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

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • any
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • price
  • month of departure
  • month of return
$323
Aeromexico outward: Nov 17, 2019
7:20a ORD » 5:10p CUN
Aeromexico 1 stop (9h50m)
Aeromexico inbound: Nov 21, 2019
1:40p CUN » 8:25p ORD
Aeromexico 1 stop (6h45m)
$323
Aeromexico outward: Dec 3, 2019
7:20a ORD » 6:05p CUN
Aeromexico 1 stop (10h45m)
Aeromexico inbound: Dec 10, 2019
1:05p CUN » 8:25p ORD
Aeromexico 1 stop (7h20m)
$324
Interjet outward: Nov 10, 2019
8:55a ORD » 7:20p CUN
Interjet 1 stop (10h25m)
Aeromexico inbound: Nov 14, 2019
1:40p CUN » 8:25p ORD
Aeromexico 1 stop (6h45m)
$325
Aeromexico outward: Aug 15, 2019
10:25p ORD » 3:35p CUN
Aeromexico 1 stop (17h10m)
Aeromexico inbound: Aug 21, 2019
5:40a CUN » 8:50p ORD
Aeromexico 1 stop (15h10m)
$326
Aeromexico outward: Aug 15, 2019
2:01p ORD » 6:55a CUN
Aeromexico 1 stop (16h54m)
Spirit Airlines inbound: Aug 20, 2019
6:15p CUN » 10:16p ORD
Spirit Airlines direct (4h01m)
$326
Aeromexico outward: Aug 15, 2019
2:01p ORD » 6:55a CUN
Aeromexico 1 stop (16h54m)
Spirit Airlines inbound: Aug 20, 2019
7:30p CUN » 2:31a ORD
Spirit Airlines direct (7h01m)
$326
Aeromexico outward: Aug 15, 2019
2:01p ORD » 6:55a CUN
Aeromexico 1 stop (16h54m)
Spirit Airlines inbound: Aug 20, 2019
6:15p CUN » 10:16p ORD
Spirit Airlines direct (4h01m)
$326
Aeromexico outward: Aug 15, 2019
2:01p ORD » 5:55a CUN
Aeromexico 1 stop (15h54m)
Spirit Airlines inbound: Aug 20, 2019
6:15p CUN » 10:16p ORD
Spirit Airlines direct (4h01m)
$328
Aeromexico outward: Aug 15, 2019
2:01p ORD » 5:55a CUN
Aeromexico 1 stop (15h54m)
Spirit Airlines inbound: Aug 20, 2019
7:30p CUN » 2:31a ORD
Spirit Airlines direct (7h01m)
$328
Volaris outward: Nov 10, 2019
3:48a ORD » 5:26p CUN
Volaris 1 stop (13h38m)
Volaris inbound: Nov 14, 2019
3:58a CUN » 6:36p ORD
Volaris 1 stop (14h38m)
$329
Aeromexico outward: Aug 15, 2019
2:01p ORD » 1:05a CUN
Aeromexico 1 stop (11h04m)
Spirit Airlines inbound: Aug 20, 2019
7:30p CUN » 2:31a ORD
Spirit Airlines direct (7h01m)
$329
Aeromexico outward: Aug 15, 2019
2:01p ORD » 2:30a CUN
Aeromexico 1 stop (12h29m)
Spirit Airlines inbound: Aug 20, 2019
7:30p CUN » 2:31a ORD
Spirit Airlines direct (7h01m)
$329
Volaris outward: Sep 27, 2019
8:06p ORD » 4:17a CUN
Volaris 1 stop (8h11m)
Volaris inbound: Oct 4, 2019
3:58a CUN » 6:36p ORD
Volaris 1 stop (14h38m)
$332
United Airlines outward: Nov 10, 2019
2:50a ORD » 6:13p CUN
United Airlines 1 stop (15h23m)
United Airlines inbound: Nov 13, 2019
8:39p CUN » 11:29p ORD
United Airlines direct (2h50m)
$336
Aeromexico outward: Nov 17, 2019
7:20a ORD » 12:55a CUN
Aeromexico 1 stop (17h35m)
Aeromexico inbound: Nov 24, 2019
10:10p CUN » 5:24a MDW
Aeromexico 1 stop (7h14m)
$339
Aeromexico outward: Aug 15, 2019
2:01p ORD » 1:05a CUN
Aeromexico 1 stop (11h04m)
Spirit Airlines inbound: Aug 20, 2019
7:30p CUN » 2:31a ORD
Spirit Airlines direct (7h01m)
$339
Aeromexico outward: Aug 15, 2019
2:01p ORD » 3:50a CUN
Aeromexico 1 stop (13h49m)
Spirit Airlines inbound: Aug 20, 2019
7:30p CUN » 2:31a ORD
Spirit Airlines direct (7h01m)
$341
Aeromexico outward: Aug 15, 2019
2:01p ORD » 6:55a CUN
Aeromexico 1 stop (16h54m)
