Southwest Airlines flights from San Jose (SJC) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Mon,Thu,Fri 15:15 San Jose (SJC) B 23:20 Midway, Chicago (MDW)
Southwest Airlines WN 114 1-stop Boeing 737-700 (73W) 6:05 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 15:15 San Jose (SJC) B 23:20 Midway, Chicago (MDW)
Southwest Airlines WN 114 1-stop Boeing 737-700 (73W) 6:05 Effective 2024-07-08 through 2024-08-02
Sun 11:45 San Jose (SJC) B 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 171 1-stop Boeing 737-800 (73H) 6:00 Effective 2024-04-14 through 2024-05-19
Sun 11:45 San Jose (SJC) B 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 171 1-stop Boeing 737-800 (73H) 6:00 Operates only on 2024-06-02
Tue-Fri 11:55 San Jose (SJC) B 20:35 Midway, Chicago (MDW)
Southwest Airlines WN 323 1-stop Boeing 737-700 (73W) 6:40 Valid until 2024-01-02
Thu 09:00 San Jose (SJC) B 17:05 Midway, Chicago (MDW)
Southwest Airlines WN 544 1-stop Boeing 737-700 (73W) 6:05 Operates only on 2024-07-04
Mon,Sun 07:35 San Jose (SJC) B 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 910 1-stop Boeing 737-700 (73W) 6:45 Valid until 2024-01-01
Wed-Fri,Sun 07:35 San Jose (SJC) B 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 910 1-stop Boeing 737-700 (73W) 6:45 Effective 2024-01-03 through 2024-01-07
Sun 12:05 San Jose (SJC) B 20:15 Midway, Chicago (MDW)
Southwest Airlines WN 963 1-stop Boeing 737-800 (73H) 6:10 Effective 2024-06-09 through 2024-08-04
Mon,Thu,Fri 17:00 San Jose (SJC) B 01:00 Midway, Chicago (MDW)
Southwest Airlines WN 963 1-stop Boeing 737-700 (73W) 6:00 Effective 2024-06-06 through 2024-07-01
The flight arrives 1 day after departure.
Mon,Thu,Fri 17:00 San Jose (SJC) B 01:00 Midway, Chicago (MDW)
Southwest Airlines WN 963 1-stop Boeing 737-700 (73W) 6:00 Effective 2024-07-08 through 2024-08-02
The flight arrives 1 day after departure.
Tue,Wed 08:40 San Jose (SJC) B 16:40 Midway, Chicago (MDW)
Southwest Airlines WN 1145 1-stop Boeing 737-800 (73H) 6:00 Effective 2024-01-09 through 2024-03-06
Sat 10:25 San Jose (SJC) B 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 1169 1-stop Boeing 737 MAX 8 (7M8) 6:00 Operates only on 2024-01-06
Mon,Sun 10:05 San Jose (SJC) B 17:50 Midway, Chicago (MDW)
Southwest Airlines WN 1374 1-stop Boeing 737 MAX 8 (7M8) 5:45 Valid until 2024-01-01
Wed-Fri,Sun 10:05 San Jose (SJC) B 17:50 Midway, Chicago (MDW)
Southwest Airlines WN 1374 1-stop Boeing 737 MAX 8 (7M8) 5:45 Effective 2024-01-03 through 2024-01-07
Sun 07:35 San Jose (SJC) B 15:10 Midway, Chicago (MDW)
Southwest Airlines WN 2093 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2024-01-14 through 2024-03-03
Sun 06:30 San Jose (SJC) B 15:15 Midway, Chicago (MDW)
Southwest Airlines WN 2505 1-stop Boeing 737-700 (73W) 6:45 Effective 2024-01-14 through 2024-03-03
Sat 14:25 San Jose (SJC) B 22:20 Midway, Chicago (MDW)
Southwest Airlines WN 3046 1-stop Boeing 737-700 (73W) 5:55 Effective 2024-01-13 through 2024-03-02
Tue,Wed 08:10 San Jose (SJC) B 16:35 Midway, Chicago (MDW)
Southwest Airlines WN 3711 1-stop Boeing 737 MAX 8 (7M8) 6:25 Effective 2024-06-04 through 2024-07-31
Fri 15:50 San Jose (SJC) B 23:50 Midway, Chicago (MDW)
Southwest Airlines WN 4665 1-stop Boeing 737-700 (73W) 6:00 Operates only on 2024-07-05
Tue,Wed 09:05 San Jose (SJC) B 20:30 Midway, Chicago (MDW)
Southwest Airlines WN 453 2-stop Boeing 737 MAX 8 (7M8) 9:25 Effective 2024-01-09 through 2024-03-06
Sat 07:00 San Jose (SJC) B 16:15 Midway, Chicago (MDW)
Southwest Airlines WN 553 2-stop Boeing 737-700 (73W) 7:15 Operates only on 2024-01-06
Sun 07:25 San Jose (SJC) B 16:45 Midway, Chicago (MDW)
Southwest Airlines WN 1096 2-stop Boeing 737-700 (73W) 7:20 Effective 2024-06-09 through 2024-08-04
Sat 06:30 San Jose (SJC) B 15:55 Midway, Chicago (MDW)
Southwest Airlines WN 1469 2-stop Boeing 737-700 (73W) 7:25 Operates only on 2024-01-06
Mon,Sun 11:40 San Jose (SJC) B 21:05 Midway, Chicago (MDW)
Southwest Airlines WN 1661 2-stop Boeing 737-700 (73W) 7:25 Valid until 2024-01-01
Wed-Fri,Sun 11:40 San Jose (SJC) B 21:05 Midway, Chicago (MDW)
Southwest Airlines WN 1661 2-stop Boeing 737-700 (73W) 7:25 Effective 2024-01-03 through 2024-01-07
Tue-Fri 08:45 San Jose (SJC) B 19:15 Midway, Chicago (MDW)
Southwest Airlines WN 2444 3-stop Boeing 737-700 (73W) 8:30 Valid until 2024-01-02
Tue-Fri 09:05 San Jose (SJC) B 22:05 Midway, Chicago (MDW)
Southwest Airlines WN 1202 4-stop Boeing 737 MAX 8 (7M8) 11:00 Valid until 2024-01-02
Sun 08:10 San Jose (SJC) B 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 4597 4-stop Boeing 737-700 (73W) 11:50 Effective 2024-06-09 through 2024-08-04
prev   1 2


