Southwest Airlines flights from Midway, Chicago (MDW) to Jacksonville (JAX).

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon,Thu,Fri 11:45 Midway, Chicago (MDW) 14:55 Jacksonville (JAX)
Southwest Airlines WN 251 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Valid until 2025-06-02
Tue,Wed 18:20 Midway, Chicago (MDW) 21:35 Jacksonville (JAX)
Southwest Airlines WN 251 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Valid until 2025-06-04
Sun 11:05 Midway, Chicago (MDW) 14:20 Jacksonville (JAX)
Southwest Airlines WN 1278 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2025-05-25
Sun 11:30 Midway, Chicago (MDW) 14:40 Jacksonville (JAX)
Southwest Airlines WN 1278 Non-stop Boeing 737-700 (73W) 2:10 Valid until 2025-05-18
Sun 11:30 Midway, Chicago (MDW) 14:40 Jacksonville (JAX)
Southwest Airlines WN 1278 Non-stop Boeing 737-700 (73W) 2:10 Operates only on 2025-06-01
Tue,Wed 10:30 Midway, Chicago (MDW) 13:45 Jacksonville (JAX)
Southwest Airlines WN 1558 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-08-05 through 2025-10-01
Sun 12:45 Midway, Chicago (MDW) 16:00 Jacksonville (JAX)
Southwest Airlines WN 1558 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-08-10 through 2025-08-24
Sun 12:45 Midway, Chicago (MDW) 16:00 Jacksonville (JAX)
Southwest Airlines WN 1558 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-09-07 through 2025-09-28
Mon,Thu,Fri 13:30 Midway, Chicago (MDW) 16:45 Jacksonville (JAX)
Southwest Airlines WN 1558 Non-stop Boeing 737-700 (73W) 2:15 Effective 2025-08-07 through 2025-09-29
Sat 17:30 Midway, Chicago (MDW) 20:45 Jacksonville (JAX)
Southwest Airlines WN 1558 Non-stop Boeing 737-700 (73W) 2:15 Effective 2025-08-09 through 2025-09-27
Sun 09:20 Midway, Chicago (MDW) 12:35 Jacksonville (JAX)
Southwest Airlines WN 2243 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-06-08 through 2025-08-03
Sat 20:40 Midway, Chicago (MDW) 23:55 Jacksonville (JAX)
Southwest Airlines WN 2846 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-11-22 through 2025-11-29
Sat 20:40 Midway, Chicago (MDW) 23:55 Jacksonville (JAX)
Southwest Airlines WN 2846 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-12-20 through 2026-01-03
Mon,Thu,Fri,Sun 11:05 Midway, Chicago (MDW) 14:20 Jacksonville (JAX)
Southwest Airlines WN 3123 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 11:05 Midway, Chicago (MDW) 14:20 Jacksonville (JAX)
Southwest Airlines WN 3123 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-11-21 through 2025-11-28
Fri,Sun 11:05 Midway, Chicago (MDW) 14:20 Jacksonville (JAX)
Southwest Airlines WN 3123 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-12-07 through 2025-12-14
Thu 11:05 Midway, Chicago (MDW) 14:20 Jacksonville (JAX)
Southwest Airlines WN 3123 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2025-12-18
Mon 11:05 Midway, Chicago (MDW) 14:20 Jacksonville (JAX)
Southwest Airlines WN 3123 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2026-01-05
Tue,Wed,Sat 13:40 Midway, Chicago (MDW) 16:55 Jacksonville (JAX)
Southwest Airlines WN 3123 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-11-04 through 2025-11-15
Mon-Thu 13:40 Midway, Chicago (MDW) 16:55 Jacksonville (JAX)
Southwest Airlines WN 3123 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-11-17 through 2025-11-20
Mon-Sat 13:40 Midway, Chicago (MDW) 16:55 Jacksonville (JAX)
Southwest Airlines WN 3123 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-12-02 through 2025-12-11
Mon-Wed,Sat 13:40 Midway, Chicago (MDW) 16:55 Jacksonville (JAX)
Southwest Airlines WN 3123 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-12-13 through 2025-12-17
Wed,Thu 13:40 Midway, Chicago (MDW) 16:55 Jacksonville (JAX)
Southwest Airlines WN 3123 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-12-24 through 2026-01-01
Tue,Wed 11:40 Midway, Chicago (MDW) 14:55 Jacksonville (JAX)
Southwest Airlines WN 3220 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-06-10 through 2025-07-30
