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

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • June 2023
  • July 2023
  • August 2023
  • September 2023
  • October 2023
  • November 2023
  • December 2023
  • January 2024
  • February 2024
  • March 2024
  • April 2024
  • May 2024
  • any
  • June 2023
  • July 2023
  • August 2023
  • September 2023
  • October 2023
  • November 2023
  • December 2023
  • January 2024
  • February 2024
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  • May 2024
  • price
  • month of departure
  • month of return
$226
United Airlines outward: Sep 2, 2023
2:10p ORD » 11:23p CUN
United Airlines 1 stop (9h13m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$227
United Airlines outward: Sep 2, 2023
2:10p ORD » 11:23p CUN
United Airlines 1 stop (9h13m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$232
United Airlines outward: Sep 2, 2023
2:10p ORD » 11:23p CUN
United Airlines 1 stop (9h13m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$232
United Airlines outward: Sep 2, 2023
2:10p ORD » 11:23p CUN
United Airlines 1 stop (9h13m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$237
United Airlines outward: Sep 2, 2023
12:01p ORD » 11:23p CUN
United Airlines 1 stop (11h22m)
United Airlines inbound: Sep 9, 2023
12:40p CUN » 5:40a ORD
United Airlines 1 stop (17h)
$239
Frontier Airlines outward: Sep 3, 2023
5:49a MDW » 6:38p CUN
Frontier Airlines 1 stop (12h49m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$240
Frontier Airlines outward: Sep 3, 2023
5:49a MDW » 6:38p CUN
Frontier Airlines 1 stop (12h49m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$241
Frontier Airlines outward: Sep 3, 2023
5:49a MDW » 6:38p CUN
Frontier Airlines 1 stop (12h49m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$241
Frontier Airlines outward: Sep 3, 2023
5:49a MDW » 6:38p CUN
Frontier Airlines 1 stop (12h49m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$242
United Airlines outward: Sep 2, 2023
10:59p ORD » 5:07a CUN
United Airlines 1 stop (6h08m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$242
United Airlines outward: Sep 2, 2023
10:59p ORD » 5:07a CUN
United Airlines 1 stop (6h08m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$243
United Airlines outward: Sep 2, 2023
10:59p ORD » 5:07a CUN
United Airlines 1 stop (6h08m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$243
United Airlines outward: Sep 2, 2023
10:59p ORD » 5:07a CUN
United Airlines 1 stop (6h08m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$244
American Airlines outward: Sep 3, 2023
1:46a ORD » 4:36p CUN
American Airlines 1 stop (14h50m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$247
United Airlines outward: Sep 2, 2023
10:59p ORD » 5:07a CUN
United Airlines 1 stop (6h08m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$248
United Airlines outward: Sep 2, 2023
2:10p ORD » 11:23p CUN
United Airlines 1 stop (9h13m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$250
United Airlines outward: Sep 2, 2023
2:10p ORD » 11:23p CUN
United Airlines 1 stop (9h13m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$250
United Airlines outward: Sep 2, 2023
2:10p ORD » 11:23p CUN
United Airlines 1 stop (9h13m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$252
United Airlines outward: Sep 2, 2023
2:10p ORD » 11:23p CUN
United Airlines 1 stop (9h13m)
Spirit Airlines inbound: Sep 9, 2023
5:39p CUN » 9:45p ORD
Spirit Airlines direct (4h06m)
$273
United Airlines outward: Sep 2, 2023
2:10p ORD » 11:23p CUN
United Airlines 1 stop (9h13m)
American Airlines inbound: Sep 9, 2023
5:56p CUN » 5:48p ORD
American Airlines 1 stop (23h52m)
$276
United Airlines outward: Sep 2, 2023
12:08p ORD » 8:00p CUN
United Airlines 1 stop (7h52m)
United Airlines inbound: Sep 9, 2023
12:40p CUN » 5:40a ORD
United Airlines 1 stop (17h)
$276
United Airlines outward: Sep 2, 2023
2:10p ORD » 11:23p CUN
United Airlines 1 stop (9h13m)
American Airlines inbound: Sep 9, 2023
5:56p CUN » 5:48p ORD
American Airlines 1 stop (23h52m)
$276
United Airlines outward: Sep 2, 2023
2:10p ORD » 11:23p CUN
United Airlines 1 stop (9h13m)
United Airlines inbound: Sep 9, 2023
12:40p CUN » 5:40a ORD
United Airlines 1 stop (17h)
$278
United Airlines outward: Sep 2, 2023
12:08p ORD » 8:00p CUN
United Airlines 1 stop (7h52m)
United Airlines inbound: Sep 9, 2023
12:40p CUN » 4:01a ORD
United Airlines 1 stop (15h21m)
$291
United Airlines outward: Sep 3, 2023
4:05a ORD » 8:00p CUN
United Airlines 1 stop (15h55m)
United Airlines inbound: Sep 9, 2023
12:40p CUN » 4:01a ORD
United Airlines 1 stop (15h21m)
$296
United Airlines outward: Sep 3, 2023
4:05a ORD » 8:00p CUN
United Airlines 1 stop (15h55m)
United Airlines inbound: Sep 9, 2023
12:40p CUN » 2:00a ORD
United Airlines 1 stop (13h20m)
Return
Departure
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
  • June 2023
  • July 2023
  • August 2023
  • September 2023
  • October 2023
  • November 2023
  • December 2023
  • January 2024
  • February 2024
  • March 2024
  • April 2024
  • May 2024
  • all
  • Delta Air Lines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Sep 2, 2023
Spirit Airlines 1 stop
return: Sep 9, 2023
Spirit Airlines 1 stop
United Airlines
outbound: Sep 2, 2023
United Airlines 1 stop
return: Sep 9, 2023
Spirit Airlines direct
Delta Air Lines
outbound: Sep 2, 2023
Delta Air Lines 1 stop
return: Sep 9, 2023
Aeromexico 1 stop

Travel tips for flights Chicago - Cancun

Average flight duration: 4h06m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Jun 27, 2023 3:54 AM, GMT-5
  • Weather:
  • min. 80ºF, max. 90ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Chicago Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jun 27, 2023 3:54 AM, GMT-5
  • Weather:
  • min. 62ºF, max. 77ºF