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

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • any
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • price
  • month of departure
  • month of return
$155
Spirit Airlines outward: Mar 16, 2021
2:55a ORD » 6:24p CUN
Spirit Airlines 1 stop (15h29m)
Spirit Airlines inbound: Mar 25, 2021
7:24p CUN » 5:26a ORD
Spirit Airlines 1 stop (10h02m)
$156
Spirit Airlines outward: Mar 16, 2021
2:55a ORD » 6:24p CUN
Spirit Airlines 1 stop (15h29m)
Spirit Airlines inbound: Mar 25, 2021
7:24p CUN » 5:26a ORD
Spirit Airlines 1 stop (10h02m)
$156
Spirit Airlines outward: Mar 16, 2021
2:55a ORD » 6:24p CUN
Spirit Airlines 1 stop (15h29m)
Spirit Airlines inbound: Mar 23, 2021
7:43p CUN » 1:49a ORD
Spirit Airlines 1 stop (6h06m)
$156
Spirit Airlines outward: Mar 16, 2021
2:55a ORD » 6:24p CUN
Spirit Airlines 1 stop (15h29m)
Spirit Airlines inbound: Mar 24, 2021
7:24p CUN » 5:46a ORD
Spirit Airlines 1 stop (10h22m)
$171
Aeromexico outward: Mar 17, 2021
10:35p ORD » 4:15p CUN
Aeromexico 1 stop (17h40m)
Aeromexico inbound: Mar 22, 2021
3:00p CUN » 9:05p ORD
Aeromexico 1 stop (6h05m)
$172
Aeromexico outward: Mar 17, 2021
10:35p ORD » 4:15p CUN
Aeromexico 1 stop (17h40m)
Aeromexico inbound: Mar 22, 2021
2:01p CUN » 9:05p ORD
Aeromexico 1 stop (7h04m)
$181
Aeromexico outward: Mar 17, 2021
10:35p ORD » 5:14p CUN
Aeromexico 1 stop (18h39m)
Aeromexico inbound: Mar 21, 2021
2:01p CUN » 5:29a ORD
Aeromexico 1 stop (15h28m)
$191
American Airlines outward: Mar 17, 2021
6:13p ORD » 10:45p CUN
American Airlines 1 stop (28h32m)
American Airlines inbound: Mar 21, 2021
6:59p CUN » 10:00p ORD
American Airlines direct (3h01m)
$210
United Airlines outward: Jul 17, 2021
2:40a ORD » 3:25p CUN
United Airlines 1 stop (12h45m)
Frontier Airlines inbound: Jul 19, 2021
9:55p CUN » 6:36a ORD
Frontier Airlines 1 stop (8h41m)
$220
Volaris outward: Nov 10, 2021
7:30a ORD » 9:03p CUN
Volaris 1 stop (13h33m)
United Airlines inbound: Nov 17, 2021
1:30p CUN » 7:48p ORD
United Airlines 1 stop (6h18m)
$221
Volaris outward: Nov 10, 2021
7:30a ORD » 9:03p CUN
Volaris 1 stop (13h33m)
Volaris inbound: Nov 17, 2021
7:50p CUN » 7:41a ORD
Volaris 1 stop (11h51m)
$223
Volaris outward: Nov 10, 2021
7:30a ORD » 9:03p CUN
Volaris 1 stop (13h33m)
United Airlines inbound: Nov 17, 2021
1:30p CUN » 7:48p ORD
United Airlines 1 stop (6h18m)
$224
Volaris outward: Nov 10, 2021
7:30a ORD » 9:03p CUN
Volaris 1 stop (13h33m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 9:50p ORD
United Airlines 1 stop (8h20m)
$226
Unknown Company outward: Nov 10, 2021
7:30a ORD » 11:50p CUN
Unknown Company 1 stop (16h20m)
United Airlines inbound: Nov 17, 2021
11:17p CUN » 5:10a ORD
United Airlines 1 stop (5h53m)
$228
Unknown Company outward: Nov 10, 2021
7:30a ORD » 11:50p CUN
Unknown Company 1 stop (16h20m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 9:50p ORD
United Airlines 1 stop (8h20m)
$231
Volaris outward: Nov 10, 2021
7:30a ORD » 9:03p CUN
Volaris 1 stop (13h33m)
United Airlines inbound: Nov 16, 2021
11:17p CUN » 5:10a ORD
United Airlines 1 stop (5h53m)
$231
Volaris outward: Nov 10, 2021
7:30a ORD » 9:03p CUN
Volaris 1 stop (13h33m)
United Airlines inbound: Nov 17, 2021
11:17p CUN » 5:10a ORD
United Airlines 1 stop (5h53m)
$236
Unknown Company outward: Nov 10, 2021
