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

FLIGHT SCHEDULE
Direct Flights:
Sat 12:05 Oakland (OAK) 2 18:05 Midway, Chicago (MDW) Southwest Airlines WN 339 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Valid until 2024-09-28
Sat 07:40 Oakland (OAK) 2 13:45 Midway, Chicago (MDW) Southwest Airlines WN 446 Non-stop Boeing 737-700 (73W) 4:05 Effective 2025-01-11 through 2025-02-08
Mon-Wed 10:50 Oakland (OAK) 2 16:55 Midway, Chicago (MDW) Southwest Airlines WN 547 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-11-04 through 2024-11-06
Tue,Wed 10:50 Oakland (OAK) 2 16:55 Midway, Chicago (MDW) Southwest Airlines WN 547 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-11-12 through 2024-11-20
Tue-Fri 10:50 Oakland (OAK) 2 16:55 Midway, Chicago (MDW) Southwest Airlines WN 547 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-11-29 through 2024-12-06
Mon-Thu 10:50 Oakland (OAK) 2 16:55 Midway, Chicago (MDW) Southwest Airlines WN 547 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-12-09 through 2024-12-18
Tue,Wed 10:50 Oakland (OAK) 2 16:55 Midway, Chicago (MDW) Southwest Airlines WN 547 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-12-24 through 2025-01-01
Mon 10:50 Oakland (OAK) 2 16:55 Midway, Chicago (MDW) Southwest Airlines WN 547 Non-stop Boeing 737-800 (73H) 4:05 Operates only on 2025-01-06
Mon,Thu,Fri 18:50 Oakland (OAK) 2 00:50 Midway, Chicago (MDW) Southwest Airlines WN 801 Non-stop Boeing 737-700 (73W) 4:00 Valid until 2024-09-30 The flight arrives 1 day after departure.
Sat 06:00 Oakland (OAK) 2 12:15 Midway, Chicago (MDW) Southwest Airlines WN 940 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Valid until 2024-09-28
Sun 06:40 Oakland (OAK) 2 12:50 Midway, Chicago (MDW) Southwest Airlines WN 940 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Operates only on 2024-09-01
Sun 06:55 Oakland (OAK) 2 13:05 Midway, Chicago (MDW) Southwest Airlines WN 940 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-09-08 through 2024-09-29
Tue,Wed 06:25 Oakland (OAK) 2 12:40 Midway, Chicago (MDW) Southwest Airlines WN 1183 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Valid until 2024-10-02
Thu 07:15 Oakland (OAK) 2 13:30 Midway, Chicago (MDW) Southwest Airlines WN 1270 Non-stop Boeing 737-700 (73W) 4:15 Operates only on 2024-10-31
Sun 06:00 Oakland (OAK) 2 12:10 Midway, Chicago (MDW) Southwest Airlines WN 1404 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Operates only on 2024-12-01
Mon,Thu,Fri 05:40 Oakland (OAK) 2 11:55 Midway, Chicago (MDW) Southwest Airlines WN 1489 Non-stop Boeing 737-700 (73W) 4:15 Effective 2024-10-03 through 2024-10-28
Fri 05:40 Oakland (OAK) 2 11:55 Midway, Chicago (MDW) Southwest Airlines WN 1489 Non-stop Boeing 737-700 (73W) 4:15 Operates only on 2024-11-01
Sat 13:10 Oakland (OAK) 2 19:15 Midway, Chicago (MDW) Southwest Airlines WN 1558 Non-stop Boeing 737-700 (73W) 4:05 Effective 2024-11-23 through 2024-11-30
Sat 13:10 Oakland (OAK) 2 19:15 Midway, Chicago (MDW) Southwest Airlines WN 1558 Non-stop Boeing 737-700 (73W) 4:05 Effective 2024-12-21 through 2025-01-04
Mon-Wed 05:15 Oakland (OAK) 2 11:20 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 05:15 Oakland (OAK) 2 11:20 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-12-20 through 2025-01-02
Sun 05:15 Oakland (OAK) 2 11:20 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-800 (73H) 4:05 Operates only on 2025-01-05
Thu,Fri,Sun 05:40 Oakland (OAK) 2 11:45 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-700 (73W) 4:05 Effective 2024-11-03 through 2024-11-10
Mon,Thu,Fri,Sun 05:40 Oakland (OAK) 2 11:45 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-700 (73W) 4:05 Effective 2024-11-11 through 2024-11-25
Sat 05:40 Oakland (OAK) 2 11:45 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-11-23 through 2024-11-30
Fri,Sun 05:40 Oakland (OAK) 2 11:45 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-700 (73W) 4:05 Effective 2024-12-08 through 2024-12-15
Thu 05:40 Oakland (OAK) 2 11:45 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-700 (73W) 4:05 Operates only on 2024-12-19
Sat 05:40 Oakland (OAK) 2 11:45 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-12-21 through 2025-01-04
Fri 05:40 Oakland (OAK) 2 11:45 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-700 (73W) 4:05 Operates only on 2025-01-03
Thu 06:10 Oakland (OAK) 2 12:20 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Operates only on 2024-11-28
Mon,Thu,Fri,Sun 06:10 Oakland (OAK) 2 12:15 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-02-13 through 2025-02-17
Thu,Fri,Sun 06:10 Oakland (OAK) 2 12:15 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-02-21 through 2025-03-02
Mon-Fri 11:05 Oakland (OAK) 2 17:10 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 11:05 Oakland (OAK) 2 17:10 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-01-19 through 2025-01-24
Mon-Fri 11:05 Oakland (OAK) 2 17:10 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 11:05 Oakland (OAK) 2 17:10 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-02-09 through 2025-02-12
Tue,Wed 11:05 Oakland (OAK) 2 17:10 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-02-19 through 2025-03-05
Thu,Fri,Sun 11:25 Oakland (OAK) 2 17:30 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-01-12 through 2025-01-17
Mon,Sun 11:25 Oakland (OAK) 2 17:30 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 11:25 Oakland (OAK) 2 17:30 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-02-02 through 2025-02-07
Mon 11:25 Oakland (OAK) 2 17:30 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-800 (73H) 4:05 Operates only on 2025-02-10
Mon,Tue,Thu 11:25 Oakland (OAK) 2 17:30 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-02-18 through 2025-02-24
Mon 11:25 Oakland (OAK) 2 17:30 Midway, Chicago (MDW) Southwest Airlines WN 1665 Non-stop Boeing 737-800 (73H) 4:05 Operates only on 2025-03-03
Tue,Wed 06:20 Oakland (OAK) 2 12:35 Midway, Chicago (MDW) Southwest Airlines WN 1959 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2024-10-08 through 2024-10-30
Sun 07:20 Oakland (OAK) 2 13:35 Midway, Chicago (MDW) Southwest Airlines WN 1959 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2024-10-06 through 2024-10-27
Sat 10:25 Oakland (OAK) 2 16:35 Midway, Chicago (MDW) Southwest Airlines WN 1959 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-10-05 through 2024-11-02
Sun 18:55 Oakland (OAK) 2 01:00 Midway, Chicago (MDW) Southwest Airlines WN 2053 Non-stop Boeing 737-700 (73W) 4:05 Operates only on 2024-12-01 The flight arrives 1 day after departure.
Sun 17:35 Oakland (OAK) 2 23:35 Midway, Chicago (MDW) Southwest Airlines WN 2643 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-09-08 through 2024-09-29
Tue,Wed 18:05 Oakland (OAK) 2 00:05 Midway, Chicago (MDW) Southwest Airlines WN 2643 Non-stop Boeing 737-800 (73H) 4:00 Valid until 2024-10-02 The flight arrives 1 day after departure.
Sat 06:20 Oakland (OAK) 2 12:30 Midway, Chicago (MDW) Southwest Airlines WN 2947 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-11-09 through 2024-11-16

