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

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FLIGHT SCHEDULE
Direct Flights:
Tue,Wed 11:20 San Diego (SAN) 1 17:20 Midway, Chicago (MDW) Southwest Airlines WN 2932 Non-stop Boeing 737-700 (73W) 4:00 Valid until 2025-06-04
Fri 07:00 San Diego (SAN) 1 13:10 Midway, Chicago (MDW) Southwest Airlines WN 3152 Non-stop Boeing 737-700 (73W) 4:10 Operates only on 2025-07-04
Mon,Thu,Fri 06:35 San Diego (SAN) 1 12:40 Midway, Chicago (MDW) Southwest Airlines WN 3176 Non-stop Boeing 737-700 (73W) 4:05 Effective 2025-06-05 through 2025-07-03
Sun 06:35 San Diego (SAN) 1 12:40 Midway, Chicago (MDW) Southwest Airlines WN 3176 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-06-08 through 2025-08-03
Mon,Thu,Fri 06:35 San Diego (SAN) 1 12:40 Midway, Chicago (MDW) Southwest Airlines WN 3176 Non-stop Boeing 737-700 (73W) 4:05 Effective 2025-07-07 through 2025-08-04
Tue,Wed 08:15 San Diego (SAN) 1 14:20 Midway, Chicago (MDW) Southwest Airlines WN 3176 Non-stop Boeing 737-700 (73W) 4:05 Effective 2025-06-10 through 2025-07-30
Sat 10:25 San Diego (SAN) 1 16:25 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2025-11-08 through 2025-11-15
Sat 10:25 San Diego (SAN) 1 16:25 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2025-12-06 through 2025-12-13
Mon,Thu,Fri,Sun 12:20 San Diego (SAN) 1 18:25 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 12:20 San Diego (SAN) 1 18:25 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-11-21 through 2025-11-28
Fri,Sun 12:20 San Diego (SAN) 1 18:25 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-12-07 through 2025-12-14
Thu 12:20 San Diego (SAN) 1 18:25 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Operates only on 2025-12-18
Mon 12:20 San Diego (SAN) 1 18:25 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Operates only on 2026-01-05
Sun 13:45 San Diego (SAN) 1 19:45 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Operates only on 2025-11-30
Tue,Wed 17:00 San Diego (SAN) 1 22:55 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-11-04 through 2025-11-12
Mon-Thu 17:00 San Diego (SAN) 1 22:55 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-11-17 through 2025-11-20
Mon-Fri 17:00 San Diego (SAN) 1 22:55 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-12-02 through 2025-12-11
Mon-Wed 17:00 San Diego (SAN) 1 22:55 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-12-15 through 2025-12-17
Wed,Thu 17:00 San Diego (SAN) 1 22:55 Midway, Chicago (MDW) Southwest Airlines WN 3683 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-12-24 through 2026-01-01
Sat 12:00 San Diego (SAN) 1 18:05 Midway, Chicago (MDW) Southwest Airlines WN 3685 Non-stop Boeing 737-700 (73W) 4:05 Effective 2025-06-07 through 2025-08-02
Mon-Fri 06:35 San Diego (SAN) 1 12:40 Midway, Chicago (MDW) Southwest Airlines WN 3752 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-10-02 through 2025-10-31
Sun 06:35 San Diego (SAN) 1 12:40 Midway, Chicago (MDW) Southwest Airlines WN 3752 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-10-05 through 2025-10-26
Sat 06:55 San Diego (SAN) 1 13:00 Midway, Chicago (MDW) Southwest Airlines WN 3752 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-10-04 through 2025-11-01
Sun 07:40 San Diego (SAN) 1 13:35 Midway, Chicago (MDW) Southwest Airlines WN 3756 Non-stop Boeing 737-700 (73W) 3:55 Valid until 2025-05-18
Sun 07:40 San Diego (SAN) 1 13:35 Midway, Chicago (MDW) Southwest Airlines WN 3756 Non-stop Boeing 737-700 (73W) 3:55 Operates only on 2025-06-01
Sun 12:25 San Diego (SAN) 1 18:20 Midway, Chicago (MDW) Southwest Airlines WN 3756 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Operates only on 2025-05-25
Mon,Thu,Fri,Sun 06:35 San Diego (SAN) 1 12:40 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 06:35 San Diego (SAN) 1 12:40 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-11-21 through 2025-11-28
Fri,Sun 06:35 San Diego (SAN) 1 12:40 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-12-07 through 2025-12-14
Thu 06:35 San Diego (SAN) 1 12:40 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737-800 (73H) 4:05 Operates only on 2025-12-18
Mon 06:35 San Diego (SAN) 1 12:40 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737-800 (73H) 4:05 Operates only on 2026-01-05
Sun 06:50 San Diego (SAN) 1 12:55 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Operates only on 2025-11-30
Sat 07:00 San Diego (SAN) 1 13:00 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2025-11-08 through 2025-11-15
Sat 07:00 San Diego (SAN) 1 13:00 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2025-12-06 through 2025-12-13
Tue,Wed 11:00 San Diego (SAN) 1 17:00 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2025-11-04 through 2025-11-12
Mon-Thu 11:00 San Diego (SAN) 1 17:00 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2025-11-17 through 2025-11-20
Mon-Fri 11:00 San Diego (SAN) 1 17:00 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2025-12-02 through 2025-12-11
Mon-Wed 11:00 San Diego (SAN) 1 17:00 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2025-12-15 through 2025-12-17
Wed,Thu 11:00 San Diego (SAN) 1 17:00 Midway, Chicago (MDW) Southwest Airlines WN 3768 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2025-12-24 through 2026-01-01
Sun 15:10 San Diego (SAN) 1 21:10 Midway, Chicago (MDW) Southwest Airlines WN 3797 Non-stop Boeing 737-700 (73W) 4:00 Effective 2025-06-08 through 2025-08-03
Sat 17:35 San Diego (SAN) 1 23:35 Midway, Chicago (MDW) Southwest Airlines WN 3797 Non-stop Boeing 737-700 (73W) 4:00 Effective 2025-06-07 through 2025-08-02
Mon,Thu,Fri 17:45 San Diego (SAN) 1 23:45 Midway, Chicago (MDW) Southwest Airlines WN 3797 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 17:45 San Diego (SAN) 1 23:45 Midway, Chicago (MDW) Southwest Airlines WN 3797 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2025-07-07 through 2025-08-04
Tue,Wed 18:55 San Diego (SAN) 1 00:50 Midway, Chicago (MDW) Southwest Airlines WN 3797 Non-stop Boeing 737-700 (73W) 3:55 Effective 2025-06-10 through 2025-07-30 The flight arrives 1 day after departure.
Mon,Thu,Fri 18:35 San Diego (SAN) 1 00:35 Midway, Chicago (MDW) Southwest Airlines WN 4234 Non-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2025-10-02 through 2025-10-31 The flight arrives 1 day after departure.
Tue,Wed 06:30 San Diego (SAN) 1 12:35 Midway, Chicago (MDW) Southwest Airlines WN 4602 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-11-04 through 2025-11-12
Mon-Thu 06:30 San Diego (SAN) 1 12:35 Midway, Chicago (MDW) Southwest Airlines WN 4602 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-11-17 through 2025-11-20
Mon-Fri 06:30 San Diego (SAN) 1 12:35 Midway, Chicago (MDW) Southwest Airlines WN 4602 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-12-02 through 2025-12-11
Mon-Wed 06:30 San Diego (SAN) 1 12:35 Midway, Chicago (MDW) Southwest Airlines WN 4602 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-12-15 through 2025-12-17
Wed,Thu 06:30 San Diego (SAN) 1 12:35 Midway, Chicago (MDW) Southwest Airlines WN 4602 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-12-24 through 2026-01-01

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1 2 3

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 3:55 and 4:10.

Return (MDW-SAN) flights

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

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FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN2932

11:20

San Diego (SAN) 1

17:20

Midway, Chicago (MDW)

Valid until 2025-06-04

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3152

07:00

San Diego (SAN) 1

13:10

Midway, Chicago (MDW)

Operates only on 2025-07-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 4:10, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3176

06:35

San Diego (SAN) 1

12:40

Midway, Chicago (MDW)

Effective 2025-06-05 through 2025-07-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3176

06:35

San Diego (SAN) 1

12:40

Midway, Chicago (MDW)

Effective 2025-06-08 through 2025-08-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:05, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3176

06:35

San Diego (SAN) 1

12:40

Midway, Chicago (MDW)

Effective 2025-07-07 through 2025-08-04

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3176

08:15

San Diego (SAN) 1

14:20

Midway, Chicago (MDW)

Effective 2025-06-10 through 2025-07-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3683

10:25

San Diego (SAN) 1

16:25

Midway, Chicago (MDW)

Effective 2025-11-08 through 2025-11-15

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN3683

10:25

San Diego (SAN) 1

16:25

Midway, Chicago (MDW)

Effective 2025-12-06 through 2025-12-13

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN3683

12:20

San Diego (SAN) 1

18:25

Midway, Chicago (MDW)

Effective 2025-11-02 through 2025-11-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3683

12:20

San Diego (SAN) 1

18:25

Midway, Chicago (MDW)

Effective 2025-11-21 through 2025-11-28

Mon

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3683

12:20

San Diego (SAN) 1

18:25

Midway, Chicago (MDW)

Effective 2025-12-07 through 2025-12-14

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3683

12:20

San Diego (SAN) 1

18:25

Midway, Chicago (MDW)

Operates only on 2025-12-18

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3683

12:20

San Diego (SAN) 1

18:25

Midway, Chicago (MDW)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3683

13:45

San Diego (SAN) 1

19:45

Midway, Chicago (MDW)

Operates only on 2025-11-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3683

17:00

San Diego (SAN) 1

22:55

Midway, Chicago (MDW)

Effective 2025-11-04 through 2025-11-12

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3683

17:00

San Diego (SAN) 1

22:55

Midway, Chicago (MDW)

