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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  • June 2023
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  • price
  • month of departure
  • month of return
$325
Delta Air Lines outward: Aug 3, 2023
1:30p ORD » 10:10p CUN
Delta Air Lines 1 stop (8h40m)
United Airlines inbound: Aug 7, 2023
2:51p CUN » 2:45p ORD
United Airlines 1 stop (23h54m)
$345
Delta Air Lines outward: Aug 3, 2023
1:30p ORD » 10:10p CUN
Delta Air Lines 1 stop (8h40m)
United Airlines inbound: Aug 7, 2023
12:40p CUN » 7:30a ORD
United Airlines 1 stop (18h50m)
$447
United Airlines outward: Dec 19, 2023
2:45p ORD » 12:20a CUN
United Airlines 1 stop (9h35m)
Aeromexico inbound: Dec 26, 2023
10:06p CUN » 4:45a MDW
Aeromexico 1 stop (6h39m)
$498
United Airlines outward: Dec 20, 2023
12:00p ORD » 11:10p CUN
United Airlines 1 stop (11h10m)
United Airlines inbound: Dec 27, 2023
3:00p CUN » 7:10a ORD
United Airlines 1 stop (16h10m)
Return
Departure
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:

Airlines operating flights from Chicago to Cancun

  • any
  • June 2023
  • July 2023
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  • all
  • Aeromexico
  • Delta Air Lines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Aug 3, 2023
Spirit Airlines direct
return: Aug 7, 2023
Spirit Airlines direct
Delta Air Lines
outbound: Aug 3, 2023
Delta Air Lines 1 stop
return: Aug 7, 2023
United Airlines 1 stop
United Airlines
outbound: Aug 3, 2023
United Airlines 1 stop
return: Aug 7, 2023
Spirit Airlines direct
Aeromexico
outbound: Dec 19, 2023
Aeromexico 1 stop
return: Dec 26, 2023
Aeromexico 1 stop

Travel tips for flights Chicago - Cancun

Average flight duration: 10h53m (flight with stopovers)

  • Arrival city:
  • Cancun, Mexico
  • Airport(s):
  • Cancún International Airport (CUN)
  • Local time:
  • Jun 5, 2023 3:00 AM, GMT-5
  • Weather:
  • min. 76ºF, max. 90ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Chicago Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jun 5, 2023 3:00 AM, GMT-5
  • Weather:
  • min. 59ºF, max. 71ºF