Cleveland (CLE) to Chicago/Midway (MDW) 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(September 2025)

Flight from Cleveland(CLE) to Midway(MDW) is operated by 1 airline : Southwest Airlines (WN). 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 September 2025 , Direct flight departure from Cleveland with all airlines , flight number, flight duration, aircraft type.

September 2025
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  • Southwest Airlines [ Show / Hide ]
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN349
Southwest Airlines
06:45 07:00 1h15m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
11:35 11:50 1h15m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-800 (WL)
07:15 07:30 1h15m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-800 (WL)
07:00 07:15 1h15m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-8-MAX
06:45 07:00 1h15m
M------ (Sep 29)
737-8-MAX
WN2019
Southwest Airlines
19:35 19:50 1h15m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
07:05 07:20 1h15m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-700 (WL)
19:35 19:50 1h15m
M------ (Sep 29)
737-800 (WL)
WN2012
Southwest Airlines
10:55 11:10 1h15m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2015
Southwest Airlines
15:30 15:50 1h20m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
18:40 19:00 1h20m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-8-MAX
16:00 16:15 1h15m
-----S- (Sep 6)
737-800 (WL)
13:00 13:15 1h15m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-800 (WL)
16:00 16:15 1h15m
-----S- (Sep 13, Sep 20, Sep 27)
737-8-MAX
15:30 15:50 1h20m
M------ (Sep 29)
737-8-MAX
WN758
Southwest Airlines
13:35 13:50 1h15m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
19:25 19:40 1h15m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-800 (WL)
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 September 2025, 1 airline operate direct flights from Cleveland (CLE) to Chicago/Midway (MDW) : Southwest 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.