All airlines flying from San Jose (SJC) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 13:40 San Jose (SJC) B 19:50 Midway, Chicago (MDW)
Southwest Airlines WN 261 Non-stop Boeing 737-700 (73W) 4:10 Operates only on 2024-12-01
Tue,Wed 07:10 San Jose (SJC) B 13:20 Midway, Chicago (MDW)
Southwest Airlines WN 382 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-10-08 through 2024-10-30
Mon,Thu,Fri 12:10 San Jose (SJC) B 18:20 Midway, Chicago (MDW)
Southwest Airlines WN 382 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-10-03 through 2024-10-28
Fri 12:10 San Jose (SJC) B 18:20 Midway, Chicago (MDW)
Southwest Airlines WN 382 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Operates only on 2024-11-01
Tue,Wed 06:35 San Jose (SJC) B 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 659 Non-stop Boeing 737-800 (73H) 4:10 Valid until 2024-10-02
Sun 06:50 San Jose (SJC) B 12:55 Midway, Chicago (MDW)
Southwest Airlines WN 659 Non-stop Boeing 737-800 (73H) 4:05 Operates only on 2024-09-01
Mon,Thu,Fri 07:00 San Jose (SJC) B 13:05 Midway, Chicago (MDW)
Southwest Airlines WN 659 Non-stop Boeing 737-800 (73H) 4:05 Valid until 2024-09-30
Sun 07:45 San Jose (SJC) B 13:55 Midway, Chicago (MDW)
Southwest Airlines WN 659 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-09-08 through 2024-09-29
Tue,Wed 09:10 San Jose (SJC) B 15:20 Midway, Chicago (MDW)
Southwest Airlines WN 753 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Valid until 2024-10-02
Sat 07:40 San Jose (SJC) B 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 851 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Valid until 2024-09-28
Thu 06:30 San Jose (SJC) B 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737-700 (73W) 4:10 Operates only on 2024-11-28
Mon-Wed 07:05 San Jose (SJC) B 13:15 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-11-04 through 2024-11-06
Tue,Wed 07:05 San Jose (SJC) B 13:15 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-11-12 through 2024-11-20
Tue-Fri 07:05 San Jose (SJC) B 13:15 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-11-29 through 2024-12-06
Mon-Thu 07:05 San Jose (SJC) B 13:15 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-12-09 through 2024-12-18
Tue,Wed 07:05 San Jose (SJC) B 13:15 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-12-24 through 2025-01-01
Mon 07:05 San Jose (SJC) B 13:15 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Operates only on 2025-01-06
Thu,Fri,Sun 07:55 San Jose (SJC) B 14:05 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-11-03 through 2024-11-10
Mon,Thu,Fri,Sun 07:55 San Jose (SJC) B 14:05 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-11-11 through 2024-11-25
Fri,Sun 07:55 San Jose (SJC) B 14:05 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-12-08 through 2024-12-15
Thu 07:55 San Jose (SJC) B 14:05 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737-800 (73H) 4:10 Operates only on 2024-12-19
Fri 07:55 San Jose (SJC) B 14:05 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737-800 (73H) 4:10 Operates only on 2025-01-03
Sat 08:00 San Jose (SJC) B 14:05 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-01-11 through 2025-02-08
Sat 09:45 San Jose (SJC) B 15:50 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-11-09 through 2024-11-16
Mon-Wed 09:45 San Jose (SJC) B 15:50 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-11-26 through 2024-12-02
Sat 09:45 San Jose (SJC) B 15:50 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-12-07 through 2024-12-14
Mon,Thu,Fri,Sun 09:45 San Jose (SJC) B 15:50 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-12-20 through 2025-01-02
Sun 09:45 San Jose (SJC) B 15:50 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Operates only on 2025-01-05
Mon-Fri 11:10 San Jose (SJC) B 17:15 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737-700 (73W) 4:05 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 11:10 San Jose (SJC) B 17:15 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737-700 (73W) 4:05 Effective 2025-01-19 through 2025-01-24
Mon-Fri 11:10 San Jose (SJC) B 17:15 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737-700 (73W) 4:05 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 11:10 San Jose (SJC) B 17:15 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737-700 (73W) 4:05 Effective 2025-02-09 through 2025-02-12
Tue,Wed 11:10 San Jose (SJC) B 17:15 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737-700 (73W) 4:05 Effective 2025-02-19 through 2025-03-05
Thu,Fri,Sun 11:50 San Jose (SJC) B 17:55 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-01-12 through 2025-01-17
Mon,Sun 11:50 San Jose (SJC) B 17:55 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 11:50 San Jose (SJC) B 17:55 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-02-02 through 2025-02-07
Mon,Thu,Fri,Sun 11:50 San Jose (SJC) B 17:55 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-02-10 through 2025-02-17
Mon,Tue,Thu,Fri,Sun 11:50 San Jose (SJC) B 17:55 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-02-18 through 2025-02-24
Mon,Thu,Fri,Sun 11:50 San Jose (SJC) B 17:55 Midway, Chicago (MDW)
Southwest Airlines WN 950 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-02-27 through 2025-03-03
Sat 06:30 San Jose (SJC) B 12:35 Midway, Chicago (MDW)
Southwest Airlines WN 1050 Non-stop Boeing 737-700 (73W) 4:05 Effective 2025-02-15 through 2025-03-01
Sat 06:40 San Jose (SJC) B 12:50 Midway, Chicago (MDW)
Southwest Airlines WN 1410 Non-stop Boeing 737-700 (73W) 4:10 Effective 2024-11-23 through 2024-11-30
Sat 06:40 San Jose (SJC) B 12:50 Midway, Chicago (MDW)
Southwest Airlines WN 1410 Non-stop Boeing 737-700 (73W) 4:10 Effective 2024-12-21 through 2025-01-04
Mon,Thu,Fri 06:30 San Jose (SJC) B 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 1494 Non-stop Boeing 737-700 (73W) 4:15 Effective 2024-10-03 through 2024-10-28
Fri 06:30 San Jose (SJC) B 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 1494 Non-stop Boeing 737-700 (73W) 4:15 Operates only on 2024-11-01
Sat 08:10 San Jose (SJC) B 14:20 Midway, Chicago (MDW)
Southwest Airlines WN 1494 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-10-05 through 2024-11-02
Thu 08:20 San Jose (SJC) B 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 1494 Non-stop Boeing 737-800 (73H) 4:10 Operates only on 2024-10-31
Mon,Thu,Fri 11:15 San Jose (SJC) B 17:20 Midway, Chicago (MDW)
Southwest Airlines WN 1603 Non-stop Boeing 737-800 (73H) 4:05 Valid until 2024-09-30
Sun 11:15 San Jose (SJC) B 17:20 Midway, Chicago (MDW)
Southwest Airlines WN 1603 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Operates only on 2024-09-01
Sun 13:40 San Jose (SJC) B 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 1603 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-09-08 through 2024-09-29
Sun 06:30 San Jose (SJC) B 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 3320 Non-stop Boeing 737-800 (73H) 4:15 Effective 2024-10-06 through 2024-10-27
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All airlines flying from San Jose (SJC) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2024-12-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737-800 (73H)