Sun 11:15 Midway, Chicago (MDW) 14:30 Jacksonville (JAX)
Southwest Airlines WN 3312 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2025-11-30
Sat 08:00 Midway, Chicago (MDW) 11:15 Jacksonville (JAX)
Southwest Airlines WN 3558 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-06-07 through 2025-08-02
Mon-Wed 10:45 Midway, Chicago (MDW) 14:00 Jacksonville (JAX)
Southwest Airlines WN 3721 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 10:45 Midway, Chicago (MDW) 14:00 Jacksonville (JAX)
Southwest Airlines WN 3721 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-12-19 through 2026-01-04
Mon,Thu,Fri 10:45 Midway, Chicago (MDW) 13:55 Jacksonville (JAX)
Southwest Airlines WN 3826 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-10-02 through 2025-10-31
Sun 13:45 Midway, Chicago (MDW) 16:55 Jacksonville (JAX)
Southwest Airlines WN 3826 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-10-05 through 2025-10-26
Tue,Wed 15:05 Midway, Chicago (MDW) 18:15 Jacksonville (JAX)
Southwest Airlines WN 3826 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2025-10-07 through 2025-10-29
Sat 17:45 Midway, Chicago (MDW) 21:00 Jacksonville (JAX)
Southwest Airlines WN 3826 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri 13:25 Midway, Chicago (MDW) 16:40 Jacksonville (JAX)
Southwest Airlines WN 3830 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 13:25 Midway, Chicago (MDW) 16:40 Jacksonville (JAX)
Southwest Airlines WN 3830 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-07-07 through 2025-08-04
Sun 17:15 Midway, Chicago (MDW) 20:30 Jacksonville (JAX)
Southwest Airlines WN 3830 Non-stop Boeing 737-700 (73W) 2:15 Effective 2025-06-08 through 2025-08-03
Fri 17:30 Midway, Chicago (MDW) 20:45 Jacksonville (JAX)
Southwest Airlines WN 3830 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2025-07-04
Sat 19:05 Midway, Chicago (MDW) 22:20 Jacksonville (JAX)
Southwest Airlines WN 3830 Non-stop Boeing 737-700 (73W) 2:15 Effective 2025-06-07 through 2025-08-02
Sat 14:55 Midway, Chicago (MDW) 18:10 Jacksonville (JAX)
Southwest Airlines WN 4223 Non-stop Boeing 737-800 (73H) 2:15 Valid until 2025-05-31
Sun 21:30 Midway, Chicago (MDW) 00:45 Jacksonville (JAX)
Southwest Airlines WN 4872 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2025-11-30
The flight arrives 1 day after departure.
Non-Direct Flights:
Sun 19:10 Midway, Chicago (MDW) 23:45 Jacksonville (JAX)
Southwest Airlines WN 3641 1-stop Boeing 737-700 (Scimitar Winglets) 3:35 Operates only on 2025-11-30
Sun 17:55 Midway, Chicago (MDW) 23:20 Jacksonville (JAX)
Southwest Airlines WN 3768 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2025-10-05 through 2025-10-26
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Southwest Airlines flights from Midway, Chicago (MDW) to Jacksonville (JAX).
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Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-700 (73W)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-700 (73W)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (73W)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (73W)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-11-04 through 2025-11-15
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-13 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

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

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

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-700 (73W)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (73W)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Non-Direct Flights:

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:35, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:25, 1-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Jacksonville airport (JAX).
  • The flight distance is 849 miles, or 1367 km.
  • The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . 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 2:10 and 2:15.