================================================================================

                       SECURITIES AND EXCHANGE COMMISSION
                             WASHINGTON, D.C. 20549

                                   ----------

                                   SCHEDULE TO
                                  (Rule 13e-4)

            TENDER OFFER STATEMENT UNDER SECTION 14(d)(1) OR 13(e)(1)
                     OF THE SECURITIES EXCHANGE ACT OF 1934

                                  BLUEFLY, INC.
         (Name Of Subject Company (Issuer) and Filing Person (Offeror))

                                   ----------

           OPTIONS TO PURCHASE COMMON STOCK, PAR VALUE $0.01 PER SHARE
                         (Title of Class of Securities)

                                   ----------

                                    096227103
         (CUSIP Number of Class of Securities (Underlying Common Stock))

                                   ----------

                              Melissa Payner-Gregor
                             Chief Executive Officer
                                  Bluefly, Inc.
                               42 West 39th Street
                            New York, New York 10018
                                 (212) 944-8000
  (Name, Address, and Telephone Number of Person Authorized to Receive Notices
                 and Communications on Behalf of Filing Persons)

                                 With copies to:
                            Richard A. Goldberg, Esq.
                                   Dechert LLP
                              30 Rockefeller Plaza
                            New York, New York 10112
                                 (212) 698-3500

                                   ----------

                            CALCULATION OF FILING FEE

         TRANSACTION VALUATION*                  AMOUNT OF FILING FEE**
 --------------------------------------    -----------------------------------
              $1,000,756.20                             $107.08



*     Estimated  in  accordance  with  Rule  0-11  solely  for  the  purpose  of
      calculating  the  filing fee based  upon the  maximum  number of shares of
      Common Stock covered by Replacement Awards issuable in connection with the
      exchange  offer  (918,125  shares)  and the  average  of the bid and asked
      prices of the Common  Stock as  reported on the Nasdaq  Capital  Market on
      January 22, 2007.

**    The amount of the filing fee,  calculated in accordance  with Rule 0-11(b)
      of the  Securities  Exchange Act of 1934,  as amended by Fee Rate Advisory
      No. 5, effective  November 27, 2005, equals $107.00 per million dollars of
      the value of the transaction.

[ ]   Check  the box if any  part  of the  fee is  offset  as  provided  by Rule
      0-11(a)(2)  and  identify  the filing  with which the  offsetting  fee was
      previously  paid.  Identify the previous filing by registration  statement
      number, or the Form or Schedule and the date of its filing.

      Amount  Previously Paid: Not applicable.     Filing Party: Not applicable.
      Form or Registration No.: Not applicable.    Date Filed: Not applicable.

[ ]   Check the box if the filing relates  solely to preliminary  communications
      made before the commencement of a tender offer.

[ ]   Check the appropriate  boxes below to designate any  transactions to which
      the statement relates:

      [ ]    third-party tender offer subject to Rule 14d-1.
      [X]    issuer tender offer subject to Rule 13e-4.
      [ ]    going-private transaction subject to Rule 13e-3.
      [ ]    amendment to Schedule 13D under Rule 13d-2.

Check the following box if the filing is a final amendment reporting the results
of the tender offer: [ ]

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                                TABLE OF CONTENTS

