Direct flights from Chicago to Cleveland

  • ~4 flights a day
  • Southwest Airlines

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When the nonstops leave

Typical weekly schedule · 27 flights per week (~4 per day) · Updated 79d ago

Morning before noon 9 a week

Arrive the same day

7:50 AMTue, Wed 7:55 AM
Afternoon noon – 6 PM 11 a week

Arrive the same day

12:15 PM4 days a week 1:35 PMSat 3:45 PMSat 5:25 PM5 days a week
Evening after 6 PM 7 a week

Arrive the same day

6:00 PMSat 7:35 PMnot Sat
Southwest Airlines

More nonstops from Chicago

MDW → AUS Austin MDW → BNA Nashville MDW → BWI Baltimore MDW → LGA New York MDW → MCI Kansas City MDW → MEM Memphis MDW → OMA Omaha MDW → PHL Philadelphia CLE → MDW The return trip MDW All nonstops from Chicago CLE All nonstops from Cleveland

Frequently asked questions

Is there a direct flight from Chicago to Cleveland?

Yes. Southwest Airlines flies nonstop from Chicago (MDW) to Cleveland (CLE), several times daily. The flight takes about 1h 8m and covers 306 miles (492 km). Schedule data from 31 July 2026.

Which airlines fly direct from Chicago to Cleveland?

Southwest Airlines operates nonstop flights from Chicago to Cleveland.

How long is the flight from Chicago to Cleveland?

The nonstop flight from Chicago to Cleveland takes ~1h 8m (approximately 492 km).

How often do direct flights operate from Chicago to Cleveland?

Nonstop flights from Chicago to Cleveland operate several times daily — 27 flights per week (~4 per day).

What days of the week are there direct flights from Chicago to Cleveland?

Direct flights from Chicago to Cleveland operate every day of the week.