Flights from Chicago Airport (MDW) to Portland International Airport Airport (PDX)

As flights from Midway to Portland International are in low demand, many airliners do not offer a direct flight. There is in fact only one airliner who you can fly with which is Southwest Airlines. The flight time is approximately 4 Hours 7 Minutes.

The most expensive flight prices are typically at weekends and daytime flights. The cheapest flights available will generally be mid week or late in the evening, so if you are on a budget then these are the flight times you should consider. Alternatively, you could book well in advance and you flight could be up to 50% cheaper, especially with budget airliners. We advise all our viewers to book well in advance. This way you will get the low priced tickets available.

The time zone at Portland International is different from Midway, so please be aware of this when making travel arrangements.

The table below displays the numbers of daily flights from Midway (MDW) to Portland International (PDX) and the relevant airlines that fly.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines111111115:2018:25VIEW FLIGHTS

Flights from Midway to Portland International are very limited. Only Southwest Airlines operate flights, of which there is only 1 per week. The time of the departure for this flight is 15:20

If you would like more information on this flight the please visit the website for Southwest Airlines at www.southwest.com/?ref=southwestairlines.com. You will be able to find the latest availability, prices and make your booking online.

Flight times for the route are summarised in the table below. These time were correct at the time of writing, but please be aware that times may vary from time to time so please check their website for exact times and the dates you wish to fly.

Flights Time In WeekDays
DayFlight TimesFlights
Monday
17:45
AirlineFlight  No
Southwest AirlinesWN5616
VIEW FLIGHTS
Tuesday
16:30
AirlineFlight  No
Southwest AirlinesWN4361
VIEW FLIGHTS
Wednesday
16:30
AirlineFlight  No
Southwest AirlinesWN4361
VIEW FLIGHTS
Thursday
17:45
AirlineFlight  No
Southwest AirlinesWN5616
VIEW FLIGHTS
Friday
15:20
AirlineFlight  No
Southwest AirlinesWN5616
VIEW FLIGHTS
Saturday
18:15
AirlineFlight  No
Southwest AirlinesWN4361
VIEW FLIGHTS
Sunday
18:25
AirlineFlight  No
Southwest AirlinesWN5616
VIEW FLIGHTS

Instead of flying from Midway you could consider a few airports that are close by. Please see that table below of alternative routes.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Chicago O'Hare to Portland 04 Hours 6 Minutes

Before you book your flights make sure you your passport is valid and preferably has at least 6 months or more left before it expires. To renew your passport it can take several weeks to renew and with many airliners flights are not refundable.

Don't forget to book a rental car!

Find the cheapest hire vehicles in Portland Oregon, United States

Flight Price FAQ - Chicago (MDW) to Portland (PDX)

1+ STOP(S)
What is the cheapest flight one way from Chicago MDW to Portland PDX?
The cheapest flight one way from Chicago MDW to Portland PDX is £61.67 ($78 €71.97)
£61.67
$78 | €71.97
Check Latest Price
1+ STOP(S)
What is the cheapest return flight from Chicago MDW to Portland PDX?
The cheapest return flight from Chicago MDW to Portland PDX is £511.51 ($647 €596.94)
£511.51
$647 | €596.94
Check Latest Price
Important Note: Prices shown are taken from searches performed for flights operating during the current month. Please use the "Latest Price" buttons to get the most up to date airfares.

Compare Flight Prices from MDW to PDX

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Flight Info FAQ - Chicago (MDW) to Portland (PDX)

Who flies from Chicago to Portland?
The following airlines fly from Chicago (MDW) to Portland (PDX): Southwest Airlines.
How far is the flight from Chicago to Portland?
The flight from Chicago to Portland is 2,811KM or 1,747 miles.
How long does the flight from Chicago to Portland to take?
The flight from Chicago to Portland takes 4 Hours 7 Minutes.

Other Airports Connecting To Portland International Airport in united states

Don't forget to book a hire car!

Search for the cheapest rental car at Portland International Airport

Useful Information about Portland International Airport

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