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O'Hare Intl

$81+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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The best prices from Portland to Chicago O'Hare Intl are usually found in January or May, booked 73 days in advance, depart on a Wednesday or Thursday 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 February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$234
(Expedia)

One-way from

$81
(FlightHub)

Popular in

March

Cheapest in

January

Average price

$318

Good round-trip deal

$395 or less

Good one-way deal

$201 or less
Provider with most accurate pricing for Portland-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Chicago O'Hare Intl flights.
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From Portland to Chicago O'Hare Intl
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One-way flight from Portland to Chicago O'Hare Intl
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Highest demand for flights based on searches. 7% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Portland to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Portland to Chicago O'Hare Intl.
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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 February 22, 2025.

This Mytrip deal was found by Cheapflights users on 2/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/107:32 pmPDX - ORD
3 stops20h 54mSpirit Airlines
Thu 3/137:47 amORD - PDX
1 stop7h 51mSpirit Airlines
Deal found 2/21$234
This Delta deal was found by Cheapflights users on 2/20. 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.
Tue 4/2912:50 amPDX - ORD
1 stop5h 45mDelta
Tue 5/65:05 pmORD - PDX
1 stop7h 04mDelta
Deal found 2/20$237
This American Airlines deal was found by Cheapflights users on 2/22. 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.
Thu 5/811:55 pmPDX - ORD
Nonstop4h 06mAmerican Airlines
Sat 5/1011:51 amORD - PDX
Nonstop4h 25mAmerican Airlines
Deal found 2/22$238
This Expedia deal was found by Cheapflights users on 2/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1610:04 amPDX - ORD
1 stop12h 33mMultiple Airlines
Sun 4/203:16 pmORD - PDX
Nonstop4h 34mMultiple Airlines
Deal found 2/21$239
This Alaska Airlines deal was found by Cheapflights users on 2/21. 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.
Wed 8/2011:00 pmPDX - ORD
Nonstop4h 04mAlaska Airlines
Sun 8/249:00 pmORD - PDX
1 stop11h 18mAlaska Airlines
Deal found 2/21$248
This Frontier deal was found by Cheapflights users on 2/22. 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.
Wed 2/269:00 amPDX - ORD
1 stop12h 39mFrontier
Sat 3/17:59 pmORD - PDX
1 stop14h 41mFrontier
Deal found 2/22$256
This United Airlines deal was found by Cheapflights users on 2/21. 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.
Thu 4/311:59 pmPDX - ORD
Nonstop3h 57mUnited Airlines
Tue 4/87:59 pmORD - PDX
Nonstop4h 37mUnited Airlines
Deal found 2/21$264
This Hawaiian Airlines deal was found by Cheapflights users on 2/22. 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 9/1111:00 pmPDX - ORD
Nonstop4h 04mHawaiian Airlines
Sun 9/146:50 pmORD - PDX
1 stop7h 03mHawaiian Airlines
Deal found 2/22$279
This Sun Country Air deal was found by Cheapflights users on 2/22. 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.
Thu 7/106:45 pmPDX - ORD
1 stop22h 26mSun Country Air
Mon 7/148:10 pmORD - PDX
1 stop23h 36mSun Country Air
Deal found 2/22$315
This Southwest deal was found by Cheapflights users on 2/21. 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.
Sat 8/165:35 amPDX - ORD
2 stops10h 20mSouthwest
Thu 8/215:25 pmORD - PDX
1 stop7h 50mSouthwest
Deal found 2/21$379

Find flights from Portland to O'Hare Intl within your budget

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 February 22, 2025.

