EXHIBIT 5.1

                                 May 25, 2006

ClickSoftware Technologies Ltd.
34 Habarzel Street
Tel Aviv, Israel

         RE:      REGISTRATION STATEMENT ON FORM S-8

Ladies and Gentlemen:

         We have acted as Israeli counsel to ClickSoftware Technologies, Ltd.,
a company organized under the laws of the State of Israel (the "Company"), in
connection with its filing of a registration statement on Form S-8 on or about
May 25, 2006 (the "Registration Statement") under the Securities Act of 1933,
as amended, relating to the registration of 450,000 of the Company's ordinary
shares, par value NIS 0.02 per share (the "Plan Shares"), to be issued under
the Company's 2000 Share Option Plan, as amended (the "2000 Plan").

         In our capacity as counsel to the Company, we have examined originals
or copies, satisfactory to us, of the Company's (i) Articles of Association,
(ii) 2000 Plan and (iii) resolutions of the Company's Board of Directors. In
such examination, we have assumed the genuineness of all signatures, the legal
capacity of natural persons, the authenticity of all documents submitted to us
as originals and the conformity with the original documents of all documents
submitted to us as copies or facsimiles. As to any facts material to such
opinion, to the extent that we did not independently establish relevant facts,
we have relied on certificates of public officials and certificates of officers
or other representatives of the Company. We are admitted to practice law in the
State of Israel and the opinion expressed herein is expressly limited to the
laws of the State of Israel.

         On the basis of the foregoing, we are of the opinion that the Plan
Shares being registered pursuant to the Registration Statement, when issued and
paid for in accordance with the 2000 Plan and pursuant to agreements with
respect to the plans, will be validly issued, fully paid and non-assessable.

         We hereby consent to the filing of this opinion as an exhibit to the
Registration Statement.

Very truly yours,


Gross, Kleinhendler, Hodak, Halevy, Greenberg & Co.