------------------------------------------                            --------------------
Unrealized holding gains (losses) on available-for-sale securities arising
  during the period, net                                                                     $817    $ (272)
Unrealized holding gains on derivative instruments arising during the period                   26         -
Less: Reclassification adjustment for security gains (losses) included in
  net income, net                                                                             372       (25)
Less: Income tax expense (benefit)                                                            180       (83)
                                                                                        --------------------
Net unrealized gains (losses) on securities and derivative instruments                      $ 291    $ (164)
                                                                                        ====================


See accompanying notes to unaudited consolidated financial statements.


                                     - 3 -



WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF CASH FLOWS (UNAUDITED)
(IN THOUSANDS)
                                                                                        FOR THE SIX MONTHS ENDED
                                                                                                 JUNE 30,
- ----------------------------------------------------------------------------------------------------------------------
                                                                                         2001               2000
- ----------------------------------------------------------------------------------------------------------------------
                                                                                                        
OPERATING ACTIVITIES:
  Net income                                                                                $ 8,267           $ 6,441
  Adjustments to reconcile net income to net cash
        provided by (used for) operating activities:
    Cumulative effect of accounting change                                                      254                 -
    Provision for possible loan losses                                                        3,902             2,364
    Depreciation and amortization                                                             3,913             3,734
    Deferred income tax benefit                                                                (198)             (786)
    Net (accretion) amortization of securities                                                 (683)              805
    Originations of mortgage loans held for sale                                           (240,795)          (75,135)
    Proceeds from sales of mortgage loans held for sale                                     232,171            83,258
    Purchase of trading securities                                                          (10,000)           (2,940)
    Proceeds from sale of trading securities                                                 10,013             2,945
    Gain on sale of trading securities                                                          (13)               (5)
    Gain on sale of premium finance receivables                                              (2,391)           (2,237)
    (Gain) loss on sale of available-for-sale securities, net                                  (372)               25
    Loss on sale of premises and equipment                                                        2                 -
    Decrease (increase) in accrued interest receivable and other assets, net                 (2,745)               82
    Increase (decrease) in accrued interest payable and other liabilities, net               (9,027)            9,667
- ----------------------------------------------------------------------------------------------------------------------
NET CASH PROVIDED BY (USED FOR) OPERATING ACTIVITIES                                         (7,702)           28,218
- ----------------------------------------------------------------------------------------------------------------------

INVESTING ACTIVITIES:
  Proceeds from maturities of available-for-sale securities                                 105,825            66,032
  Proceeds from sale of available-for-sale securities                                       635,322             9,808
  Purchases of available-for-sale securities                                               (726,464)          (90,533)
  Proceeds from sale of premium finance receivables                                         122,859           135,663
  Net decrease in interest-bearing deposits with banks                                          122             2,358
  Net increase in loans                                                                    (362,353)         (265,479)
  Purchases of premises and equipment, net                                                   (8,443)          (11,298)
- ----------------------------------------------------------------------------------------------------------------------
NET CASH USED FOR INVESTING ACTIVITIES                                                     (233,132)         (153,449)
- ----------------------------------------------------------------------------------------------------------------------

FINANCING ACTIVITIES:
  Increase in deposit accounts                                                              228,769           165,570
  Decrease in short-term borrowings, net                                                    (28,422)          (13,060)
  Decrease in notes payable, net                                                             (2,575)           (3,500)
  Proceeds from trust preferred securities offering                                               -            20,000
  Issuance of common stock, net of issuance costs                                            22,216                 -
  Common stock issued upon exercise of stock options                                            436               834
  Common stock issued through employee stock purchase plan                                       78                56
  Proceeds from conversion of common stock warrants                                               7                 -
  Purchase of common stock                                                                        -            (1,314)
  Dividends paid                                                                               (602)             (442)
- ----------------------------------------------------------------------------------------------------------------------
NET CASH PROVIDED BY FINANCING ACTIVITIES                                                   219,907           168,144
- ----------------------------------------------------------------------------------------------------------------------
NET INCREASE (DECREASE) IN CASH AND CASH EQUIVALENTS                                        (20,927)           42,913
CASH AND CASH EQUIVALENTS AT BEGINNING OF PERIOD                                            230,054            81,297
- ----------------------------------------------------------------------------------------------------------------------
CASH AND CASH EQUIVALENTS AT END OF PERIOD                                                 $209,127         $ 124,210
======================================================================================================================


See accompanying notes to unaudited consolidated financial statements.

                                     - 4 -


WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
NOTES TO UNAUDITED CONSOLIDATED FINANCIAL STATEMENTS


(1) BASIS OF PRESENTATION
    ---------------------

The  consolidated  financial  statements of Wintrust  Financial  Corporation and
Subsidiaries  ("Wintrust" or "Company")  presented herein are unaudited,  but in
the opinion of  management  reflect  all  necessary  adjustments  of a normal or
recurring nature for a fair  presentation of results as of the dates and for the
periods covered by the consolidated financial statements.

Wintrust  is a  bank  holding  company  currently  engaged  in the  business  of
providing  traditional  community  banking  services  and trust  and  investment
services to  customers  in the Chicago  metropolitan  area.  In  addition,  on a
national basis, Wintrust provides financing of commercial insurance premiums and
financing and administrative services to the temporary services industry.

As  of  June  30,  2001,  Wintrust  had  seven  wholly-owned  bank  subsidiaries
(collectively, "Banks"), all of which started as de novo institutions, including
Lake Forest Bank & Trust  Company  ("Lake Forest  Bank"),  Hinsdale Bank & Trust
Company  ("Hinsdale  Bank"),  North Shore Community Bank & Trust Company ("North
Shore  Bank"),   Libertyville  Bank  &  Trust  Company   ("Libertyville  Bank"),
Barrington Bank & Trust Company, N.A.  ("Barrington Bank"),  Crystal Lake Bank &
Trust Company,  N.A.  ("Crystal Lake Bank") and Northbrook  Bank & Trust Company
("Northbrook Bank").

The Company provides trust and investment  services at each of its Banks through
its wholly-owned  subsidiary,  Wintrust Asset Management Company, N.A. ("WAMC").
It  provides  financing  of  commercial  insurance  premiums  ("premium  finance
receivables") on a national basis,  through First Insurance Funding  Corporation
("FIFC").  FIFC is a  wholly-owned  subsidiary of Crabtree  Capital  Corporation
which is a wholly-owned  subsidiary of Lake Forest Bank. Through Tricom, Inc. of
Milwaukee  ("Tricom"),  Wintrust also provides  short-term  accounts  receivable
financing   ("Tricom   finance   receivables")   and   value-added   out-sourced
administrative  services, such as data processing of payrolls,  billing and cash
management services, to temporary staffing clients located throughout the United
States. Tricom is a wholly-owned subsidiary of Hinsdale Bank.

The  accompanying  consolidated  financial  statements  are unaudited and do not
include  information  or  footnotes  necessary  for a complete  presentation  of
financial  condition,  results of operations  or cash flows in  accordance  with
generally accepted accounting principles.  The consolidated financial statements
should be read in conjunction  with the  consolidated  financial  statements and
notes  included in the Company's  Annual Report and Form 10-K for the year ended
December 31, 2000.  Operating  results for the three-month and six-month periods
presented are not necessarily indicative of the results that may be expected for
the entire year.  Reclassifications  of certain  prior period  amounts have been
made to conform with the current period presentation.


(2) CASH AND CASH EQUIVALENTS
    -------------------------

For the  purposes of the  Consolidated  Statements  of Cash  Flows,  the Company
considers cash and cash equivalents to include cash and due from banks,  federal
funds sold which have an  original  maturity  of 90 days or less and  securities
purchased under resale agreements.

                                     - 5 -


(3) EARNINGS PER SHARE
    ------------------

The  following  table shows the  computation  of basic and diluted  earnings per
share (in thousands, except per share data):



                                                                     FOR THE THREE MONTHS                 FOR THE SIX MONTHS
                                                                        ENDED JUNE 30,                      ENDED JUNE 30,
                                                               ----------------------------------   --------------------------------

                                                                    2001               2000              2001             2000
                                                               ----------------   ---------------   ----------------  --------------

                                                                                                             
     Net income                                  (A)                 $ 4,363           $ 3,319           $ 8,267         $ 6,441
                                                               ================   ===============   ================  ==============

     Average common shares outstanding           (B)                   8,661             8,760             8,638           8,779
     Effect of dilutive common shares                                    462               211               391             212
                                                               ----------------   ---------------   ----------------  --------------

     Weighted average common shares and
        effect of dilutive common shares         (C)                   9,123             8,971             9,029           8,991
                                                               ================   ===============   ================  ==============

     Net income per average common share:


         Basic                                 (A/B)                 $  0.50           $  0.38            $ 0.96          $ 0.73
                                                               ================   ===============   ================  ==============

         Diluted                               (A/C)                 $  0.48           $  0.37            $ 0.92          $ 0.72
                                                               ================   ===============   ================  ==============


The effect of dilutive  common shares  outstanding  results from stock  options,
stock  warrants and shares to be issued under the Employee  Stock Purchase Plan,
all being  treated  as if they had been  either  exercised  or  issued,  and are
computed by application of the treasury stock method.


(4) LONG-TERM DEBT - TRUST PREFERRED SECURITIES
    -------------------------------------------

The Company issued $31.05 million of 9.00% Cumulative Trust Preferred Securities
in October 1998 and $20 million of 10.50% Cumulative Trust Preferred  Securities
in June 2000. For purposes of generally accepted  accounting  principles,  these
securities  are  considered  to  be  debt  securities  and  not a  component  of
shareholders' equity. However, the Trust Preferred Securities qualify as capital
for regulatory purposes and have increased  Wintrust's  regulatory capital under
Federal Reserve guidelines.  Interest expense on the Trust Preferred  Securities
is also deductible for income tax purposes. For further information on the Trust
Preferred  Securities  please  refer  to Note 10 of the  Company's  Consolidated
Financial  Statements  included in the Annual  Report and Form 10-K for the year
ended December 31, 2000.


(5) SEGMENT INFORMATION
    -------------------

The segment  financial  information  provided in the  following  tables has been
derived from the internal profitability  reporting system used by management and
the chief decision makers to monitor and manage the financial performance of the
Company.  The Company evaluates segment performance based on after-tax profit or
loss and  other  appropriate  profitability  measures  common  to each  segment.
Certain   indirect   expenses  have  been  allocated   based  on  actual  volume
measurements  and other  criteria,  as  appropriate.  Inter-segment  revenue and
transfers  are  generally  accounted  for at current  market  prices.  The other
category, as shown in the following table, reflects parent company information.

                                     - 6 -


The net  interest  income and  segment  profit of the banking  segment  includes
income and related  interest costs from portfolio loans that were purchased from
the premium finance and indirect auto segments. For purposes of internal segment
profitability  analysis,  management  reviews the results of its premium finance
and indirect  auto segments as if all loans  originated  and sold to the banking
segment were retained  within that  segment's  operations;  thereby  causing the
inter-segment elimination amounts shown in the following table.

