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$98+ Cheap flights from O'Hare Intl (ORD) to Oregon

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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Oregon

Cheapest flights from O'Hare Intl to Oregon
Explore the most affordable flight options available from O'Hare Intl to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Thu 4/1610:55 am
ORD
-
PDX
1 stop26h 08m
Frontier
Sun 4/1911:48 am
PDX
-
ORD
1 stop20h 02m
Frontier
Deal found 1/27$202
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 4/2410:55 am
ORD
-
PDX
1 stop26h 47m
Multiple Airlines
Thu 5/77:46 pm
PDX
-
ORD
1 stop19h 07m
Multiple Airlines
Deal found 1/27$203
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Thu 4/2310:55 am
ORD
-
PDX
1 stop26h 08m
Frontier
Sun 5/311:48 am
PDX
-
ORD
1 stop20h 02m
Frontier
Deal found 1/27$204
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Wed 2/189:10 am
ORD
-
PDX
Nonstop4h 45m
United Airlines
Sun 2/2211:59 pm
PDX
-
ORD
Nonstop3h 54m
United Airlines
Deal found 1/26$207
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sun 4/57:55 am
ORD
-
PDX
1 stop12h 56m
Multiple Airlines
Tue 4/141:48 pm
PDX
-
ORD
2 stops23h 23m
Multiple Airlines
Deal found 1/27$210
This CheapOair deal was found by Cheapflights users on 1/27. 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.
Sat 5/99:18 pm
ORD
-
PDX
1 stop13h 41m
Frontier
Sat 5/1612:27 pm
PDX
-
ORD
1 stop19h 23m
Frontier
Deal found 1/27$212
This Alaska Airlines deal was found by Cheapflights users on 1/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/142:07 pm
ORD
-
PDX
Nonstop4h 43m
Alaska Airlines
Wed 2/187:00 am
PDX
-
ORD
Nonstop4h 11m
Alaska Airlines
Deal found 1/25$214
This Trip.com deal was found by Cheapflights users on 1/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/93:07 pm
ORD
-
BOI
1 stop9h 23m
Hawaiian Airlines
Wed 3/188:28 pm
BOI
-
ORD
1 stop9h 11m
Hawaiian Airlines
Deal found 1/25$214
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 3/67:39 pm
ORD
-
PDX
1 stop17h 17m
Frontier
Mon 3/912:04 pm
PDX
-
ORD
2 stops18h 19m
Frontier
Deal found 1/27$216
This United Airlines deal was found by Cheapflights users on 1/27. 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 3/68:04 pm
ORD
-
PDX
Nonstop4h 41m
United Airlines
Sun 3/811:59 pm
PDX
-
ORD
Nonstop3h 54m
United Airlines
Deal found 1/27$217
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sun 4/57:55 am
ORD
-
PDX
2 stops29h 08m
Frontier
Wed 4/151:48 pm
PDX
-
ORD
1 stop18h 02m
Frontier
Deal found 1/27$218
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 3/108:15 am
ORD
-
PDX
Nonstop4h 33m
American Airlines
Wed 3/1811:59 pm
PDX
-
ORD
Nonstop3h 57m
American Airlines
Deal found 1/27$221

Find flight deals from O'Hare Intl to Oregon

Keep the following information in mind while searching for O'Hare Intl to Oregon flight deals. Data was last updated January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$202
(Kiwi.com)

One-way from

$98
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$308

Good round-trip deal

$244 or less

Good one-way deal

$134 or less
Provider with most accurate pricing for Chicago (CHI)-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Portland flights.
Search Deals
From Chicago O'Hare Intl to Oregon
Search Deals
One-way flight from Chicago O'Hare Intl to Oregon
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to Oregon.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to Oregon.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Oregon 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 January 28, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Oregon that are best for you.

