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

We've found the cheapest flights to Chicago

Returns from £232.67

One-way from £150.32

Book now

Travelling from Portland International to Midway is not a very popular route. There is however one airliner offer flights which is Southwest Airlines. The official airport code for Portland International is PDX and for Midway it is MDW.

The cost of flights varies on the time and day you fly. If you know the dates you wish to travel then book you flights as soon as you can. The earlier you book your lights the cheaper they will be. You can get saving of up to 50% of you book 2 or 3 months in advance! If it is possible, you should book your flights 2 or more months in advance as ticket prices will be substantially lower.

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

Travellers planning to fly from Portland International Airport (PDX) to Midway Airport (MDW) can pre-book short or long term car parking at Portland International Airport (PDX).

If you are renting a car at Midway Airport (MDW) it is recommended to fill up the fuel tank before returning the vehicle at the nearest fuel station to Midway Airport (MDW) in order to avoid incurring additional costs. *Please check your rental agreement to understand the fuel policy for your vehicle.

Below are some options if you require transport to Portland International Airport (PDX):

Ensure your arrival at Midway Airport (MDW) is as stress-free as possible by pre-booking your onward transport - booking early may also save you money:

Need a place to stay when you get to Chicago? See a range of hotels near Midway Airport (MDW)

Below you will see all the airlines that fly from Portland International (PDX) to Midway (MDW) and the number of flights they operate each day.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines111111106:2511:30VIEW FLIGHTS

The most direct flights are offered by Southwest Airlines but they only offer 1 flight per week. This flight departs 06:25 and goes by the flight number WN3049

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
DayFlight TimesFlights
Monday
11:30
AirlineFlight  No
Southwest AirlinesWN3049
VIEW FLIGHTS
Tuesday
11:30
AirlineFlight  No
Southwest AirlinesWN3049
VIEW FLIGHTS
Wednesday
11:30
AirlineFlight  No
Southwest AirlinesWN3049
VIEW FLIGHTS
Thursday
11:30
AirlineFlight  No
Southwest AirlinesWN3049
VIEW FLIGHTS
Friday
06:25
AirlineFlight  No
Southwest AirlinesWN3049
VIEW FLIGHTS
Saturday
06:35
AirlineFlight  No
Southwest AirlinesWN3049
VIEW FLIGHTS
Sunday
06:25
AirlineFlight  No
Southwest AirlinesWN3049
VIEW FLIGHTS

Other routes are also possible. Flying from a different airport may offer more convenient flight times, so below we have we have put a list of other routes that may well be suitable.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Seattle Boeing Field King County to Chicago Midway 04 Hours 5 Minutes
Seattle to Chicago Midway 04 Hours 5 Minutes

Over the past 10 years flight regulations have become very strict so we advise you to leave plenty of time to check in and get through customs.

Looking for the best deals on rental cars?

Search for the best car hire in Chicago Midway

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

DIRECT Southwest Airlines
What is the cheapest direct flight one way from Portland PDX to Chicago MDW?
The cheapest direct flight one way from Portland PDX to Chicago MDW is £150.32 ($188 €180.90)
£150.32
$188 | €180.90
Check Latest Price
DIRECT Southwest Airlines
What is the cheapest direct return flight from Portland PDX to Chicago MDW?
The cheapest direct return flight from Portland PDX to Chicago MDW is £232.67 ($291 €280.01)
£232.67
$291 | €280.01
Check Latest Price
1+ STOP(S)
What is the cheapest flight one way from Portland PDX to Chicago MDW?
The cheapest flight one way from Portland PDX to Chicago MDW is £47.17 ($59 €56.77)
£47.17
$59 | €56.77
Check Latest Price
1+ STOP(S)
What is the cheapest return flight from Portland PDX to Chicago MDW?
The cheapest return flight from Portland PDX to Chicago MDW is £86.35 ($108 €103.92)
£86.35
$108 | €103.92
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 PDX to MDW

Was your flight delayed or cancelled?

Was your flight delayed or cancelled?

You may be eligible to receive up to 600 EUR compensation per person in your party.

Claim Now!

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

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

Other Airports Connecting To Chicago Midway Airport in united states

Planning a Holiday or Business Trip?

Search for cheap vehicle rental deals in Chicago Midway, United States

Useful Information about Chicago Midway Airport

Lounges at Chicago Midway Airport

See all the airport lounges, locations and opening times available at Chicago Midway Airport

View...
Eating and Drinking at Chicago Midway Airport

See all bars and restaurants at Chicago Midway Airport, including locations and if they are before or after check-in

View...
Duty Free Shopping at Chicago Midway Airport

See all shops available at Chicago Midway Airport - plan your duty free shopping in advance

View...
Tourist Attractions in Chicago

Things to see and do in and around Chicago, Illinois...

View...
More Useful Information