The following table is a summary of certain operating information for reportable
segments for the three-month and six-month  periods ended June 30, 2001 and 2000
(in thousands):



                                                          FOR THE THREE MONTHS                           FOR THE SIX MONTHS
                                                             ENDED JUNE 30,                                ENDED JUNE 30,
                                                       2001                  2000                    2001                 2000
                                                  ----------------      ----------------        ----------------     ---------------
                                                                                                            
     NET INTEREST INCOME:
     Banking                                           $ 17,127              $ 13,814              $ 33,555             $ 26,408
     Premium Finance                                      6,510                 3,256                12,483                6,392
     Indirect Auto                                        1,604                 1,778                 2,991                3,653
     Tricom                                                 965                   836                 1,849                1,633
     Trust                                                  186                   119                   352                  241
     Inter-segment eliminations                          (6,603)               (3,883)              (12,369)              (7,643)
     Other                                               (1,774)               (1,071)               (3,570)              (1,967)
                                                  ----------------      ----------------        ----------------     ---------------
        Total                                          $ 18,015              $ 14,849              $ 35,291             $ 28,717
                                                  ================      ================        ================     ===============

     NON-INTEREST INCOME:
     Banking                                           $  4,457              $  2,026              $  8,857             $  3,740
     Premium Finance                                      1,449                   996                 2,348                2,237
     Indirect Auto                                            2                    --                     2                   --
     Tricom                                               1,100                 1,150                 2,142                2,167
     Trust                                                  523                   494                   973                  966
     Inter-segment eliminations                            (140)                 (162)                 (222)                (328)
     Other                                                   --                    --                   141                   --
                                                  ----------------      ----------------        ----------------     ---------------
        Total                                          $  7,391              $  4,504              $ 14,241             $  8,782
                                                  ================      ================        ================     ===============

     SEGMENT PROFIT (LOSS):
     Banking                                           $  4,871              $  3,407              $  9,748             $  6,254
     Premium Finance                                      2,703                 1,069                 4,772                2,400
     Indirect Auto                                          558                   487                   932                1,037
     Tricom                                                 323                   387                   602                  670
     Trust                                                 (108)                  (94)                 (304)                (215)
     Inter-segment eliminations                          (2,462)                 (916)               (4,586)              (1,993)
     Other                                               (1,522)               (1,021)               (2,897)              (1,712)
                                                                        ----------------
                                                  ----------------                              ----------------     ---------------
        Total                                          $  4,363              $  3,319                $ 8,267              $ 6,441
                                                  ================      ================        ================     ===============



                                      - 7-






                                                               AT JUNE 30,
                                                        2001                  2000
                                                  -----------------      ----------------
                                                                       
     SEGMENT ASSETS:
     Banking                                          $2,290,168             $1,877,503
     Premium Finance                                     379,969                322,695
     Indirect Auto                                       197,396                239,698
     Tricom                                               27,683                 32,060
     Trust                                                 5,408                  2,559
     Inter-segment eliminations                         (592,704)              (617,534)
     Other                                                14,163                  6,488
                                                  -----------------      ----------------
        Total                                         $2,322,083             $1,863,469
                                                  =================      =================


(6) ACCOUNTING POLICY FOR DERIVATIVES
    ---------------------------------

Financial   Accounting  Standards  Board  Statement  No.  133,  "Accounting  for
Derivative Instruments and Hedging Activities" (SFAS No. 133) was adopted by the
Company on January 1, 2001.  It  requires  that all  derivative  instruments  be
recorded in the statement of condition at fair value. The accounting for changes
in the fair  value of a  derivative  instrument  depends  on whether it has been
designated and qualifies as part of a hedging  relationship and further,  on the
type of hedging relationship.

The Company purchases interest rate caps to reduce the impact of rising interest
rates on  future  interest  expense  associated  with  Treasury-indexed  deposit
accounts.  The interest rate cap  contracts  provide for the receipt of payments
when the monthly average of the 91-day Treasury bill rate exceeds  predetermined
strike  rates.  The  adoption of SFAS No. 133 on January 1, 2001,  resulted in a
charge of  $254,000  (after  tax) in the first  quarter of 2001 to  reflect  the
cumulative  effect of an  accounting  change in the  Consolidated  Statements of
Income.

The Company has entered into an interest rate swap  agreement  that  effectively
converts a portion of its  floating-rate  debt to a  fixed-rate  basis for three
years,  thus  reducing the impact of interest  rate  changes on future  interest
expense.  The Company  designated $25 million of its outstanding note payable as
the hedged item to the interest rate swap  agreement upon entering into the swap
agreement.  The interest  rate swap,  which was  effective  March 23, 2001,  was
designed  to be  perfectly  effective  as  defined in SFAS No.  133.  Therefore,
changes  in the  fair  market  value  of the  swap  will be  reported  in  other
comprehensive income.

The Company routinely sells call options on certain  securities in the Company's
available-for-sale  portfolio.  These covered-call  transactions are designed to
increase the total return  associated with these  securities.  These  derivative
instruments  do not  qualify as hedges  pursuant  to SFAS No.  133.  The premium
income related to these covered-call transactions is included in other income in
the  Consolidated  Statements  of  Income.  There were no  covered-call  options
outstanding at June 30, 2001.

                                     - 8 -

                                     ITEM 2
                MANAGEMENT'S DISCUSSION AND ANALYSIS OF FINANCIAL
                       CONDITION AND RESULTS OF OPERATIONS


The  following  discussion  and analysis of  financial  condition as of June 30,
2001,  compared  with December 31, 2000,  and June 30, 2000,  and the results of
operations  for the  three-month  and six-month  periods ended June 30, 2001 and
2000 should be read in  conjunction  with the Company's  unaudited  consolidated
financial  statements  and  notes  contained  in this  report.  This  discussion
contains forward-looking statements that involve risks and uncertainties and, as
such,  future  results  could differ  significantly  from  management's  current
expectations. See the last section of this discussion for further information on
forward-looking statements.

OVERVIEW AND STRATEGY

The Company's  operating  subsidiaries were organized within the last ten years,
with an average life of its seven subsidiary banks of approximately  five years.
Wintrust  has grown  rapidly  during  the past few years and its Banks have been
among the fastest  growing  community-oriented  de novo  banking  operations  in
Illinois  and  the  country.   Because  of  the  rapid  growth,  the  historical
performance  of the Banks,  FIFC and WAMC has been affected by costs  associated
with growing market share,  establishing  new de novo banks,  opening new branch
facilities, and building an experienced management team. The Company's financial
performance   over  the  past  several  years   generally   reflects   improving
profitability of the operating  subsidiaries as they mature, offset by the costs
of opening new banks and branch  facilities.  The Company's  experience has been
that it generally  takes 13-24 months for new banking  offices to first  achieve
operational profitability.

Lake Forest Bank, Hinsdale Bank, North Shore Bank, Libertyville Bank, Barrington
Bank,  Crystal Lake Bank and Northbrook Bank began  operations in December 1991,
October 1993,  September 1994, October 1995,  December 1996,  December 1997, and
November  2000,  respectively.  Subsequent to those initial dates of operations,
each of the Banks,  except  Barrington Bank and Northbrook Bank, has established
additional  full-service banking facilities.  As of June 30, 2001, the Banks had
29 banking offices.

Since the second quarter of 2000, Libertyville Bank opened a drive-thru facility
in Wauconda to augment the services of its Wauconda  Community  Bank branch that
it opened in May 2000 and  Crystal  Lake Bank  opened a new  branch in  McHenry,
Illinois.  In addition,  the Company opened its seventh de novo bank, Northbrook
Bank, in Northbrook,  Illinois, in November 2000. Construction is underway for a
branch of Barrington  Bank and new permanent  facilities for Northbrook Bank and
the Wauconda and McHenry branches. In April 2000, each of the Banks launched new
web sites and a number of on-line financial services,  including online banking,
bill pay and  access  and  review of  investment  portfolios  at WAMC.  Expenses
related  to these new  banking  operations  predominantly  impact  only the 2001
operating results presented in this discussion and analysis.

While committed to a continuing growth strategy,  management's  current focus is
to balance  further asset growth with  earnings  growth by seeking to more fully
leverage the existing capacity within each of the Banks,  FIFC, WAMC and Tricom.
One aspect of this strategy is to continue to pursue  specialized  earning asset
niches,  and to maintain  the mix of earning  assets such that loans,  which are
higher-yielding,  are  kept at a level  of  between  85% and 90% of our  deposit
funds.  Another aspect of this strategy is a continued  focus on less aggressive
deposit  pricing  at  those  Banks  with  significant   market  share  and  more
established customer bases.

                                     - 9 -


FIFC is the Company's most significant specialized earning asset niche. It began
operations  in 1990  and is  engaged  in the  business  of  financing  insurance
premiums written through  independent  insurance agents or brokers on a national
basis for  commercial  customers.  It is  expected  to  generate in excess of $1
billion in premium finance  receivable volume during 2001. The majority of these
receivables  will be retained  within the Banks' loan  portfolios as part of the
strategy noted above. However,  since the second quarter of 1999, as a result of
the continued  solid growth in loan  originations,  FIFC has, from time to time,
sold a portion of new  receivables to an unrelated  third party.  In addition to
recognizing  gains on the sale of these  receivables,  the proceeds  provide the
Company with  additional  liquidity.  It is probable that similar sales of these
receivables  will  occur in the  future,  depending  on the level of new  volume
growth in relation to the  capacity to retain such loans  within the Banks' loan
portfolios.

The  acquisition  of Tricom (in October  1999) was another step in the Company's
strategy to pursue specialized earning asset niches. Tricom is a Milwaukee-based
company that has been in business for approximately eleven years and specializes
in providing,  on a national basis, short-term accounts receivable financing and
value-added  out-sourced  administrative  services,  such as data  processing of
payrolls,  billing and cash  management  services,  to clients in the  temporary
staffing  industry.  By virtue of the Company's  funding  resources,  Tricom has
access to additional  capital  necessary to expand its  financing  services in a
national market.  Tricom's revenue principally  consists of interest income from
financing  activities and fee-based revenues from  administrative  services.  In
addition to expanding the  Company's  earning  asset  niches,  this  acquisition
augments the Company's fee-based revenues.

In addition to the separately  chartered  earning asset niches  operated by FIFC
and Tricom,  various other earning asset niches have been  developed and operate
within the Banks,  including an indirect auto loan division operated by Hinsdale
Bank, which provides indirect auto loans to all of the Banks.  Other specialized
earning asset niches  operated by the Banks  include Lake Forest Bank's  leasing
division,  MMF  Leasing  Services,  which  was a  previously  established  small
business that was acquired by Lake Forest Bank in July 1998,  Barrington  Bank's
program that provides lending and deposit services to condominium, homeowner and
community associations,  Hinsdale Bank's mortgage warehouse lending program that
provides  loan and  deposit  services to mortgage  brokerage  companies  located
predominantly  in the Chicago  metropolitan  area and Crystal  Lake Bank's small
aircraft loan  portfolio.  The Company  continues to pursue the  development  or
acquisition of other specialty finance  businesses that generate assets suitable
for bank investment and/or secondary market sales.

In  September  1998,  the Company  formed WAMC,  a  separately  chartered  trust
subsidiary.  Prior to the  formation of WAMC,  trust and  investment  management
services  were  provided  through the trust  department of the Lake Forest Bank.
With a separately chartered trust subsidiary,  the Company is now better able to
offer trust and investment  management services to all communities served by the
Banks, which management believes are some of the best trust markets in Illinois.
In addition to offering these services to existing bank customers at each of the
Banks, the Company believes WAMC can successfully  compete for trust business by
targeting  small to mid-size  businesses  and newly affluent  individuals  whose
needs command the personalized  attention that is offered by WAMC's  experienced
trust professionals. Services offered by WAMC typically will include traditional
trust  products  and  services,  as well  as  investment  management,  financial
planning and 401(k) management services.

Similar to starting a de novo bank, the  introduction of expanded trust services
has caused  relatively  high overhead levels when compared to initial fee income
generated to date. The overhead consists  primarily of the salaries and benefits
of experienced trust professionals. Management currently anticipates that WAMC's
efforts

                                     - 10 -


to attract trust business will begin to generate sufficient trust fees to absorb
the overhead of WAMC and make that entity a contributor to the Company's profits
within the next few years.



RESULTS OF OPERATIONS

EARNINGS SUMMARY

Net income for the quarter ended June 30, 2001 totaled $4.4 million, an increase
of $1.0 million,  or 31%, over the second quarter of 2000. On a per share basis,
net income  for the second  quarter of 2001  totaled  $0.48 per  diluted  common
share,  an increase of $0.11 per share, or 30%, over the second quarter of 2000.
The return on average  equity for the second quarter of 2001 increased to 16.21%
from 13.86% for the prior year quarter.

For the six months ended June 30, 2001,  net income  totaled  $8.3  million,  an
increase of $1.8 million, or 28%, when compared to the same period in 2000. On a
per share basis,  net income for the first six months of 2001 totaled  $0.92 per
diluted common share,  an increase of $0.20 per share,  or 28%,  compared to the
first six months of 2000.