ITEM 1.   SUMMARY TERM SHEET...................................................1

ITEM 2.   SUBJECT COMPANY INFORMATION..........................................1

ITEM 3.   IDENTITY AND BACKGROUND OF FILING PERSON.............................1

ITEM 4.   TERMS OF THE TRANSACTION.............................................1

ITEM 5.   PAST CONTRACTS, TRANSACTIONS, NEGOTIATIONS AND AGREEMENTS............2

ITEM 6.   PURPOSES OF THE TRANSACTION AND PLANS OR PROPOSALS...................2

ITEM 7.   SOURCE AND AMOUNT OF FUNDS OR OTHER CONSIDERATION....................3

ITEM 8.   INTEREST IN SECURITIES OF THE SUBJECT COMPANY........................3

ITEM 9.   PERSONS/ASSETS, RETAINED, EMPLOYED, COMPENSATED OR USED..............3

ITEM 10.  FINANCIAL STATEMENTS.................................................3

ITEM 11.  ADDITIONAL INFORMATION...............................................3

ITEM 12.  EXHIBITS.............................................................4

ITEM 13.  INFORMATION REQUIRED BY SCHEDULE 13E-3...............................5

SIGNATURE ...................................................................S-1

EXHIBIT INDEX .............................................................EXH-1

                                        i


ITEM 1.     SUMMARY TERM SHEET.

      The  information  set forth  under  "Summary  Term  Sheet" in the Offer to
Exchange,  dated January 25, 2007 (the "Offer to Exchange"),  attached hereto as
Exhibit (a)(1)(A), is incorporated herein by reference.

ITEM 2.     SUBJECT COMPANY INFORMATION.

      (a)   Name and  Address.  The  name of the  issuer  is  Bluefly,  Inc.,  a
Delaware corporation ("Bluefly" or the "Company"). Bluefly's principal executive
office is located at 42 West 39th  Street,  New York,  New York  10018,  and its
telephone  number is (212)  944-8000.  The  information in the Offer to Exchange
under Section 10 ("Information Concerning Bluefly, Inc.") is incorporated herein
by reference.

      (b)   Securities. This Tender Offer Statement on Schedule TO relates to an
offer  by  Bluefly  to  eligible   employees  and  non-employee   directors  the
opportunity to exchange (i) their  outstanding  eligible stock options that were
vested as of August 31, 2006 for restricted stock awards consisting of the right
to receive restricted common stock of the Company upon vesting (these awards are
also  referred  to as  "Restricted  Stock  Awards")  and (ii) their  outstanding
eligible  stock  options that were not vested as of August 31, 2006 for deferred
restricted stock unit awards consisting of rights to receive common stock of the
Company on specified dates subsequent to vesting (these awards are also referred
to as "Deferred  Stock Unit Awards").  The Restricted  Stock Awards and Deferred
Stock Unit Awards will be granted under  Bluefly's  2005 Equity  Incentive  Plan
(the "2005 Plan") upon the terms and subject to the  conditions set forth in the
Offer to  Exchange.  As of January 22, 2007,  options to purchase  approximately
1,652,000  shares of Bluefly  common  stock were  eligible  for  exchange in the
Offer. The information set forth in the Offer to Exchange under Part I ("Summary
Term Sheet") and in Part III, Section 1  ("Eligibility"),  Section 2 ("Number of
Shares of Restricted  Stock and Deferred Stock Unit Awards;  Expiration  Date"),
Section 6 ("Acceptance of Options for Exchange and Issuance of Restricted  Stock
Awards and  Deferred  Stock Unit  Awards")  and Section 9 ("Source and Amount of
Consideration; Terms of Restricted Stock Awards and Deferred Stock Unit Awards")
is incorporated herein by reference.

      (c)   Trading and Market Price.  The information set forth in the Offer to
Exchange  under  Part III,  Section 8 ("Price  Range of Our  Common  Stock")  is
incorporated herein by reference.

ITEM 3.     IDENTITY AND BACKGROUND OF FILING PERSON.

      (a)   Name and Address. The filing person is the subject company, Bluefly,
Inc. The information  set forth under Item 2(a) above is incorporated  herein by
reference.  The  information  set forth in  Appendix B to the Offer to  Exchange
("Information  about the Directors and Executive Officers of Bluefly,  Inc.") is
incorporated by reference.

ITEM 4.     TERMS OF THE TRANSACTION.



