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O'Hare Intl

$88+ Cheap flights from Oregon 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
Jan 26 — Feb 21
Mon 1/26
Mon 2/2
1 adult, Economy
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Cheap flight deals from Oregon to O'Hare Intl

Cheapest flights from Oregon to O'Hare Intl
Explore the most affordable flight options available from Oregon to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 27, 2025.

This American Airlines deal was found by Cheapflights users on 12/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:35 pmBOI - ORD
Nonstop3h 51mAmerican Airlines
Sun 1/48:04 pmORD - BOI
Nonstop3h 55mAmerican Airlines
Deal found 12/25$331
This Frontier deal was found by Cheapflights users on 12/24. 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.
Tue 12/3012:47 pmPDX - ORD
1 stop9h 25mFrontier
Thu 1/810:32 pmORD - PDX
1 stop13h 02mFrontier
Deal found 12/24$332
This Alaska Airlines deal was found by Cheapflights users on 12/24. 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 12/311:51 pmPDX - ORD
1 stop8h 08mAlaska Airlines
Fri 1/92:06 pmORD - PDX
Nonstop4h 42mAlaska Airlines
Deal found 12/24$333
This Alaska Airlines deal was found by Cheapflights users on 12/24. 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 12/317:00 amPDX - ORD
Nonstop4h 09mAlaska Airlines
Wed 1/78:00 amORD - PDX
1 stop7h 48mAlaska Airlines
Deal found 12/24$352
This United Airlines deal was found by Cheapflights users on 12/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/275:12 pmBOI - ORD
1 stop5h 47mUnited Airlines
Sat 1/39:15 amORD - BOI
Nonstop4h 24mUnited Airlines
Deal found 12/25$353
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/265:12 pmBOI - ORD
1 stop5h 47mUnited Airlines
Wed 1/149:15 amORD - BOI
Nonstop4h 24mUnited Airlines
Deal found 12/26$368
This American Airlines deal was found by Cheapflights users on 12/26. 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 12/271:35 pmBOI - ORD
Nonstop3h 51mAmerican Airlines
Fri 1/28:04 pmORD - BOI
Nonstop3h 55mAmerican Airlines
Deal found 12/26$375
This Alaska Airlines deal was found by Cheapflights users on 12/26. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:50 pmBOI - ORD
1 stop7h 39mAlaska Airlines
Wed 1/143:44 pmORD - BOI
1 stop8h 58mAlaska Airlines
Deal found 12/26$377
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/277:00 amBOI - ORD
1 stop8h 27mUnited Airlines
Fri 1/27:42 pmORD - BOI
Nonstop4h 17mUnited Airlines
Deal found 12/26$385
This Delta deal was found by Cheapflights users on 12/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/275:40 amBOI - ORD
1 stop6h 40mDelta
Fri 1/21:35 pmORD - BOI
2 stops11h 44mDelta
Deal found 12/26$400
This Frontier deal was found by Cheapflights users on 12/24. 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.
Tue 12/3012:47 pmPDX - ORD
1 stop9h 25mFrontier
Mon 1/51:32 pmORD - PDX
1 stop8h 18mFrontier
Deal found 12/24$403
This American Airlines deal was found by Cheapflights users on 12/26. 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.
Fri 12/261:35 pmBOI - ORD
Nonstop3h 51mAmerican Airlines
Fri 1/28:04 pmORD - BOI
Nonstop3h 55mAmerican Airlines
Deal found 12/26$407

Find flight deals from Oregon to O'Hare Intl

Keep the following information in mind while searching for Oregon to O'Hare Intl flight deals. Data was last updated December 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$210
(Kiwi.com)

One-way from

$88
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$420

Good round-trip deal

$348 or less

Good one-way deal

$176 or less
Provider with most accurate pricing for Portland-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Chicago (CHI) flights.
Search Deals
From Oregon to Chicago O'Hare Intl
Search Deals
One-way flight from Oregon to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Oregon to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Oregon to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon 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 December 27, 2025.
Use the filters below to find and compare flights from Oregon to Chicago O'Hare Intl Airport that are best for you.

