S$161 Cheap Flights from Chicago to Portland

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Cheap Flights from Chicago to Portland (ORD-PDX)

Prices were available within the past 7 days and start at S$161 for one-way flights and S$320 for return, for the period specified. Prices and availability are subject to change. Additional terms apply.
Delta
Chicago — Portland
ORD - PDX with Delta
Sun, 2 Feb
Delta
Portland — Chicago
PDX - ORD with Delta
Sun, 9 Feb
Found 20 hours ago
From S$320
Select flight from Chicago to Portland, departing on February 2 with Delta, and returning from Portland to Chicago on February 9 with Delta. Price from S$320, Found 20 hours ago.
Delta
Chicago — Portland
ORD - PDX with Delta
Sun, 2 Feb
Delta
Portland — Chicago
PDX - ORD with Delta
Sun, 9 Feb
Found 20 hours ago
From S$341
Select flight from Chicago to Portland, departing on February 2 with Delta, and returning from Portland to Chicago on February 9 with Delta. Price from S$341, Found 20 hours ago.
Delta
Chicago — Portland
ORD - PDX with Delta
Thu, 30 Jan
United
Portland — Chicago
PDX - ORD with United
Thu, 6 Feb
Found 3 days ago
From S$368
Select flight from Chicago to Portland, departing on January 30 with Delta, and returning from Portland to Chicago on February 6 with United. Price from S$368, Found 3 days ago.
Delta
Chicago — Portland
ORD - PDX with Delta
Sun, 2 Feb
American Airlines
Portland — Chicago
PDX - ORD with American Airlines
Sun, 9 Feb
Found 20 hours ago
From S$381
Select flight from Chicago to Portland, departing on February 2 with Delta, and returning from Portland to Chicago on February 9 with American Airlines. Price from S$381, Found 20 hours ago.
Delta
Chicago — Portland
ORD - PDX with Delta
Sun, 2 Feb
Delta
Portland — Chicago
PDX - ORD with Delta
Sun, 9 Feb
Found 20 hours ago
From S$389
Select flight from Chicago to Portland, departing on February 2 with Delta, and returning from Portland to Chicago on February 9 with Delta. Price from S$389, Found 20 hours ago.
United
Chicago — Portland
ORD - PDX with United
Sun, 2 Feb
Delta
Portland — Chicago
PDX - ORD with Delta
Sun, 9 Feb
Found 20 hours ago
From S$390
Select flight from Chicago to Portland, departing on February 2 with United, and returning from Portland to Chicago on February 9 with Delta. Price from S$390, Found 20 hours ago.
Delta
Chicago — Portland
ORD - PDX with Delta
Thu, 30 Jan
Delta
Portland — Chicago
PDX - ORD with Delta
Thu, 6 Feb
Found 3 days ago
From S$402
Select flight from Chicago to Portland, departing on January 30 with Delta, and returning from Portland to Chicago on February 6 with Delta. Price from S$402, Found 3 days ago.
Delta
Chicago — Portland
ORD - PDX with Delta
Sun, 2 Feb
United
Portland — Chicago
PDX - ORD with United
Sun, 9 Feb
Found 20 hours ago
From S$403
Select flight from Chicago to Portland, departing on February 2 with Delta, and returning from Portland to Chicago on February 9 with United. Price from S$403, Found 20 hours ago.
Delta
Chicago — Portland
ORD - PDX with Delta
Sun, 2 Feb
Delta
Portland — Chicago
PDX - ORD with Delta
Sun, 9 Feb
Found 20 hours ago
From S$410
Select flight from Chicago to Portland, departing on February 2 with Delta, and returning from Portland to Chicago on February 9 with Delta. Price from S$410, Found 20 hours ago.
American Airlines
Chicago — Portland
ORD - PDX with American Airlines
Sun, 2 Feb
American Airlines
Portland — Chicago
PDX - ORD with American Airlines
Sun, 9 Feb
Found 20 hours ago
From S$441
Select flight from Chicago to Portland, departing on February 2 with American Airlines, and returning from Portland to Chicago on February 9 with American Airlines. Price from S$441, Found 20 hours ago.
Delta
Chicago — Portland
ORD - PDX with Delta
Sun, 2 Feb
Found 20 hours ago
From S$161
Select flight from Chicago to Portland, departing on with Delta. Price from S$161, Found 20 hours ago.
United
Chicago — Portland
ORD - PDX with United
Thu, 30 Jan
Found 3 days ago
From S$208
Select flight from Chicago to Portland, departing on with United. Price from S$208, Found 3 days ago.
American Airlines
Chicago — Portland
ORD - PDX with American Airlines
Sun, 2 Feb
Found 20 hours ago
From S$221
Select flight from Chicago to Portland, departing on with American Airlines. Price from S$221, Found 20 hours ago.
United
Chicago — Portland
ORD - PDX with United
Sun, 2 Feb
Found 20 hours ago
From S$230
Select flight from Chicago to Portland, departing on with United. Price from S$230, Found 20 hours ago.
Delta
Chicago — Portland
ORD - PDX with Delta
Sun, 2 Feb
Found 20 hours ago
From S$274
Select flight from Chicago to Portland, departing on with Delta. Price from S$274, Found 20 hours ago.
American Airlines
Chicago — Portland
ORD - PDX with American Airlines
Thu, 30 Jan
Found 3 days ago
From S$302
Select flight from Chicago to Portland, departing on with American Airlines. Price from S$302, Found 3 days ago.
United
Chicago — Portland
ORD - PDX with United
Sun, 2 Feb
Found 20 hours ago
From S$303
Select flight from Chicago to Portland, departing on with United. Price from S$303, Found 20 hours ago.
Delta
Chicago — Portland
ORD - PDX with Delta
Sun, 2 Feb
Found 20 hours ago
From S$310
Select flight from Chicago to Portland, departing on with Delta. Price from S$310, Found 20 hours ago.
Delta
Chicago — Portland
ORD - PDX with Delta
Thu, 30 Jan
Found 3 days ago
From S$324
Select flight from Chicago to Portland, departing on with Delta. Price from S$324, Found 3 days ago.
United
Chicago — Portland
ORD - PDX with United
Sun, 2 Feb
Found 20 hours ago
From S$336
Select flight from Chicago to Portland, departing on with United. Price from S$336, Found 20 hours ago.
Chicago to Portland route information
Origin airport
O'Hare Intl.
Destination airport
Portland Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$320
Distance
2774 km
Average flight time
3 hours 19 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$320. 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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