O'Hare Intl

$93+ Cheap flights from Portland (PDX) to O'Hare Intl (ORD)

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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
Jun 17 — Jun 241
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Find cheap flights from Portland to O'Hare Intl with Cheapflights

1. Tell us where you want to go

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Cheapflights Tip: The best prices from Portland to Chicago O'Hare Intl are usually found in August or January, booked 88 days in advance, depart on a Friday or Wednesday and return on a Wednesday

Cheap flight deals from Portland to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to O'Hare Intl (ORD). 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

$210
(Cheapflightsfares)

One-way from

$93
(FlightHub)

Popular in

December

Cheapest in

August

Average price

$354

Good round-trip deal

$342 or less

Good one-way deal

$171 or less
From Portland to Chicago O'Hare Intl
One-way flight from Portland to Chicago O'Hare Intl
Highest demand for flights based on searches. 9% potential increase in price ($36 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in June 2025
Price to beat on a round-trip flight from Portland to Chicago O'Hare Intl.
Price to beat on a one-way flight from Portland to Chicago O'Hare Intl.

Find flight deals from Portland to O'Hare Intl

Cheapest flights from Portland to O'Hare Intl
Explore the most affordable flight options available from Portland to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/256:39 pmPDX - ORD
1 stop14h 11mSpirit Airlines
Sun 6/2910:15 pmORD - PDX
1 stop15h 02mSpirit Airlines
Deal found 6/12$210
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/26:10 amPDX - ORD
1 stop6h 00mSouthwest
Thu 9/181:30 pmORD - PDX
1 stop8h 40mSouthwest
Deal found 6/10$213
This Hawaiian 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/145:35 pmPDX - ORD
Nonstop4h 04mHawaiian Airlines
Sun 8/177:00 amORD - PDX
Nonstop4h 25mHawaiian Airlines
Deal found 6/10$214
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.
Thu 10/302:31 pmPDX - ORD
1 stop7h 28mAlaska Airlines
Sun 11/27:00 amORD - PDX
Nonstop4h 38mAlaska Airlines
Deal found 6/10$224
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1211:59 pmPDX - ORD
Nonstop4h 01mUnited Airlines
Tue 7/157:55 pmORD - PDX
Nonstop4h 34mUnited Airlines
Deal found 6/11$227
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2511:59 pmPDX - ORD
1 stop15h 28mMultiple Airlines
Sat 8/27:49 pmORD - PDX
1 stop15h 29mMultiple Airlines
Deal found 6/10$236
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 7/41:45 pmPDX - ORD
1 stop5h 52mDelta
Sat 7/125:20 pmORD - PDX
1 stop6h 41mDelta
Deal found 6/11$254
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.
Wed 7/3012:40 pmPDX - ORD
Nonstop4h 03mAmerican Airlines
Sun 8/37:25 amORD - PDX
Nonstop4h 26mAmerican Airlines
Deal found 6/11$283
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/156:35 amPDX - ORD
1 stop15h 35mFrontier
Sun 8/246:00 amORD - PDX
1 stop7h 23mFrontier
Deal found 6/11$285
This Sun Country Air 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2611:59 pmPDX - ORD
1 stop6h 21mSun Country Air
Mon 12/18:22 pmORD - PDX
1 stop17h 13mSun Country Air
Deal found 6/10$315

Cheapflights Fare Finder

Customize your flight search to find flights from Portland to O'Hare Intl 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 Portland to Chicago O'Hare Intl Airport that are best for you.

