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$80+ Cheap flights from Illinois 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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Illinois to Oregon

Keep the following information in mind while searching for Illinois to Oregon flight deals. Data was last updated July 31, 2025.

Round-trip from

$176
(Kiwi.com)

One-way from

$80
(Booking.com)

Popular in

December

Cheapest in

September

Average price

$317

Good round-trip deal

$166 or less

Good one-way deal

$144 or less
From Illinois to Oregon
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One-way flight from Illinois to Oregon
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Highest demand for flights based on searches. 4% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Illinois to Oregon.
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Price to beat on a one-way flight from Illinois to Oregon.
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Find flight deals from Illinois to Oregon

Cheapest flights from Illinois to Oregon
Explore the most affordable flight options available from Illinois to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Sat 8/237:00 amORD - PDX
Nonstop4h 25mHawaiian Airlines
Sat 8/305:50 pmPDX - ORD
Nonstop4h 09mHawaiian Airlines
Deal found 7/30$176
This CheapOair deal was found by Cheapflights users on 7/29. 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.
Wed 10/16:00 amORD - PDX
1 stop7h 12mSpirit Airlines
Wed 10/298:04 pmPDX - ORD
1 stop6h 45mSpirit Airlines
Deal found 7/29$177
This Southwest deal was found by Cheapflights users on 7/30. 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 8/302:10 pmMDW - PDX
Nonstop4h 15mSouthwest
Sun 8/316:55 amPDX - MDW
Nonstop4h 00mSouthwest
Deal found 7/30$179
This Alaska Airlines deal was found by Cheapflights users on 7/30. 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 8/307:00 amORD - PDX
Nonstop4h 25mAlaska Airlines
Sun 8/317:00 amPDX - ORD
Nonstop4h 09mAlaska Airlines
Deal found 7/30$179
This American Airlines deal was found by Cheapflights users on 7/29. 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 10/17:25 amORD - PDX
Nonstop4h 22mAmerican Airlines
Sat 10/41:12 pmPDX - ORD
Nonstop4h 16mAmerican Airlines
Deal found 7/29$197
This Delta deal was found by Cheapflights users on 7/31. 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 10/256:00 amMDW - PDX
1 stop8h 59mDelta
Thu 10/3012:50 amPDX - MDW
1 stop6h 05mDelta
Deal found 7/31$208
This CheapOair deal was found by Cheapflights users on 7/28. 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.
Wed 8/137:00 amORD - PDX
1 stop6h 30mMultiple Airlines
Mon 8/187:52 pmPDX - ORD
1 stop6h 58mMultiple Airlines
Deal found 7/28$212
This Southwest deal was found by Cheapflights users on 7/31. 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 8/301:30 pmORD - PDX
1 stop9h 05mSouthwest
Tue 9/29:05 pmPDX - ORD
1 stop12h 45mSouthwest
Deal found 7/31$213
This Delta deal was found by Cheapflights users on 7/29. 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 9/136:00 amSTL - PDX
1 stop8h 35mDelta
Fri 9/1912:45 amPDX - STL
1 stop5h 52mDelta
Deal found 7/29$229
This Southwest deal was found by Cheapflights users on 7/31. 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 9/93:00 pmSTL - PDX
1 stop7h 30mSouthwest
Fri 9/129:05 pmPDX - STL
2 stops12h 25mSouthwest
Deal found 7/31$234
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Wed 8/67:29 pmSTL - BOI
1 stop17h 17mFrontier
Sun 8/1012:36 pmBOI - STL
1 stop19h 35mFrontier
Deal found 7/30$237
This Frontier deal was found by Cheapflights users on 7/29. 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.
Sat 8/92:44 pmMDW - PDX
1 stop10h 40mFrontier
Sat 8/166:35 amPDX - MDW
1 stop12h 19mFrontier
Deal found 7/29$238

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 July 31, 2025.
Use the filters below to find and compare flights from Illinois to Oregon that are best for you.

Fly from

Illinois

Fly to

Oregon

Route

Depart

Return

Price

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 8/23

7:00 am-9:25 am

Nonstop4h 25m

Portland

Sat 8/30

5:50 pm-11:59 pm

Nonstop4h 09m

$176

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 10/1

6:00 am-11:12 am

1 stop7h 12m

Portland

Tue 10/7

12:07 pm-9:01 pm

1 stop6h 54m

$177

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Sat 8/30

2:10 pm-4:25 pm

Nonstop4h 15m

Portland

Sun 8/31

6:55 am-12:55 pm

Nonstop4h 00m

$179

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 8/30

7:00 am-9:25 am

Nonstop4h 25m

Portland

Sun 8/31

7:00 am-1:09 pm

Nonstop4h 09m

$179

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sun 8/31

1:05 pm-3:25 pm

Nonstop4h 20m

Portland

Wed 9/3

2:15 pm-8:25 pm

Nonstop4h 10m

$188

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 10/1

7:25 am-9:47 am

Nonstop4h 22m

Portland

Sat 10/4

1:12 pm-7:28 pm

Nonstop4h 16m

$197

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Sat 10/25

6:00 am-12:59 pm

1 stop8h 59m

Portland

Fri 10/31

11:36 am-10:14 pm

1 stop8h 38m

$208

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 8/13

7:00 am-11:30 am

1 stop6h 30m

Portland

Mon 8/18

7:52 pm-4:50 am

1 stop6h 58m

$212

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 8/30

1:30 pm-8:35 pm

1 stop9h 05m

Portland

Tue 9/2

9:05 pm-11:50 am

1 stop12h 45m

$213

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Sat 9/13

6:00 am-12:35 pm

1 stop8h 35m

Portland

Fri 9/19

12:45 am-8:37 am

1 stop5h 52m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to Oregon

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

What is the cheapest month to book a flight from Illinois to Oregon?

Currently, November is the cheapest month in which you can book a flight from Illinois to Oregon (average of $277). Flying from Illinois to Oregon in March is currently the most expensive (average of $368). 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 IL to OR?

Find hourly flight availability from Illinois 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 July 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Oregon as you normally would.

Weekly flight availability from Illinois to Oregon

Explore weekly flight availability from Illinois 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 July 31, 2025.

The most flights from USIL to USOR are scheduled on a Thursday (26 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (10 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 July 31, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Delta from Illinois to Oregon. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Illinois to Oregon one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $80. However, be on the lookout for offers from Alaska Airlines and Southwest, as they are both options that can get you from Illinois to Oregon for a low price.

  • Can I find deals for flights from Illinois to Oregon that include hotel bookings?

    Yes. In addition to deals on Illinois to Oregon flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Oregon?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Oregon.

  • Can I find deals for business class flights from Illinois to Oregon?

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Oregon?

    Currently, November is the cheapest month in which you can book a flight from Illinois to Oregon (average of $277). Flying from Illinois to Oregon in March is currently the most expensive (average of $368). 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

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Alternative routes for Illinois to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Illinois to Oregon

Discover the top 8 airlines that operate flights from Illinois 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$179FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$179FlexibilityNo cancel feeOn-time62%
DeltaCheapest$123Average$407FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$134Average$382FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$181Average$452FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$226Average$565FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$227Average$445FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$238Average$475FlexibilityNo cancel feeOn-time63%

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