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

Find cheap airline tickets from Chicago to Cancun by date

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  • July 2018
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  • month of departure
  • month of return
$259
outward: Sep 12, 2018
7:25a ORD » 2:02a CUN
Aeromexico 1 stop (18h37m)
inbound: Sep 16, 2018
7:30p CUN » 2:17a ORD
Spirit Airlines direct (6h47m)
$260
outward: Nov 10, 2018
2:00p ORD » 6:30p CUN
Spirit Airlines direct (4h30m)
inbound: Nov 18, 2018
5:45p CUN » 12:10p ORD
Aeromexico 1 stop (18h25m)
$423
outward: Jan 1, 2019
3:56p ORD » 8:45p CUN
United Airlines direct (4h49m)
inbound: Jan 6, 2019
2:15a CUN » 5:30p ORD
Unknown Company 1 stop (15h15m)
$442
outward: Dec 23, 2018
3:21a ORD » 5:19p CUN
Volaris 1 stop (13h58m)
inbound: Dec 27, 2018
8:39p CUN » 11:29p ORD
United Airlines direct (2h50m)
$453
outward: Dec 23, 2018
3:21a ORD » 5:19p CUN
Volaris 1 stop (13h58m)
inbound: Dec 27, 2018
8:39p CUN » 11:29p ORD
United Airlines direct (2h50m)
$453
outward: Dec 23, 2018
3:21a ORD » 5:19p CUN
Volaris 1 stop (13h58m)
inbound: Dec 27, 2018
8:39p CUN » 11:29p ORD
United Airlines direct (2h50m)
$455
outward: Dec 23, 2018
3:21a ORD » 5:19p CUN
Volaris 1 stop (13h58m)
inbound: Dec 27, 2018
8:39p CUN » 11:29p ORD
United Airlines direct (2h50m)
$1,403
outward: Jan 1, 2019
3:50p ORD » 2:34a CUN
Delta Air Lines 1 stop (10h44m)
inbound: Jan 4, 2019
7:15p CUN » 12:24a MDW
Delta Air Lines 1 stop (5h09m)
$1,403
outward: Jan 1, 2019
3:50p ORD » 2:34a CUN
Delta Air Lines 1 stop (10h44m)
inbound: Jan 6, 2019
11:15p CUN » 4:25a MDW
Delta Air Lines 1 stop (5h10m)
$1,403
outward: Dec 31, 2018
7:10p MDW » 2:34a CUN
Delta Air Lines 1 stop (7h24m)
inbound: Jan 4, 2019
7:15p CUN » 12:24a MDW
Delta Air Lines 1 stop (5h09m)
$1,403
outward: Dec 31, 2018
7:10p MDW » 2:34a CUN
Delta Air Lines 1 stop (7h24m)
inbound: Jan 5, 2019
7:15p CUN » 12:20a MDW
Delta Air Lines 1 stop (5h05m)
$1,403
outward: Dec 31, 2018
7:10p MDW » 2:34a CUN
Delta Air Lines 1 stop (7h24m)
inbound: Jan 6, 2019
11:15p CUN » 4:25a MDW
Delta Air Lines 1 stop (5h10m)
$1,479
outward: Jan 2, 2019
2:05p ORD » 8:45p CUN
Delta Air Lines 1 stop (6h40m)
inbound: Jan 4, 2019
7:15p CUN » 12:24a MDW
Delta Air Lines 1 stop (5h09m)
$1,479
outward: Jan 2, 2019
2:05p ORD » 8:45p CUN
Delta Air Lines 1 stop (6h40m)
inbound: Jan 5, 2019
7:15p CUN » 12:20a MDW
Delta Air Lines 1 stop (5h05m)
$1,479
outward: Jan 2, 2019
2:05p ORD » 8:45p CUN
Delta Air Lines 1 stop (6h40m)
inbound: Jan 6, 2019
11:15p CUN » 4:25a MDW
Delta Air Lines 1 stop (5h10m)
Return
Departure
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$1,402 $1,402 $1,402
01 January Jan Tuesday $outDate.dayShortName
$1,402 $422
02 January Jan Wednesday $outDate.dayShortName
$1,479 $1,479 $1,479
03 January Jan Thursday $outDate.dayShortName
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

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Travel tips for flights Chicago - Cancun

Average flight duration: 4h49m (direct flight)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Jul 21, 2018 1:14 AM, GMT-5
  • Weather:
  • min. 78ºF, max. 89ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jul 21, 2018 1:14 AM, GMT-5
  • Weather:
  • min. 67ºF, max. 75ºF