      (a)   Material  Terms.  The information set forth in the Offer to Exchange
under Part I ("Summary Term Sheet") and in Part III, Section 1  ("Eligibility"),
Section 2 ("Number of Shares of Restricted Stock and Deferred Stock Unit Awards;
Expiration  Date"),  Section 4 ("Procedures for Tendering  Options"),  Section 5
("Withdrawal Rights and Change of Election"),  Section 6 ("Acceptance of Options
for  Exchange and Issuance of  Restricted  Stock Awards and Deferred  Stock Unit
Awards"),  Section 7 ("Conditions of the Offer"),  Section 9 ("Source and Amount
of  Consideration;  Terms of  Restricted  Stock Awards and  Deferred  Stock Unit
Awards"), Section 12 ("Status of Options Accepted by Us in the Offer; Accounting
Consequences of the Offer"), Section 13 ("Legal Matters; Regulatory Approvals"),
Section 14 ("Material  U.S.  Federal  Income Tax  Consequences")  and Section 15
("Extension  of  Offer;  Termination;  Amendment"),  is  incorporated  herein by
reference.

      (b)   Purchases.  Bluefly's chief executive officer, Melissa Payner-Gregor
and chief financial  officer,  Patrick C. Barry; are not eligible to participate
in the Offer.  The information in the Offer to Exchange under Part III,  Section
11  ("Interests  of  Directors  and  Officers;   Transactions  and  Arrangements
Concerning the Options") is incorporated herein by reference.

ITEM 5.     PAST CONTRACTS, TRANSACTIONS, NEGOTIATIONS AND AGREEMENTS.

      (e)   Agreements   Involving  the  Subject   Company's   Securities.   The
information  set forth in the Offer to  Exchange  under  Part  III,  Section  11
("Interests of Directors and Officers;  Transactions and Arrangements Concerning
the Options") is incorporated herein by reference. The Amended and Restated 1997
Plan filed as Exhibit (d)(1) and Form of Stock Option Agreement pursuant to such
plan filed as Exhibit (d)(2), the Bluefly, Inc. 2000 Stock Option Plan, filed as
Exhibit (d)(3) and Form of Stock Option Agreement pursuant to such plan filed as
Exhibit  (d)(4),  the 2005 Plan filed as Exhibit (d)(5) and Form of Stock Option
Agreement  pursuant  to such  plan  filed  as  Exhibit  (d)(6),  the  Employment
Agreement  dated as of  November  14,  2006  between  the  Company  and  Melissa
Payner-Gregor  filed as Exhibit  (d)(7),  the Employment  Agreement  dated as of
November  14,  2006  between  the  Company and Patrick C. Barry filed as Exhibit
(d)(8),  the Form of Restricted  Stock Agreement  pursuant to such plan filed as
Exhibit (a)(1)(E) and the Form of Deferred Stock Unit Agreement pursuant to such
plan filed as Exhibit (a)(1)(F) are incorporated herein by reference.

ITEM 6.     PURPOSES OF THE TRANSACTION AND PLANS OR PROPOSALS.

      (a)   Purposes.  The Offer is being conducted for compensatory purposes as
described in the Offer to Exchange.  The  information  set forth in the Offer to
Exchange  under Part III,  Section 3 ("Purpose  of the  Offer") is  incorporated
herein by reference.

      (b)   Use of Securities  Acquired.  The information set forth in the Offer
to Exchange under Part III,  Section 6 ("Acceptance  of Options for Exchange and
Issuance of Restricted Stock Awards and Deferred Stock Unit Awards") and Section
12 ("Status of Options Accepted By Us in the Offer;  Accounting  Consequences of
the Offer") is incorporated herein by reference.

      (c)   Plans. The information  set  forth  in  the Offer  to Exchange under
Part III, Section 10  ("Information  Concerning  Bluefly, Inc.") is incorporated
herein by reference.

                                       2


ITEM 7.     SOURCE AND AMOUNT OF FUNDS OR OTHER CONSIDERATION.

      (a)   Source of Funds.  The information set forth in the Offer to Exchange
under  Part III,  Section 9  ("Source  and  Amount  of  Consideration;  Terms of
Restricted  Stock Awards and Deferred  Stock Unit Awards") and Section 16 ("Fees
and Expenses") is incorporated herein by reference.

