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

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • October 2022
  • November 2022
  • December 2022
  • January 2023
  • February 2023
  • March 2023
  • April 2023
  • any
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • October 2022
  • November 2022
  • December 2022
  • January 2023
  • February 2023
  • March 2023
  • April 2023
  • price
  • month of departure
  • month of return
$223
United Airlines outward: Sep 11, 2022
12:55a ORD » 5:06p CUN
United Airlines 1 stop (16h11m)
Spirit Airlines inbound: Sep 14, 2022
12:52a CUN » 4:53a ORD
Spirit Airlines direct (4h01m)
$228
Aeromexico outward: Oct 8, 2022
2:30p ORD » 7:04a CUN
Aeromexico 2 stops (16h34m)
Aeromexico inbound: Oct 14, 2022
1:36p CUN » 6:40a ORD
Aeromexico 1 stop (17h04m)
$235
Aeromexico outward: Oct 8, 2022
8:10a ORD » 4:25a CUN
Aeromexico 1 stop (20h15m)
Aeromexico inbound: Oct 14, 2022
1:36p CUN » 4:12a ORD
Aeromexico 1 stop (14h36m)
$262
Aeromexico outward: Oct 8, 2022
8:10a ORD » 6:14a CUN
Aeromexico 1 stop (22h04m)
Aeromexico inbound: Oct 14, 2022
1:36p CUN » 4:12a ORD
Aeromexico 1 stop (14h36m)
$310
Aeromexico outward: Jan 4, 2023
7:20a ORD » 2:28a CUN
Aeromexico 1 stop (19h08m)
Aeromexico inbound: Jan 11, 2023
5:42p CUN » 6:00a ORD
Aeromexico 1 stop (12h18m)
$324
Unknown Company outward: Aug 16, 2022
2:30p ORD » 7:35p CUN
Unknown Company 1 stop (5h05m)
Unknown Company inbound: Aug 21, 2022
11:20p CUN » 4:43p ORD
Unknown Company 1 stop (17h23m)
$350
Frontier Airlines outward: Jun 28, 2022
4:32p ORD » 8:31p CUN
Frontier Airlines direct (3h59m)
Delta Air Lines inbound: Jul 3, 2022
9:00p CUN » 2:45p ORD
Delta Air Lines 1 stop (17h45m)
$350
Spirit Airlines outward: Jun 28, 2022
1:05p ORD » 4:50p CUN
Spirit Airlines direct (3h45m)
Spirit Airlines inbound: Jul 3, 2022
5:45p CUN » 9:46p ORD
Spirit Airlines direct (4h01m)
$351
Frontier Airlines outward: Jun 28, 2022
4:32p ORD » 8:31p CUN
Frontier Airlines direct (3h59m)
Delta Air Lines inbound: Jul 3, 2022
9:00p CUN » 2:45p ORD
Delta Air Lines 1 stop (17h45m)
$361
Unknown Company outward: Aug 16, 2022
2:30p ORD » 7:35p CUN
Unknown Company 1 stop (5h05m)
VivaAerobús inbound: Aug 21, 2022
4:10p CUN » 9:10p ORD
VivaAerobús 1 stop (29h)
$362
Unknown Company outward: Aug 16, 2022
2:30p ORD » 7:35p CUN
Unknown Company 1 stop (5h05m)
VivaAerobús inbound: Aug 21, 2022
4:10p CUN » 9:10p ORD
VivaAerobús 1 stop (29h)
$362
Spirit Airlines outward: Jun 28, 2022
1:05p ORD » 4:50p CUN
Spirit Airlines direct (3h45m)
Delta Air Lines inbound: Jul 3, 2022
9:00p CUN » 2:45p ORD
Delta Air Lines 1 stop (17h45m)
$363
Frontier Airlines outward: Jun 28, 2022
4:32p ORD » 8:31p CUN
Frontier Airlines direct (3h59m)
Spirit Airlines inbound: Jul 3, 2022
5:44p CUN » 9:45p ORD
Spirit Airlines direct (4h01m)
$367
Frontier Airlines outward: Jun 28, 2022
4:32p ORD » 8:31p CUN
Frontier Airlines direct (3h59m)
Spirit Airlines inbound: Jul 3, 2022
5:44p CUN » 9:45p ORD
Spirit Airlines direct (4h01m)
$371
Spirit Airlines outward: Jun 28, 2022
1:05p ORD » 4:50p CUN
Spirit Airlines direct (3h45m)
Spirit Airlines inbound: Jul 3, 2022
5:44p CUN » 9:45p ORD
Spirit Airlines direct (4h01m)
$375
Spirit Airlines outward: Jun 28, 2022
5:38p ORD » 12:05a CUN
Spirit Airlines 1 stop (6h27m)
American Airlines inbound: Jul 4, 2022
12:50a CUN » 3:45a ORD
American Airlines 1 stop (26h55m)
$375
Spirit Airlines outward: Jun 28, 2022
1:05p ORD » 4:50p CUN
Spirit Airlines direct (3h45m)
Spirit Airlines inbound: Jul 3, 2022
