Southwest Airlines flights from Midway, Chicago (MDW) to Oakland (OAK).

FLIGHT SCHEDULE
Direct Flights:
Thu 08:50 Midway, Chicago (MDW) 11:25 Oakland (OAK) 2 Southwest Airlines WN 4067 Non-stop Boeing 737 MAX 8 (7M8) 4:35 Operates only on 2024-10-31
Sat 15:00 Midway, Chicago (MDW) 17:30 Oakland (OAK) 2 Southwest Airlines WN 4112 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-10-05 through 2024-11-02
Sun 18:55 Midway, Chicago (MDW) 21:30 Oakland (OAK) 2 Southwest Airlines WN 4112 Non-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2024-10-06 through 2024-10-27
Mon,Thu,Fri 19:35 Midway, Chicago (MDW) 22:05 Oakland (OAK) 2 Southwest Airlines WN 4112 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-10-03 through 2024-10-28
Fri 19:35 Midway, Chicago (MDW) 22:05 Oakland (OAK) 2 Southwest Airlines WN 4112 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Operates only on 2024-11-01
Sat 21:50 Midway, Chicago (MDW) 00:35 Oakland (OAK) 2 Southwest Airlines WN 4480 Non-stop Boeing 737 MAX 8 (7M8) 4:45 Effective 2024-11-23 through 2024-11-30 The flight arrives 1 day after departure.
Sat 21:50 Midway, Chicago (MDW) 00:35 Oakland (OAK) 2 Southwest Airlines WN 4480 Non-stop Boeing 737 MAX 8 (7M8) 4:45 Effective 2024-12-21 through 2025-01-04 The flight arrives 1 day after departure.
Sat 09:15 Midway, Chicago (MDW) 12:00 Oakland (OAK) 2 Southwest Airlines WN 4712 Non-stop Boeing 737 MAX 8 (7M8) 4:45 Effective 2024-11-23 through 2024-11-30
Sat 09:15 Midway, Chicago (MDW) 12:00 Oakland (OAK) 2 Southwest Airlines WN 4712 Non-stop Boeing 737 MAX 8 (7M8) 4:45 Effective 2024-12-21 through 2025-01-04
Tue,Wed 17:40 Midway, Chicago (MDW) 20:10 Oakland (OAK) 2 Southwest Airlines WN 5865 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-10-08 through 2024-10-30
Non-Direct Flights:
Sun 11:45 Midway, Chicago (MDW) 16:10 Oakland (OAK) 2 Southwest Airlines WN 223 1-stop Boeing 737 MAX 8 (7M8) 6:25 Operates only on 2024-12-01
Thu,Fri,Sun 17:40 Midway, Chicago (MDW) 22:20 Oakland (OAK) 2 Southwest Airlines WN 268 1-stop Boeing 737-700 (73W) 6:40 Effective 2025-01-12 through 2025-01-17
Mon,Sun 17:40 Midway, Chicago (MDW) 22:20 Oakland (OAK) 2 Southwest Airlines WN 268 1-stop Boeing 737-700 (73W) 6:40 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 17:40 Midway, Chicago (MDW) 22:20 Oakland (OAK) 2 Southwest Airlines WN 268 1-stop Boeing 737-700 (73W) 6:40 Effective 2025-02-02 through 2025-02-07
Mon 17:40 Midway, Chicago (MDW) 22:20 Oakland (OAK) 2 Southwest Airlines WN 268 1-stop Boeing 737-700 (73W) 6:40 Operates only on 2025-02-10
Mon,Tue,Thu 17:40 Midway, Chicago (MDW) 22:20 Oakland (OAK) 2 Southwest Airlines WN 268 1-stop Boeing 737-700 (73W) 6:40 Effective 2025-02-18 through 2025-02-24
Mon 17:40 Midway, Chicago (MDW) 22:20 Oakland (OAK) 2 Southwest Airlines WN 268 1-stop Boeing 737-700 (73W) 6:40 Operates only on 2025-03-03
Mon-Wed 19:20 Midway, Chicago (MDW) 23:55 Oakland (OAK) 2 Southwest Airlines WN 449 1-stop Boeing 737-700 (73W) 6:35 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 19:20 Midway, Chicago (MDW) 23:55 Oakland (OAK) 2 Southwest Airlines WN 449 1-stop Boeing 737-700 (73W) 6:35 Effective 2024-12-20 through 2025-01-02
Sun 19:20 Midway, Chicago (MDW) 23:55 Oakland (OAK) 2 Southwest Airlines WN 449 1-stop Boeing 737-700 (73W) 6:35 Operates only on 2025-01-05
Sat 10:15 Midway, Chicago (MDW) 16:00 Oakland (OAK) 2 Southwest Airlines WN 964 1-stop Boeing 737 MAX 8 (7M8) 7:45 Effective 2024-11-09 through 2024-11-16
Sat 10:15 Midway, Chicago (MDW) 16:00 Oakland (OAK) 2 Southwest Airlines WN 964 1-stop Boeing 737 MAX 8 (7M8) 7:45 Effective 2024-12-07 through 2024-12-14
Mon-Fri 09:15 Midway, Chicago (MDW) 14:35 Oakland (OAK) 2 Southwest Airlines WN 1059 1-stop Boeing 737-700 (73W) 7:20 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 09:15 Midway, Chicago (MDW) 14:35 Oakland (OAK) 2 Southwest Airlines WN 1059 1-stop Boeing 737-700 (73W) 7:20 Effective 2025-01-19 through 2025-01-24
