Tampa (TPA) to Chicago/Midway (MDW) Flight Schedule

Flight Tampa(TPA) to Midway(MDW)
CHANGE DIRECTION

Tampa International Airport Chicago Midway International Airport
TPA : Tampa , United States MDW : Chicago , United States
UTC-4(DST) UTC-5(DST)

Tampa to Midway Flight Schedule(September 2025)

Flight from Tampa(TPA) to Midway(MDW) is operated by 2 airlines : Southwest Airlines (WN),Frontier Airlines (F9). You can check flight schedules, flight duration, and aircraft types.

Change Direction(MDW to TPA)

Tampa (TPA) to Chicago/Midway (MDW) Flight Schedule

LastUpdate : 2025/09/01 06:01

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

September 2025
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  • Southwest Airlines [ Show / Hide ]
  • Frontier Airlines [ Show / Hide ]
Change Direction(MDW to TPA)
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN1751
Southwest Airlines
06:50 09:55 4h5m
1 Transfer
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
06:45 09:50 4h5m
1 Transfer
------S (Sep 7, Sep 14, Sep 21, Sep 28)
WN2024
Southwest Airlines
06:55 08:35 2h40m
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
11:50 13:30 2h40m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-800 (WL)
07:20 09:00 2h40m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-8-MAX
07:30 09:10 2h40m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-800 (WL)
06:55 08:35 2h40m
M------ (Sep 29)
737-800 (WL)
WN2384
Southwest Airlines
21:05 22:45 2h40m
M------ (Sep 1)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
07:15 08:55 2h40m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-800 (WL)
21:05 22:45 2h40m
---TF-- (Sep 4–5)
737-800 (WL)
16:45 18:30 2h45m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-800 (WL)
21:40 23:20 2h40m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-700 (WL)
21:05 22:45 2h40m
M--TF-- (Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
737-800 (WL)
WN1284
Southwest Airlines
10:45 12:25 2h40m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
F93899
Frontier Airlines
16:18 18:05 2h47m
M------ (Sep 1)
A320neo Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
10:55 12:44 2h49m
M---F-S (Sep 5, Sep 7–8, Sep 12, Sep 14–15, Sep 19, Sep 21–22, Sep 26, Sep 28)
A320neo
10:52 12:41 2h49m
M------ (Sep 29)
A320neo
WN3688
Southwest Airlines
14:15 15:50 2h35m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
18:00 19:40 2h40m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-800 (WL)
12:45 14:25 2h40m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-700 (WL)
14:15 15:50 2h35m
M------ (Sep 29)
737-800 (WL)
WN3689
Southwest Airlines
19:00 20:45 2h45m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Change Direction(MDW to TPA)
Flight schedules as of September 01, 2025, 06:01 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 : Tampa to Chicago/Midway

How many airlines fly from Tampa to Chicago ?
As of September 2025, 2 airlines operate direct flights from Tampa (TPA) to Chicago/Midway (MDW) : Southwest Airlines , Frontier Airlines.
How far is it from Tampa to Chicago?
The distance between Tampa (TPA) to Chicago/Midway (MDW) is approximately 1,000 miles(1,610km) by air.
What is the time difference between Tampa to Chicago?
The time difference between Tampa International Airport(Tampa) and Chicago Midway International Airport(Chicago) is -1 hour. Chicago is 1 hour behind Tampa.Tampa 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.