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 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • price
  • month of departure
  • month of return
$195
outward: May 29, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 5, 2018
6:25p CUN » 10:15p ORD
Spirit Airlines direct (3h50m)
$238
outward: Jun 24, 2018
3:40p ORD » 10:08p CUN
Spirit Airlines direct (6h28m)
inbound: Jun 28, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$242
outward: Jun 24, 2018
3:40p ORD » 10:08p CUN
Spirit Airlines direct (6h28m)
inbound: Jun 28, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$246
outward: Jul 29, 2018
3:46a ORD » 5:40p CUN
Volaris 1 stop (13h54m)
inbound: Aug 5, 2018
5:10a CUN » 6:41p ORD
Volaris 1 stop (13h31m)
$253
outward: Jun 9, 2018
12:00p ORD » 4:20a CUN
American Airlines 1 stop (16h20m)
inbound: Jun 16, 2018
7:00p CUN » 5:56a ORD
American Airlines 1 stop (10h56m)
$255
outward: Jul 28, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Aug 4, 2018
7:26p CUN » 2:15a ORD
Spirit Airlines direct (6h49m)
$257
outward: Jun 17, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 22, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$261
outward: Jul 28, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Aug 4, 2018
7:26p CUN » 2:15a ORD
Spirit Airlines direct (6h49m)
$271
outward: Jun 15, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 22, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$272
outward: Nov 11, 2018
3:28a ORD » 6:35p CUN
Volaris 1 stop (15h07m)
inbound: Nov 18, 2018
2:48a CUN » 1:16p ORD
Volaris 1 stop (10h28m)
$278
outward: Jul 14, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jul 28, 2018
7:26p CUN » 2:15a ORD
Spirit Airlines direct (6h49m)
$278
outward: Nov 11, 2018
3:28a ORD » 6:35p CUN
Volaris 1 stop (15h07m)
inbound: Nov 18, 2018
3:46a CUN » 1:16p ORD
Volaris 1 stop (9h30m)
$280
outward: Jun 21, 2018
3:40p ORD » 10:08p CUN
Spirit Airlines direct (6h28m)
inbound: Jun 26, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$282
outward: Jun 17, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 23, 2018
7:26p CUN » 2:15a ORD
Spirit Airlines direct (6h49m)
$282
outward: Jun 24, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 28, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$288
outward: Jun 21, 2018
3:40p ORD » 10:08p CUN
Spirit Airlines direct (6h28m)
inbound: Jun 27, 2018
5:51a CUN » 6:39p ORD
Volaris 1 stop (12h48m)
$289
outward: Nov 10, 2018
7:55a ORD » 10:00p CUN
Interjet 1 stop (14h05m)
inbound: Nov 18, 2018
4:45a CUN » 6:50a ORD
Interjet 1 stop (26h05m)
$291
outward: Jun 16, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 22, 2018
6:25p CUN » 10:14p ORD
Spirit Airlines direct (3h49m)
$292
outward: Jun 14, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 18, 2018
3:52p CUN » 12:20p ORD
Aeromexico 1 stop (20h28m)
$295
outward: Nov 11, 2018
3:28a ORD » 5:18p CUN
Volaris 1 stop (13h50m)
inbound: Nov 18, 2018
6:08a CUN » 1:16p ORD
Volaris 1 stop (7h08m)
$296
outward: Jun 15, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 23, 2018
7:26p CUN » 2:15a ORD
Spirit Airlines direct (6h49m)
$299
outward: Jul 14, 2018
3:10p ORD » 2:55a CUN
American Airlines 1 stop (11h45m)
inbound: Jul 28, 2018
12:55p CUN » 12:09a ORD
American Airlines 1 stop (11h14m)
$301
outward: Jun 16, 2018
5:15p ORD » 4:45a CUN
American Airlines 1 stop (11h30m)
inbound: Jun 23, 2018
7:25p CUN » 6:52a ORD
American Airlines 1 stop (11h27m)
$301
outward: Nov 11, 2018
3:28a ORD » 5:18p CUN
Volaris 1 stop (13h50m)
inbound: Nov 18, 2018
2:48a CUN » 1:16p ORD
Volaris 1 stop (10h28m)
$301
outward: Jun 21, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 26, 2018
4:52p CUN » 12:20p ORD
Aeromexico 1 stop (19h28m)
$313
outward: Jun 17, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 24, 2018
11:09p CUN » 7:14a ORD
Spirit Airlines 1 stop (8h05m)
$318
outward: Jun 21, 2018
3:40p ORD » 10:08p CUN
Spirit Airlines direct (6h28m)
inbound: Jun 24, 2018
7:26p CUN » 2:15a ORD
Spirit Airlines direct (6h49m)
$325
outward: Jun 21, 2018
2:09p ORD » 12:43a CUN
American Airlines 1 stop (10h34m)
inbound: Jun 26, 2018
5:35p CUN » 6:52a ORD
American Airlines 1 stop (13h17m)
$327
outward: Jun 15, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Jun 24, 2018
11:09p CUN » 7:14a ORD
Spirit Airlines 1 stop (8h05m)
$330
outward: Nov 10, 2018
8:00p ORD » 6:40a CUN
Interjet 1 stop (10h40m)
inbound: Nov 17, 2018
11:15p CUN » 6:50a ORD
Interjet 1 stop (7h35m)
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: Las Vegas - Cancun New York - Cancun London - Cancun Miami - Cancun San Francisco - Cancun See more routes

Airlines operating flights from Chicago to Cancun

  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • all
  • American Airlines
  • Delta Air Lines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Jun 14, 2018
Spirit Airlines direct
return: Jun 18, 2018
Aeromexico 1 stop
United Airlines
outbound: Jun 14, 2018
United Airlines 1 stop
return: Jun 18, 2018
United Airlines 1 stop
American Airlines
outbound: Jun 14, 2018
American Airlines 1 stop
return: Jun 18, 2018
American Airlines 1 stop
Delta Air Lines
outbound: Jun 14, 2018
Delta Air Lines 1 stop
return: Jun 18, 2018
Aeromexico 1 stop

Travel tips for flights Chicago - Cancun

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • May 25, 2018 11:38 AM, GMT-5
  • Weather:
  • min. 71ºF, max. 81ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 25, 2018 11:38 AM, GMT-5
  • Weather:
  • min. 65ºF, max. 83ºF