NET INTEREST INCOME

The following  tables present a summary of the Company's net interest income and
related net interest  margins,  calculated on a fully taxable  equivalent basis,
for the three-month and six-month periods ended June 30, 2001 and 2000:



                                                       FOR THE QUARTER ENDED                       For the Quarter Ended
                                                           JUNE 30, 2001                               June 30, 2000
                                              -----------------------------------------    ---------------------------------------
(dollars in thousands)                             AVERAGE      INTEREST       RATE            Average       Interest      Rate
- ----------------------                        ---------------- ------------- ----------    --------------- ------------- ---------

                                                                                                           
Liquidity management assets (1) (2)                 $302,848       $ 3,863        5.12%       $ 249,621       $ 4,038        6.51%
Loans, net of unearned income (2)                  1,735,696        37,741        8.72        1,367,470        31,181        9.17
                                              ---------------- ------------- ----------    --------------- ------------- ---------
   Total earning assets                            2,038,544        41,604        8.19%       1,617,091        35,219        8.76%
                                              ---------------- ------------- ----------    --------------- ------------- ---------

Interest-bearing deposits                          1,769,910        21,423        4.85%       1,399,332        18,299        5.26%
Short-term borrowings and notes payable               46,915           664        5.68           70,450         1,093        6.24
Long-term debt - trust preferred securities           51,050         1,288       10.09           34,610           833        9.63
                                              ---------------- ------------- ----------    --------------- ------------- ---------
   Total interest-bearing liabilities              1,867,875        23,375        5.02%       1,504,392        20,225        5.41%
                                              ---------------- ------------- ----------    --------------- ------------- ---------

Tax equivalent net interest income                                $ 18,229                                   $ 14,994
                                                               =============                               =============
Net interest margin                                                               3.59%                                      3.73%
                                                                             ==========                                  =========
Core net interest margin(3)                                                       3.84%                                      3.94%
                                                                             ==========                                  =========
- -------------------------------
<FN>
(1)  Liquidity  management assets include securities,  interest earning deposits
     with  banks,  federal  funds sold and  securities  purchased  under  resale
     agreements.
(2)  Interest  income  on  tax  advantaged  loans  and  securities   reflects  a
     tax-equivalent adjustment based on a marginal federal corporate tax rate of
     35%. This total  adjustment is $214,000 and $145,000 for the quarters ended
     June 30, 2001 and 2000, respectively.
(3)  The core net interest margin excludes the interest expense  associated with
     the Company's Trust Preferred Securities.
</FN>


                                     - 11 -




                                                      FOR THE SIX MONTHS ENDED                    For the Six Months Ended
                                                           JUNE 30, 2001                               June 30, 2000
                                              -----------------------------------------    ---------------------------------------
(dollars in thousands)                             AVERAGE      INTEREST       RATE            Average       Interest      Rate
- ----------------------                        ---------------- ------------- ----------    --------------- ------------- ---------

                                                                                                           
Liquidity management assets (1) (2)                 $310,887       $ 8,796      5.71%         $ 239,279       $ 7,619        6.40%
Loans, net of unearned income (2)                  1,674,309        74,795       9.01         1,340,473        60,025        9.01
                                              ---------------- ------------- ----------    --------------- ------------- ---------
   Total earning assets                            1,985,196        83,591      8.49%         1,579,752        67,644        8.61%
                                              ---------------- ------------- ----------    --------------- ------------- ---------

Interest-bearing deposits                          1,720,246        43,595      5.11%         1,366,164        34,898        5.14%
Short-term borrowings and notes payable               57,348         1,710       6.01            72,472         2,200        6.10
Long-term debt - trust preferred securities           51,050         2,576     10.09             32,830         1,568        9.55
                                              ---------------- ------------- ----------    --------------- ------------- ---------
   Total interest-bearing liabilities              1,828,644        47,881      5.28%         1,471,466        38,666        5.28%
                                              ---------------- ------------- ----------    --------------- ------------- ---------

Tax equivalent net interest income                                $ 35,710                                   $ 28,978
                                                               =============                               =============
Net interest margin                                                             3.63%                                        3.69%
                                                                             ==========                                  =========
Core net interest margin(3)                                                     3.89%                                        3.89%
                                                                             ==========                                  =========
- -------------------------------
<FN>
(1)  Liquidity  management assets include securities,  interest earning deposits
     with  banks,  federal  funds sold and  securities  purchased  under  resale
     agreements.
(2)  Interest  income  on  tax  advantaged  loans  and  securities   reflects  a
     tax-equivalent adjustment based on a marginal federal corporate tax rate of
     35%.  This total  adjustment  is $419,000 and  $261,000  for the  six-month
     periods ended June 30, 2001 and 2000, respectively.
(3)  The core net interest margin excludes the interest expense  associated with
     the Company's Trust Preferred Securities.
</FN>


Net interest  income is defined as the difference  between  interest  income and
fees on  earning  assets  and  interest  expense  on  deposits,  borrowings  and
long-term  debt.  The related net interest  margin  represents  the net interest
income on a  tax-equivalent  basis as a  percentage  of average  earning  assets
during the period.

Net  interest   income  is  the  major  source  of  earnings  for  the  Company.
Tax-equivalent  net interest  income for the quarter ended June 30, 2001 totaled
$18.2  million,  an increase of $3.2  million,  or 22%, as compared to the $15.0
million recorded in the same quarter of 2000. This increase mainly resulted from
loan growth.  Tax-equivalent  interest  and fees on loans for the quarter  ended
June 30, 2001 totaled $37.7 million,  an increase of $6.6 million,  or 21%, over
the prior year quarterly total of $31.2 million.  This growth was  predominantly
due to a $368 million, or 27%, increase in average total loans.

For the second quarter of 2001, the net interest margin was 3.59%, a decrease of
14 basis points when  compared to the margin of 3.73% in the prior year quarter.
This  decrease  resulted  primarily  from the effects of continued  decreases in
short term rates causing some  compression  in the spread between the rates paid
on interest  bearing  liabilities and yields earned on interest  earning assets.
Compression  results when  deposit  rates  cannot be reduced  commensurate  with
changes in market rates due to the rates paid on certain deposit  accounts being
lower than the change in the market rates. The core net interest  margin,  which
excludes the interest expense on the Company's trust preferred  securities,  was
3.84% for the second  quarter  of 2001,  and  decreased  ten basis  points  when
compared to the prior year quarterly core margin of 3.94%.

The rate paid on interest-bearing deposits averaged 4.85% for the second quarter
of 2001  versus  5.26% for the same  quarter  of 2000,  a  decrease  of 41 basis
points.  This decrease was caused by continued  decreases in market  rates.  The
rate paid on short-term  borrowings and notes payable  decreased 56 basis points
to 5.68% in the second  quarter of 2001 as compared to 6.24% in the same quarter
of 2000.  The rate on the trust  preferred  securities in the second  quarter of
2001 was 10.09%,  compared to 9.63% in the same period of 2000. The increase was
due to the issuance of $20.0 million of 10.5% trust preferred securities in June
2000.

                                     - 12 -


The yield on total  earning  assets for the second  quarter of 2001 was 8.19% as
compared to 8.76% in 2000,  a decrease of 57 basis  points  resulting  primarily
from  decreases in the prime lending rate and general  market rate  decreases on
liquidity  management  assets.  The  second  quarter  2001  loan  yield of 8.72%
decreased 45 basis  points when  compared to the prior year  quarterly  yield of
9.17% and was due  primarily to lower market  rates.  The average  prime lending
rate during the second quarter of 2001 was 7.34% versus an average prime lending
rate of 9.24% for the second  quarter of 2000. The Company's loan portfolio does
not re-price in a parallel fashion to changes in the prime rate due to a portion
of the portfolio being longer-term fixed rate loans.

For the first six months of 2001,  tax-equivalent  net interest  income  totaled
$35.7  million  and  increased  $6.7  million,  or 23%,  over the $29.0  million
recorded in the same period of 2000.  This increase was mainly due to the growth
in the  Company's  earning  asset  base.  Interest  and fees on loans,  on a tax
equivalent  basis,  totaled $74.8 million for the first six months of 2001,  and
increased $14.8 million, or 25%, over the same period of 2000. Average loans for
the first six months of 2001 grew $334 million, or 25%, over the average for the
first six months of 2000.  The net  interest  margin for the first six months of
2001 was 3.63%,  a decrease of six basis points when compared to the same period
in 2000.  The core net  interest  margin  for the first  six  months of 2001 was
3.89%,  unchanged  from the same  period  of 2000.  Consistent  with the  second
quarter  margin,  the  year-to-date  margin  decrease  was  mainly the result of
sustained decreases in short-term interest rates.

The  following  table  presents a  reconciliation  of the Company's net interest
income,  calculated on a tax equivalent  basis,  between the three and six-month
periods ended June 30, 2000 and June 30, 2001. The reconciliation sets forth the
change in the  tax-equivalent  net  interest  income as a result of  changes  in
volumes,  changes in rates and the change due to the  combination  of volume and
rate changes (in thousands):



                                                                                             Three Month           Six Month
                                                                                               Period               Period
                                                                                               ------               ------
                                                                                                                 
    Tax equivalent net interest income for the period ended June 30, 2000..................       $ 14,994             $ 28,978
        Change due to average earning assets fluctuations (volume).........................          4,077                6,370
        Change due to interest rate fluctuations (rate)...................... .............           (377)                  87
        Change due to rate/volume fluctuations (mix).......................................           (465)                 275
                                                                                          --------------------  -------------------
    Tax equivalent net interest income for the period ended June 30, 2001 .....                   $ 18,229             $ 35,710
                                                                                          ====================  ===================


NON-INTEREST INCOME

For the second  quarter of 2001,  non-interest  income  totaled $7.4 million and
increased  $2.9  million,  or 64%,  over the  prior  year  quarter.  Significant
increases were realized in fees from the  origination and sale of mortgage loans
into the secondary  market,  gains from the sale of premium finance  receivables
and income from certain covered call option transactions.

For the first six months of 2001,  non-interest income totaled $14.2 million and
increased $5.5 million, or 62%, when compared to the same period in 2000.

                                     - 13 -


The following table presents non-interest income by category (in thousands):



                                                               THREE MONTHS ENDED                        SIX MONTHS ENDED
                                                       -----------------------------------      ----------------------------------
                                                                    JUNE 30,                                 JUNE 30,
                                                             2001               2000                 2001                2000
                                                       -----------------   ----------------     ----------------    ---------------
                                                                                                             
Fees on mortgage loans sold                                  $  1,948             $  742              $ 3,472            $ 1,225
Service charges on deposit accounts                               606                479                1,153                948
Trust fees                                                        523                494                  973                966
Administrative services revenue                                 1,121              1,141                2,142              2,154
Gain on sale of premium finance receivables                     1,449                996                2,391              2,237
Net securities gains (losses)                                      86               (28)                  372               (25)
Other income                                                    1,658                680                3,738              1,277
                                                       -----------------   ----------------     ----------------    ---------------
     Total non-interest income                                $ 7,391            $ 4,504             $ 14,241            $ 8,782
                                                       =================   ================     ================    ===============


Fees on  mortgage  loans  sold  include  income  from  originating  and  selling
residential real estate loans into the secondary  market.  For the quarter ended
June 30, 2001, these fees totaled $1.9 million,  an increase of $1.2 million, or
163%,  from the prior year  quarter.  For the first six months of 2001,  fees on
mortgage  loans sold totaled $3.5 million and increased  $2.2 million,  or 183%,
when  compared  to  the  same  period  of  2000.  These  increases  were  due to
significantly  higher  levels  of  mortgage  origination  volumes  during  2001,
particularly  refinancing  activity,  caused by the recent decreases in mortgage
interest  rates.  Management  anticipates  that the  high  levels  of  refinance
activity  have  peaked and may taper off to more  normalized  levels  during the
second half of 2001 barring any further reductions in mortgage interest rates.

Service charges on deposit  accounts  totaled $606,000 for the second quarter of
2001,  an increase of  $127,000,  or 27%,  when  compared to the same quarter of
2000. For the first six months of 2001,  deposit  service  charges  totaled $1.2
million,  and  increased  $205,000,  or 22%, when compared to the same period of
2000.  These  increases were due to a higher deposit base and a larger number of
accounts at the banking  subsidiaries.  The majority of deposit  service charges
relates to customary fees on overdrawn accounts and returned items. The level of
service charges received is substantially  below peer group levels as management
believes in the philosophy of providing high quality service without encumbering
that service with numerous activity charges.

