All airlines flying from Tampa (TPA) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Tue,Wed 07:00 Tampa (TPA) 08:50 Chicago Midway (MDW)
Southwest Airlines WN 1102 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-03-10 through 2026-04-01
Thu,Fri,Sun 06:40 Tampa (TPA) 08:25 Chicago Midway (MDW)
Southwest Airlines WN 1137 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-11 through 2026-01-16
Mon,Sun 06:40 Tampa (TPA) 08:25 Chicago Midway (MDW)
Southwest Airlines WN 1137 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-19 through 2026-01-25
Sun 06:40 Tampa (TPA) 08:25 Chicago Midway (MDW)
Southwest Airlines WN 1137 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-02-01
Tue,Wed 06:55 Tampa (TPA) 08:35 Chicago Midway (MDW)
Southwest Airlines WN 1140 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-09 through 2026-07-29
Sat 07:50 Tampa (TPA) 09:30 Chicago Midway (MDW)
Southwest Airlines WN 1156 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-06 through 2026-08-01
Mon,Thu,Fri 08:20 Tampa (TPA) 10:00 Chicago Midway (MDW)
Southwest Airlines WN 1435 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-08-06 through 2026-09-28
Sat 06:40 Tampa (TPA) 08:20 Chicago Midway (MDW)
Southwest Airlines WN 1506 Non-stop Boeing 737-800 (73H) 2:40 Valid until 2026-01-03
Mon 06:50 Tampa (TPA) 08:30 Chicago Midway (MDW)
Southwest Airlines WN 1506 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2026-01-05
Mon,Tue,Fri 07:00 Tampa (TPA) 08:45 Chicago Midway (MDW)
Southwest Airlines WN 1506 Non-stop Boeing 737-800 (73H) 2:45 Valid until 2026-01-02
Sun 07:00 Tampa (TPA) 08:45 Chicago Midway (MDW)
Southwest Airlines WN 1506 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Operates only on 2026-01-04
Wed,Thu 11:10 Tampa (TPA) 12:55 Chicago Midway (MDW)
Southwest Airlines WN 1506 Non-stop Boeing 737-700 (73W) 2:45 Valid until 2026-01-01
Sun 09:50 Tampa (TPA) 11:30 Chicago Midway (MDW)
Southwest Airlines WN 1655 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-07 through 2026-08-02
Sat 16:40 Tampa (TPA) 18:30 Chicago Midway (MDW)
Southwest Airlines WN 1951 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-03-07 through 2026-04-04
Tue,Wed 15:55 Tampa (TPA) 17:40 Chicago Midway (MDW)
Southwest Airlines WN 1972 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-04-07 through 2026-06-03
Sat 09:00 Tampa (TPA) 10:45 Chicago Midway (MDW)
Southwest Airlines WN 2084 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-04-11 through 2026-05-30
Mon,Thu,Fri 10:10 Tampa (TPA) 11:55 Chicago Midway (MDW)
Southwest Airlines WN 2084 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-04-09 through 2026-06-01
Sun 10:30 Tampa (TPA) 12:15 Chicago Midway (MDW)
Southwest Airlines WN 2084 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-04-12 through 2026-05-17
Sun 10:30 Tampa (TPA) 12:15 Chicago Midway (MDW)
Southwest Airlines WN 2084 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-05-31
Tue,Wed 10:40 Tampa (TPA) 12:25 Chicago Midway (MDW)
Southwest Airlines WN 2084 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-04-07 through 2026-06-03
Sun 11:35 Tampa (TPA) 13:20 Chicago Midway (MDW)
Southwest Airlines WN 2084 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-05-24
Sat 08:55 Tampa (TPA) 10:45 Chicago Midway (MDW)
Southwest Airlines WN 2340 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-14 through 2026-02-28
Sun 07:10 Tampa (TPA) 08:50 Chicago Midway (MDW)
Southwest Airlines WN 2412 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-07 through 2026-08-02
Sat 15:40 Tampa (TPA) 17:20 Chicago Midway (MDW)
Southwest Airlines WN 2587 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-06-06 through 2026-08-01
Sun 10:30 Tampa (TPA) 12:20 Chicago Midway (MDW)
Southwest Airlines WN 2604 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 10:40 Tampa (TPA) 12:30 Chicago Midway (MDW)
Southwest Airlines WN 2604 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-03-05 through 2026-04-06
Sat 12:50 Tampa (TPA) 14:40 Chicago Midway (MDW)
Southwest Airlines WN 2604 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-03-07 through 2026-04-04
