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Find cheap airline tickets from Chicago to Cancun by date

  • any
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • any
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • price
  • month of departure
  • month of return
$197
American Airlines outward: Jun 4, 2021
3:45a ORD » 8:45p CUN
American Airlines 1 stop (17h)
American Airlines inbound: Jun 8, 2021
11:20p CUN » 3:42p ORD
American Airlines 1 stop (16h22m)
Verify
8 days ago
$199
American Airlines outward: Jun 10, 2021
11:20p ORD » 4:45p CUN
American Airlines 1 stop (17h25m)
American Airlines inbound: Jun 13, 2021
8:20p CUN » 12:35a ORD
American Airlines direct (4h15m)
Verify
17 days ago
$212
United Airlines outward: Jun 11, 2021
1:00a ORD » 11:45p CUN
United Airlines 1 stop (22h45m)
United Airlines inbound: Jun 13, 2021
10:50p CUN » 8:01p ORD
United Airlines 1 stop (21h11m)
Verify
3 days ago
$226
American Airlines outward: Jul 5, 2021
3:45a ORD » 10:20p CUN
American Airlines 1 stop (18h35m)
American Airlines inbound: Jul 7, 2021
8:20p CUN » 12:35a ORD
American Airlines direct (4h15m)
Verify
7 days ago
$235
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
1:05p CUN » 8:25p ORD
Aeromexico 1 stop (7h20m)
Verify
19 days ago
$235
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
6:40p CUN » 6:20a ORD
Aeromexico 1 stop (11h40m)
Verify
18 days ago
$248
Volaris outward: Oct 15, 2021
7:51a ORD » 9:41p CUN
Volaris 1 stop (13h50m)
Volaris inbound: Oct 23, 2021
4:07p CUN » 5:35a ORD
Volaris 1 stop (13h28m)
Verify
10 hours ago
$249
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
7:40p CUN » 6:20a ORD
Aeromexico 1 stop (10h40m)
Verify
16 days ago
$249
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
5:40p CUN » 6:20a ORD
Aeromexico 1 stop (12h40m)
Verify
17 days ago
$251
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
8:35p CUN » 6:20a ORD
Aeromexico 1 stop (9h45m)
Verify
15 days ago
$251
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
8:35p CUN » 6:20a ORD
Aeromexico 1 stop (9h45m)
Verify
13 days ago
$251
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 17, 2021
4:35a CUN » 8:25p ORD
Aeromexico 1 stop (15h50m)
Verify
14 days ago
$256
Volaris outward: Nov 10, 2021
8:19a ORD » 9:27p CUN
Volaris 1 stop (13h08m)
Volaris inbound: Nov 18, 2021
4:15a CUN » 6:44p ORD
Volaris 1 stop (14h29m)
Verify
16 days ago
$257
VivaAerobús outward: Sep 10, 2021
8:00a ORD » 8:15p CUN
VivaAerobús 1 stop (12h15m)
Spirit Airlines inbound: Sep 13, 2021
5:15p CUN » 8:55p ORD
Spirit Airlines direct (3h40m)
Verify
7 days ago
$259
Spirit Airlines outward: Nov 10, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
Verify
26 days ago
$259
Spirit Airlines outward: Nov 10, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
Verify
25 days ago
$260
Spirit Airlines outward: Nov 10, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
Verify
24 days ago
$262
Volaris outward: Oct 10, 2021
7:51a ORD » 9:41p CUN
Volaris 1 stop (13h50m)
Volaris inbound: Oct 18, 2021
5:03p CUN » 5:35a ORD
Volaris 1 stop (12h32m)
Verify
23 days ago
$262
Volaris outward: Oct 11, 2021
7:51a ORD » 10:46p CUN
Volaris 1 stop (14h55m)
Volaris inbound: Oct 19, 2021
6:38p CUN » 5:35a ORD
Volaris 1 stop (10h57m)
Verify
23 days ago
$263