Trust fees totaled  $523,000 for the second  quarter of 2001, a $29,000,  or 6%,
increase over the same quarter of 2000.  For the six months ended June 30, 2001,
trust fees  totaled  $973,000,  compared to $966,000 for the first six months of
2000.  The  down-turn  in the stock  market  over the past year has had a slight
negative impact on the valuation of the equity  securities  under management and
the fees  earned  thereon.  Wintrust  is  committed  to  growing  the  trust and
investment  business in order to better  service its customers and create a more
diversified  revenue stream.  However, as the introduction of expanded trust and
investment  services  continues to unfold,  it is expected that overhead  levels
will  be  high  when  compared  to the  fee  income  that  is  generated.  It is
anticipated  that trust fees will eventually  increase to a level  sufficient to
absorb this overhead within the next few years.

Tricom's   administrative   services   revenue   contributed   $1.1  million  to
non-interest income in the second quarter of 2001 and $2.1 million for the first
six months of 2001.  These amounts were relatively  consistent with the level of
revenue  in the prior  year  quarter  and  year-to-date  periods.  This  revenue
comprises  income  from  administrative  services,  such as data  processing  of
payrolls,  billing and cash management  services,  to temporary staffing service
clients located  throughout the United States.  The revenue growth at Tricom has
stagnated in

                                     - 14 -


recent quarters due to the general  slowdown in the economy and the reduction in
the placement of temporary staffing  individuals by Tricom's  customers.  Tricom
also earns interest and fee income from providing short-term accounts receivable
financing to this same client base, which is included in the net interest income
category.

During the second quarter of 2001, the Company sold approximately $72 million of
premium finance  receivables to an unrelated third party and recognized gains of
$1.4 million  related to this  activity,  compared to the sale of $62 million of
premium finance receivables in the second quarter of 2000 that resulted in gains
of $996,000. Through the first six months of 2001, approximately $123 million of
premium finance  receivables  were sold resulting in year-to-date  gains of $2.4
million,  compared to the sale of $133 million of premium finance receivables in
the first six months of 2000, which resulted in gains of $2.2 million. The sales
are the result of continued  strong loan  originations by the Company's  premium
finance  receivable  subsidiary.  The  Company  currently  has a  philosophy  of
maintaining its average loan-to-deposit ratio in the range of 85-90%. During the
second  quarter  of 2001,  the ratio was  approximately  88%.  Accordingly,  the
Company sold excess premium  finance  receivables  volume to an unrelated  third
party  financial   institution.   Consistent  with  Wintrust's  strategy  to  be
asset-driven  and the  desire  to  maintain  our  loan-to-deposit  ratio  in the
aforementioned  range,  it is probable  that  similar  sales of premium  finance
receivables will occur in the future.

Other  non-interest  income for the second  quarter of 2001 totaled $1.7 million
and  increased  $978,000,  or  144%,  over the  prior  year  quarterly  total of
$680,000.  This  increase was due  primarily  to a $794,000  increase in premium
income from certain  covered  call option  transactions.  The Company  routinely
enters into these  transactions with the goal of enhancing its overall return on
its investment portfolio.  The Company generally writes the call options against
certain U.S.  Treasury and agency issues held in its portfolio for liquidity and
other purposes.  Also contributing to the increase in other non-interest  income
was a $140,000  increase in rental income from equipment  leases.  For the first
six months of 2001, other non-interest income totaled $3.7 million and increased
$2.5  million  over the same  period  of 2000.  Included  in this  increase  are
increases  in premium  income  from  covered  call option  transactions  of $2.0
million and increases in rental income from equipment leases of $290,000.


NON-INTEREST EXPENSE

Non-interest  expense for the second  quarter of 2001 totaled  $16.3 million and
increased  $3.4  million,  or 26%,  from the second  quarter 2000 total of $12.9
million.  For the first six months of 2001,  non-interest  expense totaled $32.3
million and  increased  $7.3  million,  or 29%,  when compared to the prior year
period.  The continued growth and expansion of the de novo banks with additional
branches, the opening of the Company's seventh de novo bank (Northbrook Bank) in
November  2000 and the growth in the premium  finance  business were the primary
causes for this increase. Since June 30, 2000, total deposits have grown 26% and
total loan  balances  have risen 29%,  requiring  higher  levels of staffing and
other costs to both attract and service the larger customer base.

                                     - 15 -



The following table presents non-interest expense by category (in thousands):



                                                                THREE MONTHS                               SIX MONTHS
                                                    ------------------------------------       -----------------------------------
                                                               ENDED JUNE 30,                            ENDED JUNE 30,
                                                           2001               2000                   2001               2000
                                                    -------------------  ----------------      ------------------------------------
                                                                                                            
    Salaries and employee benefits                           $ 8,735           $ 6,793               $ 17,213           $ 13,128
    Occupancy, net                                             1,178             1,140                  2,422              2,150
    Equipment expense                                          1,582             1,137                  3,066              2,286
    Data processing                                              822               699                  1,652              1,379
    Advertising and marketing                                    426               322                    733                571
    Professional fees                                            534               357                  1,065                652
    Other                                                      3,005             2,441                  6,102              4,832
                                                    -------------------  ----------------      ------------------------------------
         Total non-interest expense                         $ 16,282          $ 12,889               $ 32,253           $ 24,998
                                                    ===================  ================      ====================================


Salaries  and  employee  benefits  expense  totaled  $8.7 million for the second
quarter of 2001, an increase of $1.9  million,  or 29%, as compared to the prior
year quarter total of $6.8 million.  For the first six months of 2001,  salaries
and employee  benefits expense totaled $17.2 million and increased $4.1 million,
or 31%,  when  compared to the first six months of 2000.  These  increases  were
primarily  due to increases in  commissions  paid to mortgage  loan  originators
related to fees on mortgage loans sold, the opening of Northbrook Bank and three
additional  banking  offices and  increased  staffing at the  Company's  premium
finance  subsidiary.  As a percent of average  total  assets,  on an  annualized
basis,  salaries  and employee  benefits  were 1.61% and 1.51% for the first six
months of 2001 and 2000, respectively. The increase in this ratio is a result of
increases in salaries and benefits related to fee-based sources of revenue, such
as the origination and sale of mortgage loans and trust and investment services.

For the second  quarter of 2001,  occupancy  costs,  equipment  expense and data
processing   increased   $38,000  (3%),   $445,000  (39%)  and  $123,000  (18%),
respectively,  over the prior year second  quarter.  For the first six months of
2001, the respective increases were $272,000 (13%),  $780,000 (34%) and $273,000
(20%). These increases were due to the general growth of the Company,  including
the opening of several  new banking  facilities,  technological  initiatives  in
on-line  banking  and the  continued  development  of the trust  and  investment
business.

Professional  fees totaled  $534,000 for the second quarter of 2001, an increase
of $177,000  compared  to the same  period of 2000.  For the first six months of
2001,  professional fees totaled $1.1 million, an increase of $413,000,  or 63%,
compared to the same period of 2000. Professional fees include legal fees, audit
and tax fees, external loan review costs and normal regulatory exam assessments.
The increase in  professional  fees is attributable to the general growth in the
Company's total assets and fee-based businesses and increased collection efforts
at the premium finance subsidiary

Other non-interest expense, for the second quarter of 2001 totaled $3.0 million,
compared to $2.4  million for the same period of 2000.  For the six months ended
June 30, 2001, other  non-interest  expense totaled $6.1 million,  and increased
$1.3 million,  or 26%, compared to the first six months of 2000. These increases
were due mainly to the  factors  mentioned  earlier.  This  category  of expense
includes loan expenses,  correspondent bank service charges, postage, insurance,
stationery  and  supplies,  goodwill  amortization  and other  sundry  expenses.
Goodwill  and  other  intangibles  amortization  expense  totaled  $169,000  and
$347,000 for the three and six month periods of 2001, respectively,  compared to
$179,000 and $357,000  for the same periods of 2000,  respectively.

                                     - 16 -


Despite the increases in many of the non-interest expense categories, Wintrust's
ratio of  non-interest  expense to total average assets for the first six months
of 2001 was 3.01% and is  comparable  to the  Company's  most  recent peer group
ratio.  In  addition,  the net  overhead  ratio for the first six months of 2001
improved  to 1.68% as  compared  to the first six months of 2000 ratio of 1.87%.
The overhead ratio is within management's stated performance goal range of 1.50%
- - 2.00%.


INCOME TAXES

The Company  recorded  income tax expense of $2.5  million for the three  months
ended June 30, 2001  compared to $1.9  million for the same period of 2000.  For
the first six months of 2001,  approximately  $4.9 million of income tax expense
was recorded compared to $3.7 million in the prior year period. The increase was
due  primarily to the increase in operating  income.  The effective tax rate for
the first six months of 2001 and 2000 was approximately 36%.

The  Company  also  recorded  a tax  benefit  in the  first  quarter  of 2001 of
approximately  $161,000  related to the  cumulative  effect of adopting SFAS No.
133,  Accounting  for  Derivatives.  This tax  benefit is included in the amount
reported as the cumulative effect of an accounting change.


OPERATING SEGMENT RESULTS

As shown  in Note 5 to the  Unaudited  Consolidated  Financial  Statements,  the
Company's operations consist of five primary segments: banking, premium finance,
indirect  auto,  Tricom and trust.  The  Company's  profitability  is  primarily
dependent  on the net  interest  income,  provision  for  possible  loan losses,
non-interest income and operating expenses of its banking segment.

For the second  quarter of 2001,  the  banking  segment's  net  interest  income
totaled $17.1 million,  an increase of $3.3 million,  or 24%, as compared to the
$13.8 million recorded in the same quarter of 2000. On a year-to-date basis, the
banking  segment net interest  income  totaled $33.6 million and increased  $7.1
million, or 27%, as compared to the 2000 period. These increases were the direct
result of an increase of 26% in average earning assets, particularly in the loan
portfolio,  as earlier discussed in the Net Interest Income section. The banking
segment's  non-interest  income  totaled $4.5 million for the second  quarter of
2001 and  increased  $2.4  million,  or 120%,  when  compared  to the prior year
quarter.  This increase was due primarily to a $1.2 million  increase in fees on
mortgage loans sold resulting from higher levels of refinancing  activity caused
by the recent decline in mortgage interest rates and a $794,000 increase in fees
from  covered  call option  transactions  which are  routinely  entered  into to
enhance the overall return on the investment portfolio. On a year-to-date basis,
non-interest income totaled $8.9 million and increased $5.1 million, or 137%, as
compared to the first six months of 2000. Similar to the quarterly  comparisons,
the  year-to-date  increase  was  primarily  a result of an  increase in fees on
mortgage  loans sold of $2.2  million  and an  increase  in premium  income from
covered  call  option  transactions  of  $2.0  million.  The  banking  segment's
after-tax profit for the quarter ended June 30, 2001,  totaled $4.9 million,  an
increase of $1.5 million,  or 43%, as compared to the prior year quarterly total
of $3.4 million.  For the first six months of 2001,  after-tax  operating profit
for the banking segment totaled $9.7 million and increased $3.5 million, or 56%,
over the same period of 2000. This improved  profitability  resulted mainly from
higher  levels of net  interest  income  created from the  continued  growth and
maturation  of the  Company's  de novo banks and branches as well as the factors
mentioned above.

                                     - 17 -


Net interest  income from the premium  finance  segment totaled $6.5 million for
the quarter ended June 30, 2001,  an increase of $3.3 million,  or 100% compared
to $3.3  million for the same  quarter of 2000.  On a  year-to-date  basis,  the
premium finance  segment net interest  income totaled $12.5 million  compared to
$6.4  million  recorded for the first six months of 2000.  The  increases in net
interest  income are a result of higher levels of  outstanding  receivables  and
lower funding costs associated with this portfolio in 2001.  Non-interest income
for the three months  ended June 30, 2001 totaled $1.4 million  compared to $1.0
million  for the  same  period  of  2000.  For the  first  six  months  of 2001,
non-interest  income  for the  premium  finance  segment  totaled  $2.3  million
compared to the $2.2 million  recorded in the same period of 2000. The increases
are  primarily  a result of gains from the sale of  additional  premium  finance
receivables in 2001, as mentioned  earlier in this report.  After-tax profit for
the premium  finance  segment  totaled $2.7 million for the  three-month  period
ended June 30, 2001, and increased $1.6 million,  153%,  over the same period of
2000. For the six months ended June 30, 2001 and 2000, the after-tax  profit for
this segment was $4.8 million and $2.4 million,  respectively.  The year-to-date
increase in after-tax  profit was due mostly to higher levels of premium finance
receivables  created from  targeted  marketing  programs as well as increases in
insurance  premiums  charged by  insurance  carriers as well as a lower  funding
costs associated to this portfolio in 2001.