1 2 3

A domestic route departing from the Oakland airport (OAK) and arriving at Midway, Chicago airport (MDW).
The flight distance is 1839 miles, or 2959 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 4:00 and 4:15.

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

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN339

12:05

Oakland (OAK) 2

18:05

Midway, Chicago (MDW)

Valid until 2024-09-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN446

07:40

Oakland (OAK) 2

13:45

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN547

10:50

Oakland (OAK) 2

16:55

Midway, Chicago (MDW)

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

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN547

10:50

Oakland (OAK) 2

16:55

Midway, Chicago (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN547

10:50

Oakland (OAK) 2

16:55

Midway, Chicago (MDW)

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

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun
-

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

Southwest Airlines WN547

10:50

Oakland (OAK) 2

16:55

Midway, Chicago (MDW)

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

Mon

Tue

Wed

Thu

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN547

10:50

Oakland (OAK) 2

16:55

Midway, Chicago (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN547

10:50

Oakland (OAK) 2

16:55

Midway, Chicago (MDW)

Operates only on 2025-01-06

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN801

18:50

Oakland (OAK) 2

00:50(+1)

Midway, Chicago (MDW)

Valid until 2024-09-30

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Southwest Airlines WN940

06:00

Oakland (OAK) 2

12:15

Midway, Chicago (MDW)

