Chicago/Midway (MDW) to Portland (PDX) August 2025 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(August 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 August 2025 , Direct flight departure from Midway with all airlines , flight number, flight duration, aircraft type.

August 2025
  • Southwest Airlines [ Show / Hide ]
Change Direction(PDX to MDW)
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-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3735
Southwest Airlines
20:30 22:45 4h15m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
14:55 17:10 4h15m
---TF-- (Aug 7–8)
737-8-MAX
08:00 10:15 4h15m
------S (Aug 10, Aug 17, Aug 24)
737-700 (WL)
14:55 17:10 4h15m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-8-MAX
08:55 11:10 4h15m
------S (Aug 31)
737-700 (WL)
WN621
Southwest Airlines
08:20 10:35 4h15m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN339
Southwest Airlines
08:30 10:50 4h20m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3874
Southwest Airlines
09:10 11:30 4h20m
M------ (Aug 4)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2308
Southwest Airlines
14:10 16:25 4h15m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1766
Southwest Airlines
15:50 18:05 4h15m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
20:50 23:05 4h15m
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-8-MAX
20:20 22:35 4h15m
------S (Aug 31)
737-8-MAX
WN3698
Southwest Airlines
15:55 18:15 4h20m
M------ (Aug 4)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN6429
Southwest Airlines
18:00 20:20 4h20m
------S (Aug 10, Aug 17, Aug 24)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1656
Southwest Airlines
22:05 00:25(+1) 4h20m
M------ (Aug 4)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
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 August 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.