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O'Hare Intl

$123+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
Jul 22 — Jul 291
Wed 7/22
Wed 7/29
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 June 22, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/39:11 pm
MFR
-
ORD
1 stop30h 26m
Multiple Airlines
Mon 8/107:15 am
ORD
-
MFR
1 stop9h 33m
Multiple Airlines
Deal found 6/22$321
This CheapOair deal was found by Cheapflights users on 6/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:49 pm
PDX
-
ORD
1 stop9h 48m
Frontier
Tue 7/149:57 pm
ORD
-
PDX
1 stop20h 39m
Frontier
Deal found 6/21$322
This Priceline deal was found by Cheapflights users on 6/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:49 pm
PDX
-
ORD
1 stop8h 48m
Multiple Airlines
Sun 7/127:20 am
ORD
-
PDX
Nonstop4h 25m
Multiple Airlines
Deal found 6/18$323
This CheapOair deal was found by Cheapflights users on 6/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/303:47 pm
PDX
-
ORD
1 stop16h 14m
Frontier
Sun 11/110:40 pm
ORD
-
PDX
1 stop19h 55m
Frontier
Deal found 6/21$324
This Alaska Airlines deal was found by Cheapflights users on 6/19. 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 7/2910:59 pm
PDX
-
ORD
Nonstop4h 01m
Alaska Airlines
Tue 8/47:20 am
ORD
-
PDX
Nonstop4h 25m
Alaska Airlines
Deal found 6/19$325
This Priceline deal was found by Cheapflights users on 6/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/410:59 pm
PDX
-
ORD
Nonstop4h 01m
Alaska Airlines
Thu 8/67:20 am
ORD
-
PDX
Nonstop4h 25m
Alaska Airlines
Deal found 6/18$326
This CheapOair deal was found by Cheapflights users on 6/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:16 pm
PDX
-
ORD
1 stop25h 36m
Frontier
Sun 7/269:57 pm
ORD
-
PDX
1 stop20h 54m
Frontier
Deal found 6/19$327
This Travelocity deal was found by Cheapflights users on 6/22. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/175:49 pm
PDX
-
ORD
1 stop9h 48m
Frontier
Mon 7/209:57 pm
ORD
-
PDX
1 stop20h 34m
Frontier
Deal found 6/22$328
This CheapOair deal was found by Cheapflights users on 6/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:49 pm
PDX
-
ORD
1 stop8h 48m
Frontier
Thu 7/309:57 pm
ORD
-
PDX
1 stop20h 54m
Frontier
Deal found 6/21$329
This United Airlines deal was found by Cheapflights users on 6/18. 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 7/1712:50 pm
EUG
-
ORD
Nonstop4h 10m
United Airlines
Mon 7/208:53 am
ORD
-
EUG
Nonstop4h 44m
United Airlines
Deal found 6/18$329
This Travelocity deal was found by Cheapflights users on 6/19. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:59 pm
BOI
-
ORD
1 stop20h 02m
Frontier
Mon 10/510:40 pm
ORD
-
BOI
1 stop14h 24m
Frontier
Deal found 6/19$330
This Expedia deal was found by Cheapflights users on 6/19. 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.
Fri 8/75:36 pm
PDX
-
ORD
1 stop10h 41m
Multiple Airlines
Sun 8/97:20 am
ORD
-
PDX
Nonstop4h 25m
Multiple Airlines
Deal found 6/19$330

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 June 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$321
(Kiwi.com)

One-way from

$123
(Frontier)

Popular in

November

Cheapest in

January

Average price

$386

Good round-trip deal

$398 or less

Good one-way deal

$209 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. 9% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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 June 22, 2026.
Use the filters below to find and compare flights from Oregon to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 9/10