Fly from

O'Hare Intl

Fly to

Oregon

Route

Depart

Return

Price

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 3/6

8:04 pm-10:45 pm

Nonstop4h 41m

Portland

Mon 3/9

11:59 pm-5:53 am

Nonstop3h 54m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 2/18

7:40 am-12:42 pm

1 stop7h 02m

Portland

Sat 2/21

1:27 pm-11:52 pm

1 stop8h 25m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 4/17

2:10 pm-9:14 pm

1 stop9h 04m

Portland

Sat 4/25

11:59 pm-6:03 am

Nonstop4h 04m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 2/24

2:20 pm-8:55 pm

1 stop8h 35m

Portland

Tue 3/3

12:09 pm-11:56 pm

1 stop9h 47m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 4/8

1:57 pm-9:53 pm

1 stop9h 56m

Portland

Wed 4/22

5:30 am-1:23 pm

1 stop5h 53m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 2/17

9:10 am-11:55 am

Nonstop4h 45m

Portland

Wed 2/18

3:50 pm-11:59 pm

1 stop6h 09m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 3/18

1:57 pm-9:53 pm

1 stop9h 56m

Portland

Tue 3/24

12:30 am-8:40 am

1 stop6h 10m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 2/21

8:15 pm-10:56 pm

Nonstop4h 41m

Portland

Wed 2/25

12:57 pm-11:04 pm

1 stop8h 07m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 4/25

12:46 pm-6:52 pm

1 stop8h 06m

Portland

Sat 5/2

5:30 am-1:23 pm

1 stop5h 53m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 5/9

6:00 am-12:54 pm

1 stop8h 54m

Portland

Tue 5/19

9:45 pm-8:34 am

1 stop8h 49m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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

Have a flexible travel schedule? Discover the best time to fly to Oregon 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 Oregon

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

Currently, April is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Oregon (average of $141). Flying from Chicago O'Hare Intl Airport to Oregon in December is currently the most expensive (average of $207). 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 OR?

Find hourly flight availability from O'Hare Intl to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 28, 2026.

A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Oregon in the evening. If you’re flexible enough to do this you can expect to save up to 32% on your trip compared to booking a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Oregon. Price data was last updated on January 24, 2026.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Oregon flight should consider departing on Friday mornings 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 Oregon

Explore weekly flight availability from O'Hare Intl to Oregon. 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 January 28, 2026.

The most flights from ORD to USOR are scheduled on a Monday (17 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. 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 Oregon. Reviews last updated January 28, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and Hawaiian Airlines from Chicago O'Hare Intl Airport to Oregon to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,799 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,799 reviews
Alaska Airlines
8.0
Very good
11,799 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Delta
7.9
Good
8,120 reviews
Alaska Airlines
8.0
Very good
11,799 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Hawaiian Airlines
7.8
Good
2,829 reviews
Alaska Airlines
8.0
Very good
11,799 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,206 reviews
Alaska Airlines
8.0
Very good
11,799 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
American Airlines
7.2
Good
11,198 reviews
Alaska Airlines
8.0
Very good
11,799 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Oregon. 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 Chicago O'Hare Intl Airport to Oregon?

    Departing from Chicago O'Hare Intl Airport to Oregon will take you 4h 41m. 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 Chicago O'Hare Intl Airport to Oregon one-way?

    $90 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 Frontier, with prices starting from $90 and $96, respectively.

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

    The most popular flight routes from Chicago O'Hare Intl Airport to Oregon are Chicago O'Hare Intl - Portland, Chicago O'Hare Intl - Boise Air Term. Gowen Fld and Chicago O'Hare Intl - Eugene.

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

    Before booking your flight to Oregon from Chicago O'Hare Intl Airport, check out the most reliable airlines to get you to your destination on time: Malaysia Airlines (80%), British Airways (75%), Air Canada( 74%).

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

    On average you can expect to pay $670 for a flight from Chicago O'Hare Intl Airport to Oregon. The cheapest flight overall is $108 while the most popular route, (Chicago O'Hare Intl - Portland) is currently priced at $187.

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

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

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

    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 Oregon.

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

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

    Currently, April is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Oregon (average of $141). Flying from Chicago O'Hare Intl Airport to Oregon in December is currently the most expensive (average of $207). 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.

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Alternative routes for O'Hare Intl to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Las Vegas flights
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Midway to Miami flights
Midway to Dallas/Fort Worth flights
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O'Hare Intl to Santa Ana flights
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Midway to Orlando flights
O'Hare Intl to Honolulu flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Hobby flights
O'Hare Intl to Boston flights
O'Hare Intl to Baltimore flights
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Midway to Los Angeles flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Ontario flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Nashville flights
O'Hare Intl to Charleston flights
Midway to Fort Myers flights
O'Hare Intl to Key West flights
O'Hare Intl to Philadelphia flights
Midway to Tampa flights
Midway to John F Kennedy Intl flights
Midway to Denver flights
Midway to Atlanta flights
O'Hare Intl to Jacksonville flights
O'Hare Intl to Love Field flights

Top 7 airlines flying from O'Hare Intl to Oregon

Discover the top 7 airlines that operate flights from O'Hare Intl to Oregon. 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$86Average$178FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$128Average$372FlexibilityNo cancel feeOn-time85%
DeltaCheapest$139Average$426FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$150Average$227FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$197Average$410FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$206Average$508FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$212Average$317FlexibilityNo cancel feeOn-time71%

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