All airlines flying from Portland (PWM) to Midway, Chicago (MDW).

Ad box here 7322741189 I FlightInfo Top Box

FLIGHT SCHEDULE
Direct Flights:
Sun 07:40 Portland (PWM) 09:15 Midway, Chicago (MDW) Southwest Airlines WN 2794 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-05 through 2025-10-26
Tue,Wed 16:00 Portland (PWM) 17:35 Midway, Chicago (MDW) Southwest Airlines WN 2794 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-10-07 through 2025-10-29
Sat 16:45 Portland (PWM) 18:20 Midway, Chicago (MDW) Southwest Airlines WN 2794 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri 14:40 Portland (PWM) 16:15 Midway, Chicago (MDW) Southwest Airlines WN 3796 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-02 through 2025-10-31
Tue,Wed 10:30 Portland (PWM) 12:00 Midway, Chicago (MDW) Southwest Airlines WN 4150 Non-stop Boeing 737-700 (73W) 2:30 Effective 2025-08-05 through 2025-10-01
Mon,Thu,Fri 10:35 Portland (PWM) 12:05 Midway, Chicago (MDW) Southwest Airlines WN 4150 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-08-07 through 2025-09-29
Sat 16:50 Portland (PWM) 18:25 Midway, Chicago (MDW) Southwest Airlines WN 4150 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-08-09 through 2025-09-27
Sun 17:50 Portland (PWM) 19:25 Midway, Chicago (MDW) Southwest Airlines WN 4150 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2025-08-31
Sun 19:55 Portland (PWM) 21:30 Midway, Chicago (MDW) Southwest Airlines WN 4150 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-08-10 through 2025-08-24
Sun 19:55 Portland (PWM) 21:30 Midway, Chicago (MDW) Southwest Airlines WN 4150 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-09-07 through 2025-09-28
Fri 16:55 Portland (PWM) 18:30 Midway, Chicago (MDW) Southwest Airlines WN 4338 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2025-07-04
Tue,Wed 18:55 Portland (PWM) 20:30 Midway, Chicago (MDW) Southwest Airlines WN 4338 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-06-10 through 2025-07-02
Tue,Wed 18:55 Portland (PWM) 20:30 Midway, Chicago (MDW) Southwest Airlines WN 4338 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-07-08 through 2025-07-30
Sat 19:10 Portland (PWM) 20:45 Midway, Chicago (MDW) Southwest Airlines WN 4338 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-06-07 through 2025-08-02
Mon,Thu,Fri 19:40 Portland (PWM) 21:15 Midway, Chicago (MDW) Southwest Airlines WN 4338 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 19:40 Portland (PWM) 21:15 Midway, Chicago (MDW) Southwest Airlines WN 4338 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-07-07 through 2025-08-04
Sun 19:55 Portland (PWM) 21:30 Midway, Chicago (MDW) Southwest Airlines WN 4338 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-06-08 through 2025-08-03
Non-Direct Flights:
Tue,Wed 10:30 Portland (PWM) 13:45 Midway, Chicago (MDW) Southwest Airlines WN 1532 1-stop Boeing 737-700 (73W) 4:15 Effective 2025-06-10 through 2025-07-30
Tue,Wed 17:25 Portland (PWM) 20:40 Midway, Chicago (MDW) Southwest Airlines WN 2201 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2025-10-07 through 2025-10-29

Ad flat here 8924483383 I FlightInfo Lower

Parallax here PWM-MDW

A domestic route departing from the Portland airport (PWM) and arriving at Midway, Chicago airport (MDW).
The flight distance is 893 miles, or 1437 km.
The timezone of the departure airport is UTC-5 , 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 2:30 and 2:35.

Return (MDW-PWM) flights

Feedback - Disclaimer - Privacy - new_base.html - DESKTOP - CACHE: False - LANG: en - IS_EU: False

All airlines flying from Portland (PWM) to Midway, Chicago (MDW).

Ad mobi flat here (320x100px) 9629219771 M FlightInfo Top Flat

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN2794

07:40

Portland (PWM)

09:15

Midway, Chicago (MDW)

Effective 2025-10-05 through 2025-10-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN2794

16:00

Portland (PWM)

17:35

Midway, Chicago (MDW)

Effective 2025-10-07 through 2025-10-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN2794

16:45

Portland (PWM)

18:20

Midway, Chicago (MDW)

Effective 2025-10-04 through 2025-11-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN3796

14:40

Portland (PWM)

16:15

Midway, Chicago (MDW)

Effective 2025-10-02 through 2025-10-31

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN4150

10:30

Portland (PWM)

12:00

Midway, Chicago (MDW)

Effective 2025-08-05 through 2025-10-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:30, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN4150

10:35

Portland (PWM)

12:05

Midway, Chicago (MDW)

Effective 2025-08-07 through 2025-09-29

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:30, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN4150

16:50

Portland (PWM)

18:25

Midway, Chicago (MDW)

Effective 2025-08-09 through 2025-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN4150

17:50

Portland (PWM)

19:25

Midway, Chicago (MDW)

Operates only on 2025-08-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4150

19:55

Portland (PWM)

21:30

Midway, Chicago (MDW)

Effective 2025-08-10 through 2025-08-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN4150

19:55

Portland (PWM)

21:30

Midway, Chicago (MDW)

Effective 2025-09-07 through 2025-09-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN4338

16:55

Portland (PWM)

18:30

Midway, Chicago (MDW)

Operates only on 2025-07-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

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

Southwest Airlines WN4338

18:55

Portland (PWM)

20:30

Midway, Chicago (MDW)

Effective 2025-06-10 through 2025-07-02

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Southwest Airlines WN4338

18:55

Portland (PWM)

20:30

Midway, Chicago (MDW)

Effective 2025-07-08 through 2025-07-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4338

19:10

Portland (PWM)

20:45

Midway, Chicago (MDW)

Effective 2025-06-07 through 2025-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN4338

19:40

Portland (PWM)

21:15

Midway, Chicago (MDW)

Effective 2025-06-05 through 2025-07-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Southwest Airlines WN4338

19:40

Portland (PWM)

21:15

Midway, Chicago (MDW)

Effective 2025-07-07 through 2025-08-04

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Southwest Airlines WN4338

19:55

Portland (PWM)

21:30

Midway, Chicago (MDW)

Effective 2025-06-08 through 2025-08-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Non-Direct Flights:

Southwest Airlines WN1532

10:30

Portland (PWM)

13:45

Midway, Chicago (MDW)

Effective 2025-06-10 through 2025-07-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:15, 1-stop
Boeing 737-700 (73W)

Southwest Airlines WN2201

17:25

Portland (PWM)

20:40

Midway, Chicago (MDW)

Effective 2025-10-07 through 2025-10-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Ad mobi box here (300x250px) 6815354179 M FlightInfo Bottom Box

Parallax here PWM-MDW

A domestic route departing from the Portland airport (PWM) and arriving at Midway, Chicago airport (MDW).
The flight distance is 893 miles, or 1437 km.
The timezone of the departure airport is UTC-5 , 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 2:30 and 2:35.

Return (MDW-PWM) flights

Feedback - Disclaimer - Privacy - new_base.html - MOBILE

- CACHE: False - LANG: en - IS_EU: False