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

FLIGHT SCHEDULE
Direct Flights:
Thu 11:10 San Diego (SAN) 1 17:10 Midway, Chicago (MDW) Southwest Airlines WN 3723 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-10-31
Sun 17:45 San Diego (SAN) 23:30 Midway, Chicago (MDW) United Airlines UA 3777 Non-stop Airbus A320 (320) 3:45 Operates only on 2024-09-22 This is a Charter flight.
Thu,Fri,Sun 15:45 San Diego (SAN) 1 21:35 Midway, Chicago (MDW) Southwest Airlines WN 4042 Non-stop Boeing 737-800 (73H) 3:50 Effective 2024-11-03 through 2024-11-10
Mon,Thu,Fri,Sun 15:45 San Diego (SAN) 1 21:35 Midway, Chicago (MDW) Southwest Airlines WN 4042 Non-stop Boeing 737-800 (73H) 3:50 Effective 2024-11-11 through 2024-11-25
Fri,Sun 15:45 San Diego (SAN) 1 21:35 Midway, Chicago (MDW) Southwest Airlines WN 4042 Non-stop Boeing 737-800 (73H) 3:50 Effective 2024-12-08 through 2024-12-15
Thu 15:45 San Diego (SAN) 1 21:35 Midway, Chicago (MDW) Southwest Airlines WN 4042 Non-stop Boeing 737-800 (73H) 3:50 Operates only on 2024-12-19
Fri 15:45 San Diego (SAN) 1 21:35 Midway, Chicago (MDW) Southwest Airlines WN 4042 Non-stop Boeing 737-800 (73H) 3:50 Operates only on 2025-01-03
Mon,Thu,Fri 14:20 San Diego (SAN) 1 20:20 Midway, Chicago (MDW) Southwest Airlines WN 4348 Non-stop Boeing 737-700 (73W) 4:00 Valid until 2024-09-30
Sun 12:05 San Diego (SAN) 1 18:05 Midway, Chicago (MDW) Southwest Airlines WN 4410 Non-stop Boeing 737-800 (73H) 4:00 Effective 2024-09-08 through 2024-09-29
Mon,Thu,Fri 12:20 San Diego (SAN) 1 18:30 Midway, Chicago (MDW) Southwest Airlines WN 4884 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-10-03 through 2024-10-28
Fri 12:20 San Diego (SAN) 1 18:30 Midway, Chicago (MDW) Southwest Airlines WN 4884 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Operates only on 2024-11-01
Sun 18:20 San Diego (SAN) 1 00:15 Midway, Chicago (MDW) Southwest Airlines WN 4938 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-09-08 through 2024-09-29 The flight arrives 1 day after departure.
Non-Direct Flights:
Mon,Thu,Fri 10:40 San Diego (SAN) 1 18:00 Midway, Chicago (MDW) Southwest Airlines WN 597 1-stop Boeing 737-700 (73W) 5:20 Valid until 2024-09-30
Sun 11:35 San Diego (SAN) 1 19:25 Midway, Chicago (MDW) Southwest Airlines WN 1471 1-stop Boeing 737-800 (73H) 5:50 Operates only on 2024-12-01
Sun 16:30 San Diego (SAN) 1 01:00 Midway, Chicago (MDW) Southwest Airlines WN 2053 1-stop Boeing 737-700 (73W) 6:30 Operates only on 2024-12-01 The flight arrives 1 day after departure.
Sun 17:30 San Diego (SAN) 1 01:05 Midway, Chicago (MDW) Southwest Airlines WN 2308 1-stop Boeing 737-700 (73W) 5:35 Operates only on 2024-12-01 The flight arrives 1 day after departure.
Sat 08:15 San Diego (SAN) 1 16:35 Midway, Chicago (MDW) Southwest Airlines WN 2777 1-stop Boeing 737-700 (73W) 6:20 Effective 2024-11-23 through 2024-11-30
Sat 08:15 San Diego (SAN) 1 16:35 Midway, Chicago (MDW) Southwest Airlines WN 2777 1-stop Boeing 737-700 (73W) 6:20 Effective 2024-12-21 through 2025-01-04
