Chicago, IL Flight Schedule

Below you will find the exclusive vacation flights available from your selected city. Schedule changes can happen from time to time, so be sure to check pricing and inventory for the latest availability!

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Specific Airline Information
Chicago Midway, IL to Cancun/Riviera Maya

  Departure Day # of Nights Non-stop Departure Dates Airline
  Wednesday 3,7,10,14 Feb 18, 2015 - Apr 8, 2015 Frontier Airlines
  Wednesday 3,7,10,14 Apr 15, 2015 - Jul 29, 2015 Sun Country Airlines
  Saturday 4,7,11,14 Feb 21, 2015 - Apr 11, 2015 Frontier Airlines
  Saturday 4,7,11,14 Apr 18, 2015 - Aug 1, 2015 Sun Country Airlines
  Saturday 7, 14 Aug 8, 2015 - Dec 5, 2015 Sun Country Airlines
All public charter Cancun flights on Frontier Airlines PC 14-063 are operated by Apple Vacations, LLC
All public charter Cancun flights on Sun Country Airlines PC 15-030 are operated by Apple Vacations, LLC

 

 
Chicago O'Hare, IL to Cancun/Riviera Maya

  Departure Day # of Nights Non-stop Departure Dates Airline
  Sunday 3-14 Dec 21, 2014 - Jan 3, 2016 Frontier Airlines
  Monday 3-14 Dec 22, 2014 - Jan 4, 2016 Frontier Airlines
  Tuesday 3-14 Dec 23, 2014 - Aug 11, 2015 Frontier Airlines
  Wednesday 3-14 Dec 24, 2014 - Jan 6, 2016 Frontier Airlines
  Thursday 3-14 Dec 25, 2014 - Jan 7, 2016 Frontier Airlines
  Friday 3-14 Dec 26, 2014 - Aug 14, 2015 Frontier Airlines
  Friday 3-14 Nov 6, 2015 - Jan 1, 2016 Frontier Airlines
  Saturday 3-14 Dec 27, 2014 - Jan 2, 2016 Frontier Airlines
All public charter Cancun flights on Frontier Airlines PC 14-063 and PC 14-064 are operated by Apple Vacations, LLC
 
Chicago O'Hare, IL to Cabo San Lucas

  Departure Day # of Nights Non-stop Departure Dates Airline
  Saturday 7, 14 Feb 7, 2015 - Apr 11, 2015 Frontier Airlines
 
Chicago O'Hare, IL to Costa Rica/Liberia

  Departure Day # of Nights Non-stop Departure Dates Airline
  Friday 7, 14 Dec 26, 2014 - Apr 17, 2015 Frontier Airlines
 
Chicago O'Hare, IL to Cozumel

  Departure Day # of Nights Non-stop Departure Dates Airline
  Saturday 7, 14 Jan 10, 2015 - Apr 4, 2015 Aeromexico
All public charter Cozumel flights on AeroMexico PC 14-114 are operated by Apple Vacations, LLC
 
Chicago O'Hare, IL to Huatulco

  Departure Day # of Nights Non-stop Departure Dates Airline
  Saturday 7, 14 Dec 27, 2014 - Apr 4, 2015 Aeromexico
All public charter Huatulco flights on AeroMexico PC 14-114 (12/26/14-11/28/15) are operated by Apple Vacations, LLC
 
Chicago O'Hare, IL to Ixtapa/Zihuatanejo

  Departure Day # of Nights Non-stop Departure Dates Airline
  Sunday 7, 14 Jan 11, 2015 - Apr 5, 2015 Aeromexico
All public charter Ixtapa flights on AeroMexico PC 14-114 are operated by Apple Vacations, LLC
 
Chicago O'Hare, IL to Puerto Vallarta

  Departure Day # of Nights Non-stop Departure Dates Airline
  Tuesday 4,7,11,14 Dec 23, 2014 - Apr 28, 2015 Frontier Airlines
  Saturday 3,7,10,14 Jan 10, 2015 - Apr 25, 2015 Alaska Airlines
  Saturday 7, 14 May 2, 2015 - Dec 26, 2015 Alaska Airlines
All public charter Puerto Vallarta Saturday flights 01/10/15-01/02/16 on Alaska Airlines PC 14-095 are operated by Apple Vacations, LLC

 

Chicago O'Hare, IL to Punta Cana

  Departure Day # of Nights Non-stop Departure Dates Airline
  Sunday 3,6,7,8,10,14 Dec 21, 2014 - Apr 26, 2015 Frontier Airlines
  Sunday 3,6,7,8,10,14 Dec 20, 2015 - Jan 3, 2016 Frontier Airlines
  Monday 5,6,7,9,14 Dec 15, 2014 - Aug 17, 2015 Frontier Airlines
  Wednesday 3,4,5,7,10,11,14 Dec 24, 2014 – Aug 12, 2015 Frontier Airlines
  Wednesday 3,7,10,14 Aug 19, 2015 - Dec 9, 2015 Frontier Airlines
  Saturday 4,7,8,9,11,14 Jan 3, 2015 - Aug 8, 2015 Frontier Airlines
  Saturday 4,7,11,14 Aug 15, 2015 - Jan 2, 2016 Frontier Airlines
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