All airlines flying from Midway, Chicago (MDW) to San Diego (SAN).

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon-Fri 20:35 Midway, Chicago (MDW) 23:00 San Diego (SAN) 1
Southwest Airlines WN 1859 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-12-02 through 2025-12-11
Mon-Wed 20:35 Midway, Chicago (MDW) 23:00 San Diego (SAN) 1
Southwest Airlines WN 1859 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-12-15 through 2025-12-17
Wed,Thu 20:35 Midway, Chicago (MDW) 23:00 San Diego (SAN) 1
Southwest Airlines WN 1859 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-12-24 through 2026-01-01
Mon,Thu,Fri 20:55 Midway, Chicago (MDW) 23:15 San Diego (SAN) 1
Southwest Airlines WN 1899 Non-stop Boeing 737-700 (73W) 4:20 Valid until 2025-06-02
Sat 07:25 Midway, Chicago (MDW) 09:40 San Diego (SAN) 1
Southwest Airlines WN 2014 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2025-06-07 through 2025-08-02
Tue,Wed 07:35 Midway, Chicago (MDW) 09:50 San Diego (SAN) 1
Southwest Airlines WN 2014 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 07:40 Midway, Chicago (MDW) 09:55 San Diego (SAN) 1
Southwest Airlines WN 2014 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 07:40 Midway, Chicago (MDW) 09:55 San Diego (SAN) 1
Southwest Airlines WN 2014 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2025-07-07 through 2025-08-04
Tue,Wed 11:55 Midway, Chicago (MDW) 14:10 San Diego (SAN) 1
Southwest Airlines WN 2079 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2025-10-07 through 2025-10-29
Sun 12:50 Midway, Chicago (MDW) 15:05 San Diego (SAN) 1
Southwest Airlines WN 2079 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri 08:05 Midway, Chicago (MDW) 10:25 San Diego (SAN) 1
Southwest Airlines WN 2283 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Valid until 2025-06-02
Sun 14:20 Midway, Chicago (MDW) 16:40 San Diego (SAN) 1
Southwest Airlines WN 2283 Non-stop Boeing 737-700 (73W) 4:20 Valid until 2025-05-18
Sun 14:20 Midway, Chicago (MDW) 16:40 San Diego (SAN) 1
Southwest Airlines WN 2283 Non-stop Boeing 737-700 (73W) 4:20 Operates only on 2025-06-01
Thu 10:50 Midway, Chicago (MDW) 13:15 San Diego (SAN) 1
Southwest Airlines WN 2294 Non-stop Boeing 737-700 (Scimitar Winglets) 4:25 Operates only on 2025-11-27
Sat 14:00 Midway, Chicago (MDW) 16:10 San Diego (SAN) 1
Southwest Airlines WN 2365 Non-stop Boeing 737-700 (73W) 4:10 Effective 2025-06-07 through 2025-08-02
Mon,Thu,Fri 14:20 Midway, Chicago (MDW) 16:30 San Diego (SAN) 1
Southwest Airlines WN 2365 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 14:20 Midway, Chicago (MDW) 16:30 San Diego (SAN) 1
Southwest Airlines WN 2365 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-07-07 through 2025-08-04
Tue,Wed 14:50 Midway, Chicago (MDW) 17:00 San Diego (SAN) 1
Southwest Airlines WN 2365 Non-stop Boeing 737-700 (73W) 4:10 Effective 2025-06-10 through 2025-07-30
Sun 15:00 Midway, Chicago (MDW) 17:10 San Diego (SAN) 1
Southwest Airlines WN 2365 Non-stop Boeing 737-700 (73W) 4:10 Effective 2025-06-08 through 2025-08-03
Sun 05:15 Midway, Chicago (MDW) 07:40 San Diego (SAN) 1
Southwest Airlines WN 2415 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Operates only on 2025-11-30
Mon,Thu,Fri,Sun 07:45 Midway, Chicago (MDW) 10:10 San Diego (SAN) 1
Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 07:45 Midway, Chicago (MDW) 10:10 San Diego (SAN) 1
Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-11-21 through 2025-11-28
Fri,Sun 07:45 Midway, Chicago (MDW) 10:10 San Diego (SAN) 1
Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-12-07 through 2025-12-14
Thu 07:45 Midway, Chicago (MDW) 10:10 San Diego (SAN) 1
Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Operates only on 2025-12-18
Mon 07:45 Midway, Chicago (MDW) 10:10 San Diego (SAN) 1
Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Operates only on 2026-01-05
Tue,Wed,Sat 08:20 Midway, Chicago (MDW) 10:50 San Diego (SAN) 1
Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2025-11-04 through 2025-11-15
Mon-Thu 08:20 Midway, Chicago (MDW) 10:50 San Diego (SAN) 1
Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2025-11-17 through 2025-11-20
Mon-Sat 08:20 Midway, Chicago (MDW) 10:50 San Diego (SAN) 1
Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2025-12-02 through 2025-12-11
Mon-Wed,Sat 08:20 Midway, Chicago (MDW) 10:50 San Diego (SAN) 1
Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2025-12-13 through 2025-12-17
