Flights from Chicago/Midway (MDW) to Portland (PWM)

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

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

Chicago/Midway to Portland Flights

Find updated flight schedules, timetable, distance, aircraft types, Map, Transfer for routes from Chicago/Midway (MDW) to Portland (PWM).

Change Direction(PWM to MDW)

Flight Schedules Midway to Portland

This route is operated by Southwest Airlines. This is the first direct flight from Chicago/Midway to Portland.

Change Direction(PWM to MDW)

Flight Duration: Approximately 2 hours 10 minutes to 2 hours 15 minutes (Direct Flights)

Flight No. Departure Time Arrival Time Duration Airfare
WN447 10:55 14:05 2h10m Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
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.

The last direct flight from Midway to Portland is the final flight at 19:10 by Southwest Airlines WN682.

From Chicago/Midway (MDW) to Portland (PWM) Flights Info

Duration(Flight time)

From Midway to Portland
2 hours 10 minutes to 2 hours 15 minutes
From Portland to Midway
2 hours 30 minutes to 2 hours 35 minutes

Distance

From Portland to Midway
Approx. 890 miles
Approx. 1,440 Km
This is different from mileage credits in airline loyalty programs.

Chicago to Portland Map

Chicago Midway International Airport Chicago Midway International Airport
Portland International Jetport Portland International Jetport

Type of aircrafts (MDW to PWM)

Below is a list of the aircraft types and airlines operating on this route. (Direct flights only)

* All links below lead to Japanese pages.

Transfer / Cities with One-Stop Flights

This list shows cities where you can connect for one-stop flights between Chicago and Portland. Direct flights operate on each segment, with the shortest flight durations listed. This is a great resource for travelers planning multi-city itineraries.

Detroit (DTW)
MDW 1h4m DTW 1h48m PWM
1h5m 2h5m
Chicago (ORD)
MDW 45分 ORD 2h17m PWM
45分 2h50m
Pittsburgh (PIT)
MDW 1h20m PIT 1h41m PWM
1h25m 1h51m
Boston (BOS)
MDW 2h10m BOS 50分 PWM
2h30m 53分
Columbus (CMH)
MDW 1h10m CMH 2h2m PWM
1h10m 2h13m
La Guardia (LGA)
MDW 2h0m LGA 1h14m PWM
2h20m 1h21m
Newark (EWR)
MDW 1h50m EWR 1h13m PWM
2h25m 1h27m
Indianapolis (IND)
MDW 55分 IND 2h7m PWM
55分 2h32m
Philadelphia (PHL)
MDW 1h50m PHL 1h21m PWM
2h0m 1h30m
Baltimore (BWI)
MDW 1h45m BWI 1h30m PWM
1h55m 1h30m

FAQ : Chicago/Midway to Portland

How far is it from Chicago to Portland?
The distance between Chicago/Midway (MDW) to Portland (PWM) is approximately 890 miles(1,440km) by air.
Which airlines operate at from Midway(MDW) to Portland(PWM)?
Currently, this route is served by Southwest Airlines (Japanese). You can check flight schedules for this route at Midway to Portland Flight Schedules and Portland to Midway Flight Schedules
What aircraft types are flying on the Chicago/Midway (MDW) to Portland (PWM) route?
The Midway – Portland route is operated by Boeing 737-700 , Boeing 737-800 , Boeing 737 MAX 8 aircraft types.
What is the time difference between Chicago to Portland?
The time difference between Chicago Midway International Airport(Chicago) and Portland International Jetport(Portland) is +1 hour. Portland is 1 hour ahead of 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.