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Direct flights from Chicago to Cleveland

Airlines Schedules

MDW - CLE route map All flights from MDW to CLE non-stop. There are direct flights from Chicago Midway International (MDW), Illinois, USA to Cleveland Hopkins International (CLE), Ohio, USA with Southwest Airlines. 20 weekly departures are currently scheduled on this route. Departure times range from 07:35 to 20:40 depending on the schedule period. The flight distance is 307 miles (494 km). Flight time ranges from 1 hour and 10 minutes to 1 hour and 20 minutes.

MDW
Chicago Midway
USAChicago , USA
CLE
Cleveland Hopkins
USACleveland , USA
MDW
Chicago Midway
USAChicago , USA
Cleveland Hopkins
USACleveland , USA
CLE
Flight time 1h 10min to 1h 20min
Updated Nov 2, 2026
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Airlines with non-stop routes:

Southwest Airlines Low-cost carrier

Departure times vary between 07:35 and 20:40
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
18 flights/week
18 flights/week
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
View all flight dates
Flight schedule from Chicago to Cleveland 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 16
Tue
Nov 17
Wed
Nov 18
Thu
Nov 19
Fri
Nov 20
Sat
Nov 21
Sun
Nov 22
WN4341
18:15
18:10
18:10
18:15
18:45
07:45
18:45
WN1062
----
----
----
----
07:50
----
07:50
WN1129
08:25
08:25
08:25
08:25
----
----
----
WN4479
13:50
13:50
13:50
13:50
12:50
----
12:50
WN2210
----
----
----
----
----
18:50
----

The timetable & schedule information was updated at 2026-11-02

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Chicago to Cleveland scheduled departures

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

Friday
Fri
Dec 04
3 flights(3)
Saturday
Sat
Dec 05
2 flights(2)
Sunday
Sun
Dec 06
3 flights(3)
Monday
Mon
Dec 07
3 flights(3)
Tuesday
Tue
Dec 08
3 flights(3)
Wednesday
Wed
Dec 09
3 flights(3)
Thursday
Thu
Dec 10
3 flights(3)
Time
Airline
Flight
08:25
Southwest Airlines Southwest Airlines
WN1129
13:50
Southwest Airlines Southwest Airlines
WN4479
18:10
Southwest Airlines Southwest Airlines
WN4341
08:00
Southwest Airlines Southwest Airlines
WN1129
15:30
Southwest Airlines Southwest Airlines
WN2332
07:45
Southwest Airlines Southwest Airlines
WN1062
12:50
Southwest Airlines Southwest Airlines
WN4479
18:45
Southwest Airlines Southwest Airlines
WN4341
08:25
Southwest Airlines Southwest Airlines
WN1129
13:50
Southwest Airlines Southwest Airlines
WN4479
18:10
Southwest Airlines Southwest Airlines
WN4341
08:25
Southwest Airlines Southwest Airlines
WN1129
13:50
Southwest Airlines Southwest Airlines
WN4479
18:10
Southwest Airlines Southwest Airlines
WN4341
08:25
Southwest Airlines Southwest Airlines
WN1129
13:50
Southwest Airlines Southwest Airlines
WN4479
18:10
Southwest Airlines Southwest Airlines
WN4341
08:25
Southwest Airlines Southwest Airlines
WN1129
13:50
Southwest Airlines Southwest Airlines
WN4479
18:10
Southwest Airlines Southwest Airlines
WN4341
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MDW-CLE flight route
Route map from Chicago, MDW to Cleveland, CLE. The distance is 307 miles or 494 km.
Chicago - Cleveland direct flight map
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MDW - CLE route facts

  • Distance
    307 miles (494 km)
  • Flight time
    1 hour and 10 minutes to 1 hour and 20 minutes
  • Airline
    Southwest Southwest
  • Airline alliances
    Low-cost carrier
  • Cabins
    Economy
  • Aircraft
    Boeing 737-700 Passenger (Scimitar Winglets) , Boeing 737-800 (winglets) Passenger/BBJ2 and Boeing 737MAX 8 Passenger

Route FAQ

Southwest Airlines operates non-stop flights from MDW to CLE with 20 weekly departures (Nov 16 – Nov 22, 2026).

Scheduled flight time from MDW to CLE ranges from 1 hour and 10 minutes to 1 hour and 20 minutes. The route covers 307 miles (494 km).

20 weekly departures (Nov 16 – Nov 22, 2026) are currently scheduled on this route, with published departure times ranging from 07:35 to 20:40 depending on the schedule period.

Economy are currently scheduled on non-stop flights for this route.
Direct flights from Chicago to OH, USA
From Chicago to Columbus

CMH Port Columbus International

From Chicago to Cincinnati

CVG Cincinnati Northern Kentucky International

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