฿3,605 Cheap Flights from Chicago (ORD) to Portland (PDX)

View ฿3,605 flight on Fri, 31 Oct 2025Opens in a new window

Popular airlines from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX)

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Cheap Flights from Chicago (ORD) to Portland (PDX)

Prices were available within the past 7 days and start at ฿3,605 for one-way flights and ฿8,160 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 21 Oct - Tue, 28 Oct
ORD
Chicago
PDX
Portland
฿8,160 Return, found 17 hours ago
฿8,160
Return
found 17 hours ago
Select Delta flight, departing Tue, 21 Oct from Chicago to Portland, returning Tue, 28 Oct, priced at ฿8,160 found 17 hours ago
Delta
Tue, 11 Nov - Wed, 12 Nov
ORD
Chicago
PDX
Portland
฿8,685 Return, found 4 days ago
฿8,685
Return
found 4 days ago
Select Delta flight, departing Tue, 11 Nov from Chicago to Portland, returning Wed, 12 Nov, priced at ฿8,685 found 4 days ago
Delta
Tue, 21 Oct - Tue, 28 Oct
ORD
Chicago
PDX
Portland
฿8,760 Return, found 17 hours ago
฿8,760
Return
found 17 hours ago
Select Delta flight, departing Tue, 21 Oct from Chicago to Portland, returning Tue, 28 Oct, priced at ฿8,760 found 17 hours ago
Delta
Tue, 11 Nov - Thu, 13 Nov
ORD
Chicago
PDX
Portland
฿9,040 Return, found 4 days ago
฿9,040
Return
found 4 days ago
Select Delta flight, departing Tue, 11 Nov from Chicago to Portland, returning Thu, 13 Nov, priced at ฿9,040 found 4 days ago
Delta
Tue, 21 Oct - Tue, 28 Oct
ORD
Chicago
PDX
Portland
฿9,265 Return, found 17 hours ago
฿9,265
Return
found 17 hours ago
Select Delta flight, departing Tue, 21 Oct from Chicago to Portland, returning Tue, 28 Oct, priced at ฿9,265 found 17 hours ago
Delta
Tue, 21 Oct - Tue, 28 Oct
ORD
Chicago
PDX
Portland
฿9,310 Return, found 17 hours ago
฿9,310
Return
found 17 hours ago
Select Delta flight, departing Tue, 21 Oct from Chicago to Portland, returning Tue, 28 Oct, priced at ฿9,310 found 17 hours ago
American Airlines
Tue, 21 Oct - Tue, 28 Oct
ORD
Chicago
PDX
Portland
฿9,340 Return, found 17 hours ago
฿9,340
Return
found 17 hours ago
Select American Airlines flight, departing Tue, 21 Oct from Chicago to Portland, returning Tue, 28 Oct, priced at ฿9,340 found 17 hours ago
United
Tue, 21 Oct - Tue, 28 Oct
ORD
Chicago
PDX
Portland
฿9,480 Return, found 17 hours ago
฿9,480
Return
found 17 hours ago
Select United flight, departing Tue, 21 Oct from Chicago to Portland, returning Tue, 28 Oct, priced at ฿9,480 found 17 hours ago
United
Tue, 21 Oct - Tue, 28 Oct
ORD
Chicago
PDX
Portland
฿9,630 Return, found 17 hours ago
฿9,630
Return
found 17 hours ago
Select United flight, departing Tue, 21 Oct from Chicago to Portland, returning Tue, 28 Oct, priced at ฿9,630 found 17 hours ago
United
Tue, 11 Nov - Wed, 12 Nov
ORD
Chicago
PDX
Portland
฿9,670 Return, found 4 days ago
฿9,670
Return
found 4 days ago
Select United flight, departing Tue, 11 Nov from Chicago to Portland, returning Wed, 12 Nov, priced at ฿9,670 found 4 days ago

Find the cheapest month to fly from Chicago (ORD) to Portland (PDX)

August is typically the cheapest month to fly

From ฿3,382 - ฿6,666 per traveller.
Flight from Chicago to Portland route information
Origin airport
O'Hare Intl.
Destination airport
Portland Intl.
Return price
฿8,160
Distance
2774 km
Average flight time
3 hours 7 mins

Perfect flights from Chicago to Portland

Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to Portland. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
 
Picture yourself strolling through the streets of Portland, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
 
Our flexible O'Hare Intl. to Portland Intl. ticket options cater to your travel preferences, with incredible one-way fares from ฿3,605 and roundtrip prices from ฿8,160. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
 
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Portland Intl. and explore Portland and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
 
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your ORD to PDX travel arrangements today and embark on the journey of a lifetime in Portland.

Frequently asked questions

How much is a flight from ORD to PDX?
If you're travelling from O'Hare Intl. Airport (ORD) to PDX, round-trip flights start from ฿8,160. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year, so don't let a good deal slip through your fingers. Book today and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to PDX Airport?
Each air carrier has its own terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from O'Hare Intl. Airport (ORD) to PDX that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for ORD to Portland Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Airport to Portland Intl. Airport (PDX)?
You'll be in the air for a while, as the flight distance from O'Hare Intl. Airport (ORD) to Portland Airport is 2,800 kilometres. Create a playlist of your favourite songs before you leave home to keep yourself entertained during your flight.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to PDX?
United Airlines (UA) is a top choice. It offers 86 flights from O'Hare Airport to Portland Intl. Airport (PDX) each month. If you want more options, check out the ticket prices from Alaska Airlines (AS). This airlines operates 30 flights every month between these airports.
Are O'Hare Intl. Airport (ORD) to PDX Airport flight tickets cheaper when they're purchased at the last minute?
Airline tickets from ORD to Portland Airport are available up to a year prior to departure on Expedia. And although you may nab a fantastic last-minute deal, it's not something you should bank on. Also, booking your flights in advance means you'll have more options — and you can avoid ending up with the dreaded middle seat! We regularly update our fares to bring you the best bargains, so keep checking in for all the latest specials.

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