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

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • price
  • month of departure
  • month of return
$170
outward: Sep 23, 2018
1:41p ORD » 5:25p CUN
Spirit Airlines direct (3h44m)
inbound: Sep 29, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
Verify
14 days ago
$170
outward: Sep 23, 2018
1:41p ORD » 5:25p CUN
Spirit Airlines direct (3h44m)
inbound: Sep 30, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
Verify
14 days ago
$175
outward: Oct 7, 2018
3:15p ORD » 7:02p CUN
Frontier Airlines direct (3h47m)
inbound: Oct 12, 2018
6:17p CUN » 10:08p ORD
Frontier Airlines direct (3h51m)
Verify
26 days ago
$186
outward: Sep 27, 2018
1:41p ORD » 5:25p CUN
Spirit Airlines direct (3h44m)
inbound: Oct 6, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
Verify
18 days ago
$188
outward: Sep 27, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 6, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
Verify
14 days ago
$188
outward: Sep 27, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 6, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
Verify
9 days ago
$192
outward: Sep 29, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines 1 stop (6h20m)
inbound: Oct 4, 2018
6:17p CUN » 10:08p ORD
Frontier Airlines direct (3h51m)
Verify
27 days ago
$216
outward: Oct 5, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 13, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
Verify
26 days ago
$221
outward: Oct 7, 2018
1:41p ORD » 5:25p CUN
Spirit Airlines direct (3h44m)
inbound: Oct 13, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
Verify
26 days ago
$225
outward: Oct 6, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 13, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
Verify
26 days ago
$226
outward: Nov 10, 2018
1:20p ORD » 5:50p CUN
Spirit Airlines direct (4h30m)
inbound: Nov 11, 2018
6:50p CUN » 9:30p ORD
Spirit Airlines direct (2h40m)
Verify
25 days ago
$226
outward: Nov 10, 2018
1:20p ORD » 5:50p CUN
Spirit Airlines direct (4h30m)
inbound: Nov 13, 2018
6:50p CUN » 9:30p ORD
Spirit Airlines direct (2h40m)
Verify
25 days ago
$226
outward: Oct 5, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 12, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
Verify
26 days ago
$226
outward: Mar 20, 2019
4:05p ORD » 8:49p CUN
American Airlines direct (4h44m)
inbound: Mar 26, 2019
1:35a CUN » 5:32p ORD
American Airlines 1 stop (15h57m)
Verify
17 days ago
$229
outward: Sep 23, 2018
1:41p ORD » 5:25p CUN
Spirit Airlines direct (3h44m)
inbound: Sep 28, 2018
11:10p CUN » 7:16a ORD
Spirit Airlines 1 stop (8h06m)
Verify
14 days ago
$231
outward: Oct 5, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 14, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
Verify
26 days ago
$235
outward: Oct 6, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 12, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
Verify
26 days ago
$236
outward: Oct 7, 2018
1:41p ORD » 5:25p CUN
Spirit Airlines direct (3h44m)
inbound: Oct 14, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
Verify
26 days ago
$239
outward: Oct 25, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 29, 2018
7:30p CUN » 1:19a ORD
Spirit Airlines direct (5h49m)
Verify
19 days ago
$240
outward: Oct 6, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 14, 2018
7:30p CUN » 2:19a ORD
Spirit Airlines direct (6h49m)
Verify
26 days ago
$242
outward: Oct 6, 2018
5:10a ORD » 4:55a CUN
American Airlines 1 stop (23h45m)
inbound: Oct 8, 2018
2:00p CUN » 5:57p ORD