5:45p CUN » 9:46p ORD
Spirit Airlines direct (4h01m)
$377
Spirit Airlines outward: Jun 28, 2022
1:05p ORD » 4:50p CUN
Spirit Airlines direct (3h45m)
Spirit Airlines inbound: Jul 3, 2022
5:45p CUN » 9:46p ORD
Spirit Airlines direct (4h01m)
$378
American Airlines outward: Jun 28, 2022
2:00p ORD » 12:05a CUN
American Airlines 1 stop (10h05m)
Delta Air Lines inbound: Jul 3, 2022
9:00p CUN » 2:45p ORD
Delta Air Lines 1 stop (17h45m)
$378
Spirit Airlines outward: Jun 28, 2022
1:05p ORD » 4:50p CUN
Spirit Airlines direct (3h45m)
Spirit Airlines inbound: Jul 3, 2022
5:44p CUN » 9:45p ORD
Spirit Airlines direct (4h01m)
$378
Spirit Airlines outward: Jun 28, 2022
1:05p ORD » 4:50p CUN
Spirit Airlines direct (3h45m)
Spirit Airlines inbound: Jul 3, 2022
5:44p CUN » 9:45p ORD
Spirit Airlines direct (4h01m)
$382
Spirit Airlines outward: Jun 29, 2022
12:30a ORD » 3:14p CUN
Spirit Airlines 1 stop (14h44m)
Spirit Airlines inbound: Jul 3, 2022
5:44p CUN » 9:45p ORD
Spirit Airlines direct (4h01m)
$384
Aeromexico outward: Dec 25, 2022
7:20a ORD » 5:50a CUN
Aeromexico 1 stop (22h30m)
Volaris inbound: Dec 29, 2022
9:40p CUN » 5:41a ORD
Volaris 1 stop (8h01m)
$397
Spirit Airlines outward: Jun 29, 2022
12:30a ORD » 3:14p CUN
Spirit Airlines 1 stop (14h44m)
Spirit Airlines inbound: Jul 3, 2022
5:44p CUN » 9:45p ORD
Spirit Airlines direct (4h01m)
$404
Unknown Company outward: Jun 29, 2022
2:41a ORD » 3:10p CUN
Unknown Company 1 stop (12h29m)
American Airlines inbound: Jul 4, 2022
12:50a CUN » 3:45a ORD
American Airlines 1 stop (26h55m)
$405
Frontier Airlines outward: Jun 28, 2022
4:32p ORD » 8:31p CUN
Frontier Airlines direct (3h59m)
Spirit Airlines inbound: Jul 3, 2022
5:44p CUN » 9:45p ORD
Spirit Airlines direct (4h01m)
$406
Spirit Airlines outward: Jun 28, 2022
1:05p ORD » 4:50p CUN
Spirit Airlines direct (3h45m)
Spirit Airlines inbound: Jul 3, 2022
5:44p CUN » 9:45p ORD
Spirit Airlines direct (4h01m)
$414
Spirit Airlines outward: Jun 28, 2022
5:38p ORD » 12:05a CUN
Spirit Airlines 1 stop (6h27m)
Spirit Airlines inbound: Jul 3, 2022
5:44p CUN » 9:45p ORD
Spirit Airlines direct (4h01m)
$416
Spirit Airlines outward: Jun 28, 2022
5:38p ORD » 12:05a CUN
Spirit Airlines 1 stop (6h27m)
Spirit Airlines inbound: Jul 3, 2022
5:44p CUN » 9:45p ORD
Spirit Airlines direct (4h01m)
$420
Aeromexico outward: Nov 23, 2022
7:20a ORD » 5:50a CUN
Aeromexico 1 stop (22h30m)
VivaAerobús inbound: Nov 28, 2022
5:30a CUN » 9:10p ORD
VivaAerobús 1 stop (15h40m)
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
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • October 2022
  • November 2022
  • December 2022
  • January 2023
  • February 2023
  • March 2023
  • April 2023
  • all
  • American Airlines
  • Frontier Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Aug 16, 2022
Spirit Airlines direct
return: Aug 21, 2022
Spirit Airlines direct
United Airlines
outbound: Sep 10, 2022
United Airlines 1 stop
return: Sep 13, 2022
Spirit Airlines direct
American Airlines
outbound: Jan 4, 2023
American Airlines direct
return: Jan 11, 2023
American Airlines direct
Frontier Airlines
outbound: Jun 16, 2022
Frontier Airlines 1 stop
return: Jun 19, 2022
American Airlines 1 stop

Travel tips for flights Chicago - Cancun

Average flight duration: 4h (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • May 28, 2022 3:20 AM, GMT-5
  • Weather:
  • min. 76ºF, max. 89ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 28, 2022 3:20 AM, GMT-5
  • Weather:
  • min. 57ºF, max. 77ºF