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

FLIGHT SCHEDULE
Direct Flights:
Sat 09:20 San Diego (SAN) 1 15:15 Midway, Chicago (MDW) Southwest Airlines WN 106 Non-stop Boeing 737-700 (73W) 3:55 Effective 2025-01-11 through 2025-02-08
Sat 11:10 San Diego (SAN) 1 17:05 Midway, Chicago (MDW) Southwest Airlines WN 106 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-02-15 through 2025-03-01
Mon,Thu,Fri 06:20 San Diego (SAN) 1 12:20 Midway, Chicago (MDW) Southwest Airlines WN 255 Non-stop Boeing 737-800 (73H) 4:00 Valid until 2024-09-30
Sun 08:05 San Diego (SAN) 1 14:05 Midway, Chicago (MDW) Southwest Airlines WN 255 Non-stop Boeing 737-800 (73H) 4:00 Effective 2024-09-08 through 2024-09-29
Sat 08:10 San Diego (SAN) 1 14:10 Midway, Chicago (MDW) Southwest Airlines WN 255 Non-stop Boeing 737-700 (73W) 4:00 Valid until 2024-09-28
Sun 13:45 San Diego (SAN) 1 19:40 Midway, Chicago (MDW) Southwest Airlines WN 391 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Operates only on 2024-12-01
Tue,Wed 08:45 San Diego (SAN) 1 14:45 Midway, Chicago (MDW) Southwest Airlines WN 734 Non-stop Boeing 737-800 (73H) 4:00 Valid until 2024-10-02
Mon-Wed 06:20 San Diego (SAN) 1 12:20 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 06:20 San Diego (SAN) 1 12:20 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-12-20 through 2025-01-02
Sun 06:20 San Diego (SAN) 1 12:20 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2025-01-05
Mon-Wed 06:25 San Diego (SAN) 1 12:25 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-11-04 through 2024-11-06
Tue,Wed 06:25 San Diego (SAN) 1 12:25 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-11-12 through 2024-11-20
Tue-Fri 06:25 San Diego (SAN) 1 12:25 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-11-29 through 2024-12-06
Mon-Thu 06:25 San Diego (SAN) 1 12:25 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-12-09 through 2024-12-18
Tue,Wed 06:25 San Diego (SAN) 1 12:25 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-12-24 through 2025-01-01
Mon 06:25 San Diego (SAN) 1 12:25 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2025-01-06
Sat 06:30 San Diego (SAN) 1 12:30 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-11-09 through 2024-11-16
Thu 06:30 San Diego (SAN) 1 12:30 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-11-28
Sat 06:30 San Diego (SAN) 1 12:30 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-12-07 through 2024-12-14
Sat 06:40 San Diego (SAN) 1 12:30 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2025-02-15 through 2025-03-01
Thu,Fri,Sun 07:00 San Diego (SAN) 1 12:55 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-11-03 through 2024-11-10
Mon,Thu,Fri,Sun 07:00 San Diego (SAN) 1 12:55 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-11-11 through 2024-11-25
Fri,Sun 07:00 San Diego (SAN) 1 12:55 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-12-08 through 2024-12-15
Thu 07:00 San Diego (SAN) 1 12:55 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Operates only on 2024-12-19
Fri 07:00 San Diego (SAN) 1 12:55 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Operates only on 2025-01-03
Sat 07:30 San Diego (SAN) 1 13:25 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-800 (73H) 3:55 Effective 2024-11-23 through 2024-11-30
Sat 07:30 San Diego (SAN) 1 13:25 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737-800 (73H) 3:55 Effective 2024-12-21 through 2025-01-04
Mon,Thu,Fri,Sun 07:50 San Diego (SAN) 1 13:40 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2025-02-13 through 2025-02-17
Thu,Fri,Sun 07:50 San Diego (SAN) 1 13:40 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2025-02-21 through 2025-03-02
Mon-Fri 11:10 San Diego (SAN) 1 17:05 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 11:10 San Diego (SAN) 1 17:05 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-01-19 through 2025-01-24
Mon-Fri 11:10 San Diego (SAN) 1 17:05 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 11:10 San Diego (SAN) 1 17:05 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-02-09 through 2025-02-12
Tue,Wed 11:10 San Diego (SAN) 1 17:05 Midway, Chicago (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-02-19 through 2025-03-05
Sat 13:00 San Diego (SAN) 1 19:00 Midway, Chicago (MDW) Southwest Airlines WN 948 Non-stop Boeing 737-700 (73W) 4:00 Valid until 2024-09-28
Sun 10:55 San Diego (SAN) 1 16:55 Midway, Chicago (MDW) Southwest Airlines WN 1140 Non-stop Boeing 737-800 (73H) 4:00 Operates only on 2024-09-01
Sat 14:35 San Diego (SAN) 1 20:25 Midway, Chicago (MDW) Southwest Airlines WN 1167 Non-stop Boeing 737-800 (73H) 3:50 Effective 2025-01-11 through 2025-02-08
Sat 15:20 San Diego (SAN) 1 21:15 Midway, Chicago (MDW) Southwest Airlines WN 1167 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-11-09 through 2024-11-16
Sat 15:20 San Diego (SAN) 1 21:15 Midway, Chicago (MDW) Southwest Airlines WN 1167 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-12-07 through 2024-12-14
Sat 16:55 San Diego (SAN) 1 22:45 Midway, Chicago (MDW) Southwest Airlines WN 1167 Non-stop Boeing 737-700 (73W) 3:50 Effective 2025-02-15 through 2025-03-01
Sat 16:45 San Diego (SAN) 1 22:35 Midway, Chicago (MDW) Southwest Airlines WN 1170 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2024-11-23 through 2024-11-30
Sat 16:45 San Diego (SAN) 1 22:35 Midway, Chicago (MDW) Southwest Airlines WN 1170 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2024-12-21 through 2025-01-04
Thu 08:25 San Diego (SAN) 1 14:25 Midway, Chicago (MDW) Southwest Airlines WN 1257 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-10-31
Sun 18:55 San Diego (SAN) 1 00:50 Midway, Chicago (MDW) Southwest Airlines WN 1376 Non-stop Boeing 737-800 (73H) 3:55 Operates only on 2024-12-01 The flight arrives 1 day after departure.
Sun 09:00 San Diego (SAN) 1 14:55 Midway, Chicago (MDW) Southwest Airlines WN 1444 Non-stop Boeing 737-700 (73W) 3:55 Operates only on 2024-12-01
Mon,Thu,Fri 17:40 San Diego (SAN) 1 23:35 Midway, Chicago (MDW) Southwest Airlines WN 1498 Non-stop Boeing 737-700 (73W) 3:55 Valid until 2024-09-30
Mon,Thu,Fri,Sun 13:20 San Diego (SAN) 1 19:15 Midway, Chicago (MDW) Southwest Airlines WN 1506 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-02-13 through 2025-02-17
Thu,Fri,Sun 13:20 San Diego (SAN) 1 19:15 Midway, Chicago (MDW) Southwest Airlines WN 1506 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2025-02-21 through 2025-03-02
Mon,Wed 16:50 San Diego (SAN) 1 22:40 Midway, Chicago (MDW) Southwest Airlines WN 1506 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2024-11-04 through 2024-11-06
Tue,Wed 16:50 San Diego (SAN) 1 22:40 Midway, Chicago (MDW) Southwest Airlines WN 1506 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2024-11-12 through 2024-11-20

