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

Find cheap airline tickets from Chicago to Cancun by date

  • any
  • January 2018
  • February 2018
  • March 2018
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • any
  • January 2018
  • February 2018
  • March 2018
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • price
  • month of departure
  • month of return
$213
outward: Jan 26, 2018
4:25p ORD » 12:33a CUN
United Airlines 1 stop (8h08m)
inbound: Feb 2, 2018
8:10p CUN » 11:00p ORD
United Airlines direct (2h50m)
$218
outward: Apr 15, 2018
2:00p ORD » 5:25p CUN
Spirit Airlines direct (3h25m)
inbound: Apr 19, 2018
6:25p CUN » 10:05p ORD
Spirit Airlines direct (3h40m)
$223
outward: Mar 12, 2018
12:00p ORD » 4:50p CUN
Spirit Airlines direct (4h50m)
inbound: Mar 15, 2018
5:50p CUN » 8:36p ORD
Spirit Airlines direct (2h46m)
$228
outward: Jan 26, 2018
4:25p ORD » 12:33a CUN
United Airlines 1 stop (8h08m)
inbound: Feb 2, 2018
8:10p CUN » 11:00p ORD
United Airlines direct (2h50m)
$231
outward: Feb 22, 2018
10:10p ORD » 7:59a CUN
Aeromexico 1 stop (9h49m)
inbound: Feb 28, 2018
6:50p CUN » 9:38p ORD
Spirit Airlines direct (2h48m)
$234
outward: Mar 1, 2018
9:00p ORD » 5:45a CUN
American Airlines 1 stop (8h45m)
inbound: Mar 5, 2018
2:00p CUN » 7:50p ORD
American Airlines 1 stop (5h50m)
$238
outward: Feb 2, 2018
4:25p ORD » 12:33a CUN
United Airlines 1 stop (8h08m)
inbound: Feb 11, 2018
1:45p CUN » 2:58p ORD
United Airlines 1 stop (25h13m)
$243
outward: Mar 9, 2018
1:20p ORD » 5:50p CUN
Spirit Airlines direct (4h30m)
inbound: Mar 26, 2018
7:25p CUN » 10:12p ORD
Spirit Airlines direct (2h47m)
$243
outward: Mar 9, 2018
1:20p ORD » 5:50p CUN
Spirit Airlines direct (4h30m)
inbound: Mar 27, 2018
7:25p CUN » 10:12p ORD
Spirit Airlines direct (2h47m)
$262
outward: Mar 22, 2018
8:35p ORD » 5:54p CUN
Aeromexico 1 stop (21h19m)
inbound: Mar 26, 2018
3:45p CUN » 1:01a ORD
Aeromexico 1 stop (9h16m)
$263
outward: Feb 21, 2018
1:20p ORD » 5:50p CUN
Spirit Airlines direct (4h30m)
inbound: Feb 28, 2018
6:50p CUN » 9:38p ORD
Spirit Airlines direct (2h48m)
$263
outward: Feb 21, 2018
1:20p ORD » 5:50p CUN
Spirit Airlines direct (4h30m)
inbound: Mar 1, 2018
6:50p CUN » 9:38p ORD
Spirit Airlines direct (2h48m)
$265
outward: Feb 23, 2018
10:10p ORD » 7:55a CUN
Aeromexico 1 stop (9h45m)
inbound: Feb 27, 2018
1:45p CUN » 9:27p ORD
Delta Air Lines 1 stop (7h42m)
$265
outward: Feb 17, 2018
10:10p ORD » 7:55a CUN
Aeromexico 1 stop (9h45m)
inbound: Feb 24, 2018
8:36a CUN » 9:40p ORD
Unknown Company 2 stops (13h04m)
$265
outward: Feb 17, 2018
10:10p ORD » 7:55a CUN
Aeromexico 1 stop (9h45m)
inbound: Feb 25, 2018
8:36a CUN » 9:27p ORD
Unknown Company 2 stops (12h51m)
$265
outward: Feb 17, 2018
10:10p ORD » 7:55a CUN
Aeromexico 1 stop (9h45m)
inbound: Feb 26, 2018
8:25p CUN » 6:40a ORD
Unknown Company 2 stops (10h15m)
$265
outward: Feb 19, 2018
10:10p ORD » 7:55a CUN
Aeromexico 1 stop (9h45m)
inbound: Feb 24, 2018
8:36a CUN » 9:40p ORD
Unknown Company 2 stops (13h04m)
$265
