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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Fri 05:55 Oakland (OAK) 2 12:05 Midway, Chicago (MDW)
Southwest Airlines WN 148 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Operates only on 2024-07-05
Sun 15:55 Oakland (OAK) 2 21:55 Midway, Chicago (MDW)
Southwest Airlines WN 447 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-09-01
Mon,Thu,Fri 18:25 Oakland (OAK) 2 00:30 Midway, Chicago (MDW)
Southwest Airlines WN 594 Non-stop Boeing 737-700 (73W) 4:05 Effective 2024-04-11 through 2024-06-03
The flight arrives 1 day after departure.
Fri 15:10 Oakland (OAK) 2 21:10 Midway, Chicago (MDW)
Southwest Airlines WN 675 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-07-05
Fri 18:55 Oakland (OAK) 2 00:55 Midway, Chicago (MDW)
Southwest Airlines WN 872 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Operates only on 2024-07-05
The flight arrives 1 day after departure.
Sat 06:15 Oakland (OAK) 2 12:25 Midway, Chicago (MDW)
Southwest Airlines WN 940 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-08-10 through 2024-09-28
Sun 06:50 Oakland (OAK) 2 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 940 Non-stop Boeing 737-800 (73H) 4:10 Operates only on 2024-09-01
Tue,Wed,Sun 07:20 Oakland (OAK) 2 13:30 Midway, Chicago (MDW)
Southwest Airlines WN 940 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-08-06 through 2024-08-28
Tue,Wed,Sun 07:20 Oakland (OAK) 2 13:30 Midway, Chicago (MDW)
Southwest Airlines WN 940 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-09-03 through 2024-10-02
Tue-Fri 05:30 Oakland (OAK) 2 11:30 Midway, Chicago (MDW)
Southwest Airlines WN 960 Non-stop Boeing 737-700 (73W) 4:00 Valid until 2024-01-02
Tue,Wed 18:35 Oakland (OAK) 2 00:40 Midway, Chicago (MDW)
Southwest Airlines WN 1327 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-01-09 through 2024-03-06
The flight arrives 1 day after departure.
Sat 16:55 Oakland (OAK) 2 22:55 Midway, Chicago (MDW)
Southwest Airlines WN 1537 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-01-06
Mon,Sun 19:10 Oakland (OAK) 2 01:10 Midway, Chicago (MDW)
Southwest Airlines WN 1537 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Valid until 2024-01-01
The flight arrives 1 day after departure.
Wed-Fri,Sun 19:10 Oakland (OAK) 2 01:10 Midway, Chicago (MDW)
Southwest Airlines WN 1537 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-01-03 through 2024-01-07
The flight arrives 1 day after departure.
Mon,Thu,Fri 06:00 Oakland (OAK) 2 12:10 Midway, Chicago (MDW)
Southwest Airlines WN 1681 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-01-08 through 2024-03-04
Sat 06:45 Oakland (OAK) 2 12:55 Midway, Chicago (MDW)
Southwest Airlines WN 1681 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-01-13 through 2024-03-02
Tue,Wed 06:55 Oakland (OAK) 2 13:05 Midway, Chicago (MDW)
Southwest Airlines WN 1793 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-01-09 through 2024-03-06
Tue-Fri 19:20 Oakland (OAK) 2 01:20 Midway, Chicago (MDW)
Southwest Airlines WN 2048 Non-stop Boeing 737-700 (73W) 4:00 Valid until 2024-01-02
The flight arrives 1 day after departure.
Mon,Thu,Fri 05:05 Oakland (OAK) 2 11:15 Midway, Chicago (MDW)
Southwest Airlines WN 2615 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-03-07 through 2024-04-08
Tue,Wed 05:15 Oakland (OAK) 2 11:20 Midway, Chicago (MDW)
Southwest Airlines WN 2615 Non-stop Boeing 737-700 (73W) 4:05 Effective 2024-03-12 through 2024-04-03
Sat 06:10 Oakland (OAK) 2 12:20 Midway, Chicago (MDW)
Southwest Airlines WN 2615 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-03-09 through 2024-04-06
Sat 17:50 Oakland (OAK) 2 23:55 Midway, Chicago (MDW)
Southwest Airlines WN 2616 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-03-09 through 2024-04-06
Tue,Wed 18:35 Oakland (OAK) 2 00:40 Midway, Chicago (MDW)
Southwest Airlines WN 2616 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-03-12 through 2024-04-03
The flight arrives 1 day after departure.
Sun 18:50 Oakland (OAK) 2 00:50 Midway, Chicago (MDW)
Southwest Airlines WN 2616 Non-stop Boeing 737-800 (73H) 4:00 Effective 2024-03-10 through 2024-04-07
The flight arrives 1 day after departure.
Mon,Thu,Fri 19:30 Oakland (OAK) 2 01:35 Midway, Chicago (MDW)
Southwest Airlines WN 2616 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-03-07 through 2024-04-08
The flight arrives 1 day after departure.
Mon,Sun 05:05 Oakland (OAK) 2 11:05 Midway, Chicago (MDW)
Southwest Airlines WN 2621 Non-stop Boeing 737-800 (73H) 4:00 Valid until 2024-01-01
Wed-Fri,Sun 05:05 Oakland (OAK) 2 11:05 Midway, Chicago (MDW)
Southwest Airlines WN 2621 Non-stop Boeing 737-800 (73H) 4:00 Effective 2024-01-03 through 2024-01-07
Sat 07:10 Oakland (OAK) 2 13:20 Midway, Chicago (MDW)
Southwest Airlines WN 2621 Non-stop Boeing 737-800 (73H) 4:10 Operates only on 2024-01-06
Sat 15:05 Oakland (OAK) 2 21:05 Midway, Chicago (MDW)
Southwest Airlines WN 2643 Non-stop Boeing 737-800 (73H) 4:00 Effective 2024-08-10 through 2024-09-28
Tue,Wed 16:25 Oakland (OAK) 2 22:25 Midway, Chicago (MDW)
Southwest Airlines WN 2643 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-08-06 through 2024-10-02
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 2024-08-11 through 2024-08-25
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
Mon,Thu,Fri 19:10 Oakland (OAK) 2 01:10 Midway, Chicago (MDW)
Southwest Airlines WN 2643 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-08-05 through 2024-09-30
