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

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • any
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • price
  • month of departure
  • month of return
$226
outward: Jun 4, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 14, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$246
outward: Jun 5, 2018
3:40p ORD » 10:09p CUN
Spirit Airlines direct (6h29m)
inbound: Jun 14, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$250
outward: May 12, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: May 16, 2018
6:25p CUN » 10:15p ORD
Spirit Airlines direct (3h50m)
$256
outward: May 10, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: May 14, 2018
6:25p CUN » 10:15p ORD
Spirit Airlines direct (3h50m)
$260
outward: May 16, 2018
10:10p ORD » 11:02a CUN
Aeromexico 1 stop (12h52m)
inbound: May 21, 2018
10:19p CUN » 8:50p ORD
Aeromexico 1 stop (22h31m)
$260
outward: May 16, 2018
7:20a ORD » 3:17p CUN
Aeromexico 1 stop (7h57m)
inbound: May 21, 2018
10:19p CUN » 8:50p ORD
Aeromexico 1 stop (22h31m)
$261
outward: Jun 4, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 13, 2018
6:25p CUN » 10:15p ORD
Spirit Airlines direct (3h50m)
$275
outward: Jun 3, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 14, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$280
outward: Jun 5, 2018
3:40p ORD » 10:09p CUN
Spirit Airlines direct (6h29m)
inbound: Jun 13, 2018
6:25p CUN » 10:15p ORD
Spirit Airlines direct (3h50m)
$307
outward: Jul 28, 2018
8:45p MDW » 12:15a CUN
Southwest Airlines direct (3h30m)
inbound: Aug 4, 2018
4:20p CUN » 11:55p MDW
Southwest Airlines 1 stop (7h35m)
$307
outward: May 24, 2018
4:10p ORD » 7:50p CUN
United Airlines direct (3h40m)
inbound: May 31, 2018
8:50p CUN » 12:40a ORD
United Airlines direct (3h50m)
$309
outward: Aug 2, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Aug 9, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$310
outward: Jun 3, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 13, 2018
6:25p CUN » 10:15p ORD
Spirit Airlines direct (3h50m)
$316
outward: Jul 28, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Aug 5, 2018
2:15a CUN » 5:45a ORD
VivaAerobús direct (3h30m)
$325
outward: Jun 4, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 15, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$328
outward: May 24, 2018
5:45p ORD » 9:25p CUN
United Airlines direct (3h40m)
inbound: May 31, 2018
8:50p CUN » 12:40a ORD
United Airlines direct (3h50m)
$340
outward: May 24, 2018
4:10p ORD » 7:50p CUN
United Airlines direct (3h40m)
inbound: May 27, 2018
8:50p CUN » 12:40a ORD
United Airlines direct (3h50m)
$340
outward: May 24, 2018
4:10p ORD » 7:50p CUN
United Airlines direct (3h40m)
inbound: May 27, 2018
8:50p CUN » 12:40a ORD
United Airlines direct (3h50m)
$340
outward: May 25, 2018
4:10p ORD » 7:50p CUN
United Airlines direct (3h40m)
inbound: May 29, 2018
8:50p CUN » 12:40a ORD
United Airlines direct (3h50m)
$342
outward: May 24, 2018
4:10p ORD » 7:50p CUN
United Airlines direct (3h40m)
inbound: May 27, 2018
8:50p CUN » 12:40a ORD
United Airlines direct (3h50m)
$354
outward: Dec 22, 2018
3:25p ORD » 8:06p CUN
American Airlines direct (4h41m)
inbound: Dec 27, 2018
3:50p CUN » 6:46p ORD
American Airlines direct (2h56m)
$354
outward: Jun 21, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 24, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$387
outward: May 24, 2018
3:40p ORD » 10:09p CUN
Spirit Airlines 1 stop (6h29m)
inbound: May 29, 2018
4:15a CUN » 6:40a ORD
Interjet 1 stop (26h25m)
$393
outward: Dec 23, 2018
3:21a ORD » 6:36p CUN
Volaris 1 stop (15h15m)
inbound: Dec 28, 2018
6:43a CUN » 6:31p ORD
Volaris 1 stop (11h48m)
$417
outward: Jun 3, 2018
10:10p ORD » 6:59a CUN
Aeromexico 1 stop (8h49m)
inbound: Jun 15, 2018
11:30p CUN » 5:58a MDW
Delta Air Lines 1 stop (6h28m)
$417
outward: Jun 5, 2018
7:20a ORD » 3:15p CUN
Aeromexico 1 stop (7h55m)
inbound: Jun 15, 2018
11:30p CUN » 5:58a MDW
Delta Air Lines 1 stop (6h28m)
Return
Departure
09 June Jun Saturday $retDate.dayShortName
10 June Jun Sunday $retDate.dayShortName
11 June Jun Monday $retDate.dayShortName
12 June Jun Tuesday $retDate.dayShortName
13 June Jun Wednesday $retDate.dayShortName
14 June Jun Thursday $retDate.dayShortName
15 June Jun Friday $retDate.dayShortName
31 May May Thursday $outDate.dayShortName
01 June Jun Friday $outDate.dayShortName
02 June Jun Saturday $outDate.dayShortName
03 June Jun Sunday $outDate.dayShortName
$310 $275 $416
04 June Jun Monday $outDate.dayShortName
$260 $225 $325
05 June Jun Tuesday $outDate.dayShortName
$280 $245 $416
06 June Jun Wednesday $outDate.dayShortName
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
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • all
  • Aeromexico
  • American Airlines
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Jun 4, 2018
Spirit Airlines direct
return: Jun 14, 2018
Spirit Airlines direct
Southwest Airlines
outbound: May 16, 2018
Southwest Airlines 2 stops
return: May 21, 2018
Southwest Airlines direct
Aeromexico
outbound: May 16, 2018
Aeromexico 1 stop
return: May 21, 2018
Aeromexico 1 stop
American Airlines
outbound: Jun 4, 2018
American Airlines 1 stop
return: Jun 14, 2018
American Airlines direct
United Airlines
outbound: May 24, 2018
United Airlines direct
return: May 27, 2018
United Airlines direct

Travel tips for flights Chicago - Cancun

Average flight duration: 4h03m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Apr 26, 2018 9:37 PM, GMT-5
  • Weather:
  • min. 75ºF, max. 82ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Apr 26, 2018 9:37 PM, GMT-5
  • Weather:
  • min. 37ºF, max. 45ºF