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

Find cheap airline tickets from Chicago to Cancun by date

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  • January 2022
  • February 2022
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  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • October 2022
  • November 2022
  • December 2022
  • any
  • January 2022
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  • price
  • month of departure
  • month of return
$173
Spirit Airlines outward: Jan 23, 2022
1:05p ORD » 5:57p CUN
Spirit Airlines direct (4h52m)
Spirit Airlines inbound: Jan 30, 2022
6:51p CUN » 9:45p ORD
Spirit Airlines direct (2h54m)
$234
American Airlines outward: Apr 1, 2022
6:45p ORD » 7:40p CUN
American Airlines 1 stop (24h55m)
American Airlines inbound: Apr 5, 2022
2:26p CUN » 2:23p ORD
American Airlines 1 stop (23h57m)
$237
VivaAerobús outward: Apr 5, 2022
6:55a ORD » 11:00p CUN
VivaAerobús 1 stop (16h05m)
Aeromexico inbound: Apr 11, 2022
1:30a CUN » 7:14p ORD
Aeromexico 1 stop (17h44m)
$240
VivaAerobús outward: May 14, 2022
6:55a ORD » 7:05p CUN
VivaAerobús 1 stop (12h10m)
Spirit Airlines inbound: May 17, 2022
8:49p CUN » 12:54a ORD
Spirit Airlines direct (4h05m)
$250
American Airlines outward: Apr 25, 2022
12:36p ORD » 10:33p CUN
American Airlines 1 stop (9h57m)
Volaris inbound: May 3, 2022
4:30a CUN » 11:57a ORD
Volaris 1 stop (7h27m)
$278
Frontier Airlines outward: Apr 7, 2022
2:20p ORD » 6:20p CUN
Frontier Airlines direct (4h)
Aeromexico inbound: Apr 10, 2022
3:00p CUN » 6:05a ORD
Aeromexico 1 stop (15h05m)
$278
VivaAerobús outward: Mar 20, 2022
6:55a ORD » 7:00p CUN
VivaAerobús 1 stop (12h05m)
VivaAerobús inbound: Mar 28, 2022
7:50a CUN » 6:40a ORD
VivaAerobús 1 stop (22h50m)
$278
VivaAerobús outward: Mar 20, 2022
6:55a ORD » 6:15p CUN
VivaAerobús 1 stop (11h20m)
VivaAerobús inbound: Mar 28, 2022
7:50a CUN » 6:40a ORD
VivaAerobús 1 stop (22h50m)
$278
VivaAerobús outward: Mar 20, 2022
6:55a ORD » 6:15p CUN
VivaAerobús 1 stop (11h20m)
VivaAerobús inbound: Mar 28, 2022
7:50a CUN » 6:40a ORD
VivaAerobús 1 stop (22h50m)
$278
VivaAerobús outward: Mar 20, 2022
6:55a ORD » 6:15p CUN
VivaAerobús 1 stop (11h20m)
VivaAerobús inbound: Mar 28, 2022
7:50a CUN » 6:40a ORD
VivaAerobús 1 stop (22h50m)
$279
Spirit Airlines outward: Mar 21, 2022
12:03a ORD » 4:35p CUN
Spirit Airlines 1 stop (16h32m)
Volaris inbound: Mar 28, 2022
5:59a CUN » 6:09p MDW
Volaris 1 stop (12h10m)
$280
Spirit Airlines outward: Mar 21, 2022
12:03a ORD » 4:35p CUN
Spirit Airlines 1 stop (16h32m)
Volaris inbound: Mar 28, 2022
5:59a CUN » 6:09p MDW
Volaris 1 stop (12h10m)
$280
Spirit Airlines outward: Mar 21, 2022
12:03a ORD » 4:35p CUN
Spirit Airlines 1 stop (16h32m)
Volaris inbound: Mar 28, 2022
5:59a CUN » 6:09p MDW
Volaris 1 stop (12h10m)
$284
VivaAerobús outward: Mar 20, 2022
6:55a ORD » 7:00p CUN
VivaAerobús 1 stop (12h05m)
VivaAerobús inbound: Mar 28, 2022
7:50a CUN » 6:40a ORD
VivaAerobús 1 stop (22h50m)
$284
VivaAerobús outward: Mar 20, 2022
6:55a ORD » 7:00p CUN
VivaAerobús 1 stop (12h05m)
VivaAerobús inbound: Mar 28, 2022
7:50a CUN » 6:40a ORD
