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

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • any
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • price
  • month of departure
  • month of return
$177
American Airlines outward: Dec 9, 2020
1:55p ORD » 6:30p CUN
American Airlines direct (4h35m)
American Airlines inbound: Dec 16, 2020
9:00p CUN » 11:55p ORD
American Airlines direct (2h55m)
$212
Unknown Company outward: Dec 16, 2020
1:30p ORD » 4:35a CUN
Unknown Company 1 stop (15h05m)
American Airlines inbound: Dec 23, 2020
9:40p CUN » 1:00a ORD
American Airlines direct (3h20m)
$217
Spirit Airlines outward: Dec 1, 2020
1:00p ORD » 5:47p CUN
Spirit Airlines direct (4h47m)
Spirit Airlines inbound: Dec 6, 2020
6:51p CUN » 9:49p ORD
Spirit Airlines direct (2h58m)
Return
Departure
Choose when you'd like to depart to Cancun (Mexico):
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
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • all
  • American Airlines
  • Frontier Airlines
  • JetBlue
  • Spirit Airlines
Spirit Airlines
outbound: Dec 1, 2020
Spirit Airlines direct
return: Dec 6, 2020
Spirit Airlines direct
JetBlue
outbound: Dec 16, 2020
JetBlue 1 stop
return: Dec 23, 2020
United Airlines direct
American Airlines
outbound: Dec 9, 2020
American Airlines direct
return: Dec 16, 2020
American Airlines direct
Frontier Airlines
outbound: Dec 16, 2020
Frontier Airlines 1 stop
return: Dec 23, 2020
American Airlines direct

Travel tips for flights Chicago - Cancun

Average flight duration: 3h52m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Sep 26, 2020 5:04 AM, GMT-5
  • Weather:
  • min. 81ºF, max. 86ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 26, 2020 5:04 AM, GMT-5
  • Weather:
  • min. 65ºF, max. 78ºF