Direct flights from Chicago to Cleveland
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. 26 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 25 minutes.
Chicago
, USA
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
The timetable & schedule information was updated at 2026-06-29
Chicago to Cleveland scheduled departures
Select a date to see every published non-stop departure between MDW and CLE.
MDW - CLE route facts
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Distance307 miles (494 km)
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Flight time1 hour and 10 minutes to 1 hour and 25 minutes
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Airline Southwest
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Airline alliancesLow-cost carrier
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CabinsEconomy
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AircraftBoeing 737MAX 8 Passenger, Boeing 737-700 Passenger (Scimitar Winglets) and Boeing 737-800 (winglets) Passenger/BBJ2
Route FAQ
Direct flights from Chicago to OH, USA
From Chicago to Columbus
CMH Port Columbus International
From Chicago to Cincinnati
CVG Cincinnati Northern Kentucky International