      (b)   Conditions. The information set forth in the Offer to Exchange under
Part III,  Section 7  ("Conditions  of the  Offer")  is  incorporated  herein by
reference.

      (d)   Borrowed Funds. Not applicable.

ITEM 8.     INTEREST IN SECURITIES OF THE SUBJECT COMPANY.

      (a)   Securities  Ownership.  The  information  set  forth in the Offer to
Exchange  under Part III,  Section 11  ("Interests  of Directors  and  Officers;
Transactions   and   Arrangements   Concerning  the  Options")  and  Appendix  B
("Information  About the Directors and Executive Officers of Bluefly,  Inc.") is
incorporated herein by reference.

      (b)   Securities  Transactions.  The information set forth in the Offer to
Exchange  under Part III,  Section 11  ("Interests  of Directors  and  Officers;
Transactions and Arrangements Concerning the Options") is incorporated herein by
reference.

ITEM 9.     PERSONS/ASSETS, RETAINED, EMPLOYED, COMPENSATED OR USED.

      (a)   Solicitations or Recommendations. Not applicable.

ITEM 10.    FINANCIAL STATEMENTS.

      (a)   Financial  Information.  The  information  set forth in the Offer to
Exchange under Part III, Section 10 ("Information Concerning Bluefly, Inc.") and
Section 17 ("Additional  Information"),  in Item 8 of Bluefly's Annual Report on
Form 10-K for its fiscal year ended December 31, 2005, filed with the Securities
and Exchange  Commission  on February 28, 2006,  and in Item 1 of the  Company's
Quarterly  Report on Form 10-Q for its fiscal quarter ended  September 30, 2006,
filed with the  Securities  and Exchange  Commission  on November  14, 2006,  is
incorporated  herein by reference.  A copy of the Annual Report on Form 10-K and
such  Quarterly  Report  on Form  10-Q  can be  accessed  electronically  on the
Securities and Exchange Commission's website at www.sec.gov.

      (b)   Pro Forma Information. Not applicable.

      (c)   Summary  Information.  The  information  set  forth in the  Offer to
Exchange under Part III, Section 10 ("Information  Concerning Bluefly, Inc.") is
incorporated herein by reference.

ITEM 11.    ADDITIONAL INFORMATION.

                                       3


      (a)   Agreements,  Regulatory  Requirements  and  Legal  Proceedings.  The
information  set forth in the Offer to  Exchange  under  Part  III,  Section  11
("Interests of Directors and Officers;  Transactions and Arrangements Concerning
the  Options")  and  Section  13  ("Legal  Matters;  Regulatory  Approvals")  is
incorporated herein by reference.

      (b)   Other Material Information. Not applicable.

ITEM 12.    EXHIBITS

(a)(l)(A)   Offer to Exchange, dated January 25, 2007.

(a)(1)(B)   Form of Letter of Transmittal.

(a)(1)(C)   Form of Notice of Withdrawal.

(a)(1)(D)   Form of Letter from Chief Executive  Officer to Eligible  Employees,
            dated January 25, 2007,  regarding  "Announcement of Option Exchange
            Offer."

(a)(1)(E)   Form of Restricted  Stock Agreement  under Bluefly,  Inc. 2005 Stock
            Incentive Plan.

(a)(1)(F)   Form of Deferred  Stock Units  Agreement  under  Bluefly,  Inc. 2005
            Stock Incentive Plan.

(a)(1)(G)   PowerPoint Presentation Regarding Offer to Exchange.

(a)(1)(H)   Summary Description of Bluefly's Option Exchange Program.

(a)(1)(I)   Form   of   E-mail    Confirmation   of   Receipt   of   Letter   of
            Transmittal/Notice of Withdrawal.

(a)(1)(J)   Form of E-mail Reminder of Expiration of Option Exchange Offer.

(a)(1)(K)   Form of E-mail  Confirmation  of  Participation  in Option  Exchange
            Offer.