Thu 13:50 San Diego (SAN) 1 21:05 Midway, Chicago (MDW) Southwest Airlines WN 4528 1-stop Boeing 737-700 (73W) 5:15 Operates only on 2024-10-31
Tue,Wed 09:05 San Diego (SAN) 1 19:25 Midway, Chicago (MDW) Southwest Airlines WN 240 2-stop Boeing 737-700 (73W) 8:20 Effective 2024-10-08 through 2024-10-30
Sun 08:55 San Diego (SAN) 1 17:50 Midway, Chicago (MDW) Southwest Airlines WN 784 2-stop Boeing 737-700 (73W) 6:55 Effective 2024-10-06 through 2024-10-27
Thu,Fri,Sun 09:50 San Diego (SAN) 1 19:35 Midway, Chicago (MDW) Southwest Airlines WN 1277 2-stop Boeing 737-700 (73W) 7:45 Effective 2025-01-12 through 2025-01-17
Mon,Sun 09:50 San Diego (SAN) 1 19:35 Midway, Chicago (MDW) Southwest Airlines WN 1277 2-stop Boeing 737-700 (73W) 7:45 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 09:50 San Diego (SAN) 1 19:35 Midway, Chicago (MDW) Southwest Airlines WN 1277 2-stop Boeing 737-700 (73W) 7:45 Effective 2025-02-02 through 2025-02-07
Mon 09:50 San Diego (SAN) 1 19:35 Midway, Chicago (MDW) Southwest Airlines WN 1277 2-stop Boeing 737-700 (73W) 7:45 Operates only on 2025-02-10
Mon,Tue,Thu 09:50 San Diego (SAN) 1 19:35 Midway, Chicago (MDW) Southwest Airlines WN 1277 2-stop Boeing 737-700 (73W) 7:45 Effective 2025-02-18 through 2025-02-24
Mon 09:50 San Diego (SAN) 1 19:35 Midway, Chicago (MDW) Southwest Airlines WN 1277 2-stop Boeing 737-700 (73W) 7:45 Operates only on 2025-03-03
Mon,Thu,Fri 09:35 San Diego (SAN) 1 21:20 Midway, Chicago (MDW) Southwest Airlines WN 1315 2-stop Boeing 737-700 (73W) 9:45 Effective 2024-10-03 through 2024-10-18
Mon,Thu,Fri 09:35 San Diego (SAN) 1 21:20 Midway, Chicago (MDW) Southwest Airlines WN 1315 2-stop Boeing 737-700 (73W) 9:45 Effective 2024-10-24 through 2024-10-28
Fri 09:35 San Diego (SAN) 1 21:20 Midway, Chicago (MDW) Southwest Airlines WN 1315 2-stop Boeing 737-700 (73W) 9:45 Operates only on 2024-11-01
Mon-Fri 07:10 San Diego (SAN) 1 17:05 Midway, Chicago (MDW) Southwest Airlines WN 1410 2-stop Boeing 737-700 (73W) 7:55 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 07:10 San Diego (SAN) 1 17:05 Midway, Chicago (MDW) Southwest Airlines WN 1410 2-stop Boeing 737-700 (73W) 7:55 Effective 2025-01-19 through 2025-01-24
Mon-Fri 07:10 San Diego (SAN) 1 17:05 Midway, Chicago (MDW) Southwest Airlines WN 1410 2-stop Boeing 737-700 (73W) 7:55 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 07:10 San Diego (SAN) 1 17:05 Midway, Chicago (MDW) Southwest Airlines WN 1410 2-stop Boeing 737-700 (73W) 7:55 Effective 2025-02-09 through 2025-02-12
Tue,Wed 07:10 San Diego (SAN) 1 17:05 Midway, Chicago (MDW) Southwest Airlines WN 1410 2-stop Boeing 737-700 (73W) 7:55 Effective 2025-02-19 through 2025-03-05
Mon,Thu,Fri 13:45 San Diego (SAN) 1 23:20 Midway, Chicago (MDW) Southwest Airlines WN 1575 2-stop Boeing 737-700 (73W) 7:35 Valid until 2024-09-30
Tue,Wed 07:10 San Diego (SAN) 1 16:10 Midway, Chicago (MDW) Southwest Airlines WN 1722 2-stop Boeing 737-700 (73W) 7:00 Valid until 2024-10-02
Sun 09:05 San Diego (SAN) 1 18:15 Midway, Chicago (MDW) Southwest Airlines WN 3427 2-stop Boeing 737-700 (73W) 7:10 Operates only on 2024-12-01