Fly from

Oregon

Fly to

O'Hare Intl

Route

Depart

Return

Price

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 1/20

3:45 pm-11:59 pm

1 stop6h 14m

Chicago O'Hare Intl

Tue 1/27

9:10 am-11:57 am

Nonstop4h 47m

$227

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Tue 4/7

2:22 pm-11:59 pm

1 stop8h 37m

Chicago O'Hare Intl

Tue 4/14

3:22 pm-11:56 pm

1 stop9h 34m

$228

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Wed 2/18

7:00 am-11:59 pm

1 stop15h 59m

Chicago O'Hare Intl

Sun 2/22

8:20 am-11:30 pm

1 stop16h 10m

$228

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 1/17

1:53 pm-9:43 pm

1 stop5h 50m

Chicago O'Hare Intl

Sun 1/18

7:20 am-12:32 pm

1 stop7h 12m

$237

PortlandChicago

PDX - ORD

PDXORD

Portland

Sun 2/1

6:00 am-12:15 pm

Nonstop4h 15m

Chicago O'Hare Intl

Thu 2/5

5:49 pm-8:22 pm

Nonstop4h 33m

$237

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 1/17

11:44 am-11:59 pm

1 stop10h 15m

Chicago O'Hare Intl

Tue 1/20

8:50 am-12:46 pm

1 stop5h 56m

$237

PortlandChicago

PDX - ORD

PDXORD

Portland

Sun 2/1

7:05 am-1:10 pm

Nonstop4h 05m

Chicago O'Hare Intl

Thu 2/5

2:06 pm-4:48 pm

Nonstop4h 42m

$237

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 1/16

7:05 am-1:10 pm

Nonstop4h 05m

Chicago O'Hare Intl

Thu 1/29

2:06 pm-4:48 pm

Nonstop4h 42m

$237

EugeneChicago

EUG - ORD

EUGORD

Eugene

Thu 2/19

5:42 am-2:11 pm

1 stop6h 29m

Chicago O'Hare Intl

Tue 2/24

5:29 pm-11:58 pm

1 stop8h 29m

$238

EugeneChicago

EUG - ORD

EUGORD

Eugene

Tue 3/3

5:20 am-1:11 pm

1 stop5h 51m

Chicago O'Hare Intl

Wed 3/4

5:29 pm-11:58 pm

1 stop8h 29m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

Showing 1-10 of 60 results
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Best time to book a flight from Oregon to O'Hare Intl

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

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

Currently, August is the cheapest month in which you can book a flight from Oregon to Chicago O'Hare Intl Airport (average of $120). Flying from Oregon to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $243). 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 OR to ORD?

Find hourly flight availability from Oregon 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 December 27, 2025.

One of the essential ways to save on airfare from Oregon to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 29% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Oregon to O'Hare Intl. Price data was last updated on December 16, 2024.

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

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

Explore weekly flight availability from Oregon 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 December 27, 2025.

The most flights from USOR to ORD are scheduled on a Thursday (20 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (13 on average).

Related info for your journey

Find useful and relevant information for your journey from Oregon 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.

  • How long is the flight from Oregon to Chicago O'Hare Intl Airport?

    Airlines like United Airlines, Alaska Airlines, and Delta fly from Oregon to Chicago O'Hare Intl Airport in about 5h 50m. The time it takes to get you to your destination can typically vary by up to 2h 47m. Airlines will cover a distance of 1733 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $72. However, be on the lookout for offers from Spirit Airlines and Delta, as they are both options that can get you from Oregon to Chicago O'Hare Intl Airport for a low price.

  • What are the most popular routes from Oregon to Chicago O'Hare Intl Airport?

    While some choose either Boise Air Term. Gowen Fld - Chicago O'Hare Intl or Medford - Chicago O'Hare Intl, Portland - Chicago O'Hare Intl is the most popular route from Oregon to Chicago O'Hare Intl Airport.

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

    The top 3 most reliable airlines when flying from Oregon to Chicago O'Hare Intl Airport are SWISS (89%), Air Canada (87%) and Gulf Air (87%).

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

    Looking at all options, your cheapest flight can be booked for $108. While the most popular route (Portland - Chicago O'Hare Intl) can be booked for $215 on average, our data indicates $956 when flying from Oregon to Chicago O'Hare Intl Airport.

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

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

  • How can I find direct flights from Oregon 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 Oregon to O'Hare Intl.

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

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

    Currently, August is the cheapest month in which you can book a flight from Oregon to Chicago O'Hare Intl Airport (average of $120). Flying from Oregon to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $243). 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
Schaumburg
Rosemont
Gurnee
Elgin
Naperville
Hoffman Estates
Beloit
Delavan
Oak Brook
Downers Grove
Des Plaines
Elk Grove Village
Skokie
Lake Geneva
Bridgeview
Kenosha
Warrenville
Waukegan
Aurora
Evanston

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Alternative routes for Oregon to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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Minneapolis to Midway flights
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Boston to Midway flights
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Las Vegas to O'Hare Intl flights
Baltimore to Midway flights
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Love Field to Midway flights
Orlando to Midway flights
Denver to Midway flights
San Francisco to Midway flights
Sacramento to O'Hare Intl flights

Top 8 airlines flying from Oregon to O'Hare Intl

Discover the top 8 airlines that operate flights from Oregon 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 December 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$96Average$243FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$119Average$184FlexibilityNo cancel feeOn-time65%
DeltaCheapest$123Average$361FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$125Average$324FlexibilityNo cancel feeOn-time85%
SouthwestCheapest$179Average$416FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$196Average$489FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$217Average$404FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$222Average$409FlexibilityNo cancel feeOn-time69%

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