All airlines flying from Oakland (OAK) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
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 2024-07-08 through 2024-08-02
Thu 17:35 Oakland (OAK) 2 23:35 Midway, Chicago (MDW)
Southwest Airlines WN 3715 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Operates only on 2024-07-04
Sat,Sun 18:25 Oakland (OAK) 2 00:25 Midway, Chicago (MDW)
Southwest Airlines WN 3715 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-06-08 through 2024-08-04
The flight arrives 1 day after departure.
Mon,Thu,Fri 19:10 Oakland (OAK) 2 01:10 Midway, Chicago (MDW)
Southwest Airlines WN 3715 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-06-06 through 2024-07-01
The flight arrives 1 day after departure.
Mon,Thu,Fri 19:10 Oakland (OAK) 2 01:10 Midway, Chicago (MDW)
Southwest Airlines WN 3715 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-07-08 through 2024-08-02
The flight arrives 1 day after departure.
Tue,Wed 19:35 Oakland (OAK) 2 01:35 Midway, Chicago (MDW)
Southwest Airlines WN 3715 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-06-04 through 2024-07-31
The flight arrives 1 day after departure.
Mon,Thu,Fri 05:30 Oakland (OAK) 2 11:40 Midway, Chicago (MDW)
Southwest Airlines WN 3788 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-08-05 through 2024-09-30
Thu 10:25 Oakland (OAK) 2 16:30 Midway, Chicago (MDW)
Southwest Airlines WN 3896 Non-stop Boeing 737-700 (73W) 4:05 Operates only on 2024-07-04
Non-Direct Flights:
Tue,Wed 10:10 Oakland (OAK) 2 18:30 Midway, Chicago (MDW)
Southwest Airlines WN 106 1-stop Boeing 737-800 (73H) 6:20 Effective 2024-04-09 through 2024-05-29
Sat 14:15 Oakland (OAK) 2 22:20 Midway, Chicago (MDW)
Southwest Airlines WN 106 1-stop Boeing 737-700 (73W) 6:05 Effective 2024-04-13 through 2024-06-01
Tue-Fri 16:30 Oakland (OAK) 2 00:40 Midway, Chicago (MDW)
Southwest Airlines WN 171 1-stop Boeing 737-700 (73W) 6:10 Valid until 2024-01-02
The flight arrives 1 day after departure.
Sat 08:45 Oakland (OAK) 2 16:45 Midway, Chicago (MDW)
Southwest Airlines WN 310 1-stop Boeing 737-800 (73H) 6:00 Effective 2024-01-13 through 2024-03-02
Sun 16:50 Oakland (OAK) 2 00:45 Midway, Chicago (MDW)
Southwest Airlines WN 579 1-stop Boeing 737-700 (73W) 5:55 Effective 2024-03-10 through 2024-04-07
The flight arrives 1 day after departure.
Sat 09:00 Oakland (OAK) 2 16:15 Midway, Chicago (MDW)
Southwest Airlines WN 597 1-stop Boeing 737-700 (73W) 5:15 Operates only on 2024-01-06
Sat 06:20 Oakland (OAK) 2 14:10 Midway, Chicago (MDW)
Southwest Airlines WN 636 1-stop Boeing 737-700 (73W) 5:50 Operates only on 2024-01-06
Tue-Fri 07:50 Oakland (OAK) 2 15:50 Midway, Chicago (MDW)
Southwest Airlines WN 675 1-stop Boeing 737-700 (73W) 6:00 Valid until 2024-01-02
Tue-Fri 16:55 Oakland (OAK) 2 00:45 Midway, Chicago (MDW)
Southwest Airlines WN 799 1-stop Boeing 737 MAX 8 (7M8) 5:50 Valid until 2024-01-02
The flight arrives 1 day after departure.
Sat 12:10 Oakland (OAK) 2 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 947 1-stop Boeing 737-700 (73W) 6:00 Effective 2024-06-08 through 2024-08-03
Sat 07:10 Oakland (OAK) 2 15:15 Midway, Chicago (MDW)
Southwest Airlines WN 1035 1-stop Boeing 737-700 (73W) 6:05 Effective 2024-06-08 through 2024-08-03
Tue-Fri 07:55 Oakland (OAK) 2 15:55 Midway, Chicago (MDW)
Southwest Airlines WN 1089 1-stop Boeing 737-800 (73H) 6:00 Valid until 2024-01-02
Mon,Sun 05:20 Oakland (OAK) 2 13:35 Midway, Chicago (MDW)
Southwest Airlines WN 1339 1-stop Boeing 737 MAX 8 (7M8) 6:15 Valid until 2024-01-01
Wed-Fri,Sun 05:20 Oakland (OAK) 2 13:35 Midway, Chicago (MDW)
Southwest Airlines WN 1339 1-stop Boeing 737 MAX 8 (7M8) 6:15 Effective 2024-01-03 through 2024-01-07
Sun 15:55 Oakland (OAK) 2 23:55 Midway, Chicago (MDW)
Southwest Airlines WN 1875 1-stop Boeing 737-700 (73W) 6:00 Effective 2024-01-14 through 2024-03-03
Tue,Wed 06:05 Oakland (OAK) 2 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 1918 1-stop Boeing 737 MAX 8 (7M8) 6:55 Effective 2024-06-04 through 2024-07-31