The indirect auto segment  recorded $1.6 million of net interest  income for the
second  quarter of 2001, a decline of $174,000,  or 10%, as compared to the 2000
quarterly  total.  On a  year-to-date  basis,  net interest  income totaled $3.0
million,  a decline of $662,000,  or 18%,  from the  comparable  period of 2000.
Average outstanding loans decreased $55 million, or 22%, in the first six months
of 2001 compared to the same period of 2000.  After-tax  segment  profit totaled
$558,000 for the  three-month  period ended June 30, 2001,  compared to $487,000
for the same  period  of 2000.  For the  first  six  months  of 2001,  after-tax
operating  profits  were  $932,000,  compared  to $1.0  million in the first six
months of 2000.  This segment's  profitability  was impacted by a lower level of
credit losses offset by lower outstanding loan balances.  See further discussion
of credit quality information in the "ASSET QUALITY" section of this report.

The Tricom segment data reflects the net interest  income,  non-interest  income
and segment profit associated with short-term accounts receivable  financing and
value-added  out-sourced  administrative  services,  such as data  processing of
payrolls,  billing and cash  management  services,  that Tricom  provides to its
clients in the temporary staffing industry. For the quarter and six months ended
June 30, 2001, the Tricom segment added $965,000 and $1.8 million, respectively,
to the Company's  net interest  income,  increases of 15% and 13%,  respectively
over the same periods of 2000.  Non-interest  income for the second  quarter and
year-to-date  periods  were  $1.1  million,  and  $2.1  million,   respectively,
relatively  unchanged from the comparable  periods of 2000. The segment's  after
tax profit was  $323,000  for the second  quarter of 2001 and  $602,000  for the
year-to-date  period,  relatively  unchanged  from the  $387,000  in the  second
quarter of 2000 and  $670,000 in the  year-to-date  period of 2000.  The revenue
growth at Tricom has stagnated in recent quarters due to the general slowdown in
the economy and the reduction in the placement of temporary staffing individuals
by Tricom's customers.

The trust  segment  reported  net  interest  income of  $186,000  for the second
quarter of 2001 and  $119,000 for the same period last year.  On a  year-to-date
basis,  net  interest  income  was  $352,000  and  $241,000,  for 2001 and 2000,
respectively.  The net interest  income  reported by the trust segment is due to
the trust company's earning assets as well as the net interest  allocated to the
trust  company from trust  account  balances on deposit at the Banks.  The trust
segment recorded  non-interest income of $523,000 for the second quarter of 2001
as compared to $494,000 for the same quarter of 2000. On a  year-to-date  basis,
non-interest   income  for  the  trust

                                     - 18 -


segment was $973,000 and $966,000,  respectively,  for 2001 and 2000.  The trust
segment's non-interest income represents fees earned on assets under management.
The trust segment's  after-tax loss totaled $108,000 for the three-month  period
ended June 30,  2001,  as  compared  to  after-tax  loss of $94,000 for the same
period of 2000. For the first six months of 2001 and 2000,  after-tax losses for
this segment were $304,000 and $215,000,  respectively.  The trust segment's fee
based  revenues  have been  negatively  affected by the  down-turn  in the stock
market over the past year,  which has had a negative  effect on the valuation of
the equity  securities  under  management and the fees earned  thereon.  As more
fully  discussed  in  the  Overview  and  Strategy  section  of  this  analysis,
management  expects the start-up  phase for the trust  segment to continue for a
few years before its operations become profitable.


FINANCIAL CONDITION

Total assets were $2.32  billion at June 30, 2001,  an increase of $459 million,
or 25%, over the $1.86 billion a year  earlier,  and $219 million,  or 10%, over
the $2.10  billion at December 31, 2000.  Growth at the newer banks and branches
coupled  with  continued  market  share growth at the more mature banks were the
primary factors for these increases.  Total funding  liabilities,  which include
deposits,  short-term  borrowings,  notes payable and long-term debt, were $2.15
billion at June 30, 2001,  and increased  $415  million,  or 24%, over the prior
year, and $198 million,  or 10%, since December 31, 2000.  These  increases were
primarily utilized to fund growth in the loan portfolio.

INTEREST-EARNING ASSETS

The following  table sets forth,  by category,  the composition of earning asset
balances  and the relative  percentage  of total  earning  assets as of the date
specified (dollars in thousands):



                                           JUNE 30, 2001                 December 31, 2000               June 30, 2000
                                   ------------------------------- ------------------------------ -----------------------------
                                        BALANCE         PERCENT         Balance        Percent        Balance         Percent
                                   ------------------ ------------ ------------------ ----------- -----------------  ----------
                                                                                                      
    Loans:
      Commercial and commercial
          real estate                    $ 826,364          38%          $ 647,947        34%          $ 552,694         33%
      Premium finance, net                 345,789          16             313,065         16            250,796         15
      Indirect auto, net                   190,140           9             203,572         11            234,774         14
      Home equity                          209,149          10             179,168          9            157,042          9
      Residential real estate              154,479           7             141,919          7            135,746          8
      Tricom finance receivables            16,824           1              20,354          1             20,978          1
      Installment and other                 63,561           3              51,995          3             48,794          3
                                   ------------------ ------------ ------------------ ----------- -----------------  ----------
    Total loans, net of
         unearned income                 1,806,306          84           1,558,020         81          1,400,824         83
    Securities and money
        Market investments                 342,763          16             357,928         19            287,208         17
                                   ------------------ ------------ ------------------ ----------- -----------------  ----------

    Total earning assets               $ 2,149,069         100%        $ 1,915,948       100%        $ 1,688,032        100%
                                   ================== ============ ================== =========== =================  ==========


Earning  assets as of June 30, 2001,  increased  $461 million,  or 27%, over the
balance a year earlier, and $233 million, or 12%, over the balance at the end of
2000.  The  ratio of  earning  assets  as a  percent  of total  assets  remained
consistent at  approximately  91 - 93% as of each reporting period date shown in
the above table.

                                     - 19 -


Total net loans  were  $1.81  billion  at June 30,  2001,  an  increase  of $248
million,  or 16%, since  December 31, 2000, and an increase of $405 million,  or
29%,  since June 30,  2000.  Solid loan growth  occurred in the core  commercial
loan,  home equity and  residential  real estate  portfolios,  as well as in the
premium finance receivables, and offset the decrease in the indirect auto loans.
Total net  loans  comprised  84% of total  earning  assets  at June 30,  2001 as
compared to 83% a year earlier and 81% at the end of 2000.

Commercial  and  commercial  real  estate  loans,  the  largest  loan  category,
comprised 38% of total earning assets and 46% of total loans as of June 30, 2001
and has increased $274 million, or 50%, since June 30, 2000 and $178 million, or
28%, since the end of 2000. The strong growth experienced over the past year has
resulted  mainly  from a healthy  local  economy  and the  hiring of  additional
experienced lending officers.

Net  premium  finance  receivables  totaled  $346  million at June 30,  2001 and
comprised  16% of total  earning  assets  and 19% of total  loans as of June 30,
2001. This portfolio  increased $95 million, or 38%, since June 30, 2000 and $33
million,  or 10%, since the end of 2000. This growth was primarily the result of
market  increases  in insurance  premiums  charged by  insurance  carriers.  The
Company is on track to  originate  in excess of $1  billion  in premium  finance
receivables in 2001. The majority of the premium finance receivables  originated
by FIFC is sold to the Banks and  consequently  remain an  earning  asset of the
Company.   However,   as  a  result  of  the  continued  solid  growth  in  loan
originations, FIFC has been selling a portion of new receivables to an unrelated
third party.  During the second  quarter of 2001 FIFC  originated  approximately
$328 million of premium finance  receivables and sold  approximately $72 million
of such receivables to an unrelated third party. The Company sold  approximately
$123  million of premium  finance  receivables  in the first six months of 2001,
compared to $133 million  during the first six months of 2000. The sale of these
receivables to an unrelated  third party results in the recognition of gains and
provides the Company with  additional  liquidity.  FIFC continues to service the
receivables  sold  to  third  parties.  It  is  probable  that  sales  of  these
receivables  to third  parties will occur in the future,  however such sales are
dependent on the overall  level of new volume growth in relation to the capacity
to retain the loans within the Banks' loan portfolios.

Net indirect auto loans  comprised 9% of total  earning  assets and 11% of total
loans as of June 30, 2001. This portfolio  decreased $45 million, or 19%, from a
year ago, and decreased $13 million, or 7%, since the end of 2000. The decreases
in this portfolio were the result of the Company's desire to reduce its reliance
upon  indirect  automobile  lending as a percent of the  overall  earning  asset
portfolio  due to the  current  economic  environment,  competitive  pricing and
margin concerns.  The Company does not currently originate any significant level
of sub-prime loans, which are made to individuals with impaired credit histories
at generally  higher  interest  rates,  and  accordingly,  with higher levels of
credit risk.  Management  continually  monitors the dealer relationships and the
Banks are not dependent on any one dealer as a source of such loans.

Tricom  finance  receivables   consist  of  high-yielding   short-term  accounts
receivable  financing  to clients in the  temporary  staffing  industry  located
throughout the United States. These receivables represented  approximately 1% of
the Company's total earning assets at June 30, 2001,  December 31, 2000 and June
30, 2000.

Home  equity  loans  totaled  $209  million at June 30, 2001 and  increased  $52
million,  or 33%,  since a year earlier and $30 million,  or 17%, as compared to
the end of 2000.  This  category of loans  continues to represent  approximately
9%-10% of total earning  assets and has grown in proportion to the entire growth
of the Company. The growth is due mainly to targeted marketing programs over the
past year and higher  usage of existing  lines than in the past.  The  marketing
programs generally use a short-term low initial interest rate as an

                                     - 20 -


incentive to the  borrower.  Unused  commitments  on home equity lines of credit
have  increased  $58  million,  or 28%,  over the  balance at June 30,  2000 and
totaled $263 million at June 30, 2001.

Residential  real  estate  loans  totaled  $154  million as of June 30, 2001 and
increased  $19 million,  or 14%,  over a year ago and $13 million,  or 9%, since
December 31, 2000.  Mortgage  loans held for sale are included in this  category
and totaled $19.0 million as of June 30, 2001,  $10.4 million as of December 31,
2000 and $12.1  million as of June 30, 2000.  The Company  collects a fee on the
sale of these  loans into the  secondary  market,  as  discussed  earlier in the
Non-interest  Income section of this analysis.  As these loans are predominantly
long-term  fixed rate  loans,  the Company  eliminates  the  interest  rate risk
associated  with these  loans by selling  them into the  secondary  market.  The
remaining  residential real estate loans in this category are maintained  within
the Banks'  portfolios  and include  mostly  adjustable  rate mortgage loans and
shorter-term  fixed rate  mortgage  loans.  The growth in this loan category has
been due mainly to the relatively low mortgage  interest rate  environment and a
continued  strong local  housing  market.  This  category of loans  continues to
represent  approximately  7%-8%  of  total  earning  assets  and  has  grown  in
proportion to the entire growth of the Company.

Securities  and  money  market   investments   (i.e.   federal  funds  sold  and
interest-bearing  deposits  with banks)  totaled  $343 million at June 30, 2001,
representing  a decrease of $15 million,  or 4%, since  December 31, 2000 and an
increase $56 million,  or 19%, since a year earlier.  This category as a percent
of total earning  assets was 16% at June 30, 2001 versus 19% and 17% at December
31, 2000 and June 30,  2000,  respectively.  The Company  maintained  no trading
account securities at June 30, 2001 or as of any of the other previous reporting
dates.  The  balances  of  securities  and money  market  investments  fluctuate
frequently based upon deposit inflows, loan demand and proceeds from loan sales.
As a result of anticipated  growth in the  development of the de novo banks,  it
has been Wintrust's policy to generally maintain its securities and money market
portfolio in short-term,  liquid, and diversified high credit quality securities
in order to  facilitate  the funding of quality loan demand as it emerges and to
keep the Banks in a liquid condition in the event that deposit levels fluctuate.