outward: Feb 19, 2018
10:10p ORD » 7:55a CUN
Aeromexico 1 stop (9h45m)
inbound: Feb 25, 2018
8:36a CUN » 9:27p ORD
Unknown Company 2 stops (12h51m)
$265
outward: Feb 19, 2018
10:10p ORD » 7:55a CUN
Aeromexico 1 stop (9h45m)
inbound: Feb 26, 2018
8:25p CUN » 6:40a ORD
Unknown Company 2 stops (10h15m)
$269
outward: Feb 3, 2018
10:10p ORD » 7:55a CUN
Aeromexico 1 stop (9h45m)
inbound: Feb 10, 2018
5:52p CUN » 4:24a MDW
Unknown Company 2 stops (10h32m)
$269
outward: Feb 3, 2018
10:10p ORD » 7:55a CUN
Aeromexico 1 stop (9h45m)
inbound: Feb 11, 2018
8:36a CUN » 9:24p ORD
Unknown Company 2 stops (12h48m)
$269
outward: Feb 3, 2018
10:10p ORD » 7:55a CUN
Aeromexico 1 stop (9h45m)
inbound: Feb 12, 2018
1:45p CUN » 10:30p ORD
Delta Air Lines 1 stop (8h45m)
$272
outward: Mar 11, 2018
12:00p ORD » 4:50p CUN
Spirit Airlines direct (4h50m)
inbound: Mar 26, 2018
7:25p CUN » 10:12p ORD
Spirit Airlines direct (2h47m)
$272
outward: Mar 11, 2018
12:00p ORD » 4:50p CUN
Spirit Airlines direct (4h50m)
inbound: Mar 27, 2018
7:25p CUN » 10:12p ORD
Spirit Airlines direct (2h47m)
$273
outward: Feb 23, 2018
12:15p ORD » 7:33p CUN
Spirit Airlines 1 stop (7h18m)
inbound: Feb 28, 2018
6:50p CUN » 9:38p ORD
Spirit Airlines direct (2h48m)
$273
outward: Feb 23, 2018
12:15p ORD » 7:33p CUN
Spirit Airlines 1 stop (7h18m)
inbound: Mar 1, 2018
6:50p CUN » 9:38p ORD
Spirit Airlines direct (2h48m)
$273
outward: Mar 11, 2018
11:15a ORD » 6:33p CUN
Spirit Airlines 1 stop (7h18m)
inbound: Mar 15, 2018
5:50p CUN » 8:36p ORD
Spirit Airlines direct (2h46m)
$273
outward: Feb 21, 2018
1:20p ORD » 5:50p CUN
Spirit Airlines direct (4h30m)
inbound: Feb 27, 2018
6:50p CUN » 9:38p ORD
Spirit Airlines direct (2h48m)
$274
outward: Mar 11, 2018
1:25a ORD » 6:33p CUN
Spirit Airlines 1 stop (17h08m)
inbound: Mar 27, 2018
7:25p CUN » 10:12p ORD
Spirit Airlines direct (2h47m)
$275
outward: Feb 22, 2018
10:10p ORD » 7:59a CUN
Aeromexico 1 stop (9h49m)
inbound: Feb 27, 2018
1:45p CUN » 9:27p ORD
Delta Air Lines 1 stop (7h42m)
Return
Departure
23 February Feb Friday $retDate.dayShortName
24 February Feb Saturday $retDate.dayShortName
25 February Feb Sunday $retDate.dayShortName
26 February Feb Monday $retDate.dayShortName
27 February Feb Tuesday $retDate.dayShortName
28 February Feb Wednesday $retDate.dayShortName
01 March Mar Thursday $retDate.dayShortName
17 February Feb Saturday $outDate.dayShortName
$265 Aeromexico - Multiple Airlines
1518901800000 ORD » 1518936900000 CUN, 1 (585)
1519457760000 CUN » 1519504800000 ORD, 2 (784)
$265 Aeromexico - Multiple Airlines
1518901800000 ORD » 1518936900000 CUN, 1 (585)
1519544160000 CUN » 1519590420000 ORD, 2 (771)
$265 Aeromexico - Multiple Airlines
1518901800000 ORD » 1518936900000 CUN, 1 (585)
1519673100000 CUN » 1519710000000 ORD, 2 (615)
18 February Feb Sunday $outDate.dayShortName
$301 Multiple Airlines
1518981300000 ORD » 1519035300000 CUN, 2 (900)
1519457760000 CUN » 1519504800000 ORD, 2 (784)
$301 Multiple Airlines
1518981300000 ORD » 1519035300000 CUN, 2 (900)
