Take off on cheap flights from Chicago to Cancun, your adventure starts now!

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • any
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • price
  • month of departure
  • month of return
$613
United Airlines outward: Sep 20, 2020
4:05p ORD » 7:45p CUN
United Airlines direct (3h40m)
American Airlines inbound: Sep 29, 2020
8:05p CUN » 11:55p ORD
American Airlines direct (3h50m)
Return
Departure
Find the cheapest Chicago Cancun flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Chicago - Cancun with these new dates, click on an offer. Want to depart from another city? Choose:

Airlines operating flights from Chicago to Cancun

  • any
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • all
  • Aeromexico
  • American Airlines
  • United Airlines
United Airlines
outbound: Sep 20, 2020
United Airlines direct
return: Sep 29, 2020
American Airlines direct
American Airlines
outbound: Sep 20, 2020
American Airlines direct
return: Sep 29, 2020
American Airlines direct
Aeromexico
outbound: Sep 20, 2020
Aeromexico 2 stops
return: Sep 29, 2020
Aeromexico 2 stops

Travel tips for flights Chicago - Cancun

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Aug 10, 2020 6:52 AM, GMT-5
  • Weather:
  • min. 80ºF, max. 87ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Aug 10, 2020 6:52 AM, GMT-5
  • Weather:
  • min. 72ºF, max. 82ºF