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Direct flights from Cancun to Chicago

Airlines Schedules

CUN - MDW route map All flights from CUN to MDW non-stop. There are direct flights from Cancun International Airport (CUN), Mexico to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 8 weekly departures are currently scheduled on this route. Departure times range from 08:20 to 18:50 depending on the schedule period. The flight distance is 1442 miles (2320 km). Flight time ranges from 3 hours and 30 minutes to 3 hours and 50 minutes.

CUN
Cancun Airport
MexicoCancun , Mexico
MDW
Chicago Midway
USAChicago , USA
CUN
Cancun Airport
MexicoCancun , Mexico
Chicago Midway
USAChicago , USA
MDW
Flight time 3h 30min to 3h 50min
Updated Oct 12, 2026
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Airlines with non-stop routes:

Southwest Airlines Low-cost carrier

Departure times vary between 08:20 and 18:50 • From Terminal 4
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
8 flights/week
8 flights/week
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
View all flight dates
Flight schedule from Cancun to Chicago 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
Nov 9
Tue
Nov 10
Wed
Nov 11
Thu
Nov 12
Fri
Nov 13
Sat
Nov 14
Sun
Nov 15
WN219
14:10
18:00
18:00
14:10
14:00
16:05
13:50

The timetable & schedule information was updated at 2026-10-12

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Cancun to Chicago scheduled departures

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

Monday
Mon
Nov 09
1 flights(1)
Tuesday
Tue
Nov 10
1 flights(1)
Wednesday
Wed
Nov 11
1 flights(1)
Thursday
Thu
Nov 12
1 flights(1)
Friday
Fri
Nov 13
1 flights(1)
Saturday
Sat
Nov 14
1 flights(1)
Sunday
Sun
Nov 15
1 flights(1)
Time
Airline
Flight
14:10
Southwest Airlines Southwest Airlines
WN219
18:00
Southwest Airlines Southwest Airlines
WN219
18:00
Southwest Airlines Southwest Airlines
WN219
14:10
Southwest Airlines Southwest Airlines
WN219
14:00
Southwest Airlines Southwest Airlines
WN219
16:05
Southwest Airlines Southwest Airlines
WN219
13:50
Southwest Airlines Southwest Airlines
WN219
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CUN-MDW flight route
Route map from Cancun, CUN to Chicago, MDW. The distance is 1442 miles or 2320 km.
Cancun - Chicago direct flight map
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CUN - MDW route facts

  • Distance
    1442 miles (2320 km)
  • Flight time
    3 hours and 30 minutes to 3 hours and 50 minutes
  • Airline
    Southwest Southwest
  • Airline alliances
    Low-cost carrier
  • Cabins
    Economy
  • Departure terminals
    Terminal 4
  • Aircraft
    Boeing 737-700 Passenger (Scimitar Winglets) and Boeing 737MAX 8 Passenger

Route FAQ

Southwest Airlines operates non-stop flights from CUN to MDW with 8 weekly departures.

Scheduled flight time from CUN to MDW ranges from 3 hours and 30 minutes to 3 hours and 50 minutes. The route covers 1442 miles (2320 km).

8 weekly departures are currently scheduled on this route, with published departure times ranging from 08:20 to 18:50 depending on the schedule period.

Departure terminal: Terminal 4.

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