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$97+ Cheap flights from O'Hare Intl (ORD) to Portland (PDX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Aug 2 — Aug 91
Sat 8/2
Sat 8/9
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Portland are usually found in August or July, booked 12 days in advance, depart on a Wednesday or Tuesday and return on a Friday

Cheap flight deals from O'Hare Intl to Portland

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 28, 2025.

Round-trip from

$177
(Kiwi.com)

One-way from

$97
(FlightHub)

Popular in

March

Cheapest in

August

Average price

$293

Good round-trip deal

$239 or less

Good one-way deal

$169 or less
From Chicago O'Hare Intl to Portland
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One-way flight from Chicago O'Hare Intl to Portland
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Highest demand for flights based on searches. 14% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Portland.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Portland.
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Find flight deals from O'Hare Intl to Portland

Cheapest flights from O'Hare Intl to Portland
Explore the most affordable flight options available from O'Hare Intl to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/412:46 pmORD - PDX
1 stop8h 18mSpirit Airlines
Tue 10/78:04 pmPDX - ORD
1 stop6h 45mSpirit Airlines
Deal found 7/26$182
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/67:00 amORD - PDX
1 stop6h 30mMultiple Airlines
Wed 8/137:52 pmPDX - ORD
1 stop6h 58mMultiple Airlines
Deal found 7/27$202
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2512:10 pmORD - PDX
Nonstop4h 19mAmerican Airlines
Fri 10/3111:58 pmPDX - ORD
Nonstop3h 55mAmerican Airlines
Deal found 7/26$203
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/302:07 pmORD - PDX
Nonstop4h 29mHawaiian Airlines
Sat 9/63:40 pmPDX - ORD
1 stop6h 23mHawaiian Airlines
Deal found 7/26$205
This Alaska Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/302:07 pmORD - PDX
Nonstop4h 29mAlaska Airlines
Thu 9/410:55 pmPDX - ORD
Nonstop4h 05mAlaska Airlines
Deal found 7/27$214
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:09 pmORD - PDX
1 stop6h 39mDelta
Sat 10/189:45 pmPDX - ORD
1 stop8h 49mDelta
Deal found 7/25$217

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 28, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Portland that are best for you.

Fly from

O'Hare Intl

Fly to

Portland

Route

Depart

Return

Price

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 10/4

12:46 pm-7:04 pm

1 stop8h 18m

Portland

Tue 10/7

8:04 pm-4:49 am

1 stop6h 45m

$182

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 8/6

7:00 am-11:30 am

1 stop6h 30m

Portland

Wed 8/13

7:52 pm-4:50 am

1 stop6h 58m

$202

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 10/25

12:10 pm-2:29 pm

Nonstop4h 19m

Portland

Fri 10/31

11:58 pm-5:53 am

Nonstop3h 55m

$203

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 8/30

2:07 pm-4:36 pm

Nonstop4h 29m

Portland

Sat 9/6

3:40 pm-12:03 am

1 stop6h 23m

$205

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 8/30

2:07 pm-4:36 pm

Nonstop4h 29m

Portland

Thu 9/4

10:55 pm-5:00 am

Nonstop4h 05m

$214

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 10/11

6:09 pm-10:48 pm

1 stop6h 39m

Portland

Fri 10/17

12:40 am-8:39 am

1 stop5h 59m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 9/2

6:00 am-6:57 pm

1 stop14h 57m

$97

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 8/13

7:00 am-11:24 pm

1 stop18h 24m

$98

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 8/30

1:30 pm-8:35 pm

1 stop9h 05m

$99

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 9/23

2:07 pm-4:37 pm

Nonstop4h 30m

$114

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 15 results
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The best insider tips for Chicago O'Hare Intl Airport to Portland flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago O'Hare Intl Airport to Portland trip
Airlines
Alaska Airlines

Alaska's Premium Class offers extra legroom and free cocktails, ideal for medium-haul flights.


Alaska's Wi-Fi is a flat fee, perfect for getting work done on longer flights.

Read more about Alaska Airlinesby Robert Schrader
Spirit Airlines

Spirit's Big Front Seats offer 11 inches extra legroom, suitable for more comfort.