Mon-Fri 09:15 Midway, Chicago (MDW) 14:35 Oakland (OAK) 2 Southwest Airlines WN 1059 1-stop Boeing 737-700 (73W) 7:20 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 09:15 Midway, Chicago (MDW) 14:35 Oakland (OAK) 2 Southwest Airlines WN 1059 1-stop Boeing 737-700 (73W) 7:20 Effective 2025-02-09 through 2025-02-12
Tue,Wed 09:15 Midway, Chicago (MDW) 14:35 Oakland (OAK) 2 Southwest Airlines WN 1059 1-stop Boeing 737-700 (73W) 7:20 Effective 2025-02-19 through 2025-03-05
Thu 15:20 Midway, Chicago (MDW) 20:05 Oakland (OAK) 2 Southwest Airlines WN 1144 1-stop Boeing 737 MAX 8 (7M8) 6:45 Operates only on 2024-10-31
Sun 18:30 Midway, Chicago (MDW) 23:15 Oakland (OAK) 2 Southwest Airlines WN 1144 1-stop Boeing 737-800 (73H) 6:45 Effective 2024-10-06 through 2024-10-27
Mon,Thu,Fri 09:45 Midway, Chicago (MDW) 14:25 Oakland (OAK) 2 Southwest Airlines WN 1415 1-stop Boeing 737-800 (73H) 6:40 Valid until 2024-09-30
Mon-Fri 08:30 Midway, Chicago (MDW) 13:30 Oakland (OAK) 2 Southwest Airlines WN 1501 1-stop Boeing 737 MAX 8 (7M8) 7:00 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 08:30 Midway, Chicago (MDW) 13:30 Oakland (OAK) 2 Southwest Airlines WN 1501 1-stop Boeing 737 MAX 8 (7M8) 7:00 Effective 2025-01-19 through 2025-01-24
Mon-Fri 08:30 Midway, Chicago (MDW) 13:30 Oakland (OAK) 2 Southwest Airlines WN 1501 1-stop Boeing 737 MAX 8 (7M8) 7:00 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 08:30 Midway, Chicago (MDW) 13:30 Oakland (OAK) 2 Southwest Airlines WN 1501 1-stop Boeing 737 MAX 8 (7M8) 7:00 Effective 2025-02-09 through 2025-02-12
Tue,Wed 08:30 Midway, Chicago (MDW) 13:30 Oakland (OAK) 2 Southwest Airlines WN 1501 1-stop Boeing 737 MAX 8 (7M8) 7:00 Effective 2025-02-19 through 2025-03-05
Thu 08:30 Midway, Chicago (MDW) 14:20 Oakland (OAK) 2 Southwest Airlines WN 1541 1-stop Boeing 737 MAX 8 (7M8) 7:50 Operates only on 2024-11-28
Mon,Thu,Fri,Sun 08:45 Midway, Chicago (MDW) 14:05 Oakland (OAK) 2 Southwest Airlines WN 1541 1-stop Boeing 737-700 (73W) 7:20 Effective 2025-02-13 through 2025-02-17
Thu,Fri,Sun 08:45 Midway, Chicago (MDW) 14:05 Oakland (OAK) 2 Southwest Airlines WN 1541 1-stop Boeing 737-700 (73W) 7:20 Effective 2025-02-21 through 2025-03-02
Sun 08:00 Midway, Chicago (MDW) 12:50 Oakland (OAK) 2 Southwest Airlines WN 1738 1-stop Boeing 737-700 (73W) 6:50 Operates only on 2024-12-01
Sat 08:50 Midway, Chicago (MDW) 13:30 Oakland (OAK) 2 Southwest Airlines WN 2134 1-stop Boeing 737 MAX 8 (7M8) 6:40 Effective 2024-10-05 through 2024-11-02
Sat 08:10 Midway, Chicago (MDW) 12:40 Oakland (OAK) 2 Southwest Airlines WN 2317 1-stop Boeing 737-700 (73W) 6:30 Effective 2025-02-15 through 2025-03-01
Sun 08:50 Midway, Chicago (MDW) 14:20 Oakland (OAK) 2 Southwest Airlines WN 2355 1-stop Boeing 737 MAX 8 (7M8) 7:30 Operates only on 2024-09-01
Thu,Fri,Sun 17:40 Midway, Chicago (MDW) 22:25 Oakland (OAK) 2 Southwest Airlines WN 2421 1-stop Boeing 737-700 (73W) 6:45 Effective 2024-11-03 through 2024-11-10
Mon,Thu,Fri,Sun 17:40 Midway, Chicago (MDW) 22:25 Oakland (OAK) 2 Southwest Airlines WN 2421 1-stop Boeing 737-700 (73W) 6:45 Effective 2024-11-11 through 2024-11-25
Fri,Sun 17:40 Midway, Chicago (MDW) 22:25 Oakland (OAK) 2 Southwest Airlines WN 2421 1-stop Boeing 737-700 (73W) 6:45 Effective 2024-12-08 through 2024-12-15
Thu 17:40 Midway, Chicago (MDW) 22:25 Oakland (OAK) 2 Southwest Airlines WN 2421 1-stop Boeing 737-700 (73W) 6:45 Operates only on 2024-12-19
Fri 17:40 Midway, Chicago (MDW) 22:25 Oakland (OAK) 2 Southwest Airlines WN 2421 1-stop Boeing 737-700 (73W) 6:45 Operates only on 2025-01-03
Mon,Thu,Fri 08:10 Midway, Chicago (MDW) 13:15 Oakland (OAK) 2 Southwest Airlines WN 2444 1-stop Boeing 737 MAX 8 (7M8) 7:05 Effective 2024-10-03 through 2024-10-28
Fri 08:10 Midway, Chicago (MDW) 13:15 Oakland (OAK) 2 Southwest Airlines WN 2444 1-stop Boeing 737 MAX 8 (7M8) 7:05 Operates only on 2024-11-01
Mon,Thu,Fri 13:55 Midway, Chicago (MDW) 18:25 Oakland (OAK) 2 Southwest Airlines WN 2550 1-stop Boeing 737-700 (73W) 6:30 Valid until 2024-09-30

