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$101+ 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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 78 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 June 12, 2025.

Round-trip from

$217
(Alaska Airlines)

One-way from

$101
(FlightHub)

Popular in

March

Cheapest in

August

Average price

$327

Good round-trip deal

$269 or less

Good one-way deal

$124 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. 13% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Hawaiian Airlines deal was found by Cheapflights users on 6/11. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/182:07 pmORD - PDX
Nonstop4h 29mHawaiian Airlines
Mon 9/228:37 pmPDX - ORD
1 stop8h 26mHawaiian Airlines
Deal found 6/11$217
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 6/259:15 pmORD - PDX
1 stop16h 02mSpirit Airlines
Tue 7/16:39 pmPDX - ORD
1 stop14h 11mSpirit Airlines
Deal found 6/10$218
This Alaska Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 7/292:03 pmORD - PDX
Nonstop4h 32mAlaska Airlines
Sat 8/25:35 pmPDX - ORD
Nonstop4h 04mAlaska Airlines
Deal found 6/10$227
This Orbitz deal was found by Cheapflights users on 6/12. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/57:00 amORD - PDX
Nonstop4h 25mMultiple Airlines
Tue 7/86:39 pmPDX - ORD
1 stop9h 24mMultiple Airlines
Deal found 6/12$230
This Delta deal was found by Cheapflights users on 6/11. 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.
Fri 7/44:30 pmORD - PDX
1 stop8h 07mDelta
Thu 7/1012:40 amPDX - ORD
1 stop5h 45mDelta
Deal found 6/11$234
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/267:25 amORD - PDX
Nonstop4h 24mAmerican Airlines
Tue 7/2911:54 pmPDX - ORD
Nonstop3h 56mAmerican Airlines
Deal found 6/11$272
This Sun Country Air deal was found by Cheapflights users on 6/11. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/254:45 pmORD - PDX
1 stop8h 01mSun Country Air
Sat 7/267:00 amPDX - ORD
1 stop8h 27mSun Country Air
Deal found 6/11$285
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/25:00 amORD - PDX
1 stop6h 32mUnited Airlines
Mon 7/711:59 pmPDX - ORD
Nonstop4h 01mUnited Airlines
Deal found 6/10$301
This Frontier deal was found by Cheapflights users on 6/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/245:40 amORD - PDX
1 stop6h 31mFrontier
Wed 7/3012:25 pmPDX - ORD
1 stop9h 45mFrontier
Deal found 6/11$306
This Southwest deal was found by Cheapflights users on 6/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/252:50 pmORD - PDX
2 stops10h 30mSouthwest
Mon 7/285:10 amPDX - ORD
1 stop8h 10mSouthwest
Deal found 6/12$314

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 June 12, 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 7/26

7:00 am-9:25 am

Nonstop4h 25m

Portland

Tue 8/12

5:35 pm-11:39 pm

Nonstop4h 04m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 6/25

9:15 pm-11:17 am

1 stop16h 02m

Portland

Tue 7/1

6:39 pm-10:50 am

1 stop14h 11m

$218

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 8/27

7:45 am-12:12 pm

1 stop6h 27m

Portland

Sat 8/30

12:46 am-8:24 am

1 stop5h 38m

$225

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 7/5

7:00 am-9:25 am

Nonstop4h 25m

Portland

Tue 7/8

6:39 pm-6:03 am

1 stop9h 24m

$230

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 7/25

2:03 pm-4:35 pm

Nonstop4h 32m

Portland

Fri 8/1

5:35 pm-11:39 pm

Nonstop4h 04m

$236

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 7/26

7:25 am-9:49 am

Nonstop4h 24m

Portland

Tue 7/29

11:54 pm-5:50 am

Nonstop3h 56m

$272

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 7/25

4:45 pm-10:46 pm

1 stop8h 01m

Portland

Sun 7/27

11:55 pm-5:15 pm

1 stop15h 20m

$285

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 7/2

5:00 am-9:32 am

1 stop6h 32m

Portland

Mon 7/7

11:59 pm-6:00 am

Nonstop4h 01m

$301

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 7/24

5:40 am-10:11 am

1 stop6h 31m

Portland

Wed 7/30

12:25 pm-12:10 am

1 stop9h 45m

$306

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 7/25

2:50 pm-11:20 pm

2 stops10h 30m

Portland

Mon 7/28

5:10 am-3:20 pm

1 stop8h 10m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 20 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 June 9, 2025.

Booking 78 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 June 12, 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 35% 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 June 8, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Portland flight should consider departing on Saturday 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 June 12, 2025.

The most flights from ORD to PDX are scheduled on a Wednesday (25 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (16 on average).

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Portland when rainfall is around 0.7 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

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 June 12, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Chicago to Portland to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 20 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 Alaska Airlines. Our recent data shows that you can find tickets from as low as $217 on this airline. Additional options worth looking into are Spirit Airlines and Hawaiian Airlines, starting at $218 and $225 round-trip. Alaska Airlines is 34% 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?

    $101 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 Hawaiian Airlines and Alaska Airlines, with prices starting from $102 and $104, 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 (95%), Alaska Airlines (93%) or United Airlines (91%) 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 $571 for a flight from Chicago O'Hare Intl Airport to Portland. The cheapest flight overall is $89 while the most popular route, (Chicago O'Hare Intl - Portland) is currently priced at $179.

  • 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 Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Seaside
Vancouver
Beaverton
Clackamas
Lincoln City
McMinnville
Lake Oswego
Hillsboro
Gresham
Astoria
Long Beach
Cannon Beach
Tigard
Longview
Hood River
Depoe Bay
Woodburn
Stevenson
Pacific City
Troutdale

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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$91Average$143FlexibilityNo cancel feeOn-time65%
FrontierCheapest$118Average$158FlexibilityNo cancel feeOn-time62%
Hawaiian AirlinesCheapest$143Average$292FlexibilityNo cancel feeOn-time85%
DeltaCheapest$176Average$327FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$179Average$287FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$222Average$385FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$227Average$337FlexibilityNo cancel feeOn-time71%

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