Tue,Wed 13:15 Tampa (TPA) 15:05 Chicago Midway (MDW)
Southwest Airlines WN 2604 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-03-10 through 2026-04-01
Sat 17:40 Tampa (TPA) 19:25 Chicago Midway (MDW)
Southwest Airlines WN 2605 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-14 through 2026-02-28
Sun 15:20 Tampa (TPA) 17:00 Chicago Midway (MDW)
Southwest Airlines WN 2762 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 08:00 Tampa (TPA) 09:40 Chicago Midway (MDW)
Southwest Airlines WN 2869 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-06-04 through 2026-08-03
Sat 08:05 Tampa (TPA) 09:55 Chicago Midway (MDW)
Southwest Airlines WN 3074 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-03-07 through 2026-04-04
Mon,Thu,Fri 08:10 Tampa (TPA) 10:00 Chicago Midway (MDW)
Southwest Airlines WN 3074 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-03-05 through 2026-04-06
Sun 20:20 Tampa (TPA) 22:00 Chicago Midway (MDW)
Southwest Airlines WN 3219 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-06-07 through 2026-08-02
Wed,Thu 16:30 Tampa (TPA) 18:15 Chicago Midway (MDW)
Southwest Airlines WN 3289 Non-stop Boeing 737-800 (73H) 2:45 Valid until 2026-01-01
Mon 17:40 Tampa (TPA) 19:25 Chicago Midway (MDW)
Southwest Airlines WN 3289 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Operates only on 2026-01-05
Sat 19:30 Tampa (TPA) 21:10 Chicago Midway (MDW)
Southwest Airlines WN 3372 Non-stop Boeing 737-800 (73H) 2:40 Valid until 2026-01-03
Tue,Wed 10:25 Tampa (TPA) 12:15 Chicago Midway (MDW)
Southwest Airlines WN 3374 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-03-10 through 2026-04-01
Sat 06:55 Tampa (TPA) 08:40 Chicago Midway (MDW)
Southwest Airlines WN 3701 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-04-11 through 2026-05-30
Mon,Thu,Fri,Sun 07:00 Tampa (TPA) 08:50 Chicago Midway (MDW)
Southwest Airlines WN 3701 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-04-09 through 2026-05-22
Mon,Thu,Fri,Sun 07:00 Tampa (TPA) 08:50 Chicago Midway (MDW)
Southwest Airlines WN 3701 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-05-25 through 2026-06-01
Tue,Wed 07:15 Tampa (TPA) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 3701 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-04-07 through 2026-06-03
Sun 08:25 Tampa (TPA) 10:10 Chicago Midway (MDW)
Southwest Airlines WN 3701 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2026-05-24
Sat 07:25 Tampa (TPA) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 3943 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-08-08 through 2026-09-26
Tue,Wed,Sun 07:35 Tampa (TPA) 09:15 Chicago Midway (MDW)
Southwest Airlines WN 3943 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 10:25 Tampa (TPA) 12:05 Chicago Midway (MDW)
Southwest Airlines WN 3943 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-08-06 through 2026-09-28
Sun 17:20 Tampa (TPA) 18:55 Chicago Midway (MDW)
Southwest Airlines WN 3944 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-08-09 through 2026-09-27
Mon,Thu,Fri 17:25 Tampa (TPA) 19:00 Chicago Midway (MDW)
Southwest Airlines WN 3944 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-08-06 through 2026-09-28
Tue,Wed 17:35 Tampa (TPA) 19:10 Chicago Midway (MDW)
Southwest Airlines WN 3944 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-08-04 through 2026-09-30
Sat 17:55 Tampa (TPA) 19:30 Chicago Midway (MDW)
Southwest Airlines WN 3944 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-08-08 through 2026-09-26
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All airlines flying from Tampa (TPA) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-02-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-02
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-09 through 2026-05-22
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-05-25 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
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  • A domestic route departing from the Tampa airport (TPA) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 998 miles, or 1606 km.
  • The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 2:35 and 2:55.