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
  • September 2023
  • October 2023
  • November 2023
  • December 2023
  • January 2024
  • February 2024
  • March 2024
  • April 2024
  • May 2024
  • June 2024
  • July 2024
  • August 2024
  • any
  • September 2023
  • October 2023
  • November 2023
  • December 2023
  • January 2024
  • February 2024
  • March 2024
  • April 2024
  • May 2024
  • June 2024
  • July 2024
  • August 2024
  • price
  • month of departure
  • month of return
$189
Frontier Airlines outward: Dec 8, 2023
7:41p MDW » 11:29p CUN
Frontier Airlines direct (3h48m)
Frontier Airlines inbound: Dec 12, 2023
12:50a CUN » 4:35a MDW
Frontier Airlines direct (3h45m)
Verify
15 days ago
$206
Frontier Airlines outward: Dec 8, 2023
7:41p MDW » 11:29p CUN
Frontier Airlines direct (3h48m)
Frontier Airlines inbound: Dec 12, 2023
12:50a CUN » 4:35a MDW
Frontier Airlines direct (3h45m)
Verify
16 days ago
$222
Frontier Airlines outward: Dec 10, 2023
7:41p MDW » 11:29p CUN
Frontier Airlines direct (3h48m)
Frontier Airlines inbound: Dec 18, 2023
12:13a CUN » 3:00p ORD
Frontier Airlines 1 stop (14h47m)
Verify
23 days ago
$223
Frontier Airlines outward: Dec 10, 2023
7:41p MDW » 11:29p CUN
Frontier Airlines direct (3h48m)
Frontier Airlines inbound: Dec 18, 2023
12:07a CUN » 2:29p ORD
Frontier Airlines 1 stop (14h22m)
Verify
16 days ago
$226
Frontier Airlines outward: Dec 10, 2023
7:41p MDW » 11:29p CUN
Frontier Airlines direct (3h48m)
Frontier Airlines inbound: Dec 18, 2023
12:07a CUN » 2:29p ORD
Frontier Airlines 1 stop (14h22m)
Verify
2 days ago
$226
Frontier Airlines outward: Dec 10, 2023
7:41p MDW » 11:29p CUN
Frontier Airlines direct (3h48m)
Frontier Airlines inbound: Dec 18, 2023
12:07a CUN » 2:29p ORD
Frontier Airlines 1 stop (14h22m)
Verify
2 days ago
$227
Spirit Airlines outward: Oct 27, 2023
1:10p ORD » 4:54p CUN
Spirit Airlines direct (3h44m)
Spirit Airlines inbound: Oct 31, 2023
11:01p CUN » 3:12a ORD
Spirit Airlines direct (4h11m)
Verify
26 days ago
$227
Spirit Airlines outward: Oct 27, 2023
1:10p ORD » 4:54p CUN
Spirit Airlines direct (3h44m)
Spirit Airlines inbound: Oct 31, 2023
11:01p CUN » 3:12a ORD
Spirit Airlines direct (4h11m)
Verify
26 days ago
$227
Spirit Airlines outward: Oct 27, 2023
1:10p ORD » 4:54p CUN
Spirit Airlines direct (3h44m)
Spirit Airlines inbound: Oct 31, 2023
11:01p CUN » 3:12a ORD
Spirit Airlines direct (4h11m)
Verify
26 days ago
$228
Frontier Airlines outward: Dec 8, 2023
3:58p MDW » 7:10p CUN
Frontier Airlines 1 stop (27h12m)
Frontier Airlines inbound: Dec 12, 2023
12:50a CUN » 4:35a MDW
Frontier Airlines direct (3h45m)
Verify
23 days ago
$228
Frontier Airlines outward: Dec 8, 2023
3:58p MDW » 7:10p CUN
Frontier Airlines 1 stop (27h12m)
Frontier Airlines inbound: Dec 12, 2023
12:50a CUN » 4:35a MDW
Frontier Airlines direct (3h45m)
Verify
23 days ago
$234
Frontier Airlines outward: Dec 10, 2023
7:41p MDW » 11:29p CUN
Frontier Airlines direct (3h48m)
Frontier Airlines inbound: Dec 17, 2023
6:52p CUN » 2:53p MDW
Frontier Airlines 1 stop (20h01m)
Verify
9 days ago
$244
Spirit Airlines outward: Oct 6, 2023
3:05a ORD » 2:59p CUN
Spirit Airlines 1 stop (11h54m)
Spirit Airlines inbound: Oct 8, 2023
5:49p CUN » 9:55p ORD
Spirit Airlines direct (4h06m)
Verify
18 days ago
$258
Frontier Airlines outward: Dec 8, 2023
3:58p MDW » 7:10p CUN
Frontier Airlines 1 stop (27h12m)
Frontier Airlines inbound: Dec 12, 2023
12:11a CUN » 3:00p ORD
Frontier Airlines 1 stop (14h49m)
Verify
17 days ago
$297
Frontier Airlines outward: Dec 7, 2023
3:58p MDW » 7:10p CUN
Frontier Airlines 1 stop (27h12m)
Frontier Airlines inbound: Dec 10, 2023
11:01p CUN » 7:38a MDW
Frontier Airlines 1 stop (8h37m)
Verify
23 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
  • September 2023
  • October 2023
  • November 2023
  • December 2023
  • January 2024
  • February 2024
  • March 2024
  • April 2024
  • May 2024
  • June 2024
  • July 2024
  • August 2024
  • all
  • Aeromexico
  • American Airlines
  • Frontier Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Oct 27, 2023
Spirit Airlines direct
return: Oct 31, 2023
Spirit Airlines direct
$206 Verify
26 days ago
Frontier Airlines
outbound: Dec 8, 2023
Frontier Airlines direct
return: Dec 11, 2023
Frontier Airlines direct
$171 Verify
15 days ago
American Airlines
outbound: Dec 7, 2023
American Airlines 1 stop
return: Dec 10, 2023
Frontier Airlines 1 stop
$300 Verify
23 days ago
United Airlines
outbound: Oct 27, 2023
United Airlines direct
return: Oct 31, 2023
United Airlines direct
$338 Verify
26 days ago
Aeromexico
outbound: Oct 5, 2023
Aeromexico 1 stop
return: Oct 8, 2023
American Airlines direct
$495 Verify
18 days ago
Airline tickets Chicago - Cancun found in the last 30 days.

Travel tips for flights Chicago - Cancun

Average flight duration: 3h48m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Sep 28, 2023 10:30 AM, GMT-5
  • Weather:
  • min. 78ºF, max. 87ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Chicago Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 28, 2023 10:30 AM, GMT-5
  • Weather:
  • min. 63ºF, max. 70ºF
Find a cheap rental car in Cancun