Fly from

Portland

Fly to

O'Hare Intl

Route

Depart

Return

Price

PortlandChicago

PDX - ORD

PDXORD

Portland

Mon 3/10

7:32 pm-6:26 pm

3 stops20h 54m

Chicago O'Hare Intl

Thu 3/13

7:47 am-1:38 pm

1 stop7h 51m

$234

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 4/29

12:50 am-8:35 am

1 stop5h 45m

Chicago O'Hare Intl

Tue 5/6

5:05 pm-10:09 pm

1 stop7h 04m

$237

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 5/8

11:55 pm-6:01 am

Nonstop4h 06m

Chicago O'Hare Intl

Sat 5/10

11:51 am-2:16 pm

Nonstop4h 25m

$238

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 4/16

10:04 am-12:37 am

1 stop12h 33m

Chicago O'Hare Intl

Sun 4/20

3:16 pm-5:50 pm

Nonstop4h 34m

$239

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 8/20

11:00 pm-5:04 am

Nonstop4h 04m

Chicago O'Hare Intl

Sun 8/24

9:00 pm-6:18 am

1 stop11h 18m

$248

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 4/3

11:59 pm-5:56 am

Nonstop3h 57m

Chicago O'Hare Intl

Tue 4/8

7:59 pm-10:36 pm

Nonstop4h 37m

$264

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 4/16

10:30 am-11:05 pm

2 stops10h 35m

Chicago O'Hare Intl

Mon 4/21

12:40 pm-10:20 pm

2 stops11h 40m

$287

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 5/16

5:51 pm-11:56 pm

Nonstop4h 05m

Chicago O'Hare Intl

Sun 5/18

7:00 am-9:23 am

Nonstop4h 23m

$289

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 7/10

6:45 pm-7:11 pm

1 stop22h 26m

Chicago O'Hare Intl

Mon 7/14

8:10 pm-5:46 pm

1 stop23h 36m

$315

PortlandChicago

PDX - ORD

PDXORD

Portland

Sun 4/13

2:33 pm-6:33 am

1 stop14h 00m

$81

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 19 results
1
2

Compare providers for flights from Portland to O'Hare Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to O'Hare Intl in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*2 stars
CheapfaremartPrice Accuracy-Trust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Portland to O'Hare Intl

Get recent, data-driven insights about flights from Portland to O'Hare Intl including ideal travel times, pricing trends, and more.

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 February 14, 2025.

Booking 73 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 February 22, 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 evening, which can drop the price by up to 30% 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 February 16, 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 afternoons 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 February 22, 2025.

The most flights from PDX to ORD are scheduled on a Thursday (18 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 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 February 22, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,401 reviews

Overall

8.1

Comfort

8.1

Food

7.1

Boarding

8.2

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,401 reviews
Southwest
8.1
Very good
4,401 reviews

Overall

8.1

Comfort

8.1

Food

7.1

Boarding

8.2

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,401 reviews

Overall

8.1

Comfort

8.1

Food

7.1

Boarding

8.2

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,213 reviews
Southwest
8.1
Very good
4,401 reviews

Overall

8.1

Comfort

8.1

Food

7.1

Boarding

8.2

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Hawaiian Airlines
7.9
Good
2,314 reviews
Southwest
8.1
Very good
4,401 reviews

Overall

8.1

Comfort

8.1

Food

7.1

Boarding

8.2

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,759 reviews
Southwest
8.1
Very good
4,401 reviews

Overall

8.1

Comfort

8.1

Food

7.1

Boarding

8.2

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 13 outbound flights to Chicago O'Hare Intl per day. 6 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 $236 on this airline. Additional options worth looking into are Delta and American Airlines, starting at $237 and $238 round-trip. Spirit Airlines is currently priced 33% 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 $81 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $82 and Delta from $92 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 Brussels Airlines (97%), SWISS (97%) or Lufthansa (95%) 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 $127. On average you can expect to pay $1,013. The most popular route, (Portland - Chicago O'Hare Intl), can usually be booked for $123.

  • 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
Naperville
Rosemont
Schaumburg
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Northbrook
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Top 6 airlines flying from Portland to O'Hare Intl

Discover the top 6 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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$82Average$135FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$194FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$178Average$341FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$189Average$342FlexibilityNo cancel feeOn-time71%
DeltaCheapest$207Average$313FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$218Average$409FlexibilityNo cancel feeOn-time69%
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