1 2 3

A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Oakland airport (OAK).
The flight distance is 1839 miles, or 2959 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 4:25 and 4:55.

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Southwest Airlines flights from Midway, Chicago (MDW) to Oakland (OAK).

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN4067

08:50

Midway, Chicago (MDW)

11:25

Oakland (OAK) 2

Operates only on 2024-10-31

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 4:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4112

15:00

Midway, Chicago (MDW)

17:30

Oakland (OAK) 2

Effective 2024-10-05 through 2024-11-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4112

18:55

Midway, Chicago (MDW)

21:30

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4112

19:35

Midway, Chicago (MDW)

22:05

Oakland (OAK) 2

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4112

19:35

Midway, Chicago (MDW)

22:05

Oakland (OAK) 2

Operates only on 2024-11-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4480

21:50

Midway, Chicago (MDW)

00:35(+1)

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:45, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Southwest Airlines WN4480

21:50

Midway, Chicago (MDW)

00:35(+1)

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:45, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Southwest Airlines WN4712

09:15

Midway, Chicago (MDW)

12:00

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:45, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4712

09:15

Midway, Chicago (MDW)

12:00

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:45, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN5865

17:40

Midway, Chicago (MDW)

20:10

Oakland (OAK) 2

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN223

11:45

Midway, Chicago (MDW)

16:10

Oakland (OAK) 2

Operates only on 2024-12-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 6:25, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN268

17:40

Midway, Chicago (MDW)

22:20

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 6:40, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN268

17:40

Midway, Chicago (MDW)

22:20

Oakland (OAK) 2

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

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 6:40, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN268

17:40

Midway, Chicago (MDW)

22:20

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 6:40, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN268

17:40

Midway, Chicago (MDW)

22:20

Oakland (OAK) 2

Operates only on 2025-02-10

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 6:40, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN268

17:40

Midway, Chicago (MDW)