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 3:45 and 4:10.

Return (MDW-SAN) flights

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

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN106

09:20

San Diego (SAN) 1

15:15

Midway, Chicago (MDW)

Effective 2025-01-11 through 2025-02-08

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN106

11:10

San Diego (SAN) 1

17:05

Midway, Chicago (MDW)

Effective 2025-02-15 through 2025-03-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN255

06:20

San Diego (SAN) 1

12:20

Midway, Chicago (MDW)

Valid until 2024-09-30

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN255

08:05

San Diego (SAN) 1

14:05

Midway, Chicago (MDW)

Effective 2024-09-08 through 2024-09-29

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN255

08:10

San Diego (SAN) 1

14:10

Midway, Chicago (MDW)

Valid until 2024-09-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN391

13:45

San Diego (SAN) 1

19:40

Midway, Chicago (MDW)

Operates only on 2024-12-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Southwest Airlines WN734

08:45

San Diego (SAN) 1

14:45

Midway, Chicago (MDW)

Valid until 2024-10-02

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN770

06:20

San Diego (SAN) 1

12:20

Midway, Chicago (MDW)

Effective 2024-11-26 through 2024-12-02

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN770

06:20

San Diego (SAN) 1

12:20

Midway, Chicago (MDW)

Effective 2024-12-20 through 2025-01-02

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN770

06:20

San Diego (SAN) 1

12:20

Midway, Chicago (MDW)

Operates only on 2025-01-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Southwest Airlines WN770

06:25

San Diego (SAN) 1

12:25

Midway, Chicago (MDW)

Effective 2024-11-04 through 2024-11-06

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN770

06:25

San Diego (SAN) 1

12:25

Midway, Chicago (MDW)

Effective 2024-11-12 through 2024-11-20

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN770

06:25

San Diego (SAN) 1

12:25

Midway, Chicago (MDW)

Effective 2024-11-29 through 2024-12-06

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun
-

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

Southwest Airlines WN770

06:25

San Diego (SAN) 1

12:25

Midway, Chicago (MDW)

Effective 2024-12-09 through 2024-12-18

Mon

Tue

Wed

Thu

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN770

06:25

San Diego (SAN) 1

12:25

Midway, Chicago (MDW)

Effective 2024-12-24 through 2025-01-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN770

06:25

San Diego (SAN) 1

12:25

Midway, Chicago (MDW)

Operates only on 2025-01-06

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN770

06:30

San Diego (SAN) 1

12:30

Midway, Chicago (MDW)

