Direct flights from Chicago to Cleveland MDW → CLE
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). Arrivals run on time 72.8% at MDW and 75.0% at CLE — BTS data for the last three months, counting arrivals within 15 minutes of schedule. Schedule data from 31 July 2026.
🔔 Watch MDW → CLE
We'll run this search daily and email you the cheapest direct fares we find.
Free · checked daily · one-click unsubscribe
Southwest Airlines
WN
Departure Schedule typical week
Typical weekly schedule · 27 flights per week (~4 per day) · Updated 30d ago
Southwest Airlines
Frequently asked questions
Is there a direct flight from Chicago to Cleveland?
Yes, Southwest Airlines operates nonstop flights from Chicago (MDW) to Cleveland (CLE).
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 multiple daily — 27 flights per week (~4 per day).
What is the on-time performance for flights from Chicago to Cleveland?
Arrivals run on time 72.8% at MDW and 75.0% at CLE — BTS data for the last three months, counting arrivals within 15 minutes of schedule.
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.
Explore More
Scout — our search agent — hunts nonstop fares from Chicago every night and pings you when one's worth booking.
Watch it work →