S$174 Cheap Flights from Chicago to Portland

View S$174 flight on Tue, 8 Jul, 2025Opens in a new window

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

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Cheap Flights from Chicago to Portland (ORD-PDX)

Prices were available within the past 7 days and start at S$174 for one-way flights and S$347 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 8 Jul - Wed, 9 Jul
ORD
Chicago
PDX
Portland
S$347 Return, found 4 days ago
S$347
Return
found 4 days ago
Select Delta flight, departing Tue, 8 Jul from Chicago to Portland, returning Wed, 9 Jul, priced at S$347 found 4 days ago
Delta
Wed, 9 Jul - Tue, 15 Jul
ORD
Chicago
PDX
Portland
S$356 Return, found 18 hours ago
S$356
Return
found 18 hours ago
Select Delta flight, departing Wed, 9 Jul from Chicago to Portland, returning Tue, 15 Jul, priced at S$356 found 18 hours ago
United
Wed, 23 Jul - Wed, 30 Jul
ORD
Chicago
PDX
Portland
S$364 Return, found 6 days ago
S$364
Return
found 6 days ago
Select United flight, departing Wed, 23 Jul from Chicago to Portland, returning Wed, 30 Jul, priced at S$364 found 6 days ago
American Airlines
Wed, 9 Jul - Tue, 15 Jul
ORD
Chicago
PDX
Portland
S$376 Return, found 18 hours ago
S$376
Return
found 18 hours ago
Select American Airlines flight, departing Wed, 9 Jul from Chicago to Portland, returning Tue, 15 Jul, priced at S$376 found 18 hours ago
Delta
Wed, 9 Jul - Tue, 15 Jul
ORD
Chicago
PDX
Portland
S$388 Return, found 18 hours ago
S$388
Return
found 18 hours ago
Select Delta flight, departing Wed, 9 Jul from Chicago to Portland, returning Tue, 15 Jul, priced at S$388 found 18 hours ago
United
Sun, 27 Jul - Sun, 3 Aug
ORD
Chicago
PDX
Portland
S$392 Return, found 2 days ago
S$392
Return
found 2 days ago
Select United flight, departing Sun, 27 Jul from Chicago to Portland, returning Sun, 3 Aug, priced at S$392 found 2 days ago
Delta
Wed, 9 Jul - Tue, 15 Jul
ORD
Chicago
PDX
Portland
S$402 Return, found 18 hours ago
S$402
Return
found 18 hours ago
Select Delta flight, departing Wed, 9 Jul from Chicago to Portland, returning Tue, 15 Jul, priced at S$402 found 18 hours ago
Delta
Wed, 23 Jul - Wed, 30 Jul
ORD
Chicago
PDX
Portland
S$402 Return, found 6 days ago
S$402
Return
found 6 days ago
Select Delta flight, departing Wed, 23 Jul from Chicago to Portland, returning Wed, 30 Jul, priced at S$402 found 6 days ago
United
Thu, 10 Jul - Wed, 16 Jul
ORD
Chicago
PDX
Portland
S$404 Return, found 1 day ago
S$404
Return
found 1 day ago
Select United flight, departing Thu, 10 Jul from Chicago to Portland, returning Wed, 16 Jul, priced at S$404 found 1 day ago
United
Wed, 23 Jul - Wed, 30 Jul
ORD
Chicago
PDX
Portland
S$409 Return, found 6 days ago
S$409
Return
found 6 days ago
Select United flight, departing Wed, 23 Jul from Chicago to Portland, returning Wed, 30 Jul, priced at S$409 found 6 days ago
Chicago to Portland route information
Origin airport
O'Hare Intl.
Destination airport
Portland Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$346
Distance
2774 km
Average flight time
2 hours 29 mins

Flights from Chicago to Portland

There are several airlines that operate frequent flights from Chicago (ORD) to Portland (PDX) including

The earliest flight leaves O'Hare Intl. Airport at 08:55 and arrives at Portland Intl. Airport at 01:06. The last flight of the day departs Chicago at 23:40 and arrives at Portland at 23:14.

The flight distance from Chicago to Portland is about 2806 km, the shortest flight is 04 hours 17 minutes with United Airlines.

Expedia lets you search across the largest number of airlines and Portland flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Chicago Portland flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Chicago to Portland trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Portland flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Chicago to Portland with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

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 S$347. 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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