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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Tue,Wed 12:35 San Diego (SAN) 1 18:30 Midway, Chicago (MDW)
Southwest Airlines WN 106 Non-stop Boeing 737-800 (73H) 3:55 Effective 2024-04-09 through 2024-05-29
Mon,Thu,Fri 12:40 San Diego (SAN) 1 18:35 Midway, Chicago (MDW)
Southwest Airlines WN 106 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-04-11 through 2024-06-03
Sat 16:30 San Diego (SAN) 1 22:20 Midway, Chicago (MDW)
Southwest Airlines WN 106 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-04-13 through 2024-06-01
Sun 13:50 San Diego (SAN) 1 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 171 Non-stop Boeing 737-800 (73H) 3:55 Effective 2024-04-14 through 2024-05-19
Sun 13:50 San Diego (SAN) 1 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 171 Non-stop Boeing 737-800 (73H) 3:55 Operates only on 2024-06-02
Tue-Fri 18:50 San Diego (SAN) 1 00:40 Midway, Chicago (MDW)
Southwest Airlines WN 171 Non-stop Boeing 737-700 (73W) 3:50 Valid until 2024-01-02
The flight arrives 1 day after departure.
Tue-Fri 14:35 San Diego (SAN) 1 20:30 Midway, Chicago (MDW)
Southwest Airlines WN 206 Non-stop Boeing 737-700 (73W) 3:55 Valid until 2024-01-02
Mon,Thu,Fri 07:45 San Diego (SAN) 1 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 255 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-08-05 through 2024-09-30
Sun 07:55 San Diego (SAN) 1 13:55 Midway, Chicago (MDW)
Southwest Airlines WN 255 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-08-11 through 2024-08-25
Sun 07:55 San Diego (SAN) 1 13:55 Midway, Chicago (MDW)
Southwest Airlines WN 255 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-09-01
Sun 07:55 San Diego (SAN) 1 13:55 Midway, Chicago (MDW)
Southwest Airlines WN 255 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-09-08 through 2024-09-29
Tue,Wed 08:00 San Diego (SAN) 1 14:00 Midway, Chicago (MDW)
Southwest Airlines WN 255 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-08-06 through 2024-10-02
Sat 08:05 San Diego (SAN) 1 14:00 Midway, Chicago (MDW)
Southwest Airlines WN 255 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-08-10 through 2024-09-28
Tue,Wed 16:50 San Diego (SAN) 1 22:40 Midway, Chicago (MDW)
Southwest Airlines WN 275 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-03-12 through 2024-04-03
Sat 18:00 San Diego (SAN) 1 23:55 Midway, Chicago (MDW)
Southwest Airlines WN 275 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-03-09 through 2024-04-06
Mon,Thu,Fri 19:50 San Diego (SAN) 1 01:40 Midway, Chicago (MDW)
Southwest Airlines WN 275 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-03-07 through 2024-04-08
The flight arrives 1 day after departure.
Mon,Sun 07:20 San Diego (SAN) 1 13:15 Midway, Chicago (MDW)
Southwest Airlines WN 436 Non-stop Boeing 737-800 (73H) 3:55 Valid until 2024-01-01
Wed-Fri,Sun 07:20 San Diego (SAN) 1 13:15 Midway, Chicago (MDW)
Southwest Airlines WN 436 Non-stop Boeing 737-800 (73H) 3:55 Effective 2024-01-03 through 2024-01-07
Tue,Wed 11:50 San Diego (SAN) 1 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 485 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-01-09 through 2024-03-06
Thu 11:05 San Diego (SAN) 1 17:05 Midway, Chicago (MDW)
Southwest Airlines WN 544 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-07-04
Sun 18:55 San Diego (SAN) 1 00:45 Midway, Chicago (MDW)
Southwest Airlines WN 579 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-03-10 through 2024-04-07
The flight arrives 1 day after departure.
Mon,Thu,Fri 07:15 San Diego (SAN) 1 13:10 Midway, Chicago (MDW)
Southwest Airlines WN 606 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-01-08 through 2024-03-04
Mon,Thu,Fri 14:35 San Diego (SAN) 1 20:35 Midway, Chicago (MDW)
Southwest Airlines WN 669 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-08-05 through 2024-09-30
Tue,Wed 12:50 San Diego (SAN) 1 18:40 Midway, Chicago (MDW)
Southwest Airlines WN 680 Non-stop Boeing 737-800 (73H) 3:50 Effective 2024-03-12 through 2024-04-03
Sun 14:15 San Diego (SAN) 1 20:15 Midway, Chicago (MDW)
Southwest Airlines WN 963 Non-stop Boeing 737-800 (73H) 4:00 Effective 2024-06-09 through 2024-08-04
Tue,Wed 18:55 San Diego (SAN) 1 00:50 Midway, Chicago (MDW)
Southwest Airlines WN 963 Non-stop Boeing 737-800 (738) 3:55 Effective 2024-06-04 through 2024-07-31
The flight arrives 1 day after departure.
Mon,Thu,Fri 19:00 San Diego (SAN) 1 01:00 Midway, Chicago (MDW)
Southwest Airlines WN 963 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-06-06 through 2024-07-01
The flight arrives 1 day after departure.
Mon,Thu,Fri 19:00 San Diego (SAN) 1 01:00 Midway, Chicago (MDW)
Southwest Airlines WN 963 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-07-08 through 2024-08-02
The flight arrives 1 day after departure.
Sat 06:30 San Diego (SAN) 1 12:30 Midway, Chicago (MDW)
Southwest Airlines WN 1057 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-01-06
Tue-Fri 07:25 San Diego (SAN) 1 13:20 Midway, Chicago (MDW)
Southwest Airlines WN 1057 Non-stop Boeing 737-700 (73W) 3:55 Valid until 2024-01-02
Sat 12:30 San Diego (SAN) 1 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 1169 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Operates only on 2024-01-06
Sun 10:05 San Diego (SAN) 1 16:05 Midway, Chicago (MDW)
Southwest Airlines WN 1361 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-09-01
Mon,Thu,Fri 07:40 San Diego (SAN) 1 13:35 Midway, Chicago (MDW)
Southwest Airlines WN 1379 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-04-11 through 2024-06-03
Sun 17:45 San Diego (SAN) 1 23:35 Midway, Chicago (MDW)
Southwest Airlines WN 1379 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-04-14 through 2024-05-19
Sun 17:45 San Diego (SAN) 1 23:35 Midway, Chicago (MDW)
Southwest Airlines WN 1379 Non-stop Boeing 737-700 (73W) 3:50 Operates only on 2024-06-02
Tue,Wed 18:15 San Diego (SAN) 1 00:10 Midway, Chicago (MDW)
Southwest Airlines WN 1379 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-04-09 through 2024-05-29
The flight arrives 1 day after departure.
Mon,Thu,Fri 11:40 San Diego (SAN) 1 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1467 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-01-08 through 2024-03-04
Mon,Thu,Fri 10:10 San Diego (SAN) 1 16:10 Midway, Chicago (MDW)
Southwest Airlines WN 1550 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-08-05 through 2024-09-30
Tue,Wed 11:00 San Diego (SAN) 1 17:05 Midway, Chicago (MDW)
Southwest Airlines WN 1550 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-08-06 through 2024-10-02
Mon,Thu,Fri 17:55 San Diego (SAN) 1 23:45 Midway, Chicago (MDW)
Southwest Airlines WN 1875 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-01-08 through 2024-03-04
Sun 18:05 San Diego (SAN) 1 23:55 Midway, Chicago (MDW)
Southwest Airlines WN 1875 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-01-14 through 2024-03-03
Mon,Sun 19:00 San Diego (SAN) 1 00:55 Midway, Chicago (MDW)
Southwest Airlines WN 1913 Non-stop Boeing 737-700 (73W) 3:55 Valid until 2024-01-01
The flight arrives 1 day after departure.
Wed-Fri,Sun 19:00 San Diego (SAN) 1 00:55 Midway, Chicago (MDW)
Southwest Airlines WN 1913 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-01-03 through 2024-01-07
The flight arrives 1 day after departure.
Sat 07:00 San Diego (SAN) 1 12:50 Midway, Chicago (MDW)
Southwest Airlines WN 1968 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-01-13 through 2024-03-02
Tue,Wed 07:05 San Diego (SAN) 1 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 1968 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-01-09 through 2024-03-06
Mon,Thu,Fri 18:35 San Diego (SAN) 1 00:30 Midway, Chicago (MDW)
Southwest Airlines WN 2159 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-08-05 through 2024-09-30
The flight arrives 1 day after departure.
Sun 06:30 San Diego (SAN) 1 12:30 Midway, Chicago (MDW)
Southwest Airlines WN 2194 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-04-14 through 2024-05-19
Sun 06:30 San Diego (SAN) 1 12:30 Midway, Chicago (MDW)
Southwest Airlines WN 2194 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-06-02
Tue,Wed 07:45 San Diego (SAN) 1 13:40 Midway, Chicago (MDW)
Southwest Airlines WN 2194 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-04-09 through 2024-05-29
Sat 09:20 San Diego (SAN) 1 15:10 Midway, Chicago (MDW)
Southwest Airlines WN 2194 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-04-13 through 2024-06-01
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Southwest Airlines flights from San Diego (SAN) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2024-04-09 through 2024-05-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-800 (73H)