Fly from

Portland

Fly to

O'Hare Intl

Route

Depart

Return

Price

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 6/25

6:39 pm-10:50 am

1 stop14h 11m

Chicago O'Hare Intl

Sun 6/29

10:15 pm-11:17 am

1 stop15h 02m

$210

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 9/2

6:10 am-2:10 pm

1 stop6h 00m

Chicago O'Hare Intl

Thu 9/18

1:30 pm-8:10 pm

1 stop8h 40m

$213

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 8/14

5:35 pm-11:39 pm

Nonstop4h 04m

Chicago O'Hare Intl

Sun 8/17

7:00 am-9:25 am

Nonstop4h 25m

$214

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 10/30

2:31 pm-11:59 pm

1 stop7h 28m

Chicago O'Hare Intl

Sun 11/2

7:00 am-9:38 am

Nonstop4h 38m

$224

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 7/1

11:59 pm-6:00 am

Nonstop4h 01m

Chicago O'Hare Intl

Thu 7/3

9:10 am-11:43 am

Nonstop4h 33m

$234

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 7/25

11:59 pm-5:27 pm

1 stop15h 28m

Chicago O'Hare Intl

Sat 8/2

7:49 pm-9:18 am

1 stop15h 29m

$236

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 7/4

1:45 pm-9:37 pm

1 stop5h 52m

Chicago O'Hare Intl

Sat 7/12

5:20 pm-10:01 pm

1 stop6h 41m

$254

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 7/30

12:40 pm-6:43 pm

Nonstop4h 03m

Chicago O'Hare Intl

Sun 8/3

7:25 am-9:51 am

Nonstop4h 26m

$283

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 8/15

6:35 am-12:10 am

1 stop15h 35m

Chicago O'Hare Intl

Sun 8/24

6:00 am-11:23 am

1 stop7h 23m

$285

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 11/26

11:59 pm-8:20 am

1 stop6h 21m

Chicago O'Hare Intl

Mon 12/1

8:22 pm-11:35 am

1 stop17h 13m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 20 results
1
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The best insider tips for Portland to Chicago O'Hare Intl Airport 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 Portland to Chicago O'Hare Intl Airport trip
Airlines
United Airlines

Basic Economy allows a personal item only; no carry-on bags unless exceptions apply.


Prepay checked bags 24 hours before to save on fees.

Alaska Airlines

Saver Fare allows a carry-on; seat selection is restricted.


Alaska offers Wi-Fi for a flat fee, ideal for business travelers.

Spirit Airlines

Spirit's Big Front Seats offer 11 inches more legroom.


Add bags during purchase for best prices; use Spirit's Bag-O-Tron tool.

Airports
PDX

Expect security wait times up to 30 minutes during peak hours. Consider using Express Lanes if eligible for faster processing.

Read more about PDXby Brandon Schultz
ORD

For a quick city transfer, take the “L” train from ORD to downtown Chicago, avoiding traffic delays common with taxis or rideshares.

Read more about ORDby Ramsey Qubein
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
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 Portland to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Portland 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 Portland to Chicago O'Hare Intl Airport

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

Use this chart to determine the optimal time to book a round-trip flight from Portland to O'Hare Intl. Price data was last updated on June 9, 2025.

Booking 88 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland to Chicago O'Hare Intl Airport. 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 Portland to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Portland to Chicago O'Hare Intl Airport (average of $245). Flying from Portland to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 PDX to ORD?

Find hourly flight availability from Portland to O'Hare Intl. 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 Portland to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 44% versus a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Portland to O'Hare Intl. Price data was last updated on June 8, 2025.

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

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

Explore weekly flight availability from Portland to O'Hare Intl. 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 PDX to ORD are scheduled on a Thursday (30 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 on average).

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated June 12, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Portland to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
8.0
Very good

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

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 Portland to O'Hare Intl. 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 from for flights from Portland to Chicago O'Hare Intl?

    For a flight from Portland to Chicago O'Hare Intl, you will be flying from Portland. Portland (PDX) is just 6.0 mi from the center of the city. Portland is the only Portland airport and it handles 24 outbound flights to Chicago O'Hare Intl per day. 7 airlines have flights to Chicago O'Hare Intl from Portland on a regular basis.

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

    Our cheapest airline available from Portland to Chicago O'Hare Intl Airport is Spirit Airlines. Our recent data shows that you can find tickets from as low as $210 on this airline. Additional options worth looking into are Southwest and Hawaiian Airlines, starting at $213 and $214 round-trip. Spirit Airlines is currently priced 41% below the average price you’ll pay for this route.

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

    One-way options have recently been found by users for as low as $93 on Spirit Airlines. Other airlines that offer cheap prices include United Airlines from $95 and Southwest from $99 one-way.

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

    No one likes to see their flight delayed. When booking a flight from Portland to Chicago O'Hare Intl Airport consider choosing SWISS (87%), Finnair (87%) or Brussels Airlines (84%) as they are the most reliable in getting you off to your destination on time.

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

    The cheapest flight price from Portland to Chicago O'Hare Intl Airport is $113. On average you can expect to pay $1,280. The most popular route, (Portland - Chicago O'Hare Intl), can usually be booked for $176.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to O'Hare Intl 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 Portland to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Portland to Chicago O'Hare Intl Airport (average of $245). Flying from Portland to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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
Schaumburg
Hoffman Estates
Rosemont
Beloit
Elgin
Racine
Skokie
Arlington Heights
Rockford
Naperville
Orland Park
Elk Grove Village
Tinley Park
Northbrook
Joliet
Merrillville
Bridgeview
Glenview
Des Plaines
Lake Geneva

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Top 7 airlines flying from Portland to O'Hare Intl

Discover the top 7 airlines that operate flights from Portland to O'Hare Intl. 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$86Average$135FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$178FlexibilityNo cancel feeOn-time62%
DeltaCheapest$123Average$282FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$186Average$337FlexibilityNo cancel feeOn-time75%
Hawaiian AirlinesCheapest$202Average$294FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$217Average$399FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$226Average$342FlexibilityNo cancel feeOn-time71%

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