DEPOSITS

Total deposits at June 30, 2001 were $2.06 billion, an increase of $426 million,
or 26%,  over the June 30, 2000 total and an increase of $229  million,  or 13%,
since  December 31,  2000.  The  following  table sets forth,  by category,  the
composition of deposit balances and the relative percentage of total deposits as
of the date specified (dollars in thousands):



                                       JUNE 30, 2001                    December 31, 2000                    June 30, 2000
                             ----------------------------------  ---------------------------------  --------------------------------
                                                   PERCENT                             Percent                           Percent
                                 BALANCE           OF TOTAL           Balance         of Total           Balance         of Total
                             -----------------  ---------------  ------------------ --------------  ------------------ -------------
                                                                                                          
  Demand                           $ 205,414            10%            $ 198,319           11%             $ 173,967         11%
  NOW                                193,752            10               180,897           10                154,056          9
  Money market                       296,362            14               295,772           16                284,918         17
  Savings                            105,097             5                74,460            4                 74,434          5
  Certificates of deposit          1,254,720            61             1,077,128           59                941,817         58
                             -----------------  ---------------  ------------------ --------------  ------------------ -------------

               Total             $ 2,055,345           100%          $ 1,826,576          100%           $ 1,629,192        100%
                             =================  ===============  ================== ==============  ================== =============


                                     - 21 -


The  percentage  mix of deposits as of June 30, 2001 was  relatively  consistent
with the deposit  mix as of the prior year  dates.  Growth in both the number of
accounts  and balances  has been  primarily  the result of newer bank and branch
growth, and continued  marketing efforts at the more established banks to create
additional deposit market share.

SHORT-TERM BORROWINGS AND NOTES PAYABLE

As of June 30, 2001, the Company's  short-term  borrowings totaled $15.2 million
and represented  customer repurchase  agreements.  At June 30, 2001, the Company
also had $25.0 million outstanding on its $50 million revolving credit line with
an unaffiliated bank. The outstanding balance on this credit line as of June 30,
2000 was $4.9  million  and $27.6  million at  December  31,  2000.  The Company
continues to maintain the revolving  credit line for corporate  purposes such as
to provide  capital to fund  continued  growth at the Banks,  expansion of WAMC,
purchases of treasury stock,  possible future acquisitions and for other general
corporate matters.

LONG-TERM DEBT - TRUST PREFERRED SECURITIES

The  long-term  debt  category   consists  of  the  Company's   trust  preferred
securities.  At June 30,  2001,  December  31,  2000 and June 30,  2000,  $51.05
million of trust  preferred  securities  were  outstanding.  The Company  issued
$31.05 million of 9.00%  Cumulative  Trust Preferred  Securities in October 1998
and $20.0 million of 10.50% Cumulative Trust Preferred  Securities in June 2000.
Both  issues  were sold in public  offerings.  The  Trust  Preferred  Securities
increased the Company's  regulatory capital level and provided for the continued
growth of its franchise.  The ability to treat these Trust Preferred  Securities
as regulatory capital under Federal Reserve guidelines, coupled with the Federal
income tax deductibility of the related interest  expense,  provides the Company
with a cost-effective form of capital. See Note 4 to the Unaudited  Consolidated
Financial  Statements  for  further  information  on the first  Trust  Preferred
Securities offering.

SHAREHOLDERS' EQUITY

Total  shareholders'  equity was $133 million at June 30, 2001 and increased $35
million since June 30, 2000 and $31 million since the end of 2000. In June 2001,
the Company  issued 992,500  additional  shares of common stock through a public
offering,  realizing net proceeds of approximately $22.2 million. In addition to
the  increase  resulting  from the common  stock  offering,  increases  in total
shareholders  equity were the result of the  Company's  corporate  earnings  and
changes in net unrealized losses in the  available-for-sale  security portfolio,
offset in part by dividend payments and stock repurchases. The annualized return
on average  equity for the quarter  ended June 30, 2001  increased  to 16.21% as
compared to 13.86% for the prior year period.

The following table reflects  various  consolidated  measures of capital at June
30, 2001, December 31, 2000 and June 30, 2000:



                                                                 JUNE 30,              December 31,           June 30,
                                                                   2001                   2000                  2000
                                                           ----------------------  -------------------   --------------------
                                                                                                           
Leverage ratio                                                          7.6%                 6.3%                   6.9%
Ending tier 1 capital to risk-based asset ratio                         8.3%                 6.9%                   7.3%
Ending total capital to risk-based asset ratio                          9.3%                 8.4%                   8.9%
Dividend payout ratio                                                   7.6%                 8.0%                   6.9%



                                     - 22 -


To be "adequately  capitalized",  an entity must maintain a leverage ratio of at
least 4.0%,  a Tier 1  risk-based  capital  ratio of at least 4.0%,  and a total
risk-based capital ratio of at least 8.0%. To be considered "well  capitalized,"
an entity must  maintain a leverage  ratio of at least 5.0%, a Tier 1 risk-based
capital ratio of at least 6.0%, and a total risk-based capital ratio of at least
10.0%.  At June 30, 2001, the Company was considered  "well  capitalized"  under
both  the  leverage  ratio  and the Tier 1  risk-based  capital  ratio,  and was
considered  "adequately  capitalized"  under the total risk-based capital ratio.
The Company's  capital ratios  increased since the comparable  prior year period
and since December 31, 2000, due in large part to the issuance of the additional
common stock in June 2001.

The Company  attempts to maintain an  efficient  capital  structure  in order to
provide  higher returns on equity.  Additional  capital is required from time to
time,  however,  to support  the growth of the  organization.  The  issuance  of
additional common stock or additional trust preferred securities are the primary
forms  of  capital  that the  Company  considers  as it  evaluates  its  capital
position.

In January  2001,  Wintrust  declared a  semi-annual  cash dividend of $0.07 per
common share, a 40% increase over the prior dividend  amount.  Subsequent to the
end of the second  quarter the Company  declared  another  dividend of $0.07 per
common share,  payable  August 23, 2001 to  shareholders  of record on August 9,
2001. In January and July 2000, Wintrust declared  semi-annual cash dividends of
$0.05 per common share.

In January 2000, the Company  initiated a stock buyback program  authorizing the
repurchase  of up to 300,000  shares of its common stock.  Through  December 31,
2000,  the Company  repurchased a total of 242,300 shares at an average price of
$15.94 per share. No additional repurchases were made since December 31, 2000.


                                     - 23 -


ASSET QUALITY

ALLOWANCE FOR POSSIBLE LOAN LOSSES
A  reconciliation  of the activity in the allowance for possible loan losses for
the  three  and six  months  ended  June 30,  2001 and 2000 is shown as  follows
(dollars in thousands):



                                                              THREE MONTHS ENDED                            SIX MONTHS ENDED
                                                                   JUNE 30,                                     JUNE 30,
                                                          2001                 2000                  2001                  2000
                                                   -------------------     ----------------     -----------------     --------------
                                                                                                                 
  Balance at beginning of period                         $  11,067             $  9,359               $10,433                $8,783

 Provision for possible loan losses                          2,264                1,223                 3,902                 2,364

 Charge-offs
  Core banking loans                                           301                  316                   408                   446
  Indirect automobile loans                                    203                  320                   490                   631
  Tricom receivables                                            --                   73                    --                    73
  Premium finance receivables                                  836                  158                 1,548                   359
                                                   -------------------     ----------------     -----------------     --------------
     Total charge-offs                                       1,340                  867                 2,446                 1,509
                                                   -------------------     ----------------     -----------------     --------------
 Recoveries
  Core banking loans                                             2                    3                     4                    11
  Indirect automobile loans                                     35                   30                    89                    73
  Tricom receivables                                            --                   --                    --                    --
  Premium finance receivables                                   83                   44                   129                    70
                                                   -------------------     ----------------     -----------------     --------------
      Total recoveries                                         120                   77                   222                   154
                                                   -------------------     ----------------     -----------------     --------------

  Net charge-offs                                           (1,220)                (790)               (2,224)               (1,355)
                                                   -------------------     ----------------     -----------------     --------------

  Balance at June 30                                     $  12,111             $  9,792               $12,111                $9,792
                                                   ===================     ================     =================     ==============

  Loans at June 30                                                                                 $1,806,306            $1,400,824
                                                                                                -----------------     --------------

  Allowance as a percentage of loans                                                                     0.67%                 0.70%
                                                                                                =================     ==============

  Annualized net charge-offs as a percentage of average:
        Core banking loans                                                                               0.07%                 0.11%
        Indirect automobile loans                                                                        0.42%                 0.45%
        Tricom receivables                                                                                  --                 0.78%
        Premium finance receivables                                                                      0.81%                 0.23%
                                                                                                -----------------     --------------
            Total loans                                                                                  0.27%                 0.20%
                                                                                                =================     ==============
        Annualized provision for
            possible loan losses                                                                        57.00%                57.32%
                                                                                                =================     ==============



Management  believes  that  the  loan  portfolio  is well  diversified  and well
secured,  without undue concentration in any specific risk area. Control of loan
quality is  continually  monitored by  management  and is reviewed by the Banks'
Boards of Directors and their Credit Committees on a monthly basis.  Independent
external review of the loan portfolio is provided by the examinations  conducted
by regulatory  authorities and an independent loan review performed by an entity
engaged by the Board of Directors.  The amount of additions to the allowance for
possible  loan losses,  which is charged to earnings  through the  provision for
possible  loan losses,  is determined  based on a variety of factors,  including
actual charge-offs during the year,  historical loss experience,  delinquent and
other potential  problem loans, and an evaluation of economic  conditions in the
market area.

                                     - 24 -


The  provision  for  possible  loan losses  totaled  $2.3 million for the second
quarter of 2001, an increase of $1.0 million,  compared to the second quarter of
2000. For the first six months of 2001,  the provision  totaled $3.9 million and
increased $1.5 million from the prior year total. The higher  provisions in 2001
were the result of an increase in loan balances of 29% compared to June 30, 2000
and a higher level of net  charge-offs for the first six months of 2001 compared
to 2000 in the premium finance receivables  portfolio.  For the six months ended
June 30, 2001, net charge-offs  totaled $2.2 million and increased $869,000 from
the $1.4 million of net  charge-offs  recorded in the same period of 2000.  On a
ratio basis,  net charge-offs as a percentage of average loans was 0.27% for the
first six months of 2001, compared to 0.20% for the first six months of 2000.

Management  believes  the  allowance  for  possible  loan  losses is adequate to
provide  for  losses  inherent  in the  portfolio.  There  can be no  assurance,
however,  that future losses will not exceed the amounts  provided for,  thereby
affecting  future results of operations.  The amount of future  additions to the
allowance for possible loan losses will be dependent  upon the economy,  changes
in real estate values,  interest rates,  the view of regulatory  agencies toward
adequate  reserve levels,  the level of past-due and  non-performing  loans, and
other factors.

                                     - 25 -


PAST DUE LOANS AND NON-PERFORMING ASSETS

The following table sets forth the Company's  non-performing assets at the dates
indicated.  The information in the table should be read in conjunction  with the
detailed discussion following the table (dollars in thousands).