Valid until 2024-09-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN940

06:40

Oakland (OAK) 2

12:50

Midway, Chicago (MDW)

Operates only on 2024-09-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Southwest Airlines WN940

06:55

Oakland (OAK) 2

13:05

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:10, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN1183

06:25

Oakland (OAK) 2

12:40

Midway, Chicago (MDW)

Valid until 2024-10-02

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1270

07:15

Oakland (OAK) 2

13:30

Midway, Chicago (MDW)

Operates only on 2024-10-31

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN1404

06:00

Oakland (OAK) 2

12:10

Midway, Chicago (MDW)

Operates only on 2024-12-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Southwest Airlines WN1489

05:40

Oakland (OAK) 2

11:55

Midway, Chicago (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Southwest Airlines WN1489

05:40

Oakland (OAK) 2

11:55

Midway, Chicago (MDW)

Operates only on 2024-11-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

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

Southwest Airlines WN1558

13:10

Oakland (OAK) 2

19:15

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN1558

13:10

Oakland (OAK) 2

19:15

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN1665

05:15

Oakland (OAK) 2

11:20

Midway, Chicago (MDW)

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

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN1665

05:15

Oakland (OAK) 2

11:20

Midway, Chicago (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN1665

05:15

Oakland (OAK) 2

11:20

Midway, Chicago (MDW)

Operates only on 2025-01-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Southwest Airlines WN1665

05:40

Oakland (OAK) 2

11:45

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN1665

05:40

Oakland (OAK) 2

11:45

Midway, Chicago (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN1665

05:40

Oakland (OAK) 2

11:45

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN1665

05:40

Oakland (OAK) 2

11:45

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

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

Southwest Airlines WN1665

05:40

Oakland (OAK) 2

11:45

Midway, Chicago (MDW)

Operates only on 2024-12-19

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN1665

05:40

Oakland (OAK) 2

11:45

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN1665

05:40

Oakland (OAK) 2

11:45

Midway, Chicago (MDW)

Operates only on 2025-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

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

Southwest Airlines WN1665

06:10

Oakland (OAK) 2

12:20

Midway, Chicago (MDW)

Operates only on 2024-11-28

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN1665

06:10

Oakland (OAK) 2

12:15

Midway, Chicago (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN1665

06:10

Oakland (OAK) 2

12:15

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN1665

11:05

Oakland (OAK) 2

17:10

Midway, Chicago (MDW)

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

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

Southwest Airlines WN1665

11:05

Oakland (OAK) 2

17:10

Midway, Chicago (MDW)

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

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN1665

11:05

Oakland (OAK) 2

17:10

Midway, Chicago (MDW)

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

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

Southwest Airlines WN1665

11:05

Oakland (OAK) 2

17:10

Midway, Chicago (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

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

Southwest Airlines WN1665

11:05

Oakland (OAK) 2

17:10

Midway, Chicago (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN1665

11:25

Oakland (OAK) 2

17:30

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN1665

11:25

Oakland (OAK) 2

17:30

Midway, Chicago (MDW)

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

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Southwest Airlines WN1665

11:25

Oakland (OAK) 2

17:30

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Southwest Airlines WN1665

11:25

Oakland (OAK) 2

17:30

Midway, Chicago (MDW)

Operates only on 2025-02-10

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN1665

11:25

Oakland (OAK) 2

17:30

Midway, Chicago (MDW)

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

Mon

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN1665

11:25

Oakland (OAK) 2

17:30

Midway, Chicago (MDW)

Operates only on 2025-03-03

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN1959

06:20

Oakland (OAK) 2

12:35

Midway, Chicago (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1959

07:20

Oakland (OAK) 2

13:35

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN1959

10:25

Oakland (OAK) 2

16:35

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Southwest Airlines WN2053

18:55

Oakland (OAK) 2

01:00(+1)

Midway, Chicago (MDW)

Operates only on 2024-12-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:05, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Southwest Airlines WN2643

17:35

Oakland (OAK) 2

23:35

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 MAX 8 (7M8)

Southwest Airlines WN2643

18:05

Oakland (OAK) 2

00:05(+1)

Midway, Chicago (MDW)

Valid until 2024-10-02

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Southwest Airlines WN2947

06:20

Oakland (OAK) 2

12:30

Midway, Chicago (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

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A domestic route departing from the Oakland airport (OAK) and arriving at Midway, Chicago airport (MDW).
The flight distance is 1839 miles, or 2959 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 4:00 and 4:15.

All OAK-MDW flights

All Southwest Airlines flights

Return (MDW-OAK) flights

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