Report of Independent Registered Public Accounting Firm

To the Board of Trustees of Vanguard Chester Funds and Shareholders
of
Vanguard Target Retirement 2015 Fund
Vanguard Target Retirement 2020 Fund
Vanguard Target Retirement 2025 Fund
Vanguard Target Retirement 2030 Fund
Vanguard Target Retirement 2035 Fund
Vanguard Target Retirement 2040 Fund
Vanguard Target Retirement 2045 Fund
Vanguard Target Retirement 2050 Fund
Vanguard Target Retirement 2055 Fund
Vanguard Target Retirement 2060 Fund
Vanguard Target Retirement 2065 Fund
Vanguard Target Retirement Income Fund
Vanguard Institutional Target Retirement 2015 Fund
Vanguard Institutional Target Retirement 2020 Fund
Vanguard Institutional Target Retirement 2025 Fund
Vanguard Institutional Target Retirement 2030 Fund
Vanguard Institutional Target Retirement 2035 Fund
Vanguard Institutional Target Retirement 2040 Fund
Vanguard Institutional Target Retirement 2045 Fund
Vanguard Institutional Target Retirement 2050 Fund
Vanguard Institutional Target Retirement 2055 Fund
Vanguard Institutional Target Retirement 2060 Fund
Vanguard Institutional Target Retirement 2065 Fund and
Vanguard Institutional Target Retirement Income Fund

In planning and performing our audits of the financial statements of
Vanguard Target Retirement 2015 Fund, Vanguard Target Retirement
2020 Fund, Vanguard Target Retirement 2025 Fund, Vanguard Target
Retirement 2030 Fund, Vanguard Target Retirement 2035 Fund,
Vanguard Target Retirement 2040 Fund, Vanguard Target Retirement
2045 Fund, Vanguard Target Retirement 2050 Fund, Vanguard Target
Retirement 2055 Fund, Vanguard Target Retirement 2060 Fund,
Vanguard Target Retirement 2065 Fund, Vanguard Target Retirement
Income Fund, Vanguard Institutional Target Retirement 2015, Vanguard
Institutional Target Retirement 2020 Fund, Vanguard Institutional Target
Retirement 2025 Fund, Vanguard Institutional Target Retirement 2030
Fund, Vanguard Institutional Target Retirement 2035 Fund, Vanguard
Institutional Target Retirement 2040 Fund, Vanguard Institutional Target
Retirement 2045 Fund, Vanguard Institutional Target Retirement 2050
Fund, Vanguard Institutional Target Retirement 2055 Fund, Vanguard
Institutional Target Retirement 2060 Fund, Vanguard Institutional Target
Retirement 2065 Fund and Vanguard Institutional Target Retirement
Income Fund (twenty four of the funds constituting Vanguard Chester
Funds, hereafter collectively referred to as the "Funds") as of and for the
year ended September 30, 2021, in accordance with the standards of the
Public Company Accounting Oversight Board (United States) ("PCAOB"),
we considered the Funds' internal control over financial reporting,
including controls over safeguarding securities, as a basis for designing
our auditing procedures for the purpose of expressing our opinion on the
financial statements and to comply with the requirements of Form N-
CEN, but not for the purpose of expressing an opinion on the
effectiveness of the Funds' internal control over financial reporting.
Accordingly, we do not express an opinion on the effectiveness of the
Funds' internal control over financial reporting.

The management of the Funds is responsible for establishing and
maintaining effective internal control over financial reporting.  In fulfilling
this responsibility, estimates and judgments by management are
required to assess the expected benefits and related costs of controls.  A
company's internal control over financial reporting is a process designed
to provide reasonable assurance regarding the reliability of financial
reporting and the preparation of financial statements for external
purposes in accordance with generally accepted accounting principles.
A company's internal control over financial reporting includes those
policies and procedures that (1) pertain to the maintenance of records
that, in reasonable detail, accurately and fairly reflect the transactions
and dispositions of the assets of the company; (2) provide reasonable
assurance that transactions are recorded as necessary to permit
preparation of financial statements in accordance with generally
accepted accounting principles, and that receipts and expenditures of the
company are being made only in accordance with authorizations of
management and directors of the company; and (3) provide reasonable
assurance regarding prevention or timely detection of unauthorized
acquisition, use or disposition of a company's assets that could have a
material effect on the financial statements.

Because of its inherent limitations, internal control over financial
reporting may not prevent or detect misstatements.  Also, projections of
any evaluation of effectiveness to future periods are subject to the risk
that controls may become inadequate because of changes in conditions,
or that the degree of compliance with the policies or procedures may
deteriorate.

A deficiency in internal control over financial reporting exists when the
design or operation of a control does not allow management or
employees, in the normal course of performing their assigned functions,
to prevent or detect misstatements on a timely basis.  A material
weakness is a deficiency, or a combination of deficiencies, in internal
control over financial reporting, such that there is a reasonable possibility
that a material misstatement of the company's annual or interim financial
statements will not be prevented or detected on a timely basis.

Our consideration of the Funds' internal control over financial reporting
was for the limited purpose described in the first paragraph and would
not necessarily disclose all deficiencies in internal control over financial
reporting that might be material weaknesses under standards
established by the PCAOB. However, we noted no deficiencies in the
Funds' internal control over financial reporting and its operation,
including controls over safeguarding securities, that we consider to be a
material weakness as defined above as of September 30, 2021.

This report is intended solely for the information and use of the Board of
Trustees of Vanguard Chester Funds and the Securities and Exchange
Commission and is not intended to be and should not be used by anyone
other than these specified parties.




/s/PricewaterhouseCoopers LLP
Philadelphia, Pennsylvania
November 17, 2021