Aeromexico outward: Nov 12, 2021
9:45p ORD » 7:50a CUN
Aeromexico 1 stop (10h05m)
Aeromexico inbound: Nov 16, 2021
1:05p CUN » 8:25p ORD
Aeromexico 1 stop (7h20m)
Verify
9 days ago
$263
Aeromexico outward: Nov 10, 2021
9:45p ORD » 7:50a CUN
Aeromexico 1 stop (10h05m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
Verify
20 days ago
$263
Aeromexico outward: Nov 10, 2021
9:45p ORD » 7:50a CUN
Aeromexico 1 stop (10h05m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
Verify
21 days ago
$263
Aeromexico outward: Nov 10, 2021
9:45p ORD » 7:50a CUN
Aeromexico 1 stop (10h05m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
Verify
22 days ago
$264
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Spirit Airlines inbound: Nov 16, 2021
6:15p CUN » 8:55p ORD
Spirit Airlines direct (2h40m)
Verify
20 days ago
$264
Volaris outward: Oct 15, 2021
7:51a ORD » 10:46p CUN
Volaris 1 stop (14h55m)
Volaris inbound: Oct 23, 2021
5:03p CUN » 5:35a ORD
Volaris 1 stop (12h32m)
Verify
23 days ago
$264
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Spirit Airlines inbound: Nov 16, 2021
6:15p CUN » 8:55p ORD
Spirit Airlines direct (2h40m)
Verify
21 days ago
$264
Aeromexico outward: Nov 10, 2021
9:45p ORD » 7:50a CUN
Aeromexico 1 stop (10h05m)
Frontier Airlines inbound: Nov 17, 2021
10:05p CUN » 6:20a ORD
Frontier Airlines 1 stop (8h15m)
Verify
23 days ago
$267
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Aeromexico inbound: Nov 16, 2021
1:05p CUN » 8:25p ORD
Aeromexico 1 stop (7h20m)
Verify
8 days ago
$269
American Airlines outward: Nov 12, 2021
1:55p ORD » 6:40p CUN
American Airlines direct (4h45m)
American Airlines inbound: Nov 16, 2021
11:35p CUN » 1:50a ORD
American Airlines direct (2h15m)
Verify
7 days ago
$271
Spirit Airlines outward: Nov 12, 2021
1:00p ORD » 5:30p CUN
Spirit Airlines direct (4h30m)
Spirit Airlines inbound: Nov 16, 2021
6:15p CUN » 8:55p ORD
Spirit Airlines direct (2h40m)
Verify
26 days ago
Return
Departure
Availability of fares is not guaranteed for offers found in the last 7 days.
Choose when you'd like to depart to Cancun (Mexico):
*Best price per person, all taxes and surcharges included; found in the last 14 days on liligo.com
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
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • all
  • Aeromexico
  • American Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Oct 20, 2021
Spirit Airlines 1 stop
return: Oct 26, 2021
Spirit Airlines direct
$322 Verify
13 days ago
United Airlines
outbound: Oct 15, 2021
United Airlines 1 stop
return: Oct 23, 2021
United Airlines 1 stop
$312 Verify
10 hours ago
Aeromexico
outbound: Oct 15, 2021
Aeromexico 1 stop
return: Oct 23, 2021
Aeromexico 1 stop
$325 Verify
10 hours ago
American Airlines
outbound: Jun 3, 2021
American Airlines 1 stop
return: Jun 8, 2021
American Airlines 1 stop
$207 Verify
8 days ago
Airline tickets Chicago - Cancun found in the last 30 days.

Travel tips for flights Chicago - Cancun

Average flight duration: 3h49m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • May 17, 2021 5:52 AM, GMT-5
  • Weather:
  • min. 79ºF, max. 85ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 17, 2021 5:52 AM, GMT-5
  • Weather:
  • min. 48ºF, max. 58ºF
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