Sun 08:25 Oakland (OAK) 2 15:45 Midway, Chicago (MDW)
Southwest Airlines WN 1975 1-stop Boeing 737-700 (73W) 5:20 Effective 2024-01-14 through 2024-03-03
Sat 07:00 Oakland (OAK) 2 16:00 Midway, Chicago (MDW)
Southwest Airlines WN 2113 1-stop Boeing 737-800 (73H) 7:00 Effective 2024-08-10 through 2024-09-28
Mon,Thu,Fri 08:30 Oakland (OAK) 2 17:20 Midway, Chicago (MDW)
Southwest Airlines WN 2113 1-stop Boeing 737 MAX 8 (7M8) 6:50 Effective 2024-08-05 through 2024-09-30
Mon,Thu,Fri 16:00 Oakland (OAK) 2 23:55 Midway, Chicago (MDW)
Southwest Airlines WN 2144 1-stop Boeing 737-700 (73W) 5:55 Effective 2024-03-07 through 2024-04-08
Tue,Wed 06:05 Oakland (OAK) 2 14:55 Midway, Chicago (MDW)
Southwest Airlines WN 2707 1-stop Boeing 737-700 (73W) 6:50 Effective 2024-03-12 through 2024-04-03
Mon,Thu,Fri 09:40 Oakland (OAK) 2 18:00 Midway, Chicago (MDW)
Southwest Airlines WN 2995 1-stop Boeing 737 MAX 8 (7M8) 6:20 Effective 2024-08-05 through 2024-09-30
Sat 06:30 Oakland (OAK) 2 14:35 Midway, Chicago (MDW)
Southwest Airlines WN 3032 1-stop Boeing 737-700 (73W) 6:05 Operates only on 2024-01-06
Tue,Wed 07:40 Oakland (OAK) 2 16:30 Midway, Chicago (MDW)
Southwest Airlines WN 3278 1-stop Boeing 737 MAX 8 (7M8) 6:50 Effective 2024-01-09 through 2024-03-06
Sun 08:10 Oakland (OAK) 2 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 3531 1-stop Boeing 737-700 (73W) 6:10 Effective 2024-08-11 through 2024-08-25
Sun 08:10 Oakland (OAK) 2 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 3531 1-stop Boeing 737-700 (73W) 6:10 Effective 2024-09-08 through 2024-09-29
Sun 09:45 Oakland (OAK) 2 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 3658 1-stop Boeing 737 MAX 8 (7M8) 6:30 Effective 2024-08-11 through 2024-08-25
Sun 09:45 Oakland (OAK) 2 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 3658 1-stop Boeing 737 MAX 8 (7M8) 6:30 Effective 2024-09-08 through 2024-09-29
Sun 16:05 Oakland (OAK) 2 00:20 Midway, Chicago (MDW)
Southwest Airlines WN 3810 1-stop Boeing 737-700 (73W) 6:15 Effective 2024-06-09 through 2024-08-04
The flight arrives 1 day after departure.
Tue,Wed 05:50 Oakland (OAK) 2 14:55 Midway, Chicago (MDW)
Southwest Airlines WN 5562 1-stop Boeing 737-800 (73H) 7:05 Effective 2024-04-09 through 2024-05-29
Mon,Thu,Fri 06:25 Oakland (OAK) 2 15:15 Midway, Chicago (MDW)
Southwest Airlines WN 5562 1-stop Boeing 737-700 (73W) 6:50 Effective 2024-04-11 through 2024-06-03
Sun 05:25 Oakland (OAK) 2 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 574 2-stop Boeing 737-700 (73W) 6:50 Effective 2024-06-09 through 2024-08-04
Mon,Sun 08:45 Oakland (OAK) 2 17:50 Midway, Chicago (MDW)
Southwest Airlines WN 597 2-stop Boeing 737-700 (73W) 7:05 Valid until 2024-01-01
Wed-Fri,Sun 08:45 Oakland (OAK) 2 17:50 Midway, Chicago (MDW)
Southwest Airlines WN 597 2-stop Boeing 737-700 (73W) 7:05 Effective 2024-01-03 through 2024-01-07
Sun 07:00 Oakland (OAK) 2 19:15 Midway, Chicago (MDW)
Southwest Airlines WN 2117 2-stop Boeing 737 MAX 8 (7M8) 10:15 Effective 2024-01-14 through 2024-03-03
Mon,Sun 14:30 Oakland (OAK) 2 00:10 Midway, Chicago (MDW)
Southwest Airlines WN 2523 2-stop Boeing 737-700 (73W) 7:40 Valid until 2024-01-01
The flight arrives 1 day after departure.
Wed-Fri,Sun 14:30 Oakland (OAK) 2 00:10 Midway, Chicago (MDW)
Southwest Airlines WN 2523 2-stop Boeing 737-700 (73W) 7:40 Effective 2024-01-03 through 2024-01-07
The flight arrives 1 day after departure.
Mon,Thu,Fri 14:50 Oakland (OAK) 2 00:30 Midway, Chicago (MDW)
Southwest Airlines WN 2935 2-stop Boeing 737-700 (73W) 7:40 Effective 2024-03-07 through 2024-04-08
The flight arrives 1 day after departure.
Sat 06:05 Oakland (OAK) 2 18:30 Midway, Chicago (MDW)
Southwest Airlines WN 1396 3-stop Boeing 737-700 (73W) 10:25 Operates only on 2024-01-06
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All airlines flying from Oakland (OAK) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737-700 (73W)

