Southwest Airlines flights from San Diego (SAN) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 11:40 San Diego (SAN) 1 17:35 Midway, Chicago (MDW)
Southwest Airlines WN 2194 Non-stop Boeing 737-700 (73W) 3:55 Operates only on 2024-05-26
Sun 11:15 San Diego (SAN) 1 17:10 Midway, Chicago (MDW)
Southwest Airlines WN 2383 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-03-10 through 2024-04-07
Mon,Thu-Sat 13:15 San Diego (SAN) 1 19:10 Midway, Chicago (MDW)
Southwest Airlines WN 2383 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-03-07 through 2024-04-08
Sat 12:05 San Diego (SAN) 1 18:05 Midway, Chicago (MDW)
Southwest Airlines WN 2537 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-06-08 through 2024-08-03
Sat 07:30 San Diego (SAN) 1 13:25 Midway, Chicago (MDW)
Southwest Airlines WN 2544 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-06-08 through 2024-08-03
Mon,Thu,Fri 10:45 San Diego (SAN) 1 16:50 Midway, Chicago (MDW)
Southwest Airlines WN 2544 Non-stop Boeing 737-700 (73W) 4:05 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 10:45 San Diego (SAN) 1 16:50 Midway, Chicago (MDW)
Southwest Airlines WN 2544 Non-stop Boeing 737-700 (73W) 4:05 Effective 2024-07-08 through 2024-08-02
Tue,Wed 11:20 San Diego (SAN) 1 17:20 Midway, Chicago (MDW)
Southwest Airlines WN 2544 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-06-04 through 2024-07-31
Fri 07:05 San Diego (SAN) 1 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 2579 Non-stop Boeing 737-700 (73W) 3:55 Operates only on 2024-07-05
Sun 06:30 San Diego (SAN) 1 12:30 Midway, Chicago (MDW)
Southwest Airlines WN 2661 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-03-10 through 2024-04-07
Sat 06:40 San Diego (SAN) 1 12:30 Midway, Chicago (MDW)
Southwest Airlines WN 2661 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-03-09 through 2024-04-06
Mon,Thu,Fri 07:55 San Diego (SAN) 1 13:55 Midway, Chicago (MDW)
Southwest Airlines WN 2661 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-03-07 through 2024-04-08
Tue,Wed 07:55 San Diego (SAN) 1 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 2661 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-03-12 through 2024-04-03
Sun 17:55 San Diego (SAN) 1 23:50 Midway, Chicago (MDW)
Southwest Airlines WN 2860 Non-stop Boeing 737-800 (73H) 3:55 Operates only on 2024-09-01
Sun 18:55 San Diego (SAN) 1 00:50 Midway, Chicago (MDW)
Southwest Airlines WN 2860 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-08-11 through 2024-08-25
The flight arrives 1 day after departure.
Sun 18:55 San Diego (SAN) 1 00:50 Midway, Chicago (MDW)
Southwest Airlines WN 2860 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-09-08 through 2024-09-29
The flight arrives 1 day after departure.
Sat 14:30 San Diego (SAN) 1 20:30 Midway, Chicago (MDW)
Southwest Airlines WN 3201 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-08-10 through 2024-09-28
Tue,Wed 17:55 San Diego (SAN) 1 23:50 Midway, Chicago (MDW)
Southwest Airlines WN 3201 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-08-06 through 2024-10-02
Mon,Thu,Fri 18:30 San Diego (SAN) 1 00:20 Midway, Chicago (MDW)
Southwest Airlines WN 3223 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-04-11 through 2024-06-03
The flight arrives 1 day after departure.
Sun 14:20 San Diego (SAN) 1 20:20 Midway, Chicago (MDW)
Southwest Airlines WN 3649 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Operates only on 2024-09-01
Sun 16:35 San Diego (SAN) 1 22:25 Midway, Chicago (MDW)
Southwest Airlines WN 3649 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-08-11 through 2024-08-25
Sun 16:35 San Diego (SAN) 1 22:25 Midway, Chicago (MDW)
Southwest Airlines WN 3649 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-09-08 through 2024-09-29
Sun 12:15 San Diego (SAN) 1 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 3658 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-08-11 through 2024-08-25
Sun 12:15 San Diego (SAN) 1 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 3658 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-09-08 through 2024-09-29
Sun 06:30 San Diego (SAN) 1 12:35 Midway, Chicago (MDW)
Southwest Airlines WN 3721 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-06-09 through 2024-08-04
Mon,Thu,Fri 06:45 San Diego (SAN) 1 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 3721 Non-stop Boeing 737-800 (73H) 4:00 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 06:45 San Diego (SAN) 1 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 3721 Non-stop Boeing 737-800 (73H) 4:00 Effective 2024-07-08 through 2024-08-02
Thu 06:50 San Diego (SAN) 1 12:50 Midway, Chicago (MDW)
Southwest Airlines WN 3721 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-07-04
Tue,Wed 07:40 San Diego (SAN) 1 13:35 Midway, Chicago (MDW)
Southwest Airlines WN 3721 Non-stop Boeing 737-800 (73H) 3:55 Effective 2024-06-04 through 2024-07-31
Sat 18:30 San Diego (SAN) 1 00:25 Midway, Chicago (MDW)
Southwest Airlines WN 3721 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-06-08 through 2024-08-03
The flight arrives 1 day after departure.
Tue,Wed 15:05 San Diego (SAN) 1 21:00 Midway, Chicago (MDW)
Southwest Airlines WN 3784 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-06-04 through 2024-07-31
Mon,Thu,Fri 16:10 San Diego (SAN) 1 22:05 Midway, Chicago (MDW)
Southwest Airlines WN 3784 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 16:10 San Diego (SAN) 1 22:05 Midway, Chicago (MDW)
Southwest Airlines WN 3784 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-07-08 through 2024-08-02
Sun 18:25 San Diego (SAN) 1 00:20 Midway, Chicago (MDW)
Southwest Airlines WN 3810 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-06-09 through 2024-08-04