(a)(1)(L)   Form of Tax Withholding  Election--Restricted  Stock/Deferred  Stock
            Units.

(a)(1)(M)   Form of Section 83(b) Election.

(a)(1)(N)   Bluefly,  Inc.  Annual Report on Form 10-K for its fiscal year ended
            December 31, 2005, filed with the Securities and Exchange Commission
            on February 28, 2006, incorporated herein by reference.

(a)(1)(O)   Bluefly,  Inc.  Quarterly Report on Form 10-Q for its fiscal quarter
            ended  March  31,  2006,  filed  with the  Securities  and  Exchange
            Commission on May 11, 2006 and incorporated herein by reference.

                                       4


(a)(1)(P)   Bluefly,  Inc.  Quarterly Report on Form 10-Q for its fiscal quarter
            ended  June  30,  2006,  filed  with  the  Securities  and  Exchange
            Commission on August 11, 2006 and incorporated herein by reference.

(a)(1)(Q)   Bluefly,  Inc.  Quarterly Report on Form 10-Q for its fiscal quarter
            ended  September 30, 2006,  filed with the  Securities  and Exchange
            Commission  on  November  14,  2006  and   incorporated   herein  by
            reference.

(b)         Not applicable.

(d)(1)      Bluefly,   Inc.   Amended  and  Restated   1997  Stock  Option  Plan
            (incorporated  by reference to Exhibit 10.2 to Bluefly,  Inc. Annual
            Report on Form 10-KSB for the year ended  December 31,  1999,  filed
            with the Securities and Exchange Commission on March 30, 2000).

(d)(2)      Form of Stock  Option  Agreement  under  Bluefly,  Inc.  Amended and
            Restated 1997 Stock Option Plan.

(d)(3)      Bluefly,  Inc. 2000 Stock Option Plan  (incorporated by reference to
            Exhibit 10.17 to Bluefly, Inc. Quarterly Report on Form 10-Q for the
            quarterly  period ended June 30, 2000, filed with the Securities and
            Exchange Commission on August 14, 2000).

(d)(4)      Form of Stock Option Agreement under Bluefly, Inc. 2000 Stock Option
            Plan.

(d)(5)      Bluefly,  Inc. 2005 Stock Incentive Plan  (incorporated by reference
            to Exhibit 10.58 to Bluefly, Inc. Annual Report on Form 10-K for the
            year ended December 31, 2004, filed with the Securities and Exchange
            Commission on March 3, 2005).

(d)(6)      Form of Stock  Option  Agreement  under  Bluefly,  Inc.  2005  Stock
            Incentive Plan.

(d)(7)      Employment  Agreement dated as of November 14, 2006 between Bluefly,
            Inc. and Melissa Payner-Gregor.

(d)(8)      Employment  Agreement dated as of November 14, 2006 between Bluefly,
            Inc. and Patrick C. Barry.

(g)         Not applicable.

(h)         Not applicable.

ITEM 13.    INFORMATION REQUIRED BY SCHEDULE 13E-3.

(a)         Not applicable.

                                       5


                                    SIGNATURE

      After due inquiry and to the best of my  knowledge  and belief,  I certify
that the information set forth in this statement is true, complete and correct.


                                           BLUEFLY, INC.

                                           By:  /s/  PATRICK C. BARRY
                                                ----------------------------
                                                Patrick C. Barry
                                                Chief Financial Officer and
                                                Chief Operating Officer

Dated: January 25, 2007

                                       S-1


                                  EXHIBIT INDEX

EXHIBIT                               DESCRIPTION OF EXHIBIT
------------      --------------------------------------------------------------
(a)(l)(A)         Offer to Exchange, dated January 25, 2007.

(a)(1)(B)         Form of Letter of Transmittal.

(a)(1)(C)         Form of Notice of Withdrawal.

(a)(1)(D)         Form of  Letter  from  Chief  Executive  Officer  to  Eligible
                  Employees,  dated January 25, 2007, regarding "Announcement of
                  Option Exchange Offer."

