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

Q: How long does the flight from Portland to Chicago to take?

The flight from Portland to Chicago takes2 Hours 30 Minutes.

Flights from International Jetport to Midway are operated by 3 airliners including Trident Aircraft, Skyservice Business Aviation and Southwest Airlines. The official airport code for International Jetport is PWM and for Midway it is MDW.

The price of the flight is dependent on the time of the day you fly and the day of the week with weekends being normally a higher price. 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

Airliner	Mo	Tu	We	Th	Fr	Sa	Su	First Flight	Last Flight	Flights
Southwest Airlines	1	1	1	1	1	1	1	07:00	19:40	VIEW FLIGHTS
Trident Aircraft	0	0	1	0	0	0	0	15:21	15:21	VIEW FLIGHTS
Skyservice Business Aviation	0	0	0	0	0	1	0			VIEW FLIGHTS

The most direct flights are offered by Southwest Airlines but they only offer 1 flight per week. This flight departs 07:00 and goes by the flight number WN2322

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

07:00

Airline	Flight No
Southwest Airlines	WN2322

VIEW FLIGHTS

Tuesday

09:00

Airline	Flight No
Southwest Airlines	WN2322

VIEW FLIGHTS

Wednesday

09:00

Airline	Flight No
Southwest Airlines	WN2322

15:21

Airline	Flight No
Trident Aircraft	WMN807

VIEW FLIGHTS

Thursday

07:00

Airline	Flight No
Southwest Airlines	WN2322

VIEW FLIGHTS

Friday

07:00

Airline	Flight No
Southwest Airlines	WN2322

VIEW FLIGHTS

Saturday

12:24

Airline	Flight No
Skyservice Business Aviation	SYB21

17:10

Airline	Flight No
Southwest Airlines	WN2322

VIEW FLIGHTS

Sunday

19:40

Airline	Flight No
Southwest Airlines	WN2322

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

Route	Stops	Distance	Flying Time
Bedford Hanscom to Chicago Midway	0		2 Hours 25 Minutes
Boston to Chicago Midway	0		2 Hours 26 Minutes
White River to Chicago Midway	0		2 Hours 19 Minutes
Manchester boston Regional to Chicago Midway	0		2 Hours 24 Minutes

Whilst you will find a bureau de change at Midway, we recommend you change some money before you depart if you don’t have the local currency. The exchange rates within any airport are not very favorable, so exchanging money before hand is a good idea.

Looking for the best deals on car rental?

Search for the best car rental in Chicago Midway

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

1+ STOP(S)

What is the cheapest flight one way from Portland PWM to Chicago MDW?

The cheapest flight one way from Portland PWM to Chicago MDW is £68.35 ($90 €81.03)

£68.35

$90 | €81.03

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1+ STOP(S)

What is the cheapest return flight from Portland PWM to Chicago MDW?

The cheapest return flight from Portland PWM to Chicago MDW is £128.34 ($169 €152.15)

£128.34

$169 | €152.15

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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.