Cleveland (CLE) to Chicago/Midway (MDW) August 2025 Flight Schedule

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

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

Cleveland to Midway Flight Schedule(August 2025)

Flight from Cleveland(CLE) to Midway(MDW) is operated by 2 airlines : Southwest Airlines (WN),United Airlines (UA). You can check flight schedules, flight duration, and aircraft types.

Change Direction(MDW to CLE)

Cleveland (CLE) to Chicago/Midway (MDW) Flight Schedule

LastUpdate : 2025/09/01 06:00

Flight Schedule on August 2025 , Direct flight departure from Cleveland with all airlines , flight number, flight duration, aircraft type.

August 2025
  • Southwest Airlines [ Show / Hide ]
  • United Airlines [ Show / Hide ]
Change Direction(MDW to CLE)
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN2187
Southwest Airlines
06:30 06:45 1h15m
M------ (Aug 4)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN349
Southwest Airlines
11:35 11:50 1h15m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
06:45 07:00 1h15m
---TF-- (Aug 7–8)
737-8-MAX
07:15 07:30 1h15m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-800 (WL)
07:00 07:15 1h15m
------S (Aug 10, Aug 17, Aug 24)
737-8-MAX
06:45 07:00 1h15m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-8-MAX
07:30 07:45 1h15m
------S (Aug 31)
737-8-MAX
WN2019
Southwest Airlines
07:05 07:20 1h15m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
19:35 19:50 1h15m
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-800 (WL)
WN2012
Southwest Airlines
10:55 11:10 1h15m
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2030
Southwest Airlines
11:00 11:15 1h15m
M------ (Aug 4)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2015
Southwest Airlines
18:40 19:00 1h20m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
15:30 15:50 1h20m
---TF-- (Aug 7–8)
737-8-MAX
15:50 16:05 1h15m
-----S- (Aug 9, Aug 16)
737-8-MAX
13:00 13:15 1h15m
------S (Aug 10, Aug 17, Aug 24)
737-800 (WL)
15:30 15:50 1h20m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-8-MAX
16:00 16:15 1h15m
-----S- (Aug 23, Aug 30)
737-8-MAX
WN3220
Southwest Airlines
13:20 13:40 1h20m
M------ (Aug 4)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN758
Southwest Airlines
13:35 13:50 1h15m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
19:25 19:40 1h15m
------S (Aug 10, Aug 17, Aug 24)
737-800 (WL)
18:50 19:10 1h20m
------S (Aug 31)
737-700 (WL)
WN2628
Southwest Airlines
20:00 20:20 1h20m
M------ (Aug 4)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Change Direction(MDW to CLE)
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.

FAQ : Cleveland to Chicago/Midway

How many airlines fly from Cleveland to Chicago ?
As of August 2025, 2 airlines operate direct flights from Cleveland (CLE) to Chicago/Midway (MDW) : Southwest Airlines , United Airlines.
How far is it from Cleveland to Chicago?
The distance between Cleveland (CLE) to Chicago/Midway (MDW) is approximately 310 miles(490km) by air.
What is the time difference between Cleveland to Chicago?
The time difference between Cleveland Hopkins International Airport(Cleveland) and Chicago Midway International Airport(Chicago) is -1 hour. Chicago is 1 hour behind Cleveland.Cleveland is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.