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 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • any
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • price
  • month of departure
  • month of return
$163
Spirit Airlines outward: Jul 23, 2020
1:00p ORD » 4:34p CUN
Spirit Airlines direct (3h34m)
Spirit Airlines inbound: Jul 27, 2020
5:35p CUN » 9:29p ORD
Spirit Airlines direct (3h54m)
$163
Spirit Airlines outward: Jul 23, 2020
1:00p ORD » 4:34p CUN
Spirit Airlines direct (3h34m)
Spirit Airlines inbound: Jul 27, 2020
5:35p CUN » 9:29p ORD
Spirit Airlines direct (3h54m)
$164
Spirit Airlines outward: Jul 23, 2020
1:00p ORD » 4:34p CUN
Spirit Airlines direct (3h34m)
Spirit Airlines inbound: Jul 27, 2020
5:35p CUN » 9:29p ORD
Spirit Airlines direct (3h54m)
$180
Spirit Airlines outward: Jul 8, 2020
1:00p ORD » 4:34p CUN
Spirit Airlines direct (3h34m)
Aeromexico inbound: Jul 18, 2020
2:53a CUN » 9:25p ORD
Aeromexico 1 stop (18h32m)
$182
Spirit Airlines outward: Jul 22, 2020
1:00p ORD » 4:34p CUN
Spirit Airlines direct (3h34m)
Spirit Airlines inbound: Jul 25, 2020
5:50p CUN » 9:44p ORD
Spirit Airlines direct (3h54m)
$188
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$188
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$189
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$191
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$191
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$191
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$191
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$202
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$203
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$203
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$203
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$203
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$204
American Airlines outward: Sep 23, 2020
3:25p ORD » 7:06p CUN
American Airlines direct (3h41m)
American Airlines inbound: Sep 28, 2020
8:00p CUN » 11:57p ORD
American Airlines direct (3h57m)
$204
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$204
American Airlines outward: Sep 23, 2020
3:25p ORD » 7:06p CUN
American Airlines direct (3h41m)
American Airlines inbound: Sep 28, 2020
8:00p CUN » 11:57p ORD
American Airlines direct (3h57m)
$204
American Airlines outward: Sep 23, 2020
3:25p ORD » 7:06p CUN
American Airlines direct (3h41m)
American Airlines inbound: Sep 28, 2020
8:00p CUN » 11:57p ORD
American Airlines direct (3h57m)
$204
American Airlines outward: Jul 23, 2020
2:19p ORD » 5:59p CUN
American Airlines direct (3h40m)
American Airlines inbound: Jul 27, 2020
7:00p CUN » 11:10p ORD
American Airlines direct (4h10m)
$204
American Airlines outward: Sep 23, 2020
3:25p ORD » 7:06p CUN
American Airlines direct (3h41m)
American Airlines inbound: Sep 28, 2020
8:00p CUN » 11:57p ORD
American Airlines direct (3h57m)
$205
American Airlines outward: Sep 23, 2020
3:25p ORD » 7:06p CUN
American Airlines direct (3h41m)
American Airlines inbound: Sep 28, 2020
8:00p CUN » 11:57p ORD
American Airlines direct (3h57m)
$208
Spirit Airlines outward: Jul 23, 2020
1:00p ORD » 4:34p CUN
Spirit Airlines direct (3h34m)
Spirit Airlines inbound: Jul 27, 2020
5:50p CUN » 9:44p ORD
Spirit Airlines direct (3h54m)
$210
Spirit Airlines outward: Jul 23, 2020
1:00p ORD » 4:34p CUN
Spirit Airlines direct (3h34m)
Spirit Airlines inbound: Jul 27, 2020
5:50p CUN » 9:44p ORD
Spirit Airlines direct (3h54m)
$210
Spirit Airlines outward: Jul 23, 2020
1:00p ORD » 4:34p CUN
Spirit Airlines direct (3h34m)
Spirit Airlines inbound: Jul 27, 2020
5:50p CUN » 9:44p ORD
Spirit Airlines direct (3h54m)
$211
Spirit Airlines outward: Jul 23, 2020
1:00p ORD » 4:34p CUN
Spirit Airlines direct (3h34m)
Spirit Airlines inbound: Jul 27, 2020
5:50p CUN » 9:44p ORD
Spirit Airlines direct (3h54m)
$213
Spirit Airlines outward: Jul 23, 2020
1:00p ORD » 4:34p CUN
Spirit Airlines direct (3h34m)
Spirit Airlines inbound: Jul 27, 2020
5:50p CUN » 9:44p ORD
Spirit Airlines direct (3h54m)
$213
Spirit Airlines outward: Jul 23, 2020
1:00p ORD » 4:34p CUN
Spirit Airlines direct (3h34m)
Spirit Airlines inbound: Jul 27, 2020
5:50p CUN » 9:44p ORD
Spirit Airlines direct (3h54m)
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 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • all
  • Aeromexico
  • American Airlines
  • Delta Air Lines
  • JetBlue
  • Spirit Airlines
Spirit Airlines
outbound: Jul 8, 2020
Spirit Airlines direct
return: Jul 17, 2020
Aeromexico 1 stop
JetBlue
outbound: Jun 30, 2020
JetBlue 1 stop
return: Jul 12, 2020
Spirit Airlines direct
Aeromexico
outbound: Jul 8, 2020
Aeromexico 1 stop
return: Jul 17, 2020
Spirit Airlines direct
American Airlines
outbound: Jun 30, 2020
American Airlines direct
return: Jul 2, 2020
American Airlines direct
Delta Air Lines
outbound: Aug 22, 2020
Delta Air Lines 1 stop
return: Aug 29, 2020
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 30, 2020 8:57 PM, GMT-5
  • Weather:
  • min. 78ºF, max. 83ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 30, 2020 8:57 PM, GMT-5
  • Weather:
  • min. 55ºF, max. 67ºF