1519544160000 CUN » 1519590420000 ORD, 2 (771)
$301 Multiple Airlines
1518981300000 ORD » 1519035300000 CUN, 2 (900)
1519673100000 CUN » 1519710000000 ORD, 2 (615)
19 February Feb Monday $outDate.dayShortName
$265 Aeromexico - Multiple Airlines
1519074600000 ORD » 1519109700000 CUN, 1 (585)
1519457760000 CUN » 1519504800000 ORD, 2 (784)
$265 Aeromexico - Multiple Airlines
1519074600000 ORD » 1519109700000 CUN, 1 (585)
1519544160000 CUN » 1519590420000 ORD, 2 (771)
$265 Aeromexico - Multiple Airlines
1519074600000 ORD » 1519109700000 CUN, 1 (585)
1519673100000 CUN » 1519710000000 ORD, 2 (615)
20 February Feb Tuesday $outDate.dayShortName
21 February Feb Wednesday $outDate.dayShortName
$273 Spirit Airlines
1519215600000 ORD » 1519231800000 CUN, 0 (270)
1519753800000 CUN » 1519763880000 ORD, 0 (168)
$263 Spirit Airlines
1519215600000 ORD » 1519231800000 CUN, 0 (270)
1519840200000 CUN » 1519850280000 ORD, 0 (168)
$263 Spirit Airlines
1519215600000 ORD » 1519231800000 CUN, 0 (270)
1519926600000 CUN » 1519936680000 ORD, 0 (168)
22 February Feb Thursday $outDate.dayShortName
$275 Aeromexico - Delta Air Lines
1519333800000 ORD » 1519369140000 CUN, 1 (589)
1519735500000 CUN » 1519763220000 ORD, 1 (462)
$231 Aeromexico - Spirit Airlines
1519333800000 ORD » 1519369140000 CUN, 1 (589)
1519840200000 CUN » 1519850280000 ORD, 0 (168)
$275 Aeromexico - Delta Air Lines
1519333800000 ORD » 1519369140000 CUN, 1 (589)
1519928160000 CUN » 1519947300000 MDW, 1 (319)
23 February Feb Friday $outDate.dayShortName
$265 Aeromexico - Delta Air Lines
1519420200000 ORD » 1519455300000 CUN, 1 (585)
1519735500000 CUN » 1519763220000 ORD, 1 (462)
$272 Spirit Airlines
1519384500000 ORD » 1519410780000 CUN, 1 (438)
1519840200000 CUN » 1519850280000 ORD, 0 (168)
$272 Spirit Airlines
1519384500000 ORD » 1519410780000 CUN, 1 (438)
1519926600000 CUN » 1519936680000 ORD, 0 (168)
Choose when you'd like to depart to Cancun (Mexico):
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
  • January 2018
  • February 2018
  • March 2018
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • all
  • Aeromexico
  • American Airlines
  • Delta Air Lines
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Apr 15, 2018
Spirit Airlines direct
return: Apr 19, 2018
Spirit Airlines direct
Southwest Airlines
outbound: Apr 15, 2018
Southwest Airlines direct
return: Apr 19, 2018
Southwest Airlines direct
American Airlines
outbound: Apr 15, 2018
American Airlines 1 stop
return: Apr 19, 2018
Spirit Airlines direct
Aeromexico
outbound: Feb 22, 2018
Aeromexico 1 stop
return: Feb 28, 2018
Aeromexico 1 stop
United Airlines
outbound: Mar 1, 2018
United Airlines 1 stop
return: Mar 5, 2018
United Airlines 1 stop
Delta Air Lines
outbound: Apr 15, 2018
Delta Air Lines 1 stop
return: Apr 19, 2018
Delta Air Lines 1 stop

Travel tips for flights Chicago - Cancun

Average flight duration: 3h22m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Jan 20, 2018 8:46 PM, GMT-6
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jan 20, 2018 8:46 PM, GMT-6