Stock Option Agreement



 Exhibit 10.39 
 KAYAK SOFTWARE CORPORATION 
 AMENDED AND RESTATED 2005 EQUITY INCENTIVE
PLAN 
 NON-QUALIFIED STOCK OPTION AGREEMENT 
 THIS AGREEMENT, dated as of October 1, 2010, is by and between Kayak Software Corporation, a corporation organized under the laws of the State of Delaware (the
“Company”), and the individual identified below, residing at the address there set out (the “Optionee”). 
 1. Grant of Option. Pursuant and subject to the Company’s Amended and Restated 2005 Equity Incentive Plan (as the same may be amended from time to time, the “Plan”),
the Company hereby grants to the Optionee an option (the “Option”) to purchase from the Company all or any part of a total of 60,000 shares (the “Optioned Shares”) of the Company’s common stock,
par value $0.001 per share (the “Common Stock”), at a price of $14.82 per share. The Grant Date of this Option is as of the date hereof. 
 2. Character of Option. This Option is not to be treated as an “incentive stock option” within the meaning of Section 422 of the Internal Revenue Code of 1986, as amended.

 3. Duration of Option. Subject to the following sentence, this Option shall expire at 5:00 p.m. on September 30,
2020. However, if the Optionee’s employment or other association with the Company and its Affiliates ends before such date, this Option shall expire at 5:00 p.m. on the earlier to occur of (a) September 30, 2020 and (b) the date
that is ninety (90) days after the date of such termination. 
 4. Exercise of Option. Until this Option expires,
the Optionee may exercise it as to the number of Optioned Shares identified in the table below, in full or in part, at any time on or after the applicable exercise date or dates identified in the table. However, during any period that this Option
remains outstanding after the Optionee’s employment or other association with the Company and its Affiliates ends, the Optionee may exercise it only to the extent it was exercisable immediately prior to the end of the Optionee’s employment
or other association. The procedure for exercising this Option is described in Section 7.1(f) of the Plan, and in accordance with the Plan, no fraction of a share shall be purchasable or deliverable upon exercise. 

 

			
	 Date on which vesting begins:
	 	September 17, 2010
		
	 Number of Optioned Shares

in Each Installment
	 	 Initial Exercise Date

for Shares in Installment

		
	1,250 Optioned Shares	 	1,250 Optioned Shares will become exercisable on October 17, 2010 (the “Initial Vesting Date”) and thereafter on each one-month anniversary of the Initial Vesting
Date until September 17, 2014 when all Optioned Shares shall be fully vested.








 Upon the occurrence of a Change of Control, the Option shall become exercisable in
accordance with the terms and conditions of the Plan, including without limitation Section 8.2 therein. 
 5.
Stockholders Agreement; Consent of Spouse. As a condition to exercising this Option and receiving any stock certificates representing the Optioned Shares, (a) the Optionee shall, if so requested by the Company, execute and deliver to the
Company the Stockholders Agreement, and become a “Holder” party thereto, and (b) if and to the extent required by the Committee, each and any person who is a spouse of the Optionee at any time on or after the Grant Date (including any
person who becomes a spouse after the Grant Date) executes the Consent of Spouse attached hereto as Exhibit A. The Optionee shall have none of the rights of a stockholder with respect to the Optioned Shares until full payment therefor
has been made and, if so requested by the Company, the Stockholders Agreement has been executed and delivered to the Company by the Optionee. Notwithstanding the foregoing, to the extent the Optioned Shares have become readily tradable on a
nationally recognized exchange or market, then the foregoing provisions of clause (a) of this Section 5 shall not apply. 
 6. Repurchase of Optioned Shares. If the Optionee incurs a termination of employment or other association with the Company and its Affiliates, all or any portion of the Optioned Shares received by
the Optionee upon exercise of this Option, to the extent held by the Optionee at the time of such termination or received by the Optionee upon exercise of all or part of this Option after such termination, may be purchased by the Company, at its
option, within ninety (90) days after the later of (a) such termination or (b) receipt of such Optioned Shares by the Optionee following exercise of all or part of this Option. If such termination is due to death or Disability or is
by the Company other than for Cause or by the Optionee for Good Reason the amount in cash to be paid for the repurchase of such Optioned Shares shall be equal to the Market Value as of the date of such termination multiplied by the number of
such Optioned Shares. If such termination is by the Company for Cause or by the Optionee for any reason other than death, Disability or Good Reason, the amount in cash to be paid for the repurchase of such Optioned Shares shall be equal to the
aggregate purchase price paid for such Optioned Shares. Notwithstanding the foregoing, the Company’s purchase right set forth in this Section 6 shall lapse to the extent the Optioned Shares become readily tradable on a nationally
recognized exchange or market. 
 7. Transfer of Option. Except as otherwise provided in Section 6.3 (and, if
applicable, Section 15.4) of the Plan, the Optionee may not transfer this Option except by will or the laws of descent and distribution, and, during the Optionee’s lifetime, only the Optionee may exercise this Option. 

