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Direct flights from Chicago to Cancun

Airlines Schedules

MDW - CUN route map All flights from MDW to CUN non-stop. There are direct flights from Chicago Midway International (MDW), Illinois, USA to Cancun International Airport (CUN), Mexico with Southwest Airlines. 12 weekly departures are currently scheduled on this route. Departure times range from 05:05 to 15:45 depending on the schedule period. The flight distance is 1442 miles (2320 km). Flight time ranges from 3 hours and 35 minutes to 3 hours and 50 minutes.

MDW
Chicago Midway
USAChicago , USA
CUN
Cancun Airport
MexicoCancun , Mexico
MDW
Chicago Midway
USAChicago , USA
Cancun Airport
MexicoCancun , Mexico
CUN
Flight time 3h 35min to 3h 50min
Updated Jul 12, 2026
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Airlines with non-stop routes:

Southwest Airlines Low-cost carrier

Departure times vary between 05:05 and 15:45
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
12 flights/week
12 flights/week
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
View all flight dates
Flight schedule from Chicago to Cancun with Southwest Airlines

This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Aug 10
Tue
Aug 11
Wed
Aug 12
Thu
Aug 13
Fri
Aug 14
Sat
Aug 15
Sun
Aug 16
WN218
08:25
08:35
08:35
08:25
08:25
08:40
08:40

The timetable & schedule information was updated at 2026-07-12

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Chicago to Cancun scheduled departures

Select a date to see every published non-stop departure between MDW and CUN.

Friday
Fri
Aug 07
1 flights(1)
Saturday
Sat
Aug 08
1 flights(1)
Sunday
Sun
Aug 09
1 flights(1)
Monday
Mon
Aug 10
1 flights(1)
Tuesday
Tue
Aug 11
1 flights(1)
Wednesday
Wed
Aug 12
1 flights(1)
Thursday
Thu
Aug 13
1 flights(1)
Time
Airline
Flight
08:25
Southwest Airlines Southwest Airlines
WN218
08:40
Southwest Airlines Southwest Airlines
WN218
08:40
Southwest Airlines Southwest Airlines
WN218
08:25
Southwest Airlines Southwest Airlines
WN218
08:35
Southwest Airlines Southwest Airlines
WN218
08:35
Southwest Airlines Southwest Airlines
WN218
08:25
Southwest Airlines Southwest Airlines
WN218
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MDW-CUN flight route
Route map from Chicago, MDW to Cancun, CUN. The distance is 1442 miles or 2320 km.
Chicago - Cancun direct flight map
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MDW - CUN route facts

  • Distance
    1442 miles (2320 km)
  • Flight time
    3 hours and 35 minutes to 3 hours and 50 minutes
  • Airline
    Southwest Southwest
  • Airline alliances
    Low-cost carrier
  • Cabins
    Economy
  • Arrival terminals
    Terminal 4
  • Aircraft
    Boeing 737-700 Passenger (Scimitar Winglets) and Boeing 737MAX 8 Passenger

Route FAQ

Southwest Airlines operates non-stop flights from MDW to CUN with 12 weekly departures.

Scheduled flight time from MDW to CUN ranges from 3 hours and 35 minutes to 3 hours and 50 minutes. The route covers 1442 miles (2320 km).

12 weekly departures are currently scheduled on this route, with published departure times ranging from 05:05 to 15:45 depending on the schedule period.

Arrival terminal: Terminal 4.

Economy are currently scheduled on non-stop flights for this route.
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