Cheap Flight Tickets from Chicago (MDW) to Portland (PWM), Starting at $249

Good to Know: Cheapest and Fastest MDW - PWM Flights

Useful information for finding best airline tickets from Chicago Midway International to Portland International Jetport on your next trip.

Cheapest One way Flight

$249

WN Southwest Airlines • 2 stops • 30h 10m

Sep 19

The cheapest one way flight from Chicago to Portland (MDW-PWM) is currently $249

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Fastest Flight

25h 20m

The fastest nonstop flight from Chicago to Portland (MDW-PWM) takes 25h 20m

Latest Flight Deals from Chicago (MDW) to Portland (PWM)

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Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Portland? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Portland Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to PWM?
The most popular airline flying from Chicago to Portland are
Can I fly from MDW to PWM non-stop?
NO
Which airlines fly nonstop between Chicago and Portland?
The non-stop flights between Chicago and Portland are .
What’s the earliest departure time from MDW to PWM Airport?
The earliest flight leaves MDW at 3:05 pm and lands in PWM - Portland International Jetport
What are the airports in Portland?
PWM
Can I make changes to my Chicago to Portland flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to PWM?
Read the fare rules of the Chicago to Portland air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Portland?
operate flights between Chicago and Portland
How long does a flight from Chicago to Portland take?
It takes approximately 2 hour to fly non-stop from MDW to PWM, which is 895.38 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Portland (PWM) ?
In the past couple of days, the cheapest tickets to PWM from MDW were found on WN : USD 251
Do I need a passport to fly between MDW and PWM?
No
What’s the latest departure time from MDW to PWM ?
The last flight leaves MDW at 6:15 pm

Chicago (MDW) to Portland (PWM): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport Portland International Jetport , Portland, US
Distance 895 miles

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