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

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • any
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • price
  • month of departure
  • month of return
$174
Spirit Airlines outward: Aug 22, 2021
1:00p ORD » 4:37p CUN
Spirit Airlines direct (3h37m)
Aeromexico inbound: Aug 28, 2021
1:00a CUN » 4:16p ORD
Aeromexico 1 stop (15h16m)
$178
Spirit Airlines outward: Aug 22, 2021
1:00p ORD » 4:37p CUN
Spirit Airlines direct (3h37m)
Aeromexico inbound: Aug 28, 2021
2:33a CUN » 12:20p ORD
Aeromexico 1 stop (9h47m)
$183
Spirit Airlines outward: Sep 18, 2021
4:00p ORD » 7:45p CUN
Spirit Airlines direct (3h45m)
Spirit Airlines inbound: Sep 25, 2021
8:40p CUN » 12:41a ORD
Spirit Airlines direct (4h01m)
$183
Spirit Airlines outward: Aug 22, 2021
1:00p ORD » 4:37p CUN
Spirit Airlines direct (3h37m)
United Airlines inbound: Aug 27, 2021
10:50p CUN » 5:35a ORD
United Airlines 1 stop (6h45m)
$186
Spirit Airlines outward: Aug 21, 2021
2:30p ORD » 11:38p CUN
Spirit Airlines 1 stop (9h08m)
United Airlines inbound: Aug 27, 2021
9:50p CUN » 6:10a ORD
United Airlines 1 stop (8h20m)
$187
United Airlines outward: Aug 22, 2021
2:40p ORD » 9:23p CUN
United Airlines 1 stop (6h43m)
United Airlines inbound: Aug 27, 2021
9:00p CUN » 12:55a ORD
United Airlines direct (3h55m)
$187
United Airlines outward: Aug 22, 2021
2:40p ORD » 9:23p CUN
United Airlines 1 stop (6h43m)
United Airlines inbound: Aug 27, 2021
9:00p CUN » 12:55a ORD
United Airlines direct (3h55m)
$188
United Airlines outward: Aug 22, 2021
2:40p ORD » 9:23p CUN
United Airlines 1 stop (6h43m)
United Airlines inbound: Aug 27, 2021
9:00p CUN » 12:55a ORD
United Airlines direct (3h55m)
$188
Spirit Airlines outward: Aug 22, 2021
1:35a ORD » 5:04p CUN
Spirit Airlines 1 stop (15h29m)
Spirit Airlines inbound: Aug 27, 2021
7:31p CUN » 7:19a ORD
Spirit Airlines 1 stop (11h48m)
$191
United Airlines outward: Aug 22, 2021
4:05p ORD » 7:50p CUN
United Airlines direct (3h45m)
United Airlines inbound: Aug 27, 2021
9:00p CUN » 12:55a ORD
United Airlines direct (3h55m)
$191
United Airlines outward: Aug 22, 2021
4:05p ORD » 7:50p CUN
United Airlines direct (3h45m)
United Airlines inbound: Aug 27, 2021
9:00p CUN » 12:55a ORD
United Airlines direct (3h55m)
$191
United Airlines outward: Aug 22, 2021
4:05p ORD » 7:50p CUN
United Airlines direct (3h45m)
United Airlines inbound: Aug 27, 2021
9:00p CUN » 12:55a ORD
United Airlines direct (3h55m)
$207
United Airlines outward: Aug 19, 2021
2:40p ORD » 2:03a CUN
United Airlines 1 stop (11h23m)
Delta Air Lines inbound: Aug 30, 2021
12:03a CUN » 7:32p ORD
Delta Air Lines 1 stop (19h29m)
$212
Spirit Airlines outward: Sep 5, 2021
1:35a ORD » 5:04p CUN
Spirit Airlines 1 stop (15h29m)
Spirit Airlines inbound: Sep 7, 2021
5:55p CUN » 7:19a ORD
Spirit Airlines 1 stop (13h24m)
$213
Spirit Airlines outward: Sep 30, 2021
1:00p ORD » 4:30p CUN
Spirit Airlines direct (3h30m)
Spirit Airlines inbound: Oct 4, 2021
5:15p CUN » 8:55p ORD
Spirit Airlines direct (3h40m)
$230
Spirit Airlines outward: Sep 30, 2021
1:00p ORD » 4:30p CUN
Spirit Airlines direct (3h30m)
Spirit Airlines inbound: Oct 4, 2021
5:15p CUN » 8:55p ORD
Spirit Airlines direct (3h40m)
$242
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 7:16p ORD
United Airlines 1 stop (5h46m)
$242
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 7:16p ORD
United Airlines 1 stop (5h46m)
$242
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 7:16p ORD
United Airlines 1 stop (5h46m)
$242
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 4:11a ORD
United Airlines 1 stop (14h41m)
$242
United Airlines outward: Nov 13, 2021
2:40a ORD » 6:33p CUN
United Airlines 1 stop (15h53m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 7:16p ORD
United Airlines 1 stop (5h46m)
$242
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 7:16p ORD
United Airlines 1 stop (5h46m)
$242
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 7:16p ORD
United Airlines 1 stop (5h46m)
$243
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 7:16p ORD
United Airlines 1 stop (5h46m)
$243
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 7:16p ORD
United Airlines 1 stop (5h46m)
$243
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 7:16p ORD
United Airlines 1 stop (5h46m)
$243
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
7:33p CUN » 5:10a ORD
United Airlines 1 stop (9h37m)
$243
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
7:33p CUN » 5:10a ORD
United Airlines 1 stop (9h37m)
$243
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 7:16p ORD
United Airlines 1 stop (5h46m)
$243
United Airlines outward: Nov 13, 2021
4:05a ORD » 6:33p CUN
United Airlines 1 stop (14h28m)
United Airlines inbound: Nov 16, 2021
1:30p CUN » 7:16p ORD
United Airlines 1 stop (5h46m)
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
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • all
  • Aeromexico
  • American Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Aug 21, 2021
Spirit Airlines 1 stop
return: Aug 27, 2021
Spirit Airlines direct
United Airlines
outbound: Aug 22, 2021
United Airlines 1 stop
return: Aug 27, 2021
United Airlines direct
American Airlines
outbound: Aug 21, 2021
American Airlines 1 stop
return: Aug 27, 2021
United Airlines 1 stop
Aeromexico
outbound: Nov 10, 2021
Aeromexico 1 stop
return: Nov 17, 2021
Aeromexico 1 stop

Travel tips for flights Chicago - Cancun

Average flight duration: 3h30m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Aug 5, 2021 12:45 AM, GMT-5
  • Weather:
  • min. 80ºF, max. 88ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Aug 5, 2021 12:45 AM, GMT-5
  • Weather:
  • min. 69ºF, max. 79ºF