The flight arrives 1 day after departure.
Mon,Thu,Fri 05:15 Oakland (OAK) 2 11:25 Midway, Chicago (MDW)
Southwest Airlines WN 2901 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-04-11 through 2024-06-03
Tue,Wed 06:00 Oakland (OAK) 2 12:10 Midway, Chicago (MDW)
Southwest Airlines WN 2901 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-04-09 through 2024-05-29
Sun 06:05 Oakland (OAK) 2 12:15 Midway, Chicago (MDW)
Southwest Airlines WN 2901 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-04-14 through 2024-05-19
Sun 06:05 Oakland (OAK) 2 12:15 Midway, Chicago (MDW)
Southwest Airlines WN 2901 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Operates only on 2024-06-02
Sun 07:20 Oakland (OAK) 2 13:25 Midway, Chicago (MDW)
Southwest Airlines WN 2901 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Operates only on 2024-05-26
Sat 08:10 Oakland (OAK) 2 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 2901 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-04-13 through 2024-06-01
Tue,Wed 17:50 Oakland (OAK) 2 23:55 Midway, Chicago (MDW)
Southwest Airlines WN 3332 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-04-09 through 2024-05-29
Mon,Thu,Fri 05:15 Oakland (OAK) 2 11:20 Midway, Chicago (MDW)
Southwest Airlines WN 3401 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 05:15 Oakland (OAK) 2 11:20 Midway, Chicago (MDW)
Southwest Airlines WN 3401 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-07-08 through 2024-08-02
Sat 05:25 Oakland (OAK) 2 11:30 Midway, Chicago (MDW)
Southwest Airlines WN 3401 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2024-06-08 through 2024-08-03
Sun 05:45 Oakland (OAK) 2 11:45 Midway, Chicago (MDW)
Southwest Airlines WN 3401 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-06-09 through 2024-08-04
Tue,Wed 06:30 Oakland (OAK) 2 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 3401 Non-stop Boeing 737-700 (73W) 4:10 Effective 2024-06-04 through 2024-07-31
Thu 06:30 Oakland (OAK) 2 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 3401 Non-stop Boeing 737-800 (73H) 4:10 Operates only on 2024-07-04
Sun 18:00 Oakland (OAK) 2 00:05 Midway, Chicago (MDW)
Southwest Airlines WN 3553 Non-stop Boeing 737-700 (73W) 4:05 Effective 2024-01-14 through 2024-03-03
The flight arrives 1 day after departure.
Sat 11:55 Oakland (OAK) 2 17:55 Midway, Chicago (MDW)
Southwest Airlines WN 3691 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-06-08 through 2024-08-03
Tue,Wed 13:20 Oakland (OAK) 2 19:25 Midway, Chicago (MDW)
Southwest Airlines WN 3691 Non-stop Boeing 737-800 (73H) 4:05 Effective 2024-06-04 through 2024-07-31
Mon,Thu,Fri 14:30 Oakland (OAK) 2 20:30 Midway, Chicago (MDW)
Southwest Airlines WN 3691 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-06-06 through 2024-07-01
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Southwest Airlines flights from Oakland (OAK) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Effective 2024-04-11 through 2024-06-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2024-08-10 through 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Effective 2024-08-06 through 2024-08-28
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-09-03 through 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Effective 2024-01-09 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2024-01-08 through 2024-03-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-13 through 2024-03-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-09 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-03-07 through 2024-04-08
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Effective 2024-03-12 through 2024-04-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737-700 (73W)

Effective 2024-03-09 through 2024-04-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-03-09 through 2024-04-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-03-12 through 2024-04-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2024-03-10 through 2024-04-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Effective 2024-03-07 through 2024-04-08
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737-800 (73H)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737-800 (73H)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Effective 2024-08-10 through 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:00, non-stop
Boeing 737-800 (73H)

Effective 2024-08-06 through 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

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)

Effective 2024-08-05 through 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.

Effective 2024-04-11 through 2024-06-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Effective 2024-04-09 through 2024-05-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-04-14 through 2024-05-19
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-06-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-05-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-04-13 through 2024-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:05, non-stop
Boeing 737-800 (73H)

Effective 2024-04-09 through 2024-05-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Operates only on 2024-07-04
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737-800 (73H)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737-700 (73W)
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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 4:10.