Cleveland (CLE) to Chicago/Midway (MDW) July 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(July 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 July 2025 , Direct flight departure from Cleveland with all airlines , flight number, flight duration, aircraft type.

July 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
15:50 16:10 1h20m
-TW---- (Jul 1–2, Jul 8–9, Jul 15–16, Jul 22–23, Jul 29–30)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
06:30 06:45 1h15m
---T--- (Jul 3)
737-700 (WL)
06:40 06:55 1h15m
----F-- (Jul 4)
737-700 (WL)
06:35 06:50 1h15m
-----S- (Jul 5, Jul 12, Jul 19, Jul 26)
737-800 (WL)
07:10 07:25 1h15m
------S (Jul 6, Jul 13, Jul 20, Jul 27)
737-800 (WL)
06:30 06:45 1h15m
M--TF-- (Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
737-700 (WL)
WN3262
Southwest Airlines
06:45 07:00 1h15m
-TW---- (Jul 1–2, Jul 8–9, Jul 15–16, Jul 22–23, Jul 29–30)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3220
Southwest Airlines
10:45 11:00 1h15m
-TW---- (Jul 1–2, Jul 8–9, Jul 15–16, Jul 22–23, Jul 29–30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
13:20 13:40 1h20m
---T--- (Jul 3)
737-8-MAX
16:25 16:45 1h20m
----F-- (Jul 4)
737-800 (WL)
14:05 14:25 1h20m
-----S- (Jul 5, Jul 12, Jul 19, Jul 26)
737-700 (WL)
13:05 13:20 1h15m
------S (Jul 6, Jul 13, Jul 20, Jul 27)
737-700 (WL)
13:20 13:40 1h20m
M--TF-- (Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
737-8-MAX
WN2030
Southwest Airlines
11:00 11:15 1h15m
M--TF-- (Jul 3, Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3862
Southwest Airlines
18:40 19:00 1h20m
-----S- (Jul 5, Jul 12, Jul 19, Jul 26)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3630
Southwest Airlines
19:20 19:40 1h20m
-TW---- (Jul 1–2, Jul 8–9, Jul 15–16, Jul 22–23, Jul 29–30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
19:40 20:00 1h20m
------S (Jul 6, Jul 13, Jul 20, Jul 27)
737-700 (WL)
WN2628
Southwest Airlines
20:00 20:20 1h20m
M--TF-- (Jul 3, Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
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 July 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.