Which airport are you flying from?

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. 7 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 Aug 31, 2026
CHANGE DIRECTION

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
7 flights/week
7 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
Sep 28
Tue
Sep 29
Wed
Sep 30
Thu
Oct 1
Fri
Oct 2
Sat
Oct 3
Sun
Oct 4
WN219
13:05
12:40
12:40
13:05
13:05
11:40
14:40
WN217
----
----
----
----
----
13:30
----

The timetable & schedule information was updated at 2026-08-31

RETURN SCHEDULE
CHECK PRICES
SPONSORED AD

Cancun to Chicago scheduled departures

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

Saturday
Sat
Sep 26
1 flights(1)
Sunday
Sun
Sep 27
1 flights(1)
Monday
Mon
Sep 28
1 flights(1)
Tuesday
Tue
Sep 29
1 flights(1)
Wednesday
Wed
Sep 30
1 flights(1)
Thursday
Thu
Oct 01
1 flights(1)
Friday
Fri
Oct 02
1 flights(1)
Time
Airline
Flight
12:35
Southwest Airlines Southwest Airlines
WN219
15:00
Southwest Airlines Southwest Airlines
WN219
13:05
Southwest Airlines Southwest Airlines
WN219
12:40
Southwest Airlines Southwest Airlines
WN219
12:40
Southwest Airlines Southwest Airlines
WN219
13:05
Southwest Airlines Southwest Airlines
WN219
13:05
Southwest Airlines Southwest Airlines
WN219
SPONSORED AD
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
SPONSORED AD
SPONSORED AD

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 7 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).

7 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.
Direct flights from Cancun to USA
From Cancun to Seattle

SEA Seattle Tacoma International
From Cancun to Portland

PDX Portland International
From Cancun to San Francisco

SFO San Francisco International
From Cancun to Los Angeles

LAX Los Angeles International
From Cancun to Las Vegas

LAS Harry Reid International Airport
From Cancun to Salt Lake City

SLC Salt Lake City International
From Cancun to Phoenix

PHX Phoenix Sky Harbor International
From Cancun to Denver

DEN Denver International
From Cancun to Minneapolis

MSP Minneapolis St Paul International
From Cancun to Boston

BOS Boston Logan International Airport
SPONSORED AD
SPONSORED AD