9:42p MDW » 12:50a CUN
Unknown Company 1 stop (27h08m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 9:50p ORD
United Airlines 1 stop (8h20m)
$238
Unknown Company outward: Nov 10, 2021
9:42p MDW » 12:50a CUN
Unknown Company 1 stop (27h08m)
United Airlines inbound: Nov 17, 2021
11:17p CUN » 5:10a ORD
United Airlines 1 stop (5h53m)
$277
Unknown Company outward: Nov 11, 2021
1:40a ORD » 12:48a CUN
Unknown Company 1 stop (23h08m)
United Airlines inbound: Nov 17, 2021
11:17p CUN » 5:10a ORD
United Airlines 1 stop (5h53m)
$278
Unknown Company outward: Nov 11, 2021
1:40a ORD » 12:48a CUN
Unknown Company 1 stop (23h08m)
United Airlines inbound: Nov 17, 2021
11:17p CUN » 5:10a ORD
United Airlines 1 stop (5h53m)
$279
Unknown Company outward: Nov 11, 2021
1:40a ORD » 12:48a CUN
Unknown Company 1 stop (23h08m)
United Airlines inbound: Nov 17, 2021
1:30p CUN » 7:48p ORD
United Airlines 1 stop (6h18m)
$286
Unknown Company outward: Nov 11, 2021
1:40a ORD » 12:48a CUN
Unknown Company 1 stop (23h08m)
American Airlines inbound: Nov 17, 2021
11:35p CUN » 1:50a ORD
American Airlines direct (2h15m)
$286
Unknown Company outward: Nov 11, 2021
1:40a ORD » 12:48a CUN
Unknown Company 1 stop (23h08m)
United Airlines inbound: Nov 17, 2021
9:45p CUN » 12:35a ORD
United Airlines direct (2h50m)
$288
Unknown Company outward: Nov 11, 2021
1:40a ORD » 12:48a CUN
Unknown Company 1 stop (23h08m)
United Airlines inbound: Nov 17, 2021
1:30p CUN » 7:48p ORD
United Airlines 1 stop (6h18m)
$289
Unknown Company outward: Nov 10, 2021
9:55p ORD » 12:48a CUN
Unknown Company 1 stop (26h53m)
American Airlines inbound: Nov 16, 2021
9:17p CUN » 11:55p ORD
American Airlines direct (2h38m)
$290
Unknown Company outward: Nov 11, 2021
1:40a ORD » 12:48a CUN
Unknown Company 1 stop (23h08m)
United Airlines inbound: Nov 17, 2021
1:30p CUN » 7:48p ORD
United Airlines 1 stop (6h18m)
$290
Unknown Company outward: Nov 11, 2021
1:40a ORD » 12:48a CUN
Unknown Company 1 stop (23h08m)
United Airlines inbound: Nov 17, 2021
1:30p CUN » 7:48p ORD
United Airlines 1 stop (6h18m)
$291
Unknown Company outward: Nov 11, 2021
1:40a ORD » 12:48a CUN
Unknown Company 1 stop (23h08m)
United Airlines inbound: Nov 17, 2021
1:30p CUN » 7:48p ORD
United Airlines 1 stop (6h18m)
$291
Unknown Company outward: Nov 11, 2021
1:40a ORD » 12:48a CUN
Unknown Company 1 stop (23h08m)
United Airlines inbound: Nov 17, 2021
1:30p CUN » 7:48p ORD
United Airlines 1 stop (6h18m)
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
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • all
  • Aeromexico
  • American Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Mar 17, 2021
Spirit Airlines 1 stop
return: Mar 21, 2021
Frontier Airlines 3 stops
Aeromexico
outbound: Mar 17, 2021
Aeromexico 1 stop
return: Mar 21, 2021
Aeromexico 1 stop
American Airlines
outbound: Mar 17, 2021
American Airlines 1 stop
return: Mar 21, 2021
American Airlines direct
United Airlines
outbound: Jul 16, 2021
United Airlines 1 stop
return: Jul 19, 2021
Frontier Airlines 1 stop

Travel tips for flights Chicago - Cancun

Average flight duration: 3h01m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Mar 4, 2021 4:09 AM, GMT-6
  • Weather:
  • min. 71ºF, max. 79ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Mar 4, 2021 4:09 AM, GMT-6
  • Weather:
  • min. 31ºF, max. 36ºF