American Airlines 1 stop (27h57m)
Verify
21 days ago
$242
outward: Oct 6, 2018
5:10a ORD » 4:55a CUN
American Airlines 1 stop (23h45m)
inbound: Oct 8, 2018
2:00p CUN » 5:57p ORD
American Airlines 1 stop (27h57m)
Verify
18 days ago
$250
outward: Oct 25, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 29, 2018
7:30p CUN » 1:19a ORD
Spirit Airlines direct (5h49m)
Verify
24 days ago
$251
outward: Oct 5, 2018
10:20p ORD » 11:04a CUN
Aeromexico 1 stop (12h44m)
inbound: Oct 9, 2018
2:51a CUN » 6:39p ORD
Volaris 1 stop (15h48m)
Verify
22 days ago
$256
outward: Nov 10, 2018
1:20p ORD » 5:50p CUN
Spirit Airlines direct (4h30m)
inbound: Nov 12, 2018
6:50p CUN » 9:30p ORD
Spirit Airlines direct (2h40m)
Verify
25 days ago
$256
outward: Oct 11, 2018
3:40p ORD » 10:00p CUN
Spirit Airlines direct (6h20m)
inbound: Oct 14, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
Verify
18 days ago
$270
outward: Oct 5, 2018
4:11p ORD » 7:50p CUN
United Airlines direct (3h39m)
inbound: Oct 9, 2018
5:51a CUN » 6:39p ORD
Volaris 1 stop (12h48m)
Verify
19 days ago
$271
outward: Nov 8, 2018
8:35a ORD » 6:00p CUN
Aeromexico 1 stop (9h25m)
inbound: Nov 13, 2018
1:40p CUN » 8:35p ORD
Aeromexico 1 stop (6h55m)
Verify
25 days ago
$272
outward: Oct 9, 2018
12:15p ORD » 6:25p CUN
Spirit Airlines 1 stop (6h10m)
inbound: Oct 14, 2018
6:25p CUN » 10:23p ORD
Spirit Airlines direct (3h58m)
Verify
18 days ago
$272
outward: Oct 5, 2018
10:15p ORD » 7:05a CUN
Aeromexico 1 stop (8h50m)
inbound: Oct 9, 2018
2:49a CUN » 6:45p ORD
Unknown Company 2 stops (15h56m)
Verify
23 days ago
Return
Departure
10 October Oct Wednesday $retDate.dayShortName
11 October Oct Thursday $retDate.dayShortName
12 October Oct Friday $retDate.dayShortName
13 October Oct Saturday $retDate.dayShortName
14 October Oct Sunday $retDate.dayShortName
15 October Oct Monday $retDate.dayShortName
16 October Oct Tuesday $retDate.dayShortName
05 October Oct Friday $outDate.dayShortName
$226 $216 $231
06 October Oct Saturday $outDate.dayShortName
$235 $225 $240
07 October Oct Sunday $outDate.dayShortName
$174 $221 $236
08 October Oct Monday $outDate.dayShortName
09 October Oct Tuesday $outDate.dayShortName
$272 $331 $324
10 October Oct Wednesday $outDate.dayShortName
$331 $324 $324
11 October Oct Thursday $outDate.dayShortName
$255 $310 $324
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: Las Vegas - Cancun New York - Cancun London - Cancun Miami - Cancun San Francisco - Cancun See more routes

Airlines operating flights from Chicago to Cancun

  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • all
  • Aeromexico
  • American Airlines
  • Frontier Airlines
  • United Airlines
American Airlines
outbound: Oct 19, 2018
American Airlines 1 stop
return: Oct 22, 2018
American Airlines 1 stop
$368 Verify
5 days ago
United Airlines
outbound: Dec 25, 2018
United Airlines direct
return: Dec 31, 2018
United Airlines direct
$710 Verify
14 days ago
Frontier Airlines
outbound: Oct 7, 2018
Frontier Airlines direct
return: Oct 12, 2018
Frontier Airlines direct
$175 Verify
26 days ago
Aeromexico
outbound: Oct 6, 2018
Aeromexico 1 stop
return: Oct 13, 2018
Aeromexico 1 stop
$268 Verify
26 days ago
Airline tickets Chicago - Cancun found in the last 30 days.

Travel tips for flights Chicago - Cancun

Average flight duration: 5h38m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Sep 22, 2018 6:50 AM, GMT-5
  • Weather:
  • min. 77ºF, max. 86ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 22, 2018 6:50 AM, GMT-5
  • Weather:
  • min. 55ºF, max. 67ºF