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

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

Chicago Midway International Airport Portland International Airport
MDW : Chicago , United States PDX : Portland , United States
UTC-5(DST) UTC-7(DST)

Midway to Portland Flight Schedule(September 2025)

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

Change Direction(PDX to MDW)

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

LastUpdate : 2025/09/01 06:15

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

September 2025
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  • Southwest Airlines [ Show / Hide ]
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN383
Southwest Airlines
07:50 10:00 4h10m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3735
Southwest Airlines
14:55 17:10 4h15m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
20:30 22:45 4h15m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24)
737-8-MAX
08:00 10:15 4h15m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-700 (WL)
14:55 17:10 4h15m
M------ (Sep 29)
737-8-MAX
20:30 22:45 4h15m
-T----- (Sep 30)
737-8-MAX
WN621
Southwest Airlines
08:20 10:35 4h15m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN339
Southwest Airlines
08:30 10:50 4h20m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2308
Southwest Airlines
14:10 16:25 4h15m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1766
Southwest Airlines
20:50 23:05 4h15m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
15:50 18:05 4h15m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-700 (WL)
22:25 00:40(+1) 4h15m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-8-MAX
20:50 23:05 4h15m
M------ (Sep 29)
737-8-MAX
Change Direction(PDX to MDW)
Flight schedules as of September 01, 2025, 06:15 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 : Chicago/Midway to Portland

How many airlines fly from Chicago to Portland ?
As of September 2025, 1 airline operate direct flights from Chicago/Midway (MDW) to Portland (PDX) : Southwest Airlines.
How far is it from Chicago to Portland?
The distance between Chicago/Midway (MDW) to Portland (PDX) is approximately 1,750 miles(2,810km) by air.
What is the time difference between Chicago to Portland?
The time difference between Chicago Midway International Airport(Chicago) and Portland International Airport(Portland) is -2 hours. Portland is 2 hours behind Chicago.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Portland is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.