Nonstop flights from Chicago to Cleveland

Southwest Airlines flies this route 2 to 4 times a day.

MDWChicago Midway International

306 mi · 26 flights a week

CLECleveland Hopkins International

MDWCLE

When they leave

Chicago time

8:05a6:30pFirst departure 8:05 AM, last 6:30 PM

Two in the morning, 8:05 AM to 8:35 AM, then four in the afternoon, 1:00 PM to 4:25 PM, then two in the evening, 6:05 PM to 6:30 PM.

Every flight

Earliest first

8:05 AM→10:25 AMSouthwest AirlinesBoeing 737-700Mon, Thu, Fri
8:05 AM→10:25 AMSouthwest AirlinesBoeing 737-700Sun
8:35 AM→11:00 AMSouthwest AirlinesBoeing 737Tue, Wed, Sat
1:00 PM→3:10 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
3:20 PM→5:30 PMSouthwest AirlinesBoeing 737-700Sat
4:15 PM→6:30 PMSouthwest AirlinesBoeing 737-700Tue, Wed, Sun
4:25 PM→6:40 PMSouthwest AirlinesBoeing 737-700Mon, Tue, Wed, Thu, Fri, Sun
6:05 PM→8:20 PMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed, Sun
6:30 PM→8:45 PMSouthwest AirlinesBoeing 737-700Mon, Thu, Fri

Schedules last checked Sep 20, 2026. Times are local.

Flying from Chicago to Cleveland

Southwest Airlines is the only airline flying nonstop from Chicago to Cleveland, 2 to 4 times a day on the Boeing 737-700, Boeing 737 MAX 8 and Boeing 737.

Flights run every day of the week, from 2 on Saturdays to 4 on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays and Sundays. The first arrival in Cleveland is at 10:25 AM and the last at 8:45 PM. The flight covers 306 miles.

Flying back, Cleveland to Chicago has 26 nonstop flights a week. O'Hare (ORD) also has nonstop flights to Cleveland, 105 a week.