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	0	1	2	1	1	1	2	10:00	23:55	VIEW FLIGHTS
Executive Jet Management	0	0	0	0	0	0	1	13:00	13:00	VIEW FLIGHTS

The most direct flights are offered by Southwest Airlines but they only offer 1 flight per week. This flight departs 10:00 and goes by the flight number WN1045 and WN3295

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
Tuesday	23:25 Airline Flight  No Southwest Airlines WN3295	VIEW FLIGHTS
Wednesday	10:00 Airline Flight  No Southwest Airlines WN1045 23:25 Airline Flight  No Southwest Airlines WN3295	VIEW FLIGHTS
Thursday	23:55 Airline Flight  No Southwest Airlines WN3295	VIEW FLIGHTS
Friday	21:15 Airline Flight  No Southwest Airlines WN3295	VIEW FLIGHTS
Saturday	10:25 Airline Flight  No Southwest Airlines WN1045	VIEW FLIGHTS
Sunday	10:10 Airline Flight  No Southwest Airlines WN1045 13:00 Airline Flight  No Executive Jet Management EJM110 21:15 Airline Flight  No Southwest Airlines WN3295	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
Chicago O'Hare to Portland	0		4 Hours 6 Minutes
Chicago Pal Waukee to Portland	0		4 Hours 5 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.