Spirit Airlines inbound: Aug 20, 2019
7:30p CUN » 2:31a ORD
Spirit Airlines direct (7h01m)
$346
Frontier Airlines outward: Feb 4, 2020
2:08p ORD » 6:57p CUN
Frontier Airlines direct (4h49m)
Frontier Airlines inbound: Feb 11, 2020
7:01p CUN » 9:58p ORD
Frontier Airlines direct (2h57m)
$346
Frontier Airlines outward: Feb 4, 2020
2:08p ORD » 6:57p CUN
Frontier Airlines direct (4h49m)
Frontier Airlines inbound: Feb 11, 2020
7:01p CUN » 9:58p ORD
Frontier Airlines direct (2h57m)
$346
Frontier Airlines outward: Feb 4, 2020
2:08p ORD » 6:57p CUN
Frontier Airlines direct (4h49m)
Frontier Airlines inbound: Feb 11, 2020
7:01p CUN » 9:58p ORD
Frontier Airlines direct (2h57m)
$346
Frontier Airlines outward: Feb 4, 2020
2:08p ORD » 6:57p CUN
Frontier Airlines direct (4h49m)
Frontier Airlines inbound: Feb 11, 2020
7:01p CUN » 9:58p ORD
Frontier Airlines direct (2h57m)
$346
Frontier Airlines outward: Feb 4, 2020
2:08p ORD » 6:57p CUN
Frontier Airlines direct (4h49m)
Frontier Airlines inbound: Feb 11, 2020
7:01p CUN » 9:58p ORD
Frontier Airlines direct (2h57m)
$346
Volaris outward: Sep 27, 2019
8:06p ORD » 4:17a CUN
Volaris 1 stop (8h11m)
Volaris inbound: Oct 4, 2019
3:58a CUN » 6:36p ORD
Volaris 1 stop (14h38m)
$346
Volaris outward: Jan 13, 2020
2:49a ORD » 5:26p CUN
Volaris 1 stop (14h37m)
Interjet inbound: Jan 20, 2020
4:45a CUN » 6:50a ORD
Interjet 1 stop (26h05m)
$347
Volaris outward: Jan 13, 2020
2:49a ORD » 5:26p CUN
Volaris 1 stop (14h37m)
Interjet inbound: Jan 20, 2020
4:45a CUN » 6:50a ORD
Interjet 1 stop (26h05m)
$347
Frontier Airlines outward: Nov 15, 2019
2:08p ORD » 7:00p CUN
Frontier Airlines direct (4h52m)
Aeromexico inbound: Nov 20, 2019
3:30p CUN » 6:00a ORD
Aeromexico 1 stop (14h30m)
$347
Frontier Airlines outward: Nov 15, 2019
2:08p ORD » 7:00p CUN
Frontier Airlines direct (4h52m)
Aeromexico inbound: Nov 20, 2019
8:55p CUN » 6:00a ORD
Aeromexico 1 stop (9h05m)
$347
Volaris outward: Sep 27, 2019
8:06p ORD » 4:17a CUN
Volaris 1 stop (8h11m)
Volaris inbound: Oct 4, 2019
2:58a CUN » 6:36p ORD
Volaris 1 stop (15h38m)
$347
Volaris outward: Sep 27, 2019
8:06p ORD » 4:17a CUN
Volaris 1 stop (8h11m)
Volaris inbound: Oct 4, 2019
2:58a CUN » 6:36p ORD
Volaris 1 stop (15h38m)
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
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • all
  • Delta Air Lines
  • Frontier Airlines
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Nov 9, 2019
Spirit Airlines direct
return: Nov 13, 2019
Frontier Airlines direct
Southwest Airlines
outbound: Nov 15, 2019
Southwest Airlines direct
return: Nov 20, 2019
JetBlue 1 stop
Frontier Airlines
outbound: Aug 12, 2019
Frontier Airlines direct
return: Aug 26, 2019
Frontier Airlines 1 stop
United Airlines
outbound: Aug 12, 2019
United Airlines 1 stop
return: Aug 26, 2019
Air New Zealand 1 stop
Delta Air Lines
outbound: Nov 15, 2019
Delta Air Lines 1 stop
return: Nov 20, 2019
Delta Air Lines 1 stop

Travel tips for flights Chicago - Cancun

Average flight duration: 5h46m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Jul 20, 2019 2:50 PM, GMT-5
  • Weather:
  • min. 79ºF, max. 87ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jul 20, 2019 2:50 PM, GMT-5
  • Weather:
  • min. 76ºF, max. 85ºF