The flight arrives 1 day after departure.
Mon,Sun 12:05 San Diego (SAN) 1 18:00 Midway, Chicago (MDW)
Southwest Airlines WN 4500 Non-stop Boeing 737-700 (73W) 3:55 Valid until 2024-01-01
Wed-Fri,Sun 12:05 San Diego (SAN) 1 18:00 Midway, Chicago (MDW)
Southwest Airlines WN 4500 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-01-03 through 2024-01-07
Fri 17:55 San Diego (SAN) 1 23:50 Midway, Chicago (MDW)
Southwest Airlines WN 4665 Non-stop Boeing 737-700 (73W) 3:55 Operates only on 2024-07-05
Fri 09:30 San Diego (SAN) 1 15:30 Midway, Chicago (MDW)
Southwest Airlines WN 4869 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-07-05
Non-Direct Flights:
Mon,Thu,Fri 15:45 San Diego (SAN) 1 22:40 Midway, Chicago (MDW)
Southwest Airlines WN 282 1-stop Boeing 737-700 (73W) 4:55 Effective 2024-04-11 through 2024-06-03
Sat 06:45 San Diego (SAN) 1 15:10 Midway, Chicago (MDW)
Southwest Airlines WN 574 1-stop Boeing 737-700 (73W) 6:25 Operates only on 2024-01-06
Fri 10:15 San Diego (SAN) 1 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 615 1-stop Boeing 737-700 (73W) 5:30 Operates only on 2024-07-05
Sun 09:30 San Diego (SAN) 1 17:05 Midway, Chicago (MDW)
Southwest Airlines WN 887 1-stop Boeing 737-700 (73W) 5:35 Effective 2024-01-14 through 2024-03-03
Sun 09:35 San Diego (SAN) 1 16:45 Midway, Chicago (MDW)
Southwest Airlines WN 1096 1-stop Boeing 737-700 (73W) 5:10 Effective 2024-06-09 through 2024-08-04
Sat 11:40 San Diego (SAN) 1 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 1293 1-stop Boeing 737-800 (73H) 5:10 Operates only on 2024-01-06
Mon,Thu,Fri 09:55 San Diego (SAN) 1 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1532 1-stop Boeing 737-700 (73W) 5:35 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 09:55 San Diego (SAN) 1 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1532 1-stop Boeing 737-700 (73W) 5:35 Effective 2024-07-08 through 2024-08-02
Mon,Sun 16:40 San Diego (SAN) 1 01:10 Midway, Chicago (MDW)
Southwest Airlines WN 1537 1-stop Boeing 737 MAX 8 (7M8) 6:30 Valid until 2024-01-01
The flight arrives 1 day after departure.
Wed-Fri,Sun 16:40 San Diego (SAN) 1 01:10 Midway, Chicago (MDW)
Southwest Airlines WN 1537 1-stop Boeing 737 MAX 8 (7M8) 6:30 Effective 2024-01-03 through 2024-01-07
The flight arrives 1 day after departure.
Mon,Thu,Fri 14:10 San Diego (SAN) 1 21:20 Midway, Chicago (MDW)
Southwest Airlines WN 1540 1-stop Boeing 737-700 (73W) 5:10 Effective 2024-01-08 through 2024-03-04
Sat 07:00 San Diego (SAN) 1 14:45 Midway, Chicago (MDW)
Southwest Airlines WN 2128 1-stop Boeing 737-700 (73W) 5:45 Operates only on 2024-01-06
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Southwest Airlines flights from San Diego (SAN) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2024-05-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-03-10 through 2024-04-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-03-07 through 2024-04-08
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
-
Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737-700 (73W)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737-700 (73W)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-03-10 through 2024-04-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Effective 2024-03-09 through 2024-04-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:50, non-stop
Boeing 737-700 (73W)

Effective 2024-03-07 through 2024-04-08
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Effective 2024-03-12 through 2024-04-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:50, non-stop
Boeing 737-700 (73W)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-800 (73H)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-08-10 through 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Effective 2024-08-06 through 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-04-11 through 2024-06-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:50, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:50, non-stop
Boeing 737-700 (73W)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:50, non-stop
Boeing 737-700 (73W)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737-800 (73H)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737-800 (73H)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737-800 (73H)

Operates only on 2024-07-04
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-800 (73H)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Non-Direct Flights:

Effective 2024-04-11 through 2024-06-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:55, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:25, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 5:30, 1-stop
Boeing 737-700 (73W)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:35, 1-stop
Boeing 737-700 (73W)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:10, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:10, 1-stop
Boeing 737-800 (73H)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 5:35, 1-stop
Boeing 737-700 (73W)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 5:35, 1-stop
Boeing 737-700 (73W)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:30, 1-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 6:30, 1-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2024-01-08 through 2024-03-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 5:10, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:45, 1-stop
Boeing 737-700 (73W)
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  • A domestic route departing from the San Diego airport (SAN) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 1724 miles, or 2774 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 3:50 and 4:05.