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

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • price
  • month of departure
  • month of return
$170
outward: Sep 23, 2018
1:41p ORD » 5:25p CUN
Spirit Airlines direct (3h44m)
inbound: Sep 29, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
$170
outward: Sep 23, 2018
1:41p ORD » 5:25p CUN
Spirit Airlines direct (3h44m)
inbound: Sep 30, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
$175
outward: Oct 7, 2018
3:15p ORD » 7:02p CUN
Frontier Airlines direct (3h47m)
inbound: Oct 12, 2018
6:17p CUN » 10:08p ORD
Frontier Airlines direct (3h51m)
$186
outward: Sep 27, 2018
1:41p ORD » 5:25p CUN
Spirit Airlines direct (3h44m)
inbound: Oct 6, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
$188
outward: Sep 27, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 6, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
$188
outward: Sep 27, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 6, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
$192
outward: Sep 29, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines 1 stop (6h20m)
inbound: Oct 4, 2018
6:17p CUN » 10:08p ORD
Frontier Airlines direct (3h51m)
$216
outward: Oct 5, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 13, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
$221
outward: Oct 7, 2018
1:41p ORD » 5:25p CUN
Spirit Airlines direct (3h44m)
inbound: Oct 13, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
$225
outward: Oct 6, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 13, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
$226
outward: Nov 10, 2018
1:20p ORD » 5:50p CUN
Spirit Airlines direct (4h30m)
inbound: Nov 11, 2018
6:50p CUN » 9:30p ORD
Spirit Airlines direct (2h40m)
$226
outward: Nov 10, 2018
1:20p ORD » 5:50p CUN
Spirit Airlines direct (4h30m)
inbound: Nov 13, 2018
6:50p CUN » 9:30p ORD
Spirit Airlines direct (2h40m)
$226
outward: Oct 5, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 12, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
$226
outward: Mar 20, 2019
4:05p ORD » 8:49p CUN
American Airlines direct (4h44m)
inbound: Mar 26, 2019
1:35a CUN » 5:32p ORD
American Airlines 1 stop (15h57m)
$229
outward: Sep 23, 2018
1:41p ORD » 5:25p CUN
Spirit Airlines direct (3h44m)
inbound: Sep 28, 2018
11:10p CUN » 7:16a ORD
Spirit Airlines 1 stop (8h06m)
$231
outward: Oct 5, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 14, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
$235
outward: Oct 6, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 12, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
$236
outward: Oct 7, 2018
1:41p ORD » 5:25p CUN
Spirit Airlines direct (3h44m)
inbound: Oct 14, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
$239
outward: Oct 25, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 29, 2018
7:30p CUN » 1:19a ORD
Spirit Airlines direct (5h49m)
$240
outward: Oct 6, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 14, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
$242
outward: Oct 6, 2018
5:10a ORD » 4:55a CUN
American Airlines 1 stop (23h45m)
inbound: Oct 8, 2018
2:00p CUN » 5:57p ORD
American Airlines 1 stop (27h57m)
$242
outward: Oct 6, 2018
5:10a ORD » 4:55a CUN
American Airlines 1 stop (23h45m)
inbound: Oct 8, 2018
2:00p CUN » 5:57p ORD
American Airlines 1 stop (27h57m)
$250
outward: Oct 25, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 29, 2018
7:30p CUN » 1:19a ORD
Spirit Airlines direct (5h49m)
$251
outward: Oct 5, 2018
10:20p ORD » 11:04a CUN
Aeromexico 1 stop (12h44m)
inbound: Oct 9, 2018
2:51a CUN » 6:39p ORD
Volaris 1 stop (15h48m)
$256
outward: Nov 10, 2018
1:20p ORD » 5:50p CUN
Spirit Airlines direct (4h30m)
inbound: Nov 12, 2018
6:50p CUN » 9:30p ORD
Spirit Airlines direct (2h40m)
$256
outward: Oct 11, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 14, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
$270
outward: Oct 5, 2018
4:11p ORD » 7:50p CUN
United Airlines direct (3h39m)
inbound: Oct 9, 2018
5:51a CUN » 6:39p ORD
Volaris 1 stop (12h48m)
$271
outward: Nov 8, 2018
8:35a ORD » 6:00p CUN
Aeromexico 1 stop (9h25m)
inbound: Nov 13, 2018
1:40p CUN » 8:35p ORD
Aeromexico 1 stop (6h55m)
$272
outward: Oct 9, 2018
12:15p ORD » 6:25p CUN
Spirit Airlines 1 stop (6h10m)
inbound: Oct 14, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
$272
outward: Oct 5, 2018
10:15p ORD » 7:05a CUN
Aeromexico 1 stop (8h50m)
inbound: Oct 9, 2018
2:49a CUN » 6:45p ORD
Unknown Company 2 stops (15h56m)
Return
Departure
10 October Oct Wednesday $retDate.dayShortName
11 October Oct Thursday $retDate.dayShortName
12 October Oct Friday $retDate.dayShortName
13 October Oct Saturday $retDate.dayShortName
14 October Oct Sunday $retDate.dayShortName
15 October Oct Monday $retDate.dayShortName
16 October Oct Tuesday $retDate.dayShortName
05 October Oct Friday $outDate.dayShortName
$226 $216 $231
06 October Oct Saturday $outDate.dayShortName
$235 $225 $240
07 October Oct Sunday $outDate.dayShortName
$174 $221 $236
08 October Oct Monday $outDate.dayShortName
09 October Oct Tuesday $outDate.dayShortName
$272 $331 $324
10 October Oct Wednesday $outDate.dayShortName
$331 $324 $324
11 October Oct Thursday $outDate.dayShortName
$255 $310 $324
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: Las Vegas - Cancun New York - Cancun London - Cancun Miami - Cancun San Francisco - Cancun See more routes

Airlines operating flights from Chicago to Cancun

  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • all
  • Aeromexico
  • American Airlines
  • Frontier Airlines
  • United Airlines
American Airlines
outbound: Oct 19, 2018
American Airlines 1 stop
return: Oct 22, 2018
American Airlines 1 stop
United Airlines
outbound: Dec 25, 2018
United Airlines direct
return: Dec 31, 2018
United Airlines direct
Frontier Airlines
outbound: Oct 7, 2018
Frontier Airlines direct
return: Oct 12, 2018
Frontier Airlines direct
Aeromexico
outbound: Oct 6, 2018
Aeromexico 1 stop
return: Oct 13, 2018
Aeromexico 1 stop

Travel tips for flights Chicago - Cancun

Average flight duration: 5h38m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Sep 22, 2018 6:50 AM, GMT-5
  • Weather:
  • min. 77ºF, max. 86ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 22, 2018 6:50 AM, GMT-5
  • Weather:
  • min. 55ºF, max. 67ºF