S$169 Cheap Flights from Chicago to Portland

View S$169 flight on Wed, 5 MarOpens in a new window

Featured airlines

Singapore Airlines
AirAsia
Scoot
Philippine Airlines
Malaysia Airlines
Thai Airways International
Asiana Airlines
Qatar Airways
Air India

  • Plan, book, fly with confidence

  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 40% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago to Portland (ORD-PDX)

Prices were available within the past 7 days and start at S$169 for one-way flights and S$353 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 1 Mar - Sat, 8 Mar
ORD
Chicago
PDX
Portland
S$353 Return, found 6 days ago
S$353
Return
found 6 days ago
Select Delta flight, departing Sat, 1 Mar from Chicago to Portland, returning Sat, 8 Mar, priced at S$353 found 6 days ago
Delta
Mon, 3 Mar - Mon, 10 Mar
ORD
Chicago
PDX
Portland
S$368 Return, found 5 days ago
S$368
Return
found 5 days ago
Select Delta flight, departing Mon, 3 Mar from Chicago to Portland, returning Mon, 10 Mar, priced at S$368 found 5 days ago
Delta
Wed, 5 Mar - Wed, 12 Mar
ORD
Chicago
PDX
Portland
S$387 Return, found 3 days ago
S$387
Return
found 3 days ago
Select Delta flight, departing Wed, 5 Mar from Chicago to Portland, returning Wed, 12 Mar, priced at S$387 found 3 days ago
United
Sat, 1 Mar - Sat, 8 Mar
ORD
Chicago
PDX
Portland
S$395 Return, found 6 days ago
S$395
Return
found 6 days ago
Select United flight, departing Sat, 1 Mar from Chicago to Portland, returning Sat, 8 Mar, priced at S$395 found 6 days ago
Delta
Wed, 5 Mar - Wed, 12 Mar
ORD
Chicago
PDX
Portland
S$401 Return, found 3 days ago
S$401
Return
found 3 days ago
Select Delta flight, departing Wed, 5 Mar from Chicago to Portland, returning Wed, 12 Mar, priced at S$401 found 3 days ago
Delta
Wed, 5 Mar - Wed, 12 Mar
ORD
Chicago
PDX
Portland
S$402 Return, found 3 days ago
S$402
Return
found 3 days ago
Select Delta flight, departing Wed, 5 Mar from Chicago to Portland, returning Wed, 12 Mar, priced at S$402 found 3 days ago
Delta
Sat, 1 Mar - Sat, 8 Mar
ORD
Chicago
PDX
Portland
S$406 Return, found 6 days ago
S$406
Return
found 6 days ago
Select Delta flight, departing Sat, 1 Mar from Chicago to Portland, returning Sat, 8 Mar, priced at S$406 found 6 days ago
Delta
Sat, 1 Mar - Sat, 8 Mar
ORD
Chicago
PDX
Portland
S$408 Return, found 6 days ago
S$408
Return
found 6 days ago
Select Delta flight, departing Sat, 1 Mar from Chicago to Portland, returning Sat, 8 Mar, priced at S$408 found 6 days ago
Delta
Fri, 21 Feb - Fri, 28 Feb
ORD
Chicago
PDX
Portland
S$414 Return, found 5 hours ago
S$414
Return
found 5 hours ago
Select Delta flight, departing Fri, 21 Feb from Chicago to Portland, returning Fri, 28 Feb, priced at S$414 found 5 hours ago
American Airlines
Fri, 21 Feb - Fri, 28 Feb
ORD
Chicago
PDX
Portland
S$612 Return, found 5 hours ago
S$612
Return
found 5 hours ago
Select American Airlines flight, departing Fri, 21 Feb from Chicago to Portland, returning Fri, 28 Feb, priced at S$612 found 5 hours ago
Chicago to Portland route information
Origin airport
O'Hare Intl.
Destination airport
Portland Intl.
Return price
S$353
Distance
2774 km

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$353. 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.
Chicago Airports

Chicago

*Available to Expedia members.