Portland Airport (PWM) Flights to Chicago Airport (MDW)

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One-way from £85.73

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As flights from International Jetport to Midway 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 official airport code for International Jetport is PWM and for Midway it is MDW.

The most expensive flight prices are typically at weekends and daytime flights. 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! We advise all our viewers to book well in advance. This way you will get the low priced tickets available.

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

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

If you chose to rent a car at Midway Airport (MDW) and need to return it, find the nearest fuel station along your route to Midway Airport (MDW) in order to avoid incurring additional cost when you return your vehicle.

Below are some options if you require transport to International Jetport Airport (PWM):

Ensure your arrival at Midway Airport (MDW) is as smooth as possible by pre-booking your transport - which in many cases will also save you money:

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

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

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines011111107:4009:20VIEW 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 WN3338 with times between 07:40 and 09:20.

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
Tuesday
09:20
AirlineFlight  No
Southwest AirlinesWN3338
VIEW FLIGHTS
Wednesday
07:45
AirlineFlight  No
Southwest AirlinesWN3338
VIEW FLIGHTS
Thursday
07:40
AirlineFlight  No
Southwest AirlinesWN3338
VIEW FLIGHTS
Friday
09:10
AirlineFlight  No
Southwest AirlinesWN3338
VIEW FLIGHTS
Saturday
17:15
AirlineFlight  No
Southwest AirlinesWN2751
VIEW FLIGHTS
Sunday
09:10
AirlineFlight  No
Southwest AirlinesWN3338
VIEW FLIGHTS

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

Alternative Direct Routes
RouteStopsDistanceFlying Time
Bedford Hanscom to Chicago Midway02 Hours 25 Minutes
Boston to Chicago Midway02 Hours 26 Minutes
Beverly to Chicago Midway02 Hours 27 Minutes
Lewiston Auburn to Chicago Midway02 Hours 30 Minutes
Manchester boston Regional to Chicago Midway02 Hours 24 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.

Planning a trip? Save money on car hire by booking in advance

Search for the cheapest vehicle rentals in Portland, United States

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

DIRECT Southwest Airlines
What is the cheapest direct flight one way from Portland PWM to Chicago MDW?
The cheapest direct flight one way from Portland PWM to Chicago MDW is £85.73 ($117 €99.98)
£85.73
$117 | €99.98
Check Latest Price
DIRECT Southwest Airlines
What is the cheapest direct return flight from Portland PWM to Chicago MDW?
The cheapest direct return flight from Portland PWM to Chicago MDW is £142.89 ($195 €166.64)
£142.89
$195 | €166.64
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 PWM to MDW

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

Who flies from Portland to Chicago?
The following airlines fly from Portland (PWM) to Chicago (MDW): Southwest Airlines.
How far is the flight from Portland to Chicago?
The flight from Portland to Chicago is 1,437KM or 893 miles.
How long does the flight from Portland to Chicago to take?
The flight from Portland to Chicago takes 2 Hours 30 Minutes.

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Planning a trip? Save money on car rental by booking in advance

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