Operates only on 2024-07-04
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-08 through 2024-08-04
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 2024-06-06 through 2024-07-01
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 2024-07-08 through 2024-08-02
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 2024-06-04 through 2024-07-31
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 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Operates only on 2024-07-04
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:05, non-stop
Boeing 737-700 (73W)

Non-Direct Flights:

Effective 2024-04-09 through 2024-05-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:20, 1-stop
Boeing 737-800 (73H)

Effective 2024-04-13 through 2024-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:05, 1-stop
Boeing 737-700 (73W)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 6:10, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-01-13 through 2024-03-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:00, 1-stop
Boeing 737-800 (73H)

Effective 2024-03-10 through 2024-04-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:55, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:15, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:50, 1-stop
Boeing 737-700 (73W)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 6:00, 1-stop
Boeing 737-700 (73W)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 5:50, 1-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:05, 1-stop
Boeing 737-700 (73W)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 6:00, 1-stop
Boeing 737-800 (73H)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:15, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 6:15, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:55, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:20, 1-stop
Boeing 737-700 (73W)

Effective 2024-08-10 through 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 7:00, 1-stop
Boeing 737-800 (73H)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 6:50, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-03-07 through 2024-04-08
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 5:55, 1-stop
Boeing 737-700 (73W)

Effective 2024-03-12 through 2024-04-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:50, 1-stop
Boeing 737-700 (73W)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 6:20, 1-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:05, 1-stop
Boeing 737-700 (73W)

Effective 2024-01-09 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:50, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:10, 1-stop
Boeing 737-700 (73W)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:10, 1-stop
Boeing 737-700 (73W)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:30, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:30, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:15, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-04-09 through 2024-05-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 7:05, 1-stop
Boeing 737-800 (73H)

Effective 2024-04-11 through 2024-06-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 6:50, 1-stop
Boeing 737-700 (73W)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:50, 2-stop
Boeing 737-700 (73W)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 7:05, 2-stop
Boeing 737-700 (73W)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 7:05, 2-stop
Boeing 737-700 (73W)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 10:15, 2-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 7:40, 2-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 7:40, 2-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: 7:40, 2-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 10:25, 3-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.