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Cheap flights from Chicago to Portland

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Cheap return flights

KAYAK's recommended return flight deals from the most popular airlines that fly from Chicago to Portland.
American Airlines Logo
ORD-PDX
4h 18mdirect
American Airlines Logo
PDX-ORD
3h 56mdirect
American Airlines
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Qatar Airways Logo
ORD-PDX
4h 25mdirect
Qatar Airways Logo
PDX-ORD
3h 56mdirect
Qatar Airways
Find Deal
Air Canada Logo
ORD-PDX
4h 32mdirect
Air Canada Logo
PDX-ORD
4h 04mdirect
Air Canada
Find Deal
SWISS Logo
ORD-PDX
4h 32mdirect
SWISS Logo
PDX-ORD
4h 04mdirect
United Airlines Logo
ORD-PDX
4h 32mdirect
United Airlines Logo
PDX-ORD
4h 06mdirect
United Airlines
Find Deal
Alaska Airlines Logo
ORD-PDX
4h 25mdirect
Alaska Airlines Logo
PDX-ORD
4h 04mdirect
Alaska Airlines
Find Deal
Southwest Logo
MDW-PDX
4h 20mdirect
Southwest Logo
PDX-MDW
3h 55mdirect
Southwest
Find Deal
Finnair Logo
ORD-PDX
4h 42mdirect
Finnair Logo
PDX-ORD
3h 58mdirect
Finnair
Find Deal
Hawaiian Airlines Logo
ORD-PDX
4h 25mdirect
Hawaiian Airlines Logo
PDX-ORD
4h 08mdirect
Hawaiian Airlines
Find Deal
Malaysia Airlines Logo
ORD-PDX
4h 42mdirect
Malaysia Airlines Logo
PDX-ORD
3h 58mdirect
Malaysia Airlines
Find Deal
Brussels Airlines Logo
ORD-PDX
4h 32mdirect
Brussels Airlines Logo
PDX-ORD
4h 06mdirect
Brussels Airlines
Find Deal
Lufthansa Logo
ORD-PDX
4h 32mdirect
Lufthansa Logo
PDX-ORD
4h 04mdirect
Lufthansa
Find Deal
British Airways Logo
ORD-PDX
4h 42mdirect
British Airways Logo
PDX-ORD
3h 56mdirect
British Airways
Find Deal
Gulf Air Logo
ORD-PDX
4h 42mdirect
Gulf Air Logo
PDX-ORD
3h 58mdirect
Gulf Air
Find Deal

See travel insights to Portland from

How to get the cheapest flight ticket from Chicago to Portland

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Portland?

In general, September is the cheapest month to fly from Chicago to Portland. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around R4 969. If you are unable to visit Portland during the month of September, then departing from Chicago during the month January is also very affordable. Most momondo users find prices during this month for around R5 100.

What is the cheapest Chicago to Portland flight route?

Fly from Chicago O'Hare Intl to Portland for the best Chicago - Portland flight prices

How far in advance should I book a flight to Portland?

You are more likely to see cheaper flights to Portland from Chicago when booking 16 weeks ahead of your departure date. In general, you can expect to find flights to Portland for around R6 162 when searching 16 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Chicago for as low as R5 304 on momondo.

What cabin class options are available on Chicago to Portland flights?

There are 1 cabin classes available to choose from on Chicago to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago to Portland flight prices changed over time?

As of April 2025, prices for Chicago to Portland flights are approximately 44% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Portland

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Portland according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Chicago to Portland (CHI to PDX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Portland

Direct flights

None
There are no direct flights from Chicago to Portland. There are no popular flight routes from Chicago to Portland.

  • How far is Chicago to Portland by plane?

    The distance between Chicago and Portland is about 2821,8 km.

  • When did momondo last update prices for flights from Chicago to Portland Airport?

    Prices for flights from Chicago to Portland Airport are updated daily.

  • How old do you have to be to fly from Chicago to Portland Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The travel and health documents required for your trip to Portland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Portland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to Portland?


Travelling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Lake Oswego

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Portland?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Portland for you.

Can I find flights from Chicago to Portland with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Portland from Chicago with this policy.

How can momondo help me find flights from Chicago to Portland?

momondo helps you find the best flight between Chicago and Portland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Portland right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Portland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Portland and let you know when they change.


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