Effective 2024-11-09 through 2024-11-16

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN770

06:30

San Diego (SAN) 1

12:30

Midway, Chicago (MDW)

Operates only on 2024-11-28

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN770

06:30

San Diego (SAN) 1

12:30

Midway, Chicago (MDW)

Effective 2024-12-07 through 2024-12-14

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN770

06:40

San Diego (SAN) 1

12:30

Midway, Chicago (MDW)

Effective 2025-02-15 through 2025-03-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN770

07:00

San Diego (SAN) 1

12:55

Midway, Chicago (MDW)

Effective 2024-11-03 through 2024-11-10

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN770

07:00

San Diego (SAN) 1

12:55

Midway, Chicago (MDW)

Effective 2024-11-11 through 2024-11-25

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN770

07:00

San Diego (SAN) 1

12:55

Midway, Chicago (MDW)

Effective 2024-12-08 through 2024-12-15

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

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

Southwest Airlines WN770

07:00

San Diego (SAN) 1

12:55

Midway, Chicago (MDW)

Operates only on 2024-12-19

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN770

07:00

San Diego (SAN) 1

12:55

Midway, Chicago (MDW)

Operates only on 2025-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

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

Southwest Airlines WN770

07:30

San Diego (SAN) 1

13:25

Midway, Chicago (MDW)

Effective 2024-11-23 through 2024-11-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN770

07:30

San Diego (SAN) 1

13:25

Midway, Chicago (MDW)

Effective 2024-12-21 through 2025-01-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN770

07:50

San Diego (SAN) 1

13:40

Midway, Chicago (MDW)

Effective 2025-02-13 through 2025-02-17

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN770

07:50

San Diego (SAN) 1

13:40

Midway, Chicago (MDW)

Effective 2025-02-21 through 2025-03-02

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN770

11:10

San Diego (SAN) 1

17:05

Midway, Chicago (MDW)

Effective 2025-01-07 through 2025-01-15

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

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

Southwest Airlines WN770

11:10

San Diego (SAN) 1

17:05

Midway, Chicago (MDW)

Effective 2025-01-19 through 2025-01-24

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN770

11:10

San Diego (SAN) 1

17:05

Midway, Chicago (MDW)

Effective 2025-01-27 through 2025-02-05

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

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

Southwest Airlines WN770

11:10

San Diego (SAN) 1

17:05

Midway, Chicago (MDW)

Effective 2025-02-09 through 2025-02-12

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

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

Southwest Airlines WN770

11:10

San Diego (SAN) 1

17:05

Midway, Chicago (MDW)

Effective 2025-02-19 through 2025-03-05

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN948

13:00

San Diego (SAN) 1

19:00

Midway, Chicago (MDW)

Valid until 2024-09-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN1140

10:55

San Diego (SAN) 1

16:55

Midway, Chicago (MDW)

Operates only on 2024-09-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN1167

14:35

San Diego (SAN) 1

20:25

Midway, Chicago (MDW)

Effective 2025-01-11 through 2025-02-08

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:50, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN1167

15:20

San Diego (SAN) 1

21:15

Midway, Chicago (MDW)

Effective 2024-11-09 through 2024-11-16

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN1167

15:20

San Diego (SAN) 1

21:15

Midway, Chicago (MDW)

Effective 2024-12-07 through 2024-12-14

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN1167

16:55

San Diego (SAN) 1

22:45

Midway, Chicago (MDW)

Effective 2025-02-15 through 2025-03-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:50, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN1170

16:45

San Diego (SAN) 1

22:35

Midway, Chicago (MDW)

Effective 2024-11-23 through 2024-11-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1170

16:45

San Diego (SAN) 1

22:35

Midway, Chicago (MDW)

Effective 2024-12-21 through 2025-01-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1257

08:25

San Diego (SAN) 1

14:25

Midway, Chicago (MDW)

Operates only on 2024-10-31

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN1376

18:55

San Diego (SAN) 1

00:50(+1)

Midway, Chicago (MDW)

Operates only on 2024-12-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Southwest Airlines WN1444

09:00

San Diego (SAN) 1

14:55

Midway, Chicago (MDW)

Operates only on 2024-12-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Southwest Airlines WN1498

17:40

San Diego (SAN) 1

23:35

Midway, Chicago (MDW)

Valid until 2024-09-30

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Southwest Airlines WN1506

13:20

San Diego (SAN) 1

19:15

Midway, Chicago (MDW)

Effective 2025-02-13 through 2025-02-17

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN1506

13:20

San Diego (SAN) 1

19:15

Midway, Chicago (MDW)

Effective 2025-02-21 through 2025-03-02

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN1506

16:50

San Diego (SAN) 1

22:40

Midway, Chicago (MDW)

Effective 2024-11-04 through 2024-11-06

Mon

Tue
-

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1506

16:50

San Diego (SAN) 1

22:40

Midway, Chicago (MDW)

Effective 2024-11-12 through 2024-11-20

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:50, 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 3:45 and 4:10.

Return (MDW-SAN) flights

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