Flights from Chicago/Midway (MDW) to Cleveland (CLE)

Flight Midway(MDW) to Cleveland(CLE)
CHANGE DIRECTION

Chicago Midway International Airport Cleveland Hopkins International Airport
MDW : Chicago , United States CLE : Cleveland , United States
UTC-5(DST) UTC-4(DST)

Chicago/Midway to Cleveland Flights

Find updated flight schedules, timetable, distance, aircraft types, Map, Transfer for routes from Chicago/Midway (MDW) to Cleveland (CLE).

Change Direction(CLE to MDW)

Flight Schedules Midway to Cleveland

This route is operated by Southwest Airlines. This is the first direct flight from Chicago/Midway to Cleveland.

Change Direction(CLE to MDW)

Flight Duration: Approximately 1 hour 10 minutes to 1 hour 25 minutes (Direct Flights)

Flight No. Departure Time Arrival Time Duration Airfare
WN1333 09:30 11:45 1h15m Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Flight schedules as of September 01, 2025, 06:00 AM(OAG data). Schedules may change without notice, so please check with airlines before booking. Refer to FlyTeam's terms of use before proceeding. Some airlines and flight numbers may not be displayed.

The last direct flight from Midway to Cleveland is the final flight at 21:55 by Southwest Airlines WN2626.

From Chicago/Midway (MDW) to Cleveland (CLE) Flights Info

Duration(Flight time)

From Midway to Cleveland
1 hour 10 minutes to 1 hour 25 minutes
From Cleveland to Midway
1 hour 15 minutes to 1 hour 40 minutes

Distance

From Cleveland to Midway
Approx. 310 miles
Approx. 490 Km
This is different from mileage credits in airline loyalty programs.

Chicago to Cleveland Map

Chicago Midway International Airport Chicago Midway International Airport
Cleveland Hopkins International Airport Cleveland Hopkins International Airport

Type of aircrafts (MDW to CLE)

Below is a list of the aircraft types and airlines operating on this route. (Direct flights only)

* All links below lead to Japanese pages.

Transfer / Cities with One-Stop Flights

This list shows cities where you can connect for one-stop flights between Chicago and Cleveland. Direct flights operate on each segment, with the shortest flight durations listed. This is a great resource for travelers planning multi-city itineraries.

Detroit (DTW)
MDW 1h4m DTW 51分 CLE
1h5m 54分
Chicago (ORD)
MDW 45分 ORD 1h14m CLE
45分 1h26m
Columbus (CMH)
MDW 1h10m CMH 47分 CLE
1h10m 48分
Milwaukee (MKE)
MDW 45分 MKE 1h15m CLE
45分 1h20m
Cincinnati (CVG)
MDW 1h5m CVG 1h10m CLE
1h5m 1h5m
St. Louis (STL)
MDW 1h10m STL 1h30m CLE
1h5m 1h35m
Nashville (BNA)
MDW 1h20m BNA 1h30m CLE
1h30m 1h30m
Dulles (IAD)
MDW 2h20m IAD 1h11m CLE
2h0m 1h13m
Reagan (DCA)
MDW 1h40m DCA 1h19m CLE
1h55m 1h18m

FAQ : Chicago/Midway to Cleveland

How far is it from Chicago to Cleveland?
The distance between Chicago/Midway (MDW) to Cleveland (CLE) is approximately 310 miles(490km) by air.
Which airlines operate at from Midway(MDW) to Cleveland(CLE)?
Currently, this route is served by Southwest Airlines (Japanese). You can check flight schedules for this route at Midway to Cleveland Flight Schedules and Cleveland to Midway Flight Schedules
What aircraft types are flying on the Chicago/Midway (MDW) to Cleveland (CLE) route?
The Midway – Cleveland route is operated by Boeing 737-700 , Boeing 737-800 , Boeing 737 MAX 8 aircraft types.
What is the time difference between Chicago to Cleveland?
The time difference between Chicago Midway International Airport(Chicago) and Cleveland Hopkins International Airport(Cleveland) is +1 hour. Cleveland is 1 hour ahead of Chicago.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Cleveland is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.