Portland (PWM) to Chicago/Midway (MDW) September 2025 Flight Schedule

Flight Portland(PWM) to Midway(MDW)
CHANGE DIRECTION

Portland International Jetport Chicago Midway International Airport
PWM : Portland , United States MDW : Chicago , United States
UTC-4(DST) UTC-5(DST)

Portland to Midway Flight Schedule(September 2025)

Flight from Portland(PWM) to Midway(MDW) is operated by 1 airline : Southwest Airlines (WN). You can check flight schedules, flight duration, and aircraft types.

Change Direction(MDW to PWM)

Portland (PWM) to Chicago/Midway (MDW) Flight Schedule

LastUpdate : 2025/09/01 07:34

Flight Schedule on September 2025 , Direct flight departure from Portland with all airlines , flight number, flight duration, aircraft type.

September 2025
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Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN4150
Southwest Airlines
10:35 12:05 2h30m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
10:30 12:00 2h30m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-700 (WL)
16:50 18:25 2h35m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-800 (WL)
19:55 21:30 2h35m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-800 (WL)
10:35 12:05 2h30m
M------ (Sep 29)
737-800 (WL)
Change Direction(MDW to PWM)
Flight schedules as of September 01, 2025, 07:34 AM(OAG data). Schedules may change without notice, so please check with airlines before booking. Refer to FlyTeam's terms of use before proceeding. Some airlines and flight numbers may not be displayed.

FAQ : Portland to Chicago/Midway

How many airlines fly from Portland to Chicago ?
As of September 2025, 1 airline operate direct flights from Portland (PWM) to Chicago/Midway (MDW) : Southwest Airlines.
How far is it from Portland to Chicago?
The distance between Portland (PWM) to Chicago/Midway (MDW) is approximately 890 miles(1,440km) by air.
What is the time difference between Portland to Chicago?
The time difference between Portland International Jetport(Portland) and Chicago Midway International Airport(Chicago) is -1 hour. Chicago is 1 hour behind Portland.Portland is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.