Spirit's self-service bag drop saves time; print your boarding pass beforehand to avoid fees.

Read more about Spirit Airlinesby Daniel Scheffler
Airports
ORD

For a quick departure, use the free shuttle train between terminals at ORD to save time navigating the sprawling layout.

Read more about ORDby Ramsey Qubein
PDX

Take the MAX red line from PDX to downtown Portland. It's a convenient, 40-minute ride with no steps, perfect for luggage.

Read more about PDXby Brandon Schultz
Our travel experts
Robert Schrader

Robert Schrader

Expert on Alaska Airlines

Robert Schrader

Robert Schrader

One of the web's original travel bloggers, Robert launched his first site Leave Your Daily Hell in 2009. Since then, he's expanded into destination niche sites (one each for Japan, Thailand and Taiwan), in addition to having written for the inflight magazines of Singapore Airlines and Korean Air. Overall, he's visited nearly 100 countries, and flies business as often as possible.

Read more
Daniel Scheffler

Daniel Scheffler

Expert on Spirit Airlines

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on PDX

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

Best time to book a flight from O'Hare Intl to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Portland

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Portland?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Portland. Price data was last updated on July 25, 2025.

Booking 12 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to Portland. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Portland?

Currently, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Portland (average of $277). Flying from Chicago O'Hare Intl Airport to Portland in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to PDX?

Find hourly flight availability from O'Hare Intl to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 28, 2025.

When flying from Chicago O'Hare Intl Airport to Portland, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 28% versus a flight at noon.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Portland?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Portland. Price data was last updated on July 27, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Portland flight should consider departing on Tuesday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago O'Hare Intl Airport to Portland

Explore weekly flight availability from O'Hare Intl to Portland. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 28, 2025.

The most flights from ORD to PDX are scheduled on a Sunday (29 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (20 on average).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated July 28, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta from Chicago O'Hare Intl Airport to Portland have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,237 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,971 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,604 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,893 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Chicago O'Hare Intl?

    Portland (PDX), located 6.0 mi from the city center, is the airport you fly into when you book flights from Chicago O'Hare Intl to Portland. 7 airlines have flights to Portland from Chicago O'Hare Intl on a regular basis. Booking flights from Chicago O'Hare Intl to Portland should not be difficult; the airport handles an average of 24 inbound flights from Chicago O'Hare Intl per day.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Portland round-trip?

    Our cheapest airline available from Chicago O'Hare Intl Airport to Portland is Spirit Airlines. Our recent data shows that you can find tickets from as low as $177 on this airline. Additional options worth looking into are Hawaiian Airlines and American Airlines, starting at $201 and $203 round-trip. Spirit Airlines is 46% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Portland one-way?

    $97 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and Southwest, with prices starting from $98 and $99, respectively.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Portland?

    No one likes to see their flight delayed. When booking a flight from Chicago O'Hare Intl Airport to Portland consider choosing Brussels Airlines (90%), Air Canada (82%) or United Airlines (81%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Portland?

    On average you can expect to pay $760 for a flight from Chicago O'Hare Intl Airport to Portland. The cheapest flight overall is $96 while the most popular route, (Chicago O'Hare Intl - Portland) is currently priced at $166.

  • Can I find deals for flights from O'Hare Intl to Portland that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Portland.

  • Can I find deals for business class flights from O'Hare Intl to Portland?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Portland?

    Currently, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Portland (average of $277). Flying from Chicago O'Hare Intl Airport to Portland in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Beaverton
Clackamas
Lincoln City
McMinnville
Lake Oswego
Hillsboro
Astoria
Cannon Beach
Long Beach
Longview
Tigard
Depoe Bay
Woodburn
Stevenson
Wilsonville
Pacific City
Troutdale
Tillamook

Browse thousands of different options on Cheapflights for your next trip

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Top 7 airlines flying from O'Hare Intl to Portland

Discover the top 7 airlines that operate flights from O'Hare Intl to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$179FlexibilityNo cancel feeOn-time65%
FrontierCheapest$118Average$168FlexibilityNo cancel feeOn-time62%
DeltaCheapest$123Average$327FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$134Average$288FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$181Average$287FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$226Average$384FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$227Average$328FlexibilityNo cancel feeOn-time71%

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