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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 20:00 Jacksonville (JAX) 21:30 Midway, Chicago (MDW)
Southwest Airlines WN 171 Non-stop Boeing 737-700 (73W) 2:30 Effective 2024-03-09 through 2024-04-06
Mon,Thu,Fri 17:50 Jacksonville (JAX) 19:15 Midway, Chicago (MDW)
Southwest Airlines WN 714 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-08-05 through 2024-09-30
Sun 16:10 Jacksonville (JAX) 17:40 Midway, Chicago (MDW)
Southwest Airlines WN 756 Non-stop Boeing 737-700 (73W) 2:30 Effective 2024-03-10 through 2024-04-07
Sat 09:40 Jacksonville (JAX) 11:05 Midway, Chicago (MDW)
Southwest Airlines WN 827 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-03-09 through 2024-04-06
Mon,Thu,Fri 08:45 Jacksonville (JAX) 10:10 Midway, Chicago (MDW)
Southwest Airlines WN 1148 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-08-05 through 2024-09-30
Sat 13:45 Jacksonville (JAX) 15:10 Midway, Chicago (MDW)
Southwest Airlines WN 1148 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-08-10 through 2024-09-28
Tue,Wed 14:25 Jacksonville (JAX) 15:55 Midway, Chicago (MDW)
Southwest Airlines WN 1148 Non-stop Boeing 737-800 (73H) 2:30 Effective 2024-08-06 through 2024-10-02
Sun 17:10 Jacksonville (JAX) 18:40 Midway, Chicago (MDW)
Southwest Airlines WN 1148 Non-stop Boeing 737-700 (73W) 2:30 Effective 2024-08-11 through 2024-08-25
Sun 17:10 Jacksonville (JAX) 18:40 Midway, Chicago (MDW)
Southwest Airlines WN 1148 Non-stop Boeing 737-700 (73W) 2:30 Effective 2024-09-08 through 2024-09-29
Sun 17:25 Jacksonville (JAX) 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 1148 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2024-09-01
Sat 14:50 Jacksonville (JAX) 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 1556 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2024-01-06
Tue,Wed 07:50 Jacksonville (JAX) 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 1726 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-06-04 through 2024-07-31
Mon,Thu,Fri 08:10 Jacksonville (JAX) 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 1726 Non-stop Boeing 737-800 (73H) 2:35 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 08:10 Jacksonville (JAX) 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 1726 Non-stop Boeing 737-800 (73H) 2:35 Effective 2024-07-08 through 2024-08-02
Thu 08:30 Jacksonville (JAX) 10:00 Midway, Chicago (MDW)
Southwest Airlines WN 1726 Non-stop Boeing 737-700 (73W) 2:30 Operates only on 2024-07-04
Mon,Thu,Fri 16:40 Jacksonville (JAX) 18:05 Midway, Chicago (MDW)
Southwest Airlines WN 2216 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 16:40 Jacksonville (JAX) 18:05 Midway, Chicago (MDW)
Southwest Airlines WN 2216 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-07-08 through 2024-08-02
Tue,Wed 16:55 Jacksonville (JAX) 18:20 Midway, Chicago (MDW)
Southwest Airlines WN 2216 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-06-04 through 2024-07-31
Sun 19:25 Jacksonville (JAX) 20:50 Midway, Chicago (MDW)
Southwest Airlines WN 2216 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-06-09 through 2024-08-04
Tue,Wed 12:30 Jacksonville (JAX) 13:55 Midway, Chicago (MDW)
Southwest Airlines WN 2234 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-04-09 through 2024-05-29
Mon,Thu,Fri 14:10 Jacksonville (JAX) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 2234 Non-stop Boeing 737-700 (73W) 2:30 Effective 2024-04-11 through 2024-06-03
Sat 16:50 Jacksonville (JAX) 18:10 Midway, Chicago (MDW)
Southwest Airlines WN 2234 Non-stop Boeing 737-800 (73H) 2:20 Effective 2024-04-13 through 2024-06-01
Sun 19:25 Jacksonville (JAX) 20:50 Midway, Chicago (MDW)
Southwest Airlines WN 2234 Non-stop Boeing 737-700 (73W) 2:25 Operates only on 2024-05-26
Sun 20:05 Jacksonville (JAX) 21:30 Midway, Chicago (MDW)
Southwest Airlines WN 2234 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-04-14 through 2024-05-19
Sun 20:05 Jacksonville (JAX) 21:30 Midway, Chicago (MDW)
Southwest Airlines WN 2234 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2024-06-02
Mon,Sun 12:45 Jacksonville (JAX) 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 2277 Non-stop Boeing 737-700 (73W) 2:30 Valid until 2024-01-01
Wed-Fri,Sun 12:45 Jacksonville (JAX) 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 2277 Non-stop Boeing 737-700 (73W) 2:30 Effective 2024-01-03 through 2024-01-07
Tue-Fri 12:00 Jacksonville (JAX) 13:30 Midway, Chicago (MDW)
Southwest Airlines WN 2851 Non-stop Boeing 737-800 (73H) 2:30 Valid until 2024-01-02