(a)(1)(E)         Form of Restricted  Stock Agreement  under Bluefly,  Inc. 2005
                  Stock Incentive Plan.

(a)(1)(F)         Form of Deferred Stock Units  Agreement  under  Bluefly,  Inc.
                  2005 Stock Incentive Plan.

(a)(1)(G)         PowerPoint Presentation Regarding Offer to Exchange.

(a)(1)(H)         Summary Description of Bluefly's Option Exchange Program.

(a)(1)(I)         Form  of  E-mail   Confirmation   of   Receipt  of  Letter  of
                  Transmittal/Notice of Withdrawal.

(a)(1)(J)         Form of E-mail  Reminder  of  Expiration  of  Option  Exchange
                  Offer.

(a)(1)(K)         Form  of  E-mail   Confirmation  of  Participation  in  Option
                  Exchange Offer.

(a)(1)(L)         Form of Tax  Withholding  Election--Restricted  Stock/Deferred
                  Stock Units.

(a)(1)(M)         Form of Section 83(b) Election.

(a)(1)(N)         Bluefly,  Inc.  Annual Report on Form 10-K for its fiscal year
                  ended  December  31,  2005,  filed  with  the  Securities  and
                  Exchange Commission on February 28, 2006,  incorporated herein
                  by reference.

(a)(1)(O)         Bluefly,  Inc.  Quarterly  Report on Form 10-Q for its  fiscal
                  quarter ended March 31, 2006,  filed with the  Securities  and
                  Exchange Commission on May 11, 2006 and incorporated herein by
                  reference.

(a)(1)(P)         Bluefly,  Inc.  Quarterly  Report on Form 10-Q for its  fiscal
                  quarter  ended June 30, 2006,  filed with the  Securities  and
                  Exchange Commission on August 11, 2006 and incorporated herein
                  by reference.

                                      EXH-1


(a)(1)(Q)         Bluefly,  Inc.  Quarterly  Report on Form 10-Q for its  fiscal
                  quarter ended  September 30, 2006,  filed with the  Securities
                  and Exchange  Commission on November 14, 2006 and incorporated
                  herein by reference.

(b)               Not applicable.

(d)(1)            Bluefly,  Inc.  Amended and  Restated  1997 Stock  Option Plan
                  (incorporated  by reference  to Exhibit 10.2 to Bluefly,  Inc.
                  Annual  Report on Form 10-KSB for the year ended  December 31,
                  1999,  filed with the  Securities  and Exchange  Commission on
                  March 30, 2000).

(d)(2)            Form of Stock Option Agreement under Bluefly, Inc. Amended and
                  Restated 1997 Stock Option Plan.

(d)(3)            Bluefly,   Inc.  2000  Stock  Option  Plan   (incorporated  by
                  reference to Exhibit 10.17 to Bluefly,  Inc.  Quarterly Report
                  on Form 10-Q for the  quarterly  period  ended June 30,  2000,
                  filed with the  Securities  and Exchange  Commission on August
                  14, 2000).

(d)(4)            Form of Stock Option Agreement under Bluefly,  Inc. 2000 Stock
                  Option Plan.

(d)(5)            Bluefly,  Inc.  2005 Stock  Incentive  Plan  (incorporated  by
                  reference to Exhibit 10.58 to Bluefly,  Inc.  Annual Report on
                  Form 10-K for the year ended December 31, 2004, filed with the
                  Securities and Exchange Commission on March 3, 2005).

(d)(6)            Form of Stock Option Agreement under Bluefly,  Inc. 2005 Stock
                  Incentive Plan.

(d)(7)            Employment  Agreement  dated as of November  14, 2006  between
                  Bluefly, Inc. and Melissa Payner-Gregor.

(d)(8)            Employment  Agreement  dated as of November  14, 2006  between
                  Bluefly, Inc. and Patrick C. Barry.

(g)               Not applicable.

(h)               Not applicable.

                                      EXH-2