Southwest Airlines flights from San Jose (SJC) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 6:05, 1-stop
Boeing 737-700 (73W)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 6:05, 1-stop
Boeing 737-700 (73W)

Effective 2024-04-14 through 2024-05-19
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:00, 1-stop
Boeing 737-800 (73H)

Operates only on 2024-06-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:00, 1-stop
Boeing 737-800 (73H)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 6:40, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-07-04
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 6:05, 1-stop
Boeing 737-700 (73W)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:45, 1-stop
Boeing 737-700 (73W)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 6:45, 1-stop
Boeing 737-700 (73W)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:10, 1-stop
Boeing 737-800 (73H)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 6:00, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 6:00, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-01-09 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:00, 1-stop
Boeing 737-800 (73H)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:00, 1-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:45, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 5:45, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:35, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:45, 1-stop
Boeing 737-700 (73W)

Effective 2024-01-13 through 2024-03-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:55, 1-stop
Boeing 737-700 (73W)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:25, 1-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 6:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-01-09 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 9:25, 2-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 7:15, 2-stop
Boeing 737-700 (73W)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 7:20, 2-stop
Boeing 737-700 (73W)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 7:25, 2-stop
Boeing 737-700 (73W)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 7:25, 2-stop
Boeing 737-700 (73W)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 7:25, 2-stop
Boeing 737-700 (73W)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 8:30, 3-stop
Boeing 737-700 (73W)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 11:00, 4-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 11:50, 4-stop
Boeing 737-700 (73W)
prev        Page 2 / 2
  • A domestic route departing from the San Jose airport (SJC) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 1832 miles, or 2948 km.
  • The timezone of the departure airport is UTC-8 , 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 4:05 and 4:10.