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

Click this link for Cancun Chicago flights

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • any
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • price
  • month of departure
  • month of return
$157
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
Verify
24 days ago
$157
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
Verify
25 days ago
$158
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
Verify
20 days ago
$158
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
Verify
27 days ago
$158
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
Verify
26 days ago
$159
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
Verify
21 days ago
$159
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
Verify
23 days ago
$159
American Airlines outward: Dec 3, 2021
12:05a ORD » 4:45a CUN
American Airlines direct (4h40m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
Verify
22 days ago
$164
American Airlines outward: Jan 6, 2022
11:55p ORD » 4:45a CUN
American Airlines direct (4h50m)
American Airlines inbound: Jan 18, 2022
1:58a CUN » 5:28p ORD
American Airlines 1 stop (15h30m)
Verify
20 days ago
$164
United Airlines outward: Dec 3, 2021
3:29a ORD » 8:40p CUN
United Airlines 1 stop (17h11m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
Verify
14 days ago
$164
American Airlines outward: Nov 18, 2021
7:30p ORD » 7:24p CUN
American Airlines 1 stop (23h54m)
American Airlines inbound: Nov 30, 2021
12:37a CUN » 2:00p ORD
American Airlines 1 stop (13h23m)
Verify
23 days ago
$164
United Airlines outward: Dec 2, 2021
1:00p ORD » 8:40p CUN
United Airlines 1 stop (7h40m)
United Airlines inbound: Dec 7, 2021
6:15p CUN » 2:26a ORD
United Airlines 1 stop (8h11m)
Verify
18 days ago
$165
United Airlines outward: Dec 3, 2021
3:29a ORD » 10:20p CUN
United Airlines 1 stop (18h51m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
Verify
11 days ago
$165
United Airlines outward: Dec 3, 2021
3:29a ORD » 8:40p CUN
United Airlines 1 stop (17h11m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
Verify
7 days ago
$165
United Airlines outward: Dec 3, 2021
3:29a ORD » 8:40p CUN
United Airlines 1 stop (17h11m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
Verify
6 days ago
$166
United Airlines outward: Dec 3, 2021
3:29a ORD » 8:40p CUN
United Airlines 1 stop (17h11m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
Verify
8 days ago
$175
United Airlines outward: Dec 3, 2021
3:29a ORD » 8:40p CUN
United Airlines 1 stop (17h11m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 2:56p ORD
United Airlines 1 stop (13h26m)
Verify
13 days ago
$186
Frontier Airlines outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Frontier Airlines 1 stop (10h30m)
United Airlines inbound: Dec 7, 2021
6:15p CUN » 2:26a ORD
United Airlines 1 stop (8h11m)
Verify
19 days ago
$188
Frontier Airlines outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Frontier Airlines 1 stop (10h30m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
Verify
15 days ago
$188
Frontier Airlines outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Frontier Airlines 1 stop (10h30m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
Verify
16 days ago
$188
Frontier Airlines outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Frontier Airlines 1 stop (10h30m)
United Airlines inbound: Dec 7, 2021
11:52p CUN » 7:06a ORD
United Airlines 1 stop (7h14m)
Verify
17 days ago
$193
American Airlines outward: Dec 21, 2021
12:30a ORD » 9:25p CUN
American Airlines 1 stop (20h55m)
American Airlines inbound: Dec 25, 2021
7:41p CUN » 4:10a ORD
American Airlines 1 stop (8h29m)
Verify
11 days ago
$196
American Airlines outward: Jan 6, 2022
11:55p ORD » 4:45a CUN
American Airlines direct (4h50m)
Unknown Company inbound: Jan 17, 2022
2:30p CUN » 3:55p ORD
Unknown Company 1 stop (25h25m)
Verify
5 hours ago
$196
Unknown Company outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Unknown Company 1 stop (10h30m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
Verify
10 days ago
$197
Unknown Company outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Unknown Company 1 stop (10h30m)
United Airlines inbound: Dec 8, 2021
1:30a CUN » 7:25a ORD
United Airlines 1 stop (5h55m)
Verify
9 days ago
$198
Spirit Airlines outward: Jan 6, 2022
3:50p ORD » 8:57p CUN
Spirit Airlines direct (5h07m)
Spirit Airlines inbound: Jan 17, 2022
7:10p CUN » 4:59a ORD
Spirit Airlines 1 stop (9h49m)
Verify
2 days ago
$199
United Airlines outward: Dec 3, 2021
3:29a ORD » 12:40a CUN
United Airlines 1 stop (21h11m)
United Airlines inbound: Dec 7, 2021
10:05p CUN » 5:46a ORD
United Airlines 1 stop (7h41m)
Verify
4 days ago
$199
Unknown Company outward: Dec 2, 2021
1:15p ORD » 11:45p CUN
Unknown Company 1 stop (10h30m)
American Airlines inbound: Dec 8, 2021
2:45a CUN » 5:30a ORD
American Airlines direct (2h45m)
Verify
12 days ago
$200
Spirit Airlines outward: Jan 6, 2022
3:50p ORD » 8:57p CUN
Spirit Airlines direct (5h07m)
Frontier Airlines inbound: Jan 17, 2022
2:30p CUN » 7:34a ORD
Frontier Airlines 1 stop (17h04m)
Verify
3 days ago
$203
Spirit Airlines outward: Dec 2, 2021
12:25p ORD » 7:22p CUN
Spirit Airlines 1 stop (6h57m)
Spirit Airlines inbound: Dec 7, 2021
8:20p CUN » 1:44a ORD
Spirit Airlines 1 stop (5h24m)
Verify
5 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
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • all
  • American Airlines
  • Frontier Airlines
  • SATA International
  • Spirit Airlines
Spirit Airlines
outbound: Dec 21, 2021
Spirit Airlines 1 stop
return: Dec 27, 2021
American Airlines 1 stop
$237 Verify
11 days ago
American Airlines
outbound: Dec 20, 2021
American Airlines 1 stop
return: Dec 25, 2021
American Airlines 1 stop
$194 Verify
11 days ago
Frontier Airlines
outbound: Nov 18, 2021
Frontier Airlines 1 stop
return: Nov 29, 2021
Aeromexico 1 stop
$307 Verify
23 days ago
SATA International
outbound: Jan 6, 2022
SATA International 1 stop
return: Jan 17, 2022
SATA International 1 stop
$448 Verify
24 days ago
Airline tickets Chicago - Cancun found in the last 30 days.

Travel tips for flights Chicago - Cancun

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Oct 25, 2021 4:04 PM, GMT-5
  • Weather:
  • min. 80ºF, max. 90ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Oct 25, 2021 4:04 PM, GMT-5
  • Weather:
  • min. 51ºF, max. 55ºF
Find a cheap rental car in Cancun