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

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • October 2022
  • November 2022
  • December 2022
  • January 2023
  • February 2023
  • March 2023
  • April 2023
  • May 2023
  • June 2023
  • July 2023
  • August 2023
  • September 2023
  • any
  • October 2022
  • November 2022
  • December 2022
  • January 2023
  • February 2023
  • March 2023
  • April 2023
  • May 2023
  • June 2023
  • July 2023
  • August 2023
  • September 2023
  • price
  • month of departure
  • month of return
$321
Spirit Airlines outward: Oct 22, 2022
12:30a ORD » 3:02p CUN
Spirit Airlines 1 stop (14h32m)
VivaAerobús inbound: Oct 26, 2022
4:50a CUN » 5:40a ORD
VivaAerobús 1 stop (24h50m)
$341
Frontier Airlines outward: Jan 3, 2023
5:05p ORD » 9:21p CUN
Frontier Airlines direct (4h16m)
Frontier Airlines inbound: Jan 9, 2023
6:07p CUN » 7:59a MDW
Frontier Airlines 1 stop (13h52m)
$421
Spirit Airlines outward: Dec 13, 2022
1:05p ORD » 4:56p CUN
Spirit Airlines direct (3h51m)
Unknown Company inbound: Jan 8, 2023
12:31a CUN » 5:44p ORD
Unknown Company 1 stop (17h13m)
$446
Spirit Airlines outward: Oct 22, 2022
12:30a ORD » 3:02p CUN
Spirit Airlines 1 stop (14h32m)
VivaAerobús inbound: Oct 24, 2022
4:50a CUN » 5:40a ORD
VivaAerobús 1 stop (24h50m)
$471
Unknown Company outward: Oct 13, 2022
12:30p ORD » 6:20a CUN
Unknown Company 2 stops (17h50m)
Unknown Company inbound: Oct 16, 2022
11:35p CUN » 11:57a ORD
Unknown Company 1 stop (12h22m)
$521
Unknown Company outward: Dec 16, 2022
3:55p ORD » 11:20p CUN
Unknown Company 1 stop (7h25m)
Unknown Company inbound: Dec 24, 2022
12:51a CUN » 11:57a ORD
Unknown Company 1 stop (11h06m)
$542
Unknown Company outward: Dec 16, 2022
3:55p ORD » 11:20p CUN
Unknown Company 1 stop (7h25m)
Unknown Company inbound: Dec 24, 2022
3:20a CUN » 11:57a ORD
Unknown Company 1 stop (8h37m)
$555
Unknown Company outward: Dec 16, 2022
3:55p ORD » 11:20p CUN
Unknown Company 1 stop (7h25m)
Unknown Company inbound: Dec 24, 2022
12:51a CUN » 11:57a ORD
Unknown Company 1 stop (11h06m)
$596
Unknown Company outward: Dec 16, 2022
3:55p ORD » 11:20p CUN
Unknown Company 1 stop (7h25m)
Unknown Company inbound: Dec 24, 2022
1:35a CUN » 11:57a ORD
Unknown Company 1 stop (10h22m)
$662
Spirit Airlines outward: Dec 16, 2022
5:51p ORD » 12:03a CUN
Spirit Airlines 1 stop (6h12m)
VivaAerobús inbound: Dec 24, 2022
5:55a CUN » 5:40a ORD
VivaAerobús 1 stop (23h45m)
$783
Unknown Company outward: Dec 30, 2022
2:00p ORD » 7:56p CUN
Unknown Company 1 stop (5h56m)
Unknown Company inbound: Jan 3, 2023
2:45p CUN » 9:40p MDW
Unknown Company 1 stop (6h55m)
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
  • October 2022
  • November 2022
  • December 2022
  • January 2023
  • February 2023
  • March 2023
  • April 2023
  • May 2023
  • June 2023
  • July 2023
  • August 2023
  • September 2023
  • all
  • Aeromexico
  • Delta Air Lines
  • Frontier Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Dec 13, 2022
Spirit Airlines direct
return: Jan 7, 2023
Frontier Airlines 1 stop
Aeromexico
outbound: Dec 13, 2022
Aeromexico 1 stop
return: Jan 7, 2023
Aeromexico 1 stop
Frontier Airlines
outbound: Jan 3, 2023
Frontier Airlines direct
return: Jan 9, 2023
Frontier Airlines 1 stop
Delta Air Lines
outbound: Jan 3, 2023
Delta Air Lines 1 stop
return: Jan 9, 2023
United Airlines 1 stop
United Airlines
outbound: Jan 3, 2023
United Airlines 1 stop
return: Jan 9, 2023
United Airlines 1 stop

Travel tips for flights Chicago - Cancun

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Oct 7, 2022 8:26 AM, GMT-5
  • Weather:
  • min. 78ºF, max. 87ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Chicago Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Oct 7, 2022 8:26 AM, GMT-5
  • Weather:
  • min. 44ºF, max. 59ºF