8. Incorporation of Plan Terms. This Option is granted subject to, and the Optionee hereby expressly agrees to, all of the
applicable terms and provisions of the Plan, including but not limited to the limitations set forth in Section 9 therein. 

9. Tax Consequences. The Company makes no representation or warranty as to the tax treatment to the Optionee of the
Optionee’s receipt or exercise of this Option or upon the Optionee’s sale or other disposition of the Optioned Shares. The Optionee should rely on the Optionee’s own tax advisors for such advice. 

  
 - 2 -









 10. Miscellaneous. This Agreement shall be construed and enforced in accordance with
the laws of the Commonwealth of Massachusetts, without regard to the conflict of laws principles thereof and shall be binding upon and inure to the benefit of any successor or assign of the Company and any executor, administrator, trustee, guardian,
or other legal representative of you. Capitalized terms used but not defined herein shall have the meanings assigned under the Plan. This Agreement may be executed in one or more counterparts all of which together shall constitute but one
instrument. 
 [signature page follows] 

  
 - 3 -









 IN WITNESS WHEREOF, the parties have executed this Agreement as a sealed instrument
as of the date first above written. 
  

			
	Company:
	
	KAYAK SOFTWARE CORPORATION
		
	By:	 	 /s/ D. Stephen Hafner

		 	Name: D. Stephen Hafner
		 	Title: Chief Executive Officer
	
	Optionee:
	
	 /s/ Melissa Reiter

	Name: Melissa Reiter
	Address:









 Exhibit A 
 Consent of Spouse 
 (for Residents of Community Property States Only) 

            , 20     

My name is
                             and I am the spouse of
                             (the “Recipient”), the recipient of the Option
(as defined in the Agreement (as defined below)), which Option was granted pursuant to the Kayak Software Corporation 2005 Equity Incentive Plan (the “Plan”). 
 I have read and understand the attached Non-Qualified Stock Option Agreement (the “Agreement”). 
 I understand that, because I am a resident of the State of                      (the
“State”), the community property laws of the State may provide me with certain rights or interests in the Option and the Optioned Shares (as defined in the Agreement). After having considered the terms of the Agreement and my
rights and interests under the community property laws of the State and for good and valuable consideration, receipt of which is hereby acknowledged: 
  

	 	1.	I hereby consent and agree to each and every term and condition set forth in the Agreement. 


 

	 	2.	I hereby understand and agree that the Recipient may join in any future modification or amendment of the Agreement without any further signature, acknowledgment,
agreement or consent on my part. 

  

	 	3.1I	understand that any interest that the Recipient has in the Option or the Optioned Shares is subject to the terms of the Agreement and the Plan.


  

	 	4.	I understand that, by agreeing to the terms of the Agreement and by executing this Consent of Spouse, I may be waiving certain of my rights and interests under the
community property laws of the State. 

 IN WITNESS WHEREOF, the undersigned has executed this Consent of Spouse,
effective as of the date first above written. 
  

	
	  

	Name: