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

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FLIGHT SCHEDULE
Direct Flights:
Sun 07:55 Midway, Chicago (MDW) 10:20 San Diego (SAN) 1 Southwest Airlines WN 3910 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-10-05 through 2025-10-26
Tue,Wed 19:05 Midway, Chicago (MDW) 21:15 San Diego (SAN) 1 Southwest Airlines WN 3978 Non-stop Boeing 737-700 (73W) 4:10 Effective 2025-06-10 through 2025-07-30
Sun 09:10 Midway, Chicago (MDW) 11:30 San Diego (SAN) 1 Southwest Airlines WN 4038 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Operates only on 2025-05-25
Sun 08:20 Midway, Chicago (MDW) 10:30 San Diego (SAN) 1 Southwest Airlines WN 4224 Non-stop Boeing 737-700 (73W) 4:10 Effective 2025-08-10 through 2025-08-24
Sun 08:20 Midway, Chicago (MDW) 10:30 San Diego (SAN) 1 Southwest Airlines WN 4224 Non-stop Boeing 737-700 (73W) 4:10 Effective 2025-09-07 through 2025-09-28
Sun 17:20 Midway, Chicago (MDW) 19:35 San Diego (SAN) 1 Southwest Airlines WN 4224 Non-stop Boeing 737-700 (73W) 4:15 Operates only on 2025-08-31
Fri 08:30 Midway, Chicago (MDW) 10:50 San Diego (SAN) 1 Southwest Airlines WN 4413 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Operates only on 2025-07-04
Sat 20:15 Midway, Chicago (MDW) 22:35 San Diego (SAN) 1 Southwest Airlines WN 4670 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2025-11-22 through 2025-11-29
Sat 20:15 Midway, Chicago (MDW) 22:35 San Diego (SAN) 1 Southwest Airlines WN 4670 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2025-12-20 through 2026-01-03
Sun 20:15 Midway, Chicago (MDW) 22:35 San Diego (SAN) 1 Southwest Airlines WN 4700 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Operates only on 2025-11-30
Non-Direct Flights:
Fri 13:50 Midway, Chicago (MDW) 17:55 San Diego (SAN) 1 Southwest Airlines WN 464 1-stop Boeing 737-700 (73W) 6:05 Operates only on 2025-07-04
Tue,Wed 12:35 Midway, Chicago (MDW) 16:25 San Diego (SAN) 1 Southwest Airlines WN 482 1-stop Boeing 737-700 (73W) 5:50 Valid until 2025-06-04
Sun 16:20 Midway, Chicago (MDW) 19:55 San Diego (SAN) 1 Southwest Airlines WN 528 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2025-08-10 through 2025-08-24
Sun 16:20 Midway, Chicago (MDW) 19:55 San Diego (SAN) 1 Southwest Airlines WN 528 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2025-09-07 through 2025-09-28
Tue,Wed 16:10 Midway, Chicago (MDW) 20:30 San Diego (SAN) 1 Southwest Airlines WN 557 1-stop Boeing 737-700 (Scimitar Winglets) 6:20 Effective 2025-10-07 through 2025-10-29
Mon,Thu,Fri,Sun 19:10 Midway, Chicago (MDW) 23:25 San Diego (SAN) 1 Southwest Airlines WN 776 1-stop Boeing 737-800 (73H) 6:15 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 19:10 Midway, Chicago (MDW) 23:25 San Diego (SAN) 1 Southwest Airlines WN 776 1-stop Boeing 737-800 (73H) 6:15 Effective 2025-11-21 through 2025-11-28
Fri,Sun 19:10 Midway, Chicago (MDW) 23:25 San Diego (SAN) 1 Southwest Airlines WN 776 1-stop Boeing 737-800 (73H) 6:15 Effective 2025-12-07 through 2025-12-14
Thu 19:10 Midway, Chicago (MDW) 23:25 San Diego (SAN) 1 Southwest Airlines WN 776 1-stop Boeing 737-800 (73H) 6:15 Operates only on 2025-12-18
Mon 19:10 Midway, Chicago (MDW) 23:25 San Diego (SAN) 1 Southwest Airlines WN 776 1-stop Boeing 737-800 (73H) 6:15 Operates only on 2026-01-05
Mon,Thu,Fri,Sun 07:50 Midway, Chicago (MDW) 11:30 San Diego (SAN) 1 Southwest Airlines WN 973 1-stop Boeing 737-700 (Scimitar Winglets) 5:40 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 07:50 Midway, Chicago (MDW) 11:30 San Diego (SAN) 1 Southwest Airlines WN 973 1-stop Boeing 737-700 (Scimitar Winglets) 5:40 Effective 2025-11-21 through 2025-11-28
Fri,Sun 07:50 Midway, Chicago (MDW) 11:30 San Diego (SAN) 1 Southwest Airlines WN 973 1-stop Boeing 737-700 (Scimitar Winglets) 5:40 Effective 2025-12-07 through 2025-12-14
Thu 07:50 Midway, Chicago (MDW) 11:30 San Diego (SAN) 1 Southwest Airlines WN 973 1-stop Boeing 737-700 (Scimitar Winglets) 5:40 Operates only on 2025-12-18
Mon 07:50 Midway, Chicago (MDW) 11:30 San Diego (SAN) 1 Southwest Airlines WN 973 1-stop Boeing 737-700 (Scimitar Winglets) 5:40 Operates only on 2026-01-05
Mon,Thu,Fri 19:40 Midway, Chicago (MDW) 23:15 San Diego (SAN) 1 Southwest Airlines WN 1233 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2025-10-02 through 2025-10-31
Sat 14:25 Midway, Chicago (MDW) 18:00 San Diego (SAN) 1 Southwest Airlines WN 1459 1-stop Boeing 737-700 (73W) 5:35 Valid until 2025-05-31
Tue,Wed 17:15 Midway, Chicago (MDW) 21:10 San Diego (SAN) 1 Southwest Airlines WN 1714 1-stop Boeing 737 MAX 8 (7M8) 5:55 Effective 2025-11-04 through 2025-11-12
Mon-Thu 17:15 Midway, Chicago (MDW) 21:10 San Diego (SAN) 1 Southwest Airlines WN 1714 1-stop Boeing 737 MAX 8 (7M8) 5:55 Effective 2025-11-17 through 2025-11-20
Mon-Fri 17:15 Midway, Chicago (MDW) 21:10 San Diego (SAN) 1 Southwest Airlines WN 1714 1-stop Boeing 737 MAX 8 (7M8) 5:55 Effective 2025-12-02 through 2025-12-11
Mon-Wed 17:15 Midway, Chicago (MDW) 21:10 San Diego (SAN) 1 Southwest Airlines WN 1714 1-stop Boeing 737 MAX 8 (7M8) 5:55 Effective 2025-12-15 through 2025-12-17
Wed,Thu 17:15 Midway, Chicago (MDW) 21:10 San Diego (SAN) 1 Southwest Airlines WN 1714 1-stop Boeing 737 MAX 8 (7M8) 5:55 Effective 2025-12-24 through 2026-01-01
Sun 15:40 Midway, Chicago (MDW) 19:25 San Diego (SAN) 1 Southwest Airlines WN 3090 1-stop Boeing 737 MAX 8 (7M8) 5:45 Effective 2025-10-05 through 2025-10-26
Sun 19:55 Midway, Chicago (MDW) 23:20 San Diego (SAN) 1 Southwest Airlines WN 3092 1-stop Boeing 737-700 (73W) 5:25 Effective 2025-06-08 through 2025-08-03
Mon,Thu,Fri 19:05 Midway, Chicago (MDW) 23:10 San Diego (SAN) 1 Southwest Airlines WN 3120 1-stop Boeing 737-800 (73H) 6:05 Effective 2025-10-02 through 2025-10-31
Sun 08:00 Midway, Chicago (MDW) 11:50 San Diego (SAN) 1 Southwest Airlines WN 3370 1-stop Boeing 737-800 (73H) 5:50 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri 09:00 Midway, Chicago (MDW) 12:55 San Diego (SAN) 1 Southwest Airlines WN 3370 1-stop Boeing 737 MAX 8 (7M8) 5:55 Effective 2025-10-02 through 2025-10-31
Sun 07:45 Midway, Chicago (MDW) 11:40 San Diego (SAN) 1 Southwest Airlines WN 3713 1-stop Boeing 737 MAX 8 (7M8) 5:55 Operates only on 2025-11-30
Mon-Wed 11:35 Midway, Chicago (MDW) 15:10 San Diego (SAN) 1 Southwest Airlines WN 4016 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 11:35 Midway, Chicago (MDW) 15:10 San Diego (SAN) 1 Southwest Airlines WN 4016 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2025-12-19 through 2026-01-04
Tue,Wed 14:20 Midway, Chicago (MDW) 18:10 San Diego (SAN) 1 Southwest Airlines WN 4399 1-stop Boeing 737 MAX 8 (7M8) 5:50 Effective 2025-10-07 through 2025-10-29
Mon,Thu,Fri 07:05 Midway, Chicago (MDW) 10:50 San Diego (SAN) 1 Southwest Airlines WN 5830 1-stop Boeing 737-700 (73W) 5:45 Valid until 2025-06-02
Thu 08:35 Midway, Chicago (MDW) 16:10 San Diego (SAN) 1 Southwest Airlines WN 572 2-stop Boeing 737 MAX 8 (7M8) 9:35 Operates only on 2025-11-27
Sat 15:45 Midway, Chicago (MDW) 21:10 San Diego (SAN) 1 Southwest Airlines WN 1050 2-stop Boeing 737-700 (Scimitar Winglets) 7:25 Effective 2025-11-22 through 2025-11-29
Sat 15:45 Midway, Chicago (MDW) 21:10 San Diego (SAN) 1 Southwest Airlines WN 1050 2-stop Boeing 737-700 (Scimitar Winglets) 7:25 Effective 2025-12-20 through 2026-01-03
Mon,Thu,Fri 08:20 Midway, Chicago (MDW) 14:25 San Diego (SAN) 1 Southwest Airlines WN 1681 2-stop Boeing 737-700 (73W) 8:05 Valid until 2025-06-02
Sun 10:15 Midway, Chicago (MDW) 17:15 San Diego (SAN) 1 Southwest Airlines WN 1774 2-stop Boeing 737-700 (Scimitar Winglets) 9:00 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri 13:25 Midway, Chicago (MDW) 20:10 San Diego (SAN) 1 Southwest Airlines WN 2805 2-stop Boeing 737-700 (73W) 8:45 Effective 2025-08-07 through 2025-09-29
Sun 08:45 Midway, Chicago (MDW) 15:55 San Diego (SAN) 1 Southwest Airlines WN 3159 2-stop Boeing 737-700 (73W) 9:10 Operates only on 2025-08-31
Mon,Thu,Fri 15:55 Midway, Chicago (MDW) 22:35 San Diego (SAN) 1 Southwest Airlines WN 3698 2-stop Boeing 737-700 (73W) 8:40 Effective 2025-06-05 through 2025-07-03

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Parallax here MDW-SAN

1 2 3 4

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.

Return (SAN-MDW) flights

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

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FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN3910

07:55

Midway, Chicago (MDW)

10:20

San Diego (SAN) 1

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3978

19:05

Midway, Chicago (MDW)

21:15

San Diego (SAN) 1

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN4038

09:10

Midway, Chicago (MDW)

11:30

San Diego (SAN) 1

Operates only on 2025-05-25

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4224

08:20

Midway, Chicago (MDW)

10:30

San Diego (SAN) 1

Effective 2025-08-10 through 2025-08-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Southwest Airlines WN4224

08:20

Midway, Chicago (MDW)

10:30

San Diego (SAN) 1

Effective 2025-09-07 through 2025-09-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Southwest Airlines WN4224

17:20

Midway, Chicago (MDW)

19:35

San Diego (SAN) 1

Operates only on 2025-08-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:15, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN4413

08:30

Midway, Chicago (MDW)

10:50

San Diego (SAN) 1

Operates only on 2025-07-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4670

20:15

Midway, Chicago (MDW)

22:35

San Diego (SAN) 1

Effective 2025-11-22 through 2025-11-29

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4670

20:15

Midway, Chicago (MDW)

22:35

San Diego (SAN) 1

Effective 2025-12-20 through 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4700

20:15

Midway, Chicago (MDW)

22:35

San Diego (SAN) 1

Operates only on 2025-11-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN464

13:50

Midway, Chicago (MDW)

17:55

San Diego (SAN) 1

Operates only on 2025-07-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 6:05, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN482

12:35

Midway, Chicago (MDW)

16:25

San Diego (SAN) 1

Valid until 2025-06-04

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 5:50, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN528

16:20

Midway, Chicago (MDW)

19:55

San Diego (SAN) 1

Effective 2025-08-10 through 2025-08-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 5:35, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN528

16:20

Midway, Chicago (MDW)

19:55

San Diego (SAN) 1

Effective 2025-09-07 through 2025-09-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 5:35, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN557

16:10

Midway, Chicago (MDW)

20:30

San Diego (SAN) 1

Effective 2025-10-07 through 2025-10-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 6:20, 1-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN776

19:10

Midway, Chicago (MDW)

23:25

San Diego (SAN) 1

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 6:15, 1-stop
Boeing 737-800 (73H)

Southwest Airlines WN776

19:10

Midway, Chicago (MDW)

23:25

San Diego (SAN) 1

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

Mon

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 6:15, 1-stop
Boeing 737-800 (73H)

Southwest Airlines WN776

19:10

Midway, Chicago (MDW)

23:25

San Diego (SAN) 1

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 6:15, 1-stop
Boeing 737-800 (73H)

Southwest Airlines WN776

19:10

Midway, Chicago (MDW)

23:25

San Diego (SAN) 1

Operates only on 2025-12-18

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 6:15, 1-stop
Boeing 737-800 (73H)

Southwest Airlines WN776

19:10

Midway, Chicago (MDW)

23:25

San Diego (SAN) 1

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 6:15, 1-stop
Boeing 737-800 (73H)

Southwest Airlines WN973

07:50

Midway, Chicago (MDW)

11:30

San Diego (SAN) 1

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 5:40, 1-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN973

07:50

Midway, Chicago (MDW)

11:30

San Diego (SAN) 1

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

Mon

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 5:40, 1-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN973

07:50

Midway, Chicago (MDW)

11:30

San Diego (SAN) 1

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 5:40, 1-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN973

07:50

Midway, Chicago (MDW)

11:30

San Diego (SAN) 1

Operates only on 2025-12-18

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 5:40, 1-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN973

07:50

Midway, Chicago (MDW)

11:30

San Diego (SAN) 1

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 5:40, 1-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN1233

19:40

Midway, Chicago (MDW)

23:15

San Diego (SAN) 1

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 5:35, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1459

14:25

Midway, Chicago (MDW)

18:00

San Diego (SAN) 1

Valid until 2025-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 5:35, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN1714

17:15

Midway, Chicago (MDW)

21:10

San Diego (SAN) 1

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 5:55, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1714

17:15

Midway, Chicago (MDW)

21:10

San Diego (SAN) 1

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

Mon

Tue

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 5:55, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1714

17:15

Midway, Chicago (MDW)

21:10

San Diego (SAN) 1

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 5:55, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1714

17:15

Midway, Chicago (MDW)

21:10

San Diego (SAN) 1

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

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 5:55, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1714

17:15

Midway, Chicago (MDW)

21:10

San Diego (SAN) 1

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

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 5:55, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3090

15:40

Midway, Chicago (MDW)

19:25

San Diego (SAN) 1

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 5:45, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3092

19:55

Midway, Chicago (MDW)

23:20

San Diego (SAN) 1

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 5:25, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN3120

19:05

Midway, Chicago (MDW)

23:10

San Diego (SAN) 1

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 6:05, 1-stop
Boeing 737-800 (73H)

Southwest Airlines WN3370

08:00

Midway, Chicago (MDW)

11:50

San Diego (SAN) 1

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 5:50, 1-stop
Boeing 737-800 (73H)

Southwest Airlines WN3370

09:00

Midway, Chicago (MDW)

12:55

San Diego (SAN) 1

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 5:55, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3713

07:45

Midway, Chicago (MDW)

11:40

San Diego (SAN) 1

Operates only on 2025-11-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 5:55, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4016

11:35

Midway, Chicago (MDW)

15:10

San Diego (SAN) 1

Effective 2025-11-25 through 2025-12-01

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 5:35, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4016

11:35

Midway, Chicago (MDW)

15:10

San Diego (SAN) 1

Effective 2025-12-19 through 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 5:35, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4399

14:20

Midway, Chicago (MDW)

18:10

San Diego (SAN) 1

Effective 2025-10-07 through 2025-10-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 5:50, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN5830

07:05

Midway, Chicago (MDW)

10:50

San Diego (SAN) 1

Valid until 2025-06-02

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 5:45, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN572

08:35

Midway, Chicago (MDW)

16:10

San Diego (SAN) 1

Operates only on 2025-11-27

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 9:35, 2-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1050

15:45

Midway, Chicago (MDW)

21:10

San Diego (SAN) 1

Effective 2025-11-22 through 2025-11-29

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 7:25, 2-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN1050

15:45

Midway, Chicago (MDW)

21:10

San Diego (SAN) 1

Effective 2025-12-20 through 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 7:25, 2-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN1681

08:20

Midway, Chicago (MDW)

14:25

San Diego (SAN) 1

Valid until 2025-06-02

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 8:05, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1774

10:15

Midway, Chicago (MDW)

17:15

San Diego (SAN) 1

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 9:00, 2-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN2805

13:25

Midway, Chicago (MDW)

20:10

San Diego (SAN) 1

Effective 2025-08-07 through 2025-09-29

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 8:45, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN3159

08:45

Midway, Chicago (MDW)

15:55

San Diego (SAN) 1

Operates only on 2025-08-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 9:10, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN3698

15:55

Midway, Chicago (MDW)

22:35

San Diego (SAN) 1

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 8:40, 2-stop
Boeing 737-700 (73W)

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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.

Return (SAN-MDW) flights

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