7:02 am-1:15 pm

Nonstop4h 13m

Chicago O'Hare Intl

Tue 9/15

4:45 pm-7:18 pm

Nonstop4h 33m

$326

EugeneChicago

EUG - ORD

EUGORD

Eugene

Fri 10/23

2:15 pm-8:26 pm

Nonstop4h 11m

Chicago O'Hare Intl

Sun 10/25

8:45 am-11:33 am

Nonstop4h 48m

$329

EugeneChicago

EUG - ORD

EUGORD

Eugene

Thu 7/9

12:50 pm-7:00 pm

Nonstop4h 10m

Chicago O'Hare Intl

Sun 7/12

8:53 am-11:37 am

Nonstop4h 44m

$329

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 9/11

2:27 pm-8:40 pm

Nonstop4h 13m

Chicago O'Hare Intl

Tue 9/15

4:20 pm-9:05 pm

1 stop6h 45m

$336
Quickest round-trip

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 8/11

11:02 pm-5:03 am

Nonstop4h 01m

Chicago O'Hare Intl

Mon 8/17

7:00 am-9:29 am

Nonstop4h 29m

$338

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Sat 7/18

5:46 pm-12:44 am

1 stop5h 58m

Chicago O'Hare Intl

Sat 7/25

5:00 am-9:53 am

1 stop5h 53m

$345

PortlandChicago

PDX - ORD

PDXORD

Portland

Mon 7/27

12:33 am-8:30 am

1 stop5h 57m

Chicago O'Hare Intl

Mon 8/10

5:57 pm-11:20 pm

1 stop7h 23m

$346

EugeneChicago

EUG - ORD

EUGORD

Eugene

Wed 7/29

12:34 pm-5:00 am

1 stop14h 26m

Chicago O'Hare Intl

Tue 8/4

6:00 am-1:01 pm

1 stop9h 01m

$349

EugeneChicago

EUG - ORD

EUGORD

Eugene

Thu 9/17

6:10 am-5:13 pm

1 stop9h 03m

Chicago O'Hare Intl

Mon 9/21

5:59 pm-11:54 pm

1 stop7h 55m

$349

EugeneChicago

EUG - ORD

EUGORD

Eugene

Sat 9/12

3:08 pm-11:59 pm

1 stop6h 51m

Chicago O'Hare Intl

Tue 9/15

2:18 pm-8:24 pm

1 stop8h 06m

$349

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/18

Showing 1-10 of 60 resultsSorted by cheapest first
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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, September is the cheapest month in which you can book a flight from Oregon to Chicago O'Hare Intl Airport (average of $93). Flying from Oregon to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $234). 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 June 22, 2026.

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 48% on airfare.

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 June 22, 2026.

The most flights from USOR to ORD are scheduled on a Monday (31 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (16 on average).

How much does it cost to fly round-trip from Oregon to Chicago O'Hare Intl Airport?

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

To ensure you get the cheapest price possible for a flight from Oregon to Chicago O'Hare Intl Airport, you should look to book at least 71 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 June 20, 2026.

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 afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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, Delta, and Alaska Airlines fly from Oregon to Chicago O'Hare Intl Airport in about 4h 13m. The time it takes to get you to your destination can typically vary by up to 10h 13m. 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 Delta and Hawaiian Airlines, 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 Eugene - 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 Alaska Airlines (97%), Qatar Airways (92%) and Iberia (90%).

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

    Looking at all options, your cheapest flight can be booked for $157. While the most popular route (Portland - Chicago O'Hare Intl) can be booked for $289 on average, our data indicates $1,045 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, September is the cheapest month in which you can book a flight from Oregon to Chicago O'Hare Intl Airport (average of $93). Flying from Oregon to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $234). 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
Benton Harbor
Rosemont
Schaumburg
Naperville
Lake Geneva
Gurnee
Delavan
Oakbrook Terrace
Downers Grove
Des Plaines
Oak Brook
South Holland
Libertyville
Hoffman Estates
Warrenville
Rockford
Racine
Great Lakes
Northbrook
Waukegan

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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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Miami to O'Hare Intl flights
Hobby to Midway flights
Austin to O'Hare Intl flights
San Diego to O'Hare Intl flights
Atlanta to Midway flights
Los Angeles to Midway flights
Raleigh to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Dulles Intl to Midway flights
Santa Ana to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Seattle to Midway flights
LaGuardia to Midway flights
Denver to Midway flights
John F Kennedy Intl to Midway flights
Minneapolis to Midway flights
Philadelphia to Midway flights
Baltimore to Midway flights
Portland to O'Hare Intl flights
San Francisco to Midway flights
George Bush Intcntl to Midway flights
Hartford to O'Hare Intl flights
Las Vegas to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
San Jose to O'Hare Intl flights
Burbank to O'Hare Intl flights
New Orleans to O'Hare Intl flights
Orlando to Midway flights

Top 7 airlines flying from Oregon to O'Hare Intl

Discover the top 7 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 June 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$93Average$217FlexibilityNo cancel feeOn-time85%
FrontierCheapest$96Average$238FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$354FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$173Average$328FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$179Average$416FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$198Average$412FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$221Average$409FlexibilityNo cancel feeOn-time69%

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