Flights from Chicago Airport MDW to Portland Airport PDX

To see all airliners that offer flights between Midway and Portland International please see the table below.

Flights Chart

Airliner	Mo	Tu	We	Th	Fr	Sa	Su	First Flight	Last Flight	Flights
Southwest Airlines	3	3	3	3	3	2	2	09:45	23:35	VIEW FLIGHTS
NetJets	0	0	1	0	0	0	0	17:30	17:30	VIEW FLIGHTS

Most people choose to fly with Southwest Airlines. They offer the largest number of flights so they have times which are most likely to suite you. The flights they offer will go by the flight numbers WN1415, WN1800, WN2450 and WN383 with times between 09:45 and 23:35.

If you would like to find out more information on availably, flight times or if you would like to book your flight, you can visit Southwest Airlines direct at www.southwest.com/?ref=southwestairlines.com.

The flight time for the selected route vary based on the month you will travel, but below we has summarised the most common times they will fly. We recommend you only take these times as guidance and check with appropriate airline for the exact times for the date you depart.

Flights Time In WeekDays

Day	Flight Times	Flights
Monday	09:45 Airline Flight  No Southwest Airlines WN1415 18:35 Airline Flight  No Southwest Airlines WN4849 20:40 Airline Flight  No Southwest Airlines WN1800	VIEW FLIGHTS
Tuesday	10:15 Airline Flight  No Southwest Airlines WN3965 17:00 Airline Flight  No Southwest Airlines WN2450 20:10 Airline Flight  No Southwest Airlines WN383	VIEW FLIGHTS
Wednesday	12:30 Airline Flight  No Southwest Airlines WN3965 14:50 Airline Flight  No Southwest Airlines WN2450 17:30 Airline Flight  No NetJets EJA537 22:20 Airline Flight  No Southwest Airlines WN383	VIEW FLIGHTS
Thursday	09:45 Airline Flight  No Southwest Airlines WN1415 16:25 Airline Flight  No Southwest Airlines WN4849 20:40 Airline Flight  No Southwest Airlines WN1800	VIEW FLIGHTS
Friday	11:55 Airline Flight  No Southwest Airlines WN1415 18:35 Airline Flight  No Southwest Airlines WN4849 22:50 Airline Flight  No Southwest Airlines WN1800	VIEW FLIGHTS
Saturday	11:05 Airline Flight  No Southwest Airlines WN3965 21:35 Airline Flight  No Southwest Airlines WN1800	VIEW FLIGHTS
Sunday	11:40 Airline Flight  No Southwest Airlines WN3965 23:35 Airline Flight  No Southwest Airlines WN1800	VIEW FLIGHTS

If the airlines stated don’t offer flights that suite your travel times, you could look at alternative options. Below we have summarised flights from alternative departures airports and flights that are not direct.

Alternative Direct Routes

Route	Stops	Distance	Flying Time
Appleton to Portland	0		3 Hours 57 Minutes
Chicago O'Hare to Portland	0		4 Hours 6 Minutes

If you are planning to hire a car from Portland International airport then don’t wait until you arrive. The prices are typically 20% to 30% higher and the availability of vehicles are much lower. You can check out the solutions we have for car hire on our car hire pages which can save you £££’s.