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 WN3723

11:10

San Diego (SAN) 1

17:10

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)

United Airlines UA3777

17:45

San Diego (SAN)

23:30

Midway, Chicago (MDW)

Operates only on 2024-09-22
This is a Charter flight.

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:45, non-stop
Airbus A320 (320)

Southwest Airlines WN4042

15:45

San Diego (SAN) 1

21:35

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN4042

15:45

San Diego (SAN) 1

21:35

Midway, Chicago (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN4042

15:45

San Diego (SAN) 1

21:35

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

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

Southwest Airlines WN4042

15:45

San Diego (SAN) 1

21:35

Midway, Chicago (MDW)

Operates only on 2024-12-19

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN4042

15:45

San Diego (SAN) 1

21:35

Midway, Chicago (MDW)

Operates only on 2025-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

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

Southwest Airlines WN4348

14:20

San Diego (SAN) 1

20:20

Midway, Chicago (MDW)

Valid until 2024-09-30

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Southwest Airlines WN4410

12:05

San Diego (SAN) 1

18:05

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 WN4884

12:20

San Diego (SAN) 1

18:30

Midway, Chicago (MDW)

Effective 2024-10-03 through 2024-10-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4884

12:20

San Diego (SAN) 1

18:30

Midway, Chicago (MDW)

Operates only on 2024-11-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4938

18:20

San Diego (SAN) 1

00:15(+1)

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Non-Direct Flights:

Southwest Airlines WN597

10:40

San Diego (SAN) 1

18:00

Midway, Chicago (MDW)

Valid until 2024-09-30

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 5:20, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN1471

11:35

San Diego (SAN) 1

19:25

Midway, Chicago (MDW)

Operates only on 2024-12-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Southwest Airlines WN2053

16:30

San Diego (SAN) 1

01:00(+1)

Midway, Chicago (MDW)

Operates only on 2024-12-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 6:30, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Southwest Airlines WN2308

17:30

San Diego (SAN) 1

01:05(+1)

Midway, Chicago (MDW)

Operates only on 2024-12-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 5:35, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Southwest Airlines WN2777

08:15

San Diego (SAN) 1

16:35

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 6:20, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN2777

08:15

San Diego (SAN) 1

16:35

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 6:20, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN4528

13:50

San Diego (SAN) 1

21:05

Midway, Chicago (MDW)

Operates only on 2024-10-31

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 5:15, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN240

09:05

San Diego (SAN) 1

19:25

Midway, Chicago (MDW)

Effective 2024-10-08 through 2024-10-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 8:20, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN784

08:55

San Diego (SAN) 1

17:50

Midway, Chicago (MDW)

Effective 2024-10-06 through 2024-10-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 6:55, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1277

09:50

San Diego (SAN) 1

19:35

Midway, Chicago (MDW)

Effective 2025-01-12 through 2025-01-17

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 7:45, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1277

09:50

San Diego (SAN) 1

19:35

Midway, Chicago (MDW)

Effective 2025-01-20 through 2025-01-26

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 7:45, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1277

09:50

San Diego (SAN) 1

19:35

Midway, Chicago (MDW)

Effective 2025-02-02 through 2025-02-07

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 7:45, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1277

09:50

San Diego (SAN) 1

19:35

Midway, Chicago (MDW)

Operates only on 2025-02-10

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 7:45, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1277

09:50

San Diego (SAN) 1

19:35

Midway, Chicago (MDW)

Effective 2025-02-18 through 2025-02-24

Mon

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 7:45, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1277

09:50

San Diego (SAN) 1

19:35

Midway, Chicago (MDW)

Operates only on 2025-03-03

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 7:45, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1315

09:35

San Diego (SAN) 1

21:20

Midway, Chicago (MDW)

Effective 2024-10-03 through 2024-10-18

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 9:45, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1315

09:35

San Diego (SAN) 1

21:20

Midway, Chicago (MDW)

Effective 2024-10-24 through 2024-10-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 9:45, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1315

09:35

San Diego (SAN) 1

21:20

Midway, Chicago (MDW)

Operates only on 2024-11-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 9:45, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1410

07:10

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: 7:55, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1410

07:10

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: 7:55, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1410

07:10

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: 7:55, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1410

07:10

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: 7:55, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1410

07:10

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: 7:55, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1575

13:45

San Diego (SAN) 1

23:20

Midway, Chicago (MDW)

Valid until 2024-09-30

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 7:35, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN1722

07:10

San Diego (SAN) 1

16:10

Midway, Chicago (MDW)

Valid until 2024-10-02

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 7:00, 2-stop
Boeing 737-700 (73W)

Southwest Airlines WN3427

09:05

San Diego (SAN) 1

18:15

Midway, Chicago (MDW)

Operates only on 2024-12-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 7:10, 2-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 3:45 and 4:10.

Return (MDW-SAN) flights

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