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 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • any
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • price
  • month of departure
  • month of return
$197
American Airlines outward: Jun 4, 2021
3:45a ORD » 8:45p CUN
American Airlines 1 stop (17h)
American Airlines inbound: Jun 8, 2021
11:20p CUN » 3:42p ORD
American Airlines 1 stop (16h22m)
$199
American Airlines outward: Jun 10, 2021
11:20p ORD » 4:45p CUN
American Airlines 1 stop (17h25m)
American Airlines inbound: Jun 13, 2021
8:20p CUN » 12:35a ORD
American Airlines direct (4h15m)
$212
United Airlines outward: Jun 11, 2021
1:00a ORD » 11:45p CUN
United Airlines 1 stop (22h45m)
United Airlines inbound: Jun 13, 2021
10:50p CUN » 8:01p ORD
United Airlines 1 stop (21h11m)
$226
American Airlines outward: Jul 5, 2021
3:45a ORD » 10:20p CUN
American Airlines 1 stop (18h35m)
American Airlines inbound: Jul 7, 2021
8:20p CUN » 12:35a ORD
American Airlines direct (4h15m)
$235
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
1:05p CUN » 8:25p ORD
Aeromexico 1 stop (7h20m)
$235
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
6:40p CUN » 6:20a ORD
Aeromexico 1 stop (11h40m)
$248
Volaris outward: Oct 15, 2021
7:51a ORD » 9:41p CUN
Volaris 1 stop (13h50m)
Volaris inbound: Oct 23, 2021
4:07p CUN » 5:35a ORD
Volaris 1 stop (13h28m)
$249
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
7:40p CUN » 6:20a ORD
Aeromexico 1 stop (10h40m)
$249
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
5:40p CUN » 6:20a ORD
Aeromexico 1 stop (12h40m)
$251
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
8:35p CUN » 6:20a ORD
Aeromexico 1 stop (9h45m)
$251
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
8:35p CUN » 6:20a ORD
Aeromexico 1 stop (9h45m)
$251
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 17, 2021
4:35a CUN » 8:25p ORD
Aeromexico 1 stop (15h50m)
$256
Volaris outward: Nov 10, 2021
8:19a ORD » 9:27p CUN
Volaris 1 stop (13h08m)
Volaris inbound: Nov 18, 2021
4:15a CUN » 6:44p ORD
Volaris 1 stop (14h29m)
$257
VivaAerobús outward: Sep 10, 2021
8:00a ORD » 8:15p CUN
VivaAerobús 1 stop (12h15m)
Spirit Airlines inbound: Sep 13, 2021
5:15p CUN » 8:55p ORD
Spirit Airlines direct (3h40m)
$259
Spirit Airlines outward: Nov 10, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
$259
Spirit Airlines outward: Nov 10, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
$260
Spirit Airlines outward: Nov 10, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
$262
Volaris outward: Oct 10, 2021
7:51a ORD » 9:41p CUN
Volaris 1 stop (13h50m)
Volaris inbound: Oct 18, 2021
5:03p CUN » 5:35a ORD
Volaris 1 stop (12h32m)
$262
Volaris outward: Oct 11, 2021
7:51a ORD » 10:46p CUN
Volaris 1 stop (14h55m)
Volaris inbound: Oct 19, 2021
6:38p CUN » 5:35a ORD
Volaris 1 stop (10h57m)
$263
Aeromexico outward: Nov 12, 2021
9:45p ORD » 7:50a CUN
Aeromexico 1 stop (10h05m)
Aeromexico inbound: Nov 16, 2021
1:05p CUN » 8:25p ORD
Aeromexico 1 stop (7h20m)
$263
Aeromexico outward: Nov 10, 2021
9:45p ORD » 7:50a CUN
Aeromexico 1 stop (10h05m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
$263
Aeromexico outward: Nov 10, 2021
9:45p ORD » 7:50a CUN
Aeromexico 1 stop (10h05m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
$263
Aeromexico outward: Nov 10, 2021
9:45p ORD » 7:50a CUN
Aeromexico 1 stop (10h05m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
$264
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Spirit Airlines inbound: Nov 16, 2021
6:15p CUN » 8:55p ORD
Spirit Airlines direct (2h40m)
$264
Volaris outward: Oct 15, 2021
7:51a ORD » 10:46p CUN
Volaris 1 stop (14h55m)
Volaris inbound: Oct 23, 2021
5:03p CUN » 5:35a ORD
Volaris 1 stop (12h32m)
$264
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Spirit Airlines inbound: Nov 16, 2021
6:15p CUN » 8:55p ORD
Spirit Airlines direct (2h40m)
$264
Aeromexico outward: Nov 10, 2021
9:45p ORD » 7:50a CUN
Aeromexico 1 stop (10h05m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
$267
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
1:05p CUN » 8:25p ORD
Aeromexico 1 stop (7h20m)
$269
American Airlines outward: Nov 12, 2021
1:55p ORD » 6:40p CUN
American Airlines direct (4h45m)
American Airlines inbound: Nov 16, 2021
11:35p CUN » 1:50a ORD
American Airlines direct (2h15m)
$271
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Spirit Airlines inbound: Nov 16, 2021
6:15p CUN » 8:55p ORD
Spirit Airlines direct (2h40m)
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 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • all
  • Aeromexico
  • American Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Oct 20, 2021
Spirit Airlines 1 stop
return: Oct 26, 2021
Spirit Airlines direct
United Airlines
outbound: Oct 15, 2021
United Airlines 1 stop
return: Oct 23, 2021
United Airlines 1 stop
Aeromexico
outbound: Oct 15, 2021
Aeromexico 1 stop
return: Oct 23, 2021
Aeromexico 1 stop
American Airlines
outbound: Jun 3, 2021
American Airlines 1 stop
return: Jun 8, 2021
American Airlines 1 stop

Travel tips for flights Chicago - Cancun

Average flight duration: 3h49m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • May 17, 2021 5:52 AM, GMT-5
  • Weather:
  • min. 79ºF, max. 85ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 17, 2021 5:52 AM, GMT-5
  • Weather:
  • min. 48ºF, max. 58ºF