Sat 12:35 Jacksonville (JAX) 14:05 Midway, Chicago (MDW)
Southwest Airlines WN 2909 Non-stop Boeing 737-700 (73W) 2:30 Effective 2024-01-13 through 2024-03-02
Sat 15:50 Jacksonville (JAX) 17:15 Midway, Chicago (MDW)
Southwest Airlines WN 2980 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-06-08 through 2024-08-03
Fri 17:20 Jacksonville (JAX) 18:45 Midway, Chicago (MDW)
Southwest Airlines WN 3318 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2024-07-05
Fri 08:15 Jacksonville (JAX) 09:50 Midway, Chicago (MDW)
Southwest Airlines WN 3324 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2024-07-05
Sun 13:10 Jacksonville (JAX) 14:35 Midway, Chicago (MDW)
Southwest Airlines WN 3391 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-01-14 through 2024-03-03
Mon,Thu,Fri 13:55 Jacksonville (JAX) 15:25 Midway, Chicago (MDW)
Southwest Airlines WN 3391 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2024-01-08 through 2024-03-04
Mon,Thu,Fri 10:50 Jacksonville (JAX) 12:15 Midway, Chicago (MDW)
Southwest Airlines WN 4299 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-03-07 through 2024-04-08
Tue,Wed 12:30 Jacksonville (JAX) 13:55 Midway, Chicago (MDW)
Southwest Airlines WN 4299 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-03-12 through 2024-04-03
Non-Direct Flights:
Tue-Fri 07:15 Jacksonville (JAX) 10:55 Midway, Chicago (MDW)
Southwest Airlines WN 983 1-stop Boeing 737-700 (73W) 4:40 Valid until 2024-01-02
Mon,Sun 07:40 Jacksonville (JAX) 11:20 Midway, Chicago (MDW)
Southwest Airlines WN 1595 1-stop Boeing 737-700 (73W) 4:40 Valid until 2024-01-01
Wed-Fri,Sun 07:40 Jacksonville (JAX) 11:20 Midway, Chicago (MDW)
Southwest Airlines WN 1595 1-stop Boeing 737-700 (73W) 4:40 Effective 2024-01-03 through 2024-01-07
Tue-Fri 21:00 Jacksonville (JAX) 23:55 Midway, Chicago (MDW)
Southwest Airlines WN 2853 1-stop Boeing 737-800 (738) 3:55 Valid until 2024-01-02
Sun 07:15 Jacksonville (JAX) 12:05 Midway, Chicago (MDW)
Southwest Airlines WN 977 2-stop Boeing 737-700 (73W) 5:50 Effective 2024-08-11 through 2024-08-25
Sun 07:15 Jacksonville (JAX) 12:05 Midway, Chicago (MDW)
Southwest Airlines WN 977 2-stop Boeing 737-700 (73W) 5:50 Effective 2024-09-08 through 2024-09-29
Tue,Wed 07:05 Jacksonville (JAX) 11:45 Midway, Chicago (MDW)
Southwest Airlines WN 5655 2-stop Boeing 737-700 (73W) 5:40 Effective 2024-03-12 through 2024-04-03


Southwest Airlines flights from Jacksonville (JAX) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2024-03-09 through 2024-04-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-03-10 through 2024-04-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Effective 2024-03-09 through 2024-04-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-08-10 through 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-08-06 through 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2024-07-04
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-04-09 through 2024-05-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-04-11 through 2024-06-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Effective 2024-04-13 through 2024-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Operates only on 2024-05-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-04-14 through 2024-05-19
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-06-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Effective 2024-01-13 through 2024-03-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-01-08 through 2024-03-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-03-07 through 2024-04-08
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-03-12 through 2024-04-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Non-Direct Flights:

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:40, 1-stop
Boeing 737-700 (73W)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:40, 1-stop
Boeing 737-700 (73W)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 4:40, 1-stop
Boeing 737-700 (73W)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, 1-stop
Boeing 737-800 (738)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:50, 2-stop
Boeing 737-700 (73W)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:50, 2-stop
Boeing 737-700 (73W)

Effective 2024-03-12 through 2024-04-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:40, 2-stop
Boeing 737-700 (73W)
  • A domestic route departing from the Jacksonville airport (JAX) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 849 miles, or 1367 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 2:20 and 2:35.