Direct flights from Cleveland to Chicago CLE → MDW

Southwest Airlines operates nonstop flights from Cleveland (CLE) to Chicago (MDW). The nonstop flight takes around ~0h 37m, covering 306 miles (492 km). Updated 11 June 2026.

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More nonstops from Cleveland

CLE → DEN Denver 3 airlines CLE → FLL Fort Lauderdale 3 airlines CLE → JFK New York 3 airlines CLE → LGA New York 3 airlines CLE → MCO Orlando 3 airlines CLE → PHX Phoenix 3 airlines CLE → ATL Atlanta 2 airlines CLE → AUS Austin 2 airlines

Frequently asked questions

Is there a direct flight from Cleveland to Chicago?

Yes, Southwest Airlines operates nonstop flights from Cleveland (CLE) to Chicago (MDW).

Which airlines fly direct from Cleveland to Chicago?

Southwest Airlines operates nonstop flights from Cleveland to Chicago.

How long is the flight from Cleveland to Chicago?

The nonstop flight from Cleveland to Chicago takes ~0h 37m (approximately 492 km).

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