                                                      JUNE 30,            March 31,           December 31,           June 30,
                                                        2001                 2001                 2000                 2000
                                                        ----                 ----                 ----                 ----
                                                                                                            
Past Due greater than 90 days
     and still accruing:
      Core banking loans                                $  1,255             $  1,778               $  651               $  438
      Indirect automobile loans                              372                  350                  397                  362
      Tricom receivables                                      --                   --                   --                   --
      Premium finance receivables                          2,982                4,881                4,306                1,817
                                                 -------------------  -------------------  -------------------  -------------------
          Total                                            4,609                7,009                5,354                2,617
                                                 -------------------  -------------------  -------------------  -------------------

Non-accrual loans:
      Core banking loans                                   1,389                  720                  770                  626
      Indirect automobile loans                              274                  234                  221                  391
      Tricom receivables                                     112                  112                   --                   --
      Premium finance receivables                          6,392                5,872                3,338                2,548
                                                 -------------------  -------------------  -------------------  -------------------
          Total non-accrual loans                          8,167                6,938                4,329                3,565
                                                 -------------------  -------------------  -------------------  -------------------

Total non-performing loans:
      Core banking loans                                   2,644                2,498                1,421                1,064
      Indirect automobile loans                              646                  584                  618                  753
      Tricom receivables                                     112                  112                   --                   --
      Premium finance receivables                          9,374               10,753                7,644                4,365
                                                 -------------------  -------------------  -------------------  -------------------
          Total non-performing loans                      12,776               13,947                9,683                6,182
                                                 -------------------  -------------------  -------------------  -------------------

Other real estate owned                                      100                   --                   --                   --
                                                 -------------------  -------------------  -------------------  -------------------

Total non-performing assets                             $ 12,876             $ 13,947              $ 9,683              $ 6,182
                                                 ===================  ===================  ===================  ===================

Total  non-performing  loans by
  category  as a  percent  of its own
  respective category:
      Core banking loans                                      0.21%                0.22%                0.14%                0.12%
      Indirect automobile loans                               0.34%                0.31%                0.30%                0.32%
      Tricom receivables                                      0.67%                0.60%                   --                   --
      Premium finance receivables                             2.71%                3.22%                2.44%                1.74%
                                                 -------------------  -------------------  -------------------  -------------------
         Total non-performing loans                           0.71%                0.84%                0.62%                0.44%
                                                 -------------------  -------------------  -------------------  -------------------

Total non-performing assets as a
    percentage of total assets                                0.55%                0.64%                0.46%                0.33%

Allowance for possible loan losses as
  a percentage of non-performing loans                       94.79%               79.35%              107.75%              158.40%




                                     - 26 -


Non-performing Core Banking Loans

Total  non-performing  loans for the Company's  core banking  business were $2.6
million,  or 0.21%,  of the  Company's  core banking  loans as of June 30, 2001,
compared  to 0.14%  as of  December  31,  2000  and  0.12% as of June 30,  2000.
Non-performing  core  banking  loans  consist  primarily  of a small  number  of
commercial and real estate loans, of which management  believes are well secured
and in the process of collection.  The small number of such non-performing loans
allows management the opportunity to monitor closely the status of these credits
and work with the borrowers to resolve these problems effectively.

Non-performing Premium Finance Receivables

The table below presents the level of non-performing premium finance receivables
as of June 30,  2001 and 2000,  and the  amount of net  charge-offs  for the six
months then ended.



                                                                                     JUNE 30,               June 30,
                                                                                       2001                   2000
                                                                               ---------------------  ---------------------

                                                                                                     
     Non-performing premium finance receivables                                          $9,374,000        $4,365,000
      - as a percent  of premium finance receivables                                          2.71%              1.74%


     Net charge-offs of premium finance receivables                                      $1,419,000        $ 289,000
      - annualized as a percent of premium finance receivables                                0.81%              0.23%



The level of non-performing  premium finance loans,  although higher than levels
at December 31, 2000 and June 30, 2000, has declined to 2.71% of premium finance
loans  outstanding  from 3.22% at the end of the first quarter of 2001. As noted
in the Company's  first  quarter  report,  the Company  eliminated a significant
number of relationships  with insurance agencies that were referring business to
our premium  finance  subsidiary  that had relatively  small balances and higher
than normal  delinquency  rates. The business  associated with those accounts is
gradually becoming a less significant percent of the entire portfolio and should
be nearly  extinguished  by the end of the current  fiscal year.  Because of the
longer-term nature of converting  collateral to cash in this industry (generally
60-150 days), we anticipated that delinquencies  would decline in the second and
third  quarters  of 2001.  In fact,  during  the  second  quarter  of 2001,  the
delinquencies  did  decline  in  percentage  terms as  previously  noted and the
absolute dollars of non-performing loans declined by approximately $1.4 million.
We expect the  non-performing  ratios related to this portfolio to decline again
in the third quarter to more normalized levels.

The ratio of non-performing  premium finance receivables  fluctuates  throughout
the year due to the nature  and  timing of  canceled  account  collections  from
insurance  carriers.  Due  to the  nature  of  collateral  for  premium  finance
receivables,  it customarily  takes 60-150 days to convert the  collateral  into
cash  collections.  Accordingly,  the level of  non-performing  premium  finance
receivables is not necessarily indicative of the loss inherent in the portfolio.
In the event of  default,  the  Company  has the power to cancel  the  insurance
policy and  collect  the  unearned  portion of the  premium  from the  insurance
carrier.  In the event of  cancellation,  the cash  returned  in  payment of the
unearned  premium by the insurer  should  generally be  sufficient  to cover the
receivable  balance,  the  interest and other  charges due. Due to  notification
requirements  and processing time by most insurance  carriers,  many receivables
will become delinquent beyond 90 days while the insurer is processing the return
of the unearned premium.  Management continues to accrue interest until maturity
as the unearned  premium is  ordinarily  sufficient  to pay-off the  outstanding
balance and contractual interest due.

                                     - 27 -


Non-performing Indirect Automobile Loans

Total  non-performing  indirect automobile loans were $646,000 at June 30, 2001,
compared to $618,000 at December  31, 2000 and  $753,000 at June 30,  2000.  The
ratio of these  non-performing  loans has  increased  slightly to 0.34% of total
indirect  automobile  loans at June 30, 2001 from 0.30% at December 31, 2000 and
0.32% at June 30,  2000.  As noted in the  Allowance  for  Possible  Loan Losses
table, net charge-offs as a percent of total indirect automobile loans decreased
to 0.42% in the first half of 2001  compared to 0.45% in the first half of 2000.
These ratios continue to be below standard industry ratios for this type of loan
category.  Due to the current economic and competitive  environment  surrounding
this portfolio, management continues to reduce the level of new loans originated
and is dedicating additional resources to reduce the level of delinquencies.

Potential Problem Loans

In addition to those loans  disclosed  under "Past Due Loans and  Non-performing
Assets,"  there  are  certain  loans  in  the  portfolio  which  management  has
identified,  through its problem loan  identification  system,  which  exhibit a
higher than  normal  credit  risk.  However,  these  loans are still  considered
performing and, accordingly,  are not included in non-performing loans. Examples
of these  potential  problem loans include  certain loans that are in a past-due
status,  loans with borrowers  that have recent  adverse  operating cash flow or
balance sheet trends, or loans with general risk  characteristics  that the loan
officer feels might  jeopardize  the future  timely  collection of principal and
interest payments.  Management's  review of the total loan portfolio to identify
loans where there is concern that the  borrower  will not be able to continue to
satisfy  present  loan  repayment  terms  includes  factors  such as  review  of
individual loans,  recent loss experience and current economic  conditions.  The
principal amount of potential problem loans as of June 30, 2001 and December 31,
2000 was approximately $12.4 million and $11.9 million, respectively.


LIQUIDITY

Wintrust manages the liquidity position of its banking operations to ensure that
sufficient  funds are available to meet  customers'  needs for loans and deposit
withdrawals.  The  liquidity to meet the demand is provided by maturing  assets,
sales of premium  finance  receivables,  liquid  assets that can be converted to
cash,  and the ability to attract  funds from  external  sources.  Liquid assets
refer to federal funds sold and to marketable,  unpledged securities,  which can
be quickly sold without material loss of principal.


INFLATION

A banking organization's assets and liabilities are primarily monetary.  Changes
in the  rate of  inflation  do not  have as great  an  impact  on the  financial
condition of a bank as do changes in interest rates. Moreover, interest rates do
not necessarily change at the same percentage,  as does inflation.  Accordingly,
changes in inflation are not expected to have a material  impact on the Company.
An analysis of the  Company's  asset and liability  structure  provides the best
indication of how the organization is positioned to respond to changing interest
rates.

                                     - 28 -


FORWARD-LOOKING STATEMENTS

This document contains forward-looking  statements within the meaning of Section
27A of the  Securities  Act and Section 21E of the  Securities  Exchange  Act of
1934. The Company intends such  forward-looking  statements to be covered by the
safe harbor provisions for forward-looking  statements  contained in the Private
Securities  Litigation  Reform Act of 1995,  and is including this statement for
purposes  of  invoking  these  safe  harbor  provisions.   Such  forward-looking
statements may be deemed to include, among other things,  statements relating to
anticipated  improvements in financial  performance and  management's  long-term
performance goals, as well as statements  relating to the anticipated effects on
results of operations  and financial  condition  from  expected  development  or
events,  the Company's  business and growth  strategies,  including  anticipated
internal  growth,  plans to form additional de novo banks and to open new branch
offices, and to pursue additional potential development or acquisition of banks,
specialty  finance  or fee  related  businesses.  Actual  results  could  differ
materially from those addressed in the forward-looking statements as a result of
numerous factors, including the following:

o    The level of reported  net income,  return on average  assets and return on
     average  equity  for the  Company  will in the  near  term  continue  to be
     impacted by start-up costs associated with de novo bank formations,  branch
     openings, and expanded trust and investment  operations.  De novo banks may
     typically require 13 to 24 months of operations before becoming profitable,
     due to the impact of  organizational  and overhead  expenses,  the start-up
     phase  of  generating  deposits  and the  time lag  typically  involved  in
     redeploying  deposits  into  attractively  priced  loans and  other  higher
     yielding earning assets.  Similarly,  the expansion of trust and investment
     services  through the Company's trust subsidiary is expected to continue in
     a start-up phase during the next few years before becoming profitable.
o    The  Company's  success to date has been and will  continue  to be strongly
     influenced  by  its  ability  to  attract  and  retain  senior   management
     experienced in banking and financial services.
o    Although  management  believes the  allowance  for possible  loan losses is
     adequate to absorb losses  inherent in the existing  portfolio of loans and
     leases,  there can be no assurance that the allowance will prove sufficient
     to cover actual future loan or lease losses.
o    If market interest rates should move contrary to the Company's gap position
     on interest earning assets and interest bearing liabilities, the "gap" will
     work  against  the Company and its net  interest  income may be  negatively
     affected.
o    The financial  services business is highly competitive which may affect the
     pricing of the Company's loan and deposit products as well as its services.
o    The Company's  ability to adapt  successfully to  technological  changes to
     compete effectively in the marketplace.
o    Unforeseen future events that may cause slower than anticipated development
     and growth of the Tricom  business  or  changes in the  temporary  staffing
     industry.
o    The  Company may not  identify  attractive  opportunities  to expand in the
     future through  acquisitions of other community  banks,  specialty  finance
     companies  or  fee-based  businesses  or may  have  difficulty  negotiating
     potential acquisitions on terms considered acceptable to the Company.
o    Changes in the economic  environment,  competition,  or other factors,  may
     influence the anticipated growth rate of loans and deposits, the quality of
     the loan portfolio and loan and deposit pricing.

                                     - 29 -


                                     ITEM 3
           QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISKS

As a continuing part of its financial  strategy,  the Company attempts to manage
the impact of fluctuations in market interest rates on net interest income. This
effort entails providing a reasonable balance between interest rate risk, credit
risk,  liquidity  risk and  maintenance  of  yield.  Asset-liability  management
policies are  established  and monitored by management in  conjunction  with the
boards of directors of the Banks,  subject to general oversight by the Company's
Board of Directors.  The policy establishes  guidelines for acceptable limits on
the  sensitivity  of the market  value of assets and  liabilities  to changes in
interest rates.

Derivative Financial Instruments
One method  utilized by financial  institutions to limit market risk is to enter
into  derivative  financial  instruments.   A  derivative  financial  instrument
includes interest rate swaps, interest rate caps and floors, futures,  forwards,
option contracts and other financial  instruments with similar  characteristics.
As of June 30, 2001, the Company had $325 million  notional  principal amount of
interest  rate cap  contracts  that mature  between July 2001 and January  2003.
These  contracts,  which have various strike rates  measured  against the 91-day
treasury  bill rate,  were  purchased  to mitigate the effect of rising rates on
certain of its  floating  rate deposit  products  and fixed rate loan  products.
During  2001,  the  Company  also  entered  into  certain  covered  call  option
transactions  related to certain securities in the Company's  available-for-sale
portfolio.  These  transactions  were  designed  to  increase  the total  return
associated with holding these  securities.  There were no  covered-call  options
outstanding  at June 30,  2001.  In March  2001,  the  Company  entered  into an
interest rate swap  contract with a notional  value of $25 million and a term of
three years to effectively  covert $25 million of its floating rate note payable
to a fixed rate  instrument on a  hedged-adjusted  basis.  The Company may enter
into other  derivative  financial  instruments in the future to more effectively
manage its market risk.

