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 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • any
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • price
  • month of departure
  • month of return
$157
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
$157
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
$158
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
$158
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
$158
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
$159
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
$159
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
$159
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
$164
American Airlines outward: Jan 6, 2022
11:55p ORD » 4:45a CUN
American Airlines direct (4h50m)
American Airlines inbound: Jan 18, 2022
1:58a CUN » 5:28p ORD
American Airlines 1 stop (15h30m)
$164
United Airlines outward: Dec 3, 2021
3:29a ORD » 8:40p CUN
United Airlines 1 stop (17h11m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
$164
American Airlines outward: Nov 18, 2021
7:30p ORD » 7:24p CUN
American Airlines 1 stop (23h54m)
American Airlines inbound: Nov 30, 2021
12:37a CUN » 2:00p ORD
American Airlines 1 stop (13h23m)
$164
United Airlines outward: Dec 2, 2021
1:00p ORD » 8:40p CUN
United Airlines 1 stop (7h40m)
United Airlines inbound: Dec 7, 2021
6:15p CUN » 2:26a ORD
United Airlines 1 stop (8h11m)
$165
United Airlines outward: Dec 3, 2021
3:29a ORD » 10:20p CUN
United Airlines 1 stop (18h51m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
$165
United Airlines outward: Dec 3, 2021
3:29a ORD » 8:40p CUN
United Airlines 1 stop (17h11m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
$165
United Airlines outward: Dec 3, 2021
3:29a ORD » 8:40p CUN
United Airlines 1 stop (17h11m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
$166
United Airlines outward: Dec 3, 2021
3:29a ORD » 8:40p CUN
United Airlines 1 stop (17h11m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
$175
United Airlines outward: Dec 3, 2021
3:29a ORD » 8:40p CUN
United Airlines 1 stop (17h11m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 2:56p ORD
United Airlines 1 stop (13h26m)
$186
Frontier Airlines outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Frontier Airlines 1 stop (10h30m)
United Airlines inbound: Dec 7, 2021
6:15p CUN » 2:26a ORD
United Airlines 1 stop (8h11m)
$188
Frontier Airlines outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Frontier Airlines 1 stop (10h30m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
$188
Frontier Airlines outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Frontier Airlines 1 stop (10h30m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
$188
Frontier Airlines outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Frontier Airlines 1 stop (10h30m)
United Airlines inbound: Dec 7, 2021
11:52p CUN » 7:06a ORD
United Airlines 1 stop (7h14m)
$193
American Airlines outward: Dec 21, 2021
12:30a ORD » 9:25p CUN
American Airlines 1 stop (20h55m)
American Airlines inbound: Dec 25, 2021
7:41p CUN » 4:10a ORD
American Airlines 1 stop (8h29m)
$196
American Airlines outward: Jan 6, 2022
11:55p ORD » 4:45a CUN
American Airlines direct (4h50m)
Unknown Company inbound: Jan 17, 2022
2:30p CUN » 3:55p ORD
Unknown Company 1 stop (25h25m)
$196
Unknown Company outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Unknown Company 1 stop (10h30m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
$197
Unknown Company outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Unknown Company 1 stop (10h30m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
$198
Spirit Airlines outward: Jan 6, 2022
3:50p ORD » 8:57p CUN
Spirit Airlines direct (5h07m)
Spirit Airlines inbound: Jan 17, 2022
7:10p CUN » 4:59a ORD
Spirit Airlines 1 stop (9h49m)
$199
United Airlines outward: Dec 3, 2021
3:29a ORD » 12:40a CUN
United Airlines 1 stop (21h11m)
United Airlines inbound: Dec 7, 2021
10:05p CUN » 5:46a ORD
United Airlines 1 stop (7h41m)
$199
Unknown Company outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Unknown Company 1 stop (10h30m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
$200
Spirit Airlines outward: Jan 6, 2022
3:50p ORD » 8:57p CUN
Spirit Airlines direct (5h07m)
Frontier Airlines inbound: Jan 17, 2022
2:30p CUN » 7:34a ORD
Frontier Airlines 1 stop (17h04m)
$203
Spirit Airlines outward: Dec 2, 2021
12:25p ORD » 7:22p CUN
Spirit Airlines 1 stop (6h57m)
Spirit Airlines inbound: Dec 7, 2021
8:20p CUN » 1:44a ORD
Spirit Airlines 1 stop (5h24m)
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 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • all
  • American Airlines
  • Frontier Airlines
  • SATA International
  • Spirit Airlines
Spirit Airlines
outbound: Dec 21, 2021
Spirit Airlines 1 stop
return: Dec 27, 2021
American Airlines 1 stop
American Airlines
outbound: Dec 20, 2021
American Airlines 1 stop
return: Dec 25, 2021
American Airlines 1 stop
Frontier Airlines
outbound: Nov 18, 2021
Frontier Airlines 1 stop
return: Nov 29, 2021
Aeromexico 1 stop
SATA International
outbound: Jan 6, 2022
SATA International 1 stop
return: Jan 17, 2022
SATA International 1 stop

Travel tips for flights Chicago - Cancun

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Oct 25, 2021 4:04 PM, GMT-5
  • Weather:
  • min. 80ºF, max. 90ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Oct 25, 2021 4:04 PM, GMT-5
  • Weather:
  • min. 51ºF, max. 55ºF