Valid until 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737-800 (73H)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-11-28
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-01-06
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-03 through 2024-11-10
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Effective 2024-11-11 through 2024-11-25
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Effective 2024-12-08 through 2024-12-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Operates only on 2024-12-19
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Operates only on 2025-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Effective 2025-01-11 through 2025-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-09 through 2024-11-16
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-07 through 2024-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-20 through 2025-01-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-01-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-07 through 2025-01-15
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737-700 (73W)

Effective 2025-01-19 through 2025-01-24
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737-700 (73W)

Effective 2025-01-27 through 2025-02-05
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737-700 (73W)

Effective 2025-02-09 through 2025-02-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737-700 (73W)

Effective 2025-02-19 through 2025-03-05
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737-700 (73W)

Effective 2025-01-12 through 2025-01-17
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-20 through 2025-01-26
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-02 through 2025-02-07
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-10 through 2025-02-17
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-18 through 2025-02-24
Mon
Tue
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-27 through 2025-03-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:05, non-stop
Boeing 737-700 (73W)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:15, non-stop
Boeing 737-700 (73W)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:15, non-stop
Boeing 737-700 (73W)

Effective 2024-10-05 through 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Operates only on 2024-10-31
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Valid until 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737-800 (73H)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737-800 (73H)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, non-stop
Boeing 737-800 (73H)
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  • 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 4:15.