Commitments To Extend Credit And Standby Letters Of Credit
The Company is a party to financial instruments with off-balance sheet risk that
are entered into in the normal course of business to meet the financing needs of
its customers.  These financial instruments include commitments to extend credit
and standby letters of credit.  These instruments  involve,  to varying degrees,
elements of credit and interest rate risk in excess of the amount  recognized in
the  consolidated  statements  of  condition.  Commitments  to extend credit are
agreements  to  lend to a  customer  as long as  there  is no  violation  on any
condition  established in the contract.  Commitments may require collateral from
the  borrower if deemed  necessary  by the Company  and  generally  have a fixed
expiration date. Standby letters of credit are conditional commitments issued by
the Banks to guarantee  the  performance  of a customer to a third party up to a
specified  amount and with specific terms and conditions.  Commitments to extend
credit and standby  letters of credit are not  recorded as an asset or liability
by the Company until the instrument is exercised.

Interest Rate Sensitivity Analysis
Interest rate sensitivity is the fluctuation in earnings  resulting from changes
in  market  interest  rates.   Wintrust   continuously  monitors  not  only  the
organization's  current net interest margin,  but also the historical  trends of
these margins. In addition, Wintrust also attempts to identify potential adverse
swings in net  interest  income in future  years,  as a result of interest  rate
movements,  by performing computerized simulation analysis of potential interest
rate  environments.  If a potential  adverse swing in net interest margin and/or
net income  were  identified,  management  then would take  appropriate  actions
within  its  asset/liability   structure  to  counter  these  potential  adverse
situations.  Please  refer to the "Net  Interest  Income"  section  for  further
discussion of the net interest margin.

                                     - 30 -

The  Company's  exposure  to  market  risk is  reviewed  on a  regular  basis by
management  and the  boards  of  directors  of the Banks  and the  Company.  The
objective is to measure the effect on net interest  income and to adjust balance
sheet and off-balance  sheet  instruments to minimize the inherent risk while at
the same time maximize income.  Tools used by management  include a standard gap
report and a rate  simulation  model whereby  changes in net interest income are
measured  in  the  event  of  various  changes  in  interest  rate  indices.  An
institution with more assets than liabilities  repricing over a given time frame
is considered  asset sensitive and will generally  benefit from rising rates and
conversely,  a higher  level of  repricing  liabilities  versus  assets would be
beneficial in a declining rate environment.  The following table illustrates the
Company's gap position as of June 30, 2001.



                                                                      TIME TO MATURITY OR REPRICING
                                                                      -----------------------------

                                               0-90              91-365             1-5             5+ YEARS
                                               DAYS              DAYS              YEARS             & OTHER           TOTAL
                                               ----              ----              -----             -------           -----
                                                                          (DOLLARS IN THOUSANDS)
                                                                                                      
ASSETS:
   Loans, net of unearned income........     $   907,499        $   386,488       $   454,142       $    58,177      $ 1,806,306
   Securities...........................          71,955             31,524            40,934            35,445          179,858
   Interest-bearing bank deposits.......              60                 --                --                --               60
   Federal funds sold...................         162,845                 --                --                --          162,845
   Other................................              --                 --                --           173,014          173,014
                                         -----------------  ----------------- -----------------  ---------------- ----------------
     Total rate sensitive assets               1,142,359            418,012           495,076           266,636        2,322,083
                                         =================  ================= =================  ================ ================

LIABILITIES AND SHAREHOLDERS' EQUITY:
   NOW..................................         193,752                 --                --                --          193,752
   Savings and money market.............         401,459                 --                --                --          401,459
   Time deposits........................         479,797            584,880           189,289               754        1,254,720
   Short term borrowings................          15,217                 --                --                --           15,217
   Notes payable........................              --                 --            25,000                --           25,000
   Demand deposits & other
      liabilities.......................              --                 --                --           247,916          247,916
   Trust preferred securities...........              --                 --                --            51,050           51,050
   Shareholders' equity.................              --                 --                --           132,969          132,969
                                         -----------------  ----------------- -----------------  ---------------- ----------------
     Total rate sensitive liabilities
         and equity ....................     $ 1,090,225        $   584,880       $   214,289       $   432,689      $ 2,322,083
                                         =================  ================= =================  ================ ================

Cumulative:
   Rate sensitive assets (RSA)               $ 1,142,359        $ 1,560,371       $ 2,055,447       $ 2,322,083
   Rate sensitive liabilities (RSL)            1,090,225          1,675,105         1,889,394         2,322,083
                                         -----------------  ----------------- -----------------  ----------------

Cumulative gap (GAP = RSA - RSL)             $    52,134        $ (114,734)       $ $ 166,053                --
                                         =================  ================= =================  ================

RSA/RSL.................................          1.05              0.93              1.09
RSA/Total assets........................          0.49              0.67              0.89
RSL/Total assets .......................          0.47              0.72              0.81

GAP/Total assets .......................            2%                (5)%               7%
GAP/ RSA ...............................            5%                (7)%               8%
- -------------------------------------
<FN>
The GAP amount and related ratios do not reflect $325 million notional amount of
interest rate caps, as discussed on the  following  page.  The effect of the $25
million  interest  rate swap is reflected in the amounts and ratios in the above
table.
</FN>


                                     - 31 -


While the gap position  illustrated  on the previous  page is a useful tool that
management  can  assess  for  general  positioning  of  the  Company's  and  its
subsidiaries'  balance  sheets,  it is only as of a point  in time  and does not
reflect the impact of off-balance sheet interest rate cap contracts.  As of June
30, 2001,  the Company had $325 million  notional  principal  amount of interest
rate caps that  reprice on a monthly  basis.  These  interest  rate caps,  which
mature in intervals  throughout  the next 18 months,  were purchased to mitigate
the effect of rising rates on certain  floating rate deposit  products and fixed
rate loan products. When the gap position in the above table is adjusted for the
impact of these  interest  rate caps,  the  Company's  short-term  gap  position
becomes  positive in that the level of rate sensitive assets that reprice within
one year exceeds the level of rate sensitive liabilities that reprice within one
year.

Management uses an additional  measurement tool to evaluate its  asset/liability
sensitivity which determines  exposure to changes in interest rates by measuring
the  percentage  change in net interest  income due to changes in interest rates
over a two-year  time  horizon.  Management  measures its exposure to changes in
interest rates using many different  interest rate scenarios.  One interest rate
scenario  utilized is to measure the  percentage  change in net interest  income
assuming an  instantaneous  permanent  parallel  shift in the yield curve of 200
basis points,  both upward and downward.  This analysis also includes the impact
of both interest rate cap agreements mentioned above. Utilizing this measurement
concept, the interest rate risk of the Company, expressed as a percentage change
in net interest  income over a two-year  time horizon due to changes in interest
rates, at June 30, 2001 and 2000, is as follows:




                               AS OF JUNE 30, 2001
                               -------------------
                                                                                   +200 BASIS      -200 BASIS
                                                                                     POINTS          POINTS
                                                                                     ------          ------
                                                                                                   
Percentage change in net interest income due to an immediate 200 basis point
  change in interest rates over a two-year time horizon....                               4.7%           (7.0%)
                                                                                ===============  ===============


                               AS OF JUNE 30, 2000
                               -------------------
                                                                                   +200 BASIS      -200 BASIS
                                                                                     POINTS          POINTS
                                                                                     ------          ------
Percentage change in net interest income due to an immediate 200 basis point
  change in interest rates over a two-year time horizon....                               1.8%           (0.5%)
                                                                                ===============  ===============


                                     - 32 -


                                     PART II

ITEM 1: LEGAL PROCEEDINGS.

This item has been omitted from this Form 10-Q since it is inapplicable or would
contain a negative response.

ITEM 2: CHANGES IN SECURITIES.

This item has been omitted from this Form 10-Q since it is inapplicable or would
contain a negative response.

ITEM 3: DEFAULTS UPON SENIOR SECURITIES.

This item has been omitted from this Form 10-Q since it is inapplicable or would
contain a negative response.

ITEM 4: SUBMISSION OF MATTERS TO A VOTE OF SECURITY HOLDERS.

(a)  The Annual Meeting of Shareholders was held on May 24, 2001.
(c) At the Annual Meeting of Shareholders,  the following matters were submitted
to a vote of the shareholders:

        (1) The  election of eight Class II  directors to the Board of Directors
to hold office for a three-year term.



                    Director                                        Votes For          Withheld Authority
                    --------                                        ---------          ------------------
                                                                                      
               Bruce K. Crowther                                    7,127,497               304,605
               Bert A. Getz, Jr.                                    7,165,695               266,407
               William C. Graft                                     7,184,367               247,735
               Marguerite Savard McKenna                            7,229,452               202,650
               Albin F. Moschner                                    7,183,967               248,135
               Christopher J. Perry                                 7,230,567               201,535
               Ingrid S. Stafford                                   7,178,352               253,750
               Katharine V. Sylvester                               7,177,952               254,150

(2)      To consider a proposal to approve the Wintrust Financial Corporation Directors Deferred Fee and Stock Plan.

                Votes For                          Votes Against                       Abstentions
                ---------                          -------------                       -----------
                6,823,971                                515,556                           39,073




ITEM 5: OTHER INFORMATION.

None.

                                     - 33 -




ITEM 6:    EXHIBITS AND REPORTS ON FORM 8-K.

(a)  Exhibits  (Items  marked  with  a  "*"  denote   management   contracts  or
     --------
     compensatory plans or arrangements)

      3.1         Amended and  Restated  Articles of  Incorporation  of Wintrust
                  Financial  Corporation  (incorporated  by reference to Exhibit
                  3.1 of the  Company's  Form  S-1  Registration  Statement  (No
                  333-18699)  filed with the Securities and Exchange  Commission
                  on December 24, 1996).

      3.2         Statement of Resolution  Establishing  Series of Junior Serial
                  Preferred   Stock   A  of   Wintrust   Financial   Corporation
                  (incorporated  by  reference  to Exhibit 3.2 of the  Company's
                  Form 10-K for the year ended December 31, 1998).

      3.3         Amended    By-laws   of   Wintrust    Financial    Corporation
                  (incorporated  by reference  to Exhibit 3(i) of the  Company's
                  Form 10-Q for the quarter ended June 30, 1998).

      4.1         Rights Agreement  between Wintrust  Financial  Corporation and
                  Illinois Stock Transfer Company,  as Rights Agent,  dated July
                  28,  1998  (incorporated  by  reference  to Exhibit 4.1 of the
                  Company's  Form 8-A  Registration  Statement  (No.  000-21923)
                  filed with the  Securities  and Exchange  Commission on August
                  28, 1998).

      4.2         Certain  instruments  defining  the  rights of the  holders of
                  long-term  debt  of  the   Corporation   and  certain  of  its
                  subsidiaries,  none  of  which  authorize  a total  amount  of
                  indebtedness  in  excess  of 10% of the  total  assets  of the
                  Corporation and its subsidiaries on a consolidated basis, have
                  not been filed as Exhibits.  The Corporation  hereby agrees to
                  furnish a copy of any of these  agreements  to the  Commission
                  upon request.

      10.1        Wintrust  Financial  Corporation  Directors  Deferred  Fee and
                  Stock Plan  (incorporated  by  reference  to Appendix B of the
                  Proxy Statement relating to the May 24, 2001 Annual Meeting of
                  Shareholders of the Company.) *

      10.2        Sixth Amendment to Loan Agreement  between Wintrust  Financial
                  Corporation and LaSalle Bank National Association, dated as of
                  June 1, 2001 (incorporated by reference to Exhibit 99.1 of the
                  Company's Form S-3 Registrations  Statement filed with the SEC
                  on May 16, 2001.)


(b) Reports on Form 8-K.
    --------------------

A Form 8-K  report as of April  20,  2001,  was filed  during  the  quarter  and
provided the Company's first quarter earnings  released dated April 20, 2001 and
letter to the Company's shareholders mailed in May 2001.

                                     - 34 -

                                   SIGNATURES

Pursuant  to the  requirements  of the  Securities  Exchange  Act of  1934,  the
Registrant  has duly  caused  this  report  to be  signed  on its  behalf by the
undersigned, thereunto duly authorized.


                         WINTRUST FINANCIAL CORPORATION
                                  (Registrant)

Date: August 14, 2001         /s/ Edward J. Wehmer
                              ---------------------------------------------
                              President & Chief Executive Officer


Date: August 14, 2001         /s/ David A. Dykstra
                              --------------------
                              Executive Vice President & Chief Financial Officer
                              (Principal Financial Officer)

Date: August 14, 2001         /s/ Barbara A. Kilian
                              ---------------------
                              Senior Vice President - Finance
                              (Principal Accounting Officer)


                                     - 35 -