22:20

Oakland (OAK) 2

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

Mon

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 6:40, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN268

17:40

Midway, Chicago (MDW)

22:20

Oakland (OAK) 2

Operates only on 2025-03-03

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 6:40, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN449

19:20

Midway, Chicago (MDW)

23:55

Oakland (OAK) 2

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

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 6:35, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN449

19:20

Midway, Chicago (MDW)

23:55

Oakland (OAK) 2

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 6:35, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN449

19:20

Midway, Chicago (MDW)

23:55

Oakland (OAK) 2

Operates only on 2025-01-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 6:35, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN964

10:15

Midway, Chicago (MDW)

16:00

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN964

10:15

Midway, Chicago (MDW)

16:00

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN1059

09:15

Midway, Chicago (MDW)

14:35

Oakland (OAK) 2

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 7:20, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN1059

09:15

Midway, Chicago (MDW)

14:35

Oakland (OAK) 2

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

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun

Duration: 7:20, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN1059

09:15

Midway, Chicago (MDW)

14:35

Oakland (OAK) 2

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 7:20, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN1059

09:15

Midway, Chicago (MDW)

14:35

Oakland (OAK) 2

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

Duration: 7:20, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN1059

09:15

Midway, Chicago (MDW)

14:35

Oakland (OAK) 2

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 7:20, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN1144

15:20

Midway, Chicago (MDW)

20:05

Oakland (OAK) 2

Operates only on 2024-10-31

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 6:45, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1144

18:30

Midway, Chicago (MDW)

23:15

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 6:45, 1-stop
Boeing 737-800 (73H)

Southwest Airlines WN1415

09:45

Midway, Chicago (MDW)

14:25

Oakland (OAK) 2

Valid until 2024-09-30

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 6:40, 1-stop
Boeing 737-800 (73H)

Southwest Airlines WN1501

08:30

Midway, Chicago (MDW)

13:30

Oakland (OAK) 2

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 7:00, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1501

08:30

Midway, Chicago (MDW)

13:30

Oakland (OAK) 2

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

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun

Duration: 7:00, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1501

08:30

Midway, Chicago (MDW)

13:30

Oakland (OAK) 2

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 7:00, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1501

08:30

Midway, Chicago (MDW)

13:30

Oakland (OAK) 2

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

Duration: 7:00, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1501

08:30

Midway, Chicago (MDW)

13:30

Oakland (OAK) 2

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 7:00, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1541

08:30

Midway, Chicago (MDW)

14:20

Oakland (OAK) 2

Operates only on 2024-11-28

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN1541

08:45

Midway, Chicago (MDW)

14:05

Oakland (OAK) 2

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 7:20, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN1541

08:45

Midway, Chicago (MDW)

14:05

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 7:20, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN1738

08:00

Midway, Chicago (MDW)

12:50

Oakland (OAK) 2

Operates only on 2024-12-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 6:50, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN2134

08:50

Midway, Chicago (MDW)

13:30

Oakland (OAK) 2

Effective 2024-10-05 through 2024-11-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 6:40, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN2317

08:10

Midway, Chicago (MDW)

12:40

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 6:30, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN2355

08:50

Midway, Chicago (MDW)

14:20

Oakland (OAK) 2

Operates only on 2024-09-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 7:30, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN2421

17:40

Midway, Chicago (MDW)

22:25

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 6:45, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN2421

17:40

Midway, Chicago (MDW)

22:25

Oakland (OAK) 2

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 6:45, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN2421

17:40

Midway, Chicago (MDW)

22:25

Oakland (OAK) 2

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 6:45, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN2421

17:40

Midway, Chicago (MDW)

22:25

Oakland (OAK) 2

Operates only on 2024-12-19

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 6:45, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN2421

17:40

Midway, Chicago (MDW)

22:25

Oakland (OAK) 2

Operates only on 2025-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 6:45, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN2444

08:10

Midway, Chicago (MDW)

13:15

Oakland (OAK) 2

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 7:05, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN2444

08:10

Midway, Chicago (MDW)

13:15

Oakland (OAK) 2

Operates only on 2024-11-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 7:05, 1-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN2550

13:55

Midway, Chicago (MDW)

18:25

Oakland (OAK) 2

Valid until 2024-09-30

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 6:30, 1-stop
Boeing 737-700 (73W)

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A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Oakland airport (OAK).
The flight distance is 1839 miles, or 2959 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 4:25 and 4:55.

All MDW-OAK flights

All Southwest Airlines flights

Return (OAK-MDW) flights

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