VivaAerobús 1 stop (22h50m)
$285
VivaAerobús outward: Mar 20, 2022
6:55a ORD » 7:00p CUN
VivaAerobús 1 stop (12h05m)
VivaAerobús inbound: Mar 28, 2022
7:50a CUN » 6:40a ORD
VivaAerobús 1 stop (22h50m)
$287
American Airlines outward: Apr 1, 2022
6:45p ORD » 7:40p CUN
American Airlines 1 stop (24h55m)
Spirit Airlines inbound: Apr 4, 2022
9:39p CUN » 4:33a ORD
Spirit Airlines 1 stop (6h54m)
$296
Spirit Airlines outward: Mar 20, 2022
12:03a ORD » 4:35p CUN
Spirit Airlines 1 stop (16h32m)
VivaAerobús inbound: Mar 28, 2022
7:50a CUN » 6:40a ORD
VivaAerobús 1 stop (22h50m)
$296
Spirit Airlines outward: Mar 20, 2022
12:03a ORD » 4:35p CUN
Spirit Airlines 1 stop (16h32m)
VivaAerobús inbound: Mar 28, 2022
7:50a CUN » 6:40a ORD
VivaAerobús 1 stop (22h50m)
$296
Spirit Airlines outward: Mar 20, 2022
12:03a ORD » 4:35p CUN
Spirit Airlines 1 stop (16h32m)
VivaAerobús inbound: Mar 28, 2022
7:50a CUN » 6:40a ORD
VivaAerobús 1 stop (22h50m)
$299
Unknown Company outward: Mar 20, 2022
12:03a ORD » 10:30p CUN
Unknown Company 1 stop (22h27m)
Spirit Airlines inbound: Mar 25, 2022
9:09p CUN » 2:50a ORD
Spirit Airlines 1 stop (5h41m)
$299
Aeromexico outward: Feb 18, 2022
8:40a ORD » 1:30a CUN
Aeromexico 1 stop (16h50m)
Spirit Airlines inbound: Feb 20, 2022
7:43p CUN » 5:26a ORD
Spirit Airlines 1 stop (9h43m)
$309
VivaAerobús outward: Jul 1, 2022
6:55a ORD » 5:55p CUN
VivaAerobús 1 stop (11h)
VivaAerobús inbound: Jul 5, 2022
5:40a CUN » 5:40a ORD
VivaAerobús 1 stop (24h)
$325
VivaAerobús outward: Mar 18, 2022
6:55a ORD » 9:05p CUN
VivaAerobús 1 stop (14h10m)
Spirit Airlines inbound: Mar 26, 2022
6:11p CUN » 8:35a ORD
Spirit Airlines 1 stop (13h24m)
$326
Unknown Company outward: Apr 8, 2022
2:30p ORD » 10:39p CUN
Unknown Company 1 stop (8h09m)
American Airlines inbound: Apr 11, 2022
11:28p CUN » 4:15p ORD
American Airlines 1 stop (16h47m)
$360
VivaAerobús outward: Mar 18, 2022
6:55a ORD » 10:50p CUN
VivaAerobús 1 stop (15h55m)
VivaAerobús inbound: Mar 28, 2022
7:50a CUN » 6:40a ORD
VivaAerobús 1 stop (22h50m)
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
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • October 2022
  • November 2022
  • December 2022
  • all
  • Aeromexico
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines
  • United Airlines
Frontier Airlines
outbound: Jan 23, 2022
Frontier Airlines direct
return: Jan 30, 2022
Spirit Airlines direct
American Airlines
outbound: Apr 1, 2022
American Airlines 1 stop
return: Apr 5, 2022
American Airlines 1 stop
Aeromexico
outbound: Feb 18, 2022
Aeromexico 1 stop
return: Feb 20, 2022
Spirit Airlines 1 stop
Delta Air Lines
outbound: Feb 18, 2022
Delta Air Lines 1 stop
return: Feb 20, 2022
Spirit Airlines 1 stop
United Airlines
outbound: Apr 8, 2022
United Airlines 1 stop
return: Apr 11, 2022
American Airlines 1 stop

Travel tips for flights Chicago - Cancun

Average flight duration: 4h (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Jan 21, 2022 12:12 PM, GMT-6
  • Weather:
  • min. 72ºF, max. 82ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jan 21, 2022 12:12 PM, GMT-6
  • Weather:
  • min. 18ºF, max. 27ºF