Effective 2024-04-11 through 2024-06-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-04-13 through 2024-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:50, non-stop
Boeing 737-700 (73W)

Effective 2024-04-14 through 2024-05-19
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-800 (73H)

Operates only on 2024-06-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-800 (73H)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 3:50, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, 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)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737-700 (73W)

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 2024-08-06 through 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-08-10 through 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:55, 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)

Effective 2024-03-09 through 2024-04-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-03-07 through 2024-04-08
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:50, 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 737-800 (73H)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-800 (73H)

Effective 2024-01-09 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

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

Effective 2024-03-10 through 2024-04-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:50, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-01-08 through 2024-03-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-08-05 through 2024-09-30
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 737-800 (73H)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737-800 (73H)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-800 (738)
The flight arrives 1 day after departure.

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, non-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: 4:00, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Effective 2024-04-11 through 2024-06-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-04-14 through 2024-05-19
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:50, non-stop
Boeing 737-700 (73W)

Operates only on 2024-06-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:50, non-stop
Boeing 737-700 (73W)

Effective 2024-04-09 through 2024-05-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-01-08 through 2024-03-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:50, non-stop
Boeing 737-700 (73W)

Effective 2024-08-05 through 2024-09-30
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: 4:05, non-stop
Boeing 737-800 (73H)

Effective 2024-01-08 through 2024-03-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:50, non-stop
Boeing 737-700 (73W)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:50, non-stop
Boeing 737-700 (73W)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-01-13 through 2024-03-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:50, non-stop
Boeing 737-700 (73W)

Effective 2024-01-09 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-04-14 through 2024-05-19
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Operates only on 2024-06-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Effective 2024-04-09 through 2024-05-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (73W)

Effective 2024-04-13 through 2024-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:50, non-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.