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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 10:30 Tampa (TPA) 12:10 Midway, Chicago (MDW)
Southwest Airlines WN 140 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-06-07 through 2025-08-02
Tue,Wed 06:55 Tampa (TPA) 08:35 Midway, Chicago (MDW)
Southwest Airlines WN 179 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2025-10-07 through 2025-10-29
Mon,Thu,Fri 09:55 Tampa (TPA) 11:30 Midway, Chicago (MDW)
Southwest Airlines WN 179 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-10-02 through 2025-10-31
Mon,Thu,Fri 20:05 Tampa (TPA) 21:50 Midway, Chicago (MDW)
Southwest Airlines WN 332 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 20:05 Tampa (TPA) 21:50 Midway, Chicago (MDW)
Southwest Airlines WN 332 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-07-07 through 2025-08-04
Mon,Thu,Fri 06:05 Tampa (TPA) 07:50 Midway, Chicago (MDW)
Southwest Airlines WN 663 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2025-06-02
Sat 06:45 Tampa (TPA) 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 663 Non-stop Boeing 737-800 (73H) 2:40 Valid until 2025-05-31
Tue,Wed 07:25 Tampa (TPA) 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 663 Non-stop Boeing 737-800 (73H) 2:45 Valid until 2025-06-04
Sun 13:25 Tampa (TPA) 15:05 Midway, Chicago (MDW)
Southwest Airlines WN 663 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2025-05-25
Sun 13:40 Tampa (TPA) 15:25 Midway, Chicago (MDW)
Southwest Airlines WN 663 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2025-05-18
Sun 13:40 Tampa (TPA) 15:25 Midway, Chicago (MDW)
Southwest Airlines WN 663 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-06-01
Sat 16:55 Tampa (TPA) 18:40 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-11-08 through 2025-11-15
Sat 16:55 Tampa (TPA) 18:40 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-12-06 through 2025-12-13
Tue,Wed 19:15 Tampa (TPA) 21:00 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-11-04 through 2025-11-12
Mon-Thu 19:15 Tampa (TPA) 21:00 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-11-17 through 2025-11-20
Mon-Fri 19:15 Tampa (TPA) 21:00 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-12-02 through 2025-12-11
Mon-Wed 19:15 Tampa (TPA) 21:00 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-12-15 through 2025-12-17
Wed,Thu 19:15 Tampa (TPA) 21:00 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-12-24 through 2026-01-01
Sun 20:25 Tampa (TPA) 22:05 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2025-11-30
Mon,Thu,Fri,Sun 21:30 Tampa (TPA) 23:10 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 21:30 Tampa (TPA) 23:10 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-11-21 through 2025-11-28
Mon-Wed 21:30 Tampa (TPA) 23:10 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2025-11-25 through 2025-12-01
Fri,Sun 21:30 Tampa (TPA) 23:10 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-12-07 through 2025-12-14
Thu 21:30 Tampa (TPA) 23:10 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2025-12-18
Mon,Tue,Fri,Sun 21:30 Tampa (TPA) 23:10 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2025-12-19 through 2026-01-04
Mon 21:30 Tampa (TPA) 23:10 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2026-01-05
Sat 21:35 Tampa (TPA) 23:15 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-11-22 through 2025-11-29
Sat 21:35 Tampa (TPA) 23:15 Midway, Chicago (MDW)
Southwest Airlines WN 685 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-12-20 through 2026-01-03
Sun 06:25 Tampa (TPA) 08:10 Midway, Chicago (MDW)
Southwest Airlines WN 915 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2025-11-30
Tue,Wed 15:20 Tampa (TPA) 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 1020 Non-stop Boeing 737-700 (73W) 2:40 Valid until 2025-06-04
Mon,Thu,Fri 16:40 Tampa (TPA) 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 1020 Non-stop Boeing 737-800 (73H) 2:45 Valid until 2025-06-02
Sun 17:55 Tampa (TPA) 19:40 Midway, Chicago (MDW)
Southwest Airlines WN 1020 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2025-05-18
Sun 17:55 Tampa (TPA) 19:40 Midway, Chicago (MDW)
Southwest Airlines WN 1020 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-06-01
Sat 18:05 Tampa (TPA) 19:50 Midway, Chicago (MDW)
Southwest Airlines WN 1020 Non-stop Boeing 737-800 (73H) 2:45 Valid until 2025-05-31
Sun 18:20 Tampa (TPA) 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 1020 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-05-25
Sat 17:35 Tampa (TPA) 19:15 Midway, Chicago (MDW)
Southwest Airlines WN 1031 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-11-22 through 2025-11-29
Sat 17:35 Tampa (TPA) 19:15 Midway, Chicago (MDW)
Southwest Airlines WN 1031 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-12-20 through 2026-01-03
Mon-Wed 17:55 Tampa (TPA) 19:40 Midway, Chicago (MDW)
Southwest Airlines WN 1031 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 17:55 Tampa (TPA) 19:40 Midway, Chicago (MDW)
Southwest Airlines WN 1031 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-12-19 through 2026-01-04
Sun 10:25 Tampa (TPA) 12:00 Midway, Chicago (MDW)
Southwest Airlines WN 1092 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-10-05 through 2025-10-26
Sat 12:45 Tampa (TPA) 14:20 Midway, Chicago (MDW)
Southwest Airlines WN 1092 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-04 through 2025-11-01
Thu 13:25 Tampa (TPA) 15:05 Midway, Chicago (MDW)
Southwest Airlines WN 1182 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Operates only on 2025-11-27
Mon,Thu,Fri 06:50 Tampa (TPA) 08:30 Midway, Chicago (MDW)
Southwest Airlines WN 1245 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-10-02 through 2025-10-31
Sat 07:05 Tampa (TPA) 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 1245 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-10-04 through 2025-11-01
Sun 07:25 Tampa (TPA) 09:00 Midway, Chicago (MDW)
Southwest Airlines WN 1245 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-10-05 through 2025-10-26
Tue,Wed 19:05 Tampa (TPA) 20:45 Midway, Chicago (MDW)
Southwest Airlines WN 1245 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2025-10-07 through 2025-10-29
Sat 10:45 Tampa (TPA) 12:25 Midway, Chicago (MDW)
Southwest Airlines WN 1284 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-08-09 through 2025-09-27
Mon,Thu,Fri 06:15 Tampa (TPA) 07:55 Midway, Chicago (MDW)
Southwest Airlines WN 1390 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 06:15 Tampa (TPA) 07:55 Midway, Chicago (MDW)
Southwest Airlines WN 1390 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-07-07 through 2025-08-04
Tue,Wed 08:40 Tampa (TPA) 10:20 Midway, Chicago (MDW)
Southwest Airlines WN 1390 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-06-10 through 2025-07-30
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All airlines flying from Tampa (TPA) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

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

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)
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  • A domestic route departing from the Tampa airport (TPA) and arriving at Midway, Chicago 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 2:52.