Wed,Thu 08:20 Midway, Chicago (MDW) 10:50 San Diego (SAN) 1
Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2025-12-24 through 2026-01-01
Sun 09:30 Midway, Chicago (MDW) 11:55 San Diego (SAN) 1
Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Operates only on 2025-11-30
Sun 09:05 Midway, Chicago (MDW) 11:15 San Diego (SAN) 1
Southwest Airlines WN 2726 Non-stop Boeing 737-700 (73W) 4:10 Operates only on 2025-08-31
Mon,Thu,Fri 11:00 Midway, Chicago (MDW) 13:15 San Diego (SAN) 1
Southwest Airlines WN 3059 Non-stop Boeing 737-800 (73H) 4:15 Effective 2025-10-02 through 2025-10-31
Sat 08:05 Midway, Chicago (MDW) 10:25 San Diego (SAN) 1
Southwest Airlines WN 3175 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Valid until 2025-05-31
Tue,Wed 08:20 Midway, Chicago (MDW) 10:40 San Diego (SAN) 1
Southwest Airlines WN 3175 Non-stop Boeing 737-700 (73W) 4:20 Valid until 2025-06-04
Tue,Wed 08:20 Midway, Chicago (MDW) 10:30 San Diego (SAN) 1
Southwest Airlines WN 3236 Non-stop Boeing 737-700 (73W) 4:10 Effective 2025-08-05 through 2025-10-01
Sat 19:20 Midway, Chicago (MDW) 21:30 San Diego (SAN) 1
Southwest Airlines WN 3236 Non-stop Boeing 737-700 (73W) 4:10 Effective 2025-08-09 through 2025-09-27
Sun 20:45 Midway, Chicago (MDW) 23:00 San Diego (SAN) 1
Southwest Airlines WN 3236 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2025-08-10 through 2025-08-24
Sun 20:45 Midway, Chicago (MDW) 23:00 San Diego (SAN) 1
Southwest Airlines WN 3236 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2025-09-07 through 2025-09-28
Mon,Thu,Fri 20:50 Midway, Chicago (MDW) 23:05 San Diego (SAN) 1
Southwest Airlines WN 3236 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2025-08-07 through 2025-09-29
Fri 14:10 Midway, Chicago (MDW) 16:20 San Diego (SAN) 1
Southwest Airlines WN 3385 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Operates only on 2025-07-04
Sun 20:10 Midway, Chicago (MDW) 22:25 San Diego (SAN) 1
Southwest Airlines WN 3466 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2025-06-08 through 2025-08-03
Sun 08:35 Midway, Chicago (MDW) 11:00 San Diego (SAN) 1
Southwest Airlines WN 3627 Non-stop Boeing 737-700 (73W) 4:25 Valid until 2025-05-18
Sun 08:35 Midway, Chicago (MDW) 11:00 San Diego (SAN) 1
Southwest Airlines WN 3627 Non-stop Boeing 737-700 (73W) 4:25 Operates only on 2025-06-01
Mon,Thu,Fri 11:55 Midway, Chicago (MDW) 14:10 San Diego (SAN) 1
Southwest Airlines WN 3627 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Valid until 2025-06-02
Tue,Wed 12:35 Midway, Chicago (MDW) 14:55 San Diego (SAN) 1
Southwest Airlines WN 3627 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Valid until 2025-06-04
Tue,Wed 07:10 Midway, Chicago (MDW) 09:30 San Diego (SAN) 1
Southwest Airlines WN 3745 Non-stop Boeing 737-800 (73H) 4:20 Effective 2025-10-07 through 2025-10-29
Sat 13:50 Midway, Chicago (MDW) 16:05 San Diego (SAN) 1
Southwest Airlines WN 3745 Non-stop Boeing 737-800 (73H) 4:15 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri 15:25 Midway, Chicago (MDW) 17:45 San Diego (SAN) 1
Southwest Airlines WN 3745 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2025-10-02 through 2025-10-31
Sun 08:10 Midway, Chicago (MDW) 10:25 San Diego (SAN) 1
Southwest Airlines WN 3851 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2025-06-08 through 2025-08-03
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All airlines flying from Midway, Chicago (MDW) to San Diego (SAN).
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Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-04 through 2025-11-15
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-13 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:15, non-stop
Boeing 737-800 (73H)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737-700 (73W)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737-700 (73W)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737-800 (73H)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:15, non-stop
Boeing 737-800 (73H)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)
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  • A domestic route departing from the Midway, Chicago airport (MDW) and arriving at San Diego airport (SAN).
  • The flight distance is 1724 miles, or 2774 km.
  • The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-8 . 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 4:10 and 4:30.