Effective 2025-11-17 through 2025-11-20

Mon

Tue

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3683

17:00

San Diego (SAN) 1

22:55

Midway, Chicago (MDW)

Effective 2025-12-02 through 2025-12-11

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3683

17:00

San Diego (SAN) 1

22:55

Midway, Chicago (MDW)

Effective 2025-12-15 through 2025-12-17

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3683

17:00

San Diego (SAN) 1

22:55

Midway, Chicago (MDW)

Effective 2025-12-24 through 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3685

12:00

San Diego (SAN) 1

18:05

Midway, Chicago (MDW)

Effective 2025-06-07 through 2025-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:05, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3752

06:35

San Diego (SAN) 1

12:40

Midway, Chicago (MDW)

Effective 2025-10-02 through 2025-10-31

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3752

06:35

San Diego (SAN) 1

12:40

Midway, Chicago (MDW)

Effective 2025-10-05 through 2025-10-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3752

06:55

San Diego (SAN) 1

13:00

Midway, Chicago (MDW)

Effective 2025-10-04 through 2025-11-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:05, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3756

07:40

San Diego (SAN) 1

13:35

Midway, Chicago (MDW)

Valid until 2025-05-18

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3756

07:40

San Diego (SAN) 1

13:35

Midway, Chicago (MDW)

Operates only on 2025-06-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3756

12:25

San Diego (SAN) 1

18:20

Midway, Chicago (MDW)

Operates only on 2025-05-25

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3768

06:35

San Diego (SAN) 1

12:40

Midway, Chicago (MDW)

Effective 2025-11-02 through 2025-11-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 4:05, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3768

06:35

San Diego (SAN) 1

12:40

Midway, Chicago (MDW)

Effective 2025-11-21 through 2025-11-28

Mon

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 4:05, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3768

06:35

San Diego (SAN) 1

12:40

Midway, Chicago (MDW)

Effective 2025-12-07 through 2025-12-14

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 4:05, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3768

06:35

San Diego (SAN) 1

12:40

Midway, Chicago (MDW)

Operates only on 2025-12-18

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3768

06:35

San Diego (SAN) 1

12:40

Midway, Chicago (MDW)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3768

06:50

San Diego (SAN) 1

12:55

Midway, Chicago (MDW)

Operates only on 2025-11-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3768

07:00

San Diego (SAN) 1

13:00

Midway, Chicago (MDW)

Effective 2025-11-08 through 2025-11-15

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3768

07:00

San Diego (SAN) 1

13:00

Midway, Chicago (MDW)

Effective 2025-12-06 through 2025-12-13

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3768

11:00

San Diego (SAN) 1

17:00

Midway, Chicago (MDW)

Effective 2025-11-04 through 2025-11-12

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3768

11:00

San Diego (SAN) 1

17:00

Midway, Chicago (MDW)

Effective 2025-11-17 through 2025-11-20

Mon

Tue

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3768

11:00

San Diego (SAN) 1

17:00

Midway, Chicago (MDW)

Effective 2025-12-02 through 2025-12-11

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3768

11:00

San Diego (SAN) 1

17:00

Midway, Chicago (MDW)

Effective 2025-12-15 through 2025-12-17

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3768

11:00

San Diego (SAN) 1

17:00

Midway, Chicago (MDW)

Effective 2025-12-24 through 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3797

15:10

San Diego (SAN) 1

21:10

Midway, Chicago (MDW)

Effective 2025-06-08 through 2025-08-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3797

17:35

San Diego (SAN) 1

23:35

Midway, Chicago (MDW)

Effective 2025-06-07 through 2025-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:00, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3797

17:45

San Diego (SAN) 1

23:45

Midway, Chicago (MDW)

Effective 2025-06-05 through 2025-07-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3797

17:45

San Diego (SAN) 1

23:45

Midway, Chicago (MDW)

Effective 2025-07-07 through 2025-08-04

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3797

18:55

San Diego (SAN) 1

00:50(+1)

Midway, Chicago (MDW)

Effective 2025-06-10 through 2025-07-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Southwest Airlines WN4234

18:35

San Diego (SAN) 1

00:35(+1)

Midway, Chicago (MDW)

Effective 2025-10-02 through 2025-10-31

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737-700 (Scimitar Winglets)
The flight arrives 1 day after departure.

Southwest Airlines WN4602

06:30

San Diego (SAN) 1

12:35

Midway, Chicago (MDW)

Effective 2025-11-04 through 2025-11-12

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4602

06:30

San Diego (SAN) 1

12:35

Midway, Chicago (MDW)

Effective 2025-11-17 through 2025-11-20

Mon

Tue

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4602

06:30

San Diego (SAN) 1

12:35

Midway, Chicago (MDW)

Effective 2025-12-02 through 2025-12-11

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4602

06:30

San Diego (SAN) 1

12:35

Midway, Chicago (MDW)

Effective 2025-12-15 through 2025-12-17

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4602

06:30

San Diego (SAN) 1

12:35

Midway, Chicago (MDW)

Effective 2025-12-24 through 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

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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 3:55 and 4:10.

Return (MDW-SAN) flights

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