HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$80+ Cheap flights from Oregon to Illinois

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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oregon to Illinois with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Oregon to Illinois

Keep the following information in mind while searching for Oregon to Illinois flight deals. Data was last updated julio 30, 2025.

Round-trip from

$198
(Alaska Airlines)

One-way from

$80
(Booking.com)

Popular in

March

Cheapest in

January

Average price

$317

Good round-trip deal

$250 or less

Good one-way deal

$171 or less
From Oregon to Illinois
Search Deals
One-way flight from Oregon to Illinois
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals
Price to beat on a round-trip flight from Oregon to Illinois.
Search Deals
Price to beat on a one-way flight from Oregon to Illinois.
Search Deals

Find flight deals from Oregon to Illinois

Cheapest flights from Oregon to Illinois
Explore the most affordable flight options available from Oregon to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/198:04 pmPDX - ORD
1 stop6h 45mSpirit Airlines
mié. 10/16:00 amORD - PDX
1 stop7h 12mSpirit Airlines
Deal found 7/28$201
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/2710:38 amPDX - ORD
Nonstop4h 09mAmerican Airlines
dom. 8/317:00 amORD - PDX
Nonstop4h 24mAmerican Airlines
Deal found 7/28$203
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/261:30 pmPDX - MDW
Nonstop4h 00mSouthwest
sáb. 8/302:10 pmMDW - PDX
Nonstop4h 15mSouthwest
Deal found 7/28$205
This Hawaiian 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/61:24 pmPDX - ORD
1 stop8h 39mHawaiian Airlines
mié. 9/102:07 pmORD - PDX
Nonstop4h 30mHawaiian Airlines
Deal found 7/30$207
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/3010:05 pmPDX - MDW
1 stop9h 31mDelta
mar. 9/231:43 pmMDW - PDX
1 stop9h 13mDelta
Deal found 7/30$208
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/202:16 pmBOI - ORD
1 stop13h 33mSpirit Airlines
sáb. 10/46:00 amORD - BOI
1 stop8h 21mSpirit Airlines
Deal found 7/28$213
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/205:25 amBOI - MDW
1 stop6h 38mDelta
mié. 10/19:20 amMDW - BOI
1 stop5h 55mDelta
Deal found 7/28$215
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/172:05 pmBOI - ORD
1 stop8h 50mDelta
mar. 10/77:36 pmORD - BOI
1 stop5h 23mDelta
Deal found 7/28$215
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/61:24 pmPDX - ORD
1 stop8h 39mAlaska Airlines
sáb. 9/206:20 amORD - PDX
1 stop8h 07mAlaska Airlines
Deal found 7/29$216
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.
vie. 9/1912:45 amPDX - ORD
1 stop5h 43mDelta
mié. 9/245:30 pmORD - PDX
1 stop8h 22mDelta
Deal found 7/29$217
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.
lun. 8/113:10 pmPDX - ORD
1 stop12h 53mMultiple Airlines
mié. 8/137:00 amORD - PDX
1 stop6h 30mMultiple Airlines
Deal found 7/28$219
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/228:46 pmBOI - ORD
1 stop9h 17mAlaska Airlines
mié. 10/16:20 amORD - BOI
1 stop9h 40mAlaska Airlines
Deal found 7/28$224

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon to Illinois 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 julio 30, 2025.
Use the filters below to find and compare flights from Oregon to Illinois that are best for you.

Fly from

Oregon

Fly to

Illinois

Route

Depart

Return

Price

PortlandChicago

PDX - ORD

PDXORD

Portland

vie. 9/19

8:04 pm-4:49 am

1 stop6h 45m

Chicago O'Hare Intl

mié. 10/1

6:00 am-11:12 am

1 stop7h 12m

$201

PortlandChicago

PDX - ORD

PDXORD

Portland

mié. 8/27

10:38 am-4:47 pm

Nonstop4h 09m

Chicago O'Hare Intl

dom. 8/31

7:00 am-9:24 am

Nonstop4h 24m

$203

PortlandChicago

PDX - MDW

PDXMDW

Portland

mar. 8/26

1:30 pm-7:30 pm

Nonstop4h 00m

Chicago Midway

sáb. 8/30

2:10 pm-4:25 pm

Nonstop4h 15m

$205

PortlandChicago

PDX - ORD

PDXORD

Portland

sáb. 9/6

1:24 pm-12:03 am

1 stop8h 39m

Chicago O'Hare Intl

mié. 9/10

2:07 pm-4:37 pm

Nonstop4h 30m

$207

PortlandChicago

PDX - MDW

PDXMDW

Portland

sáb. 8/30

10:05 pm-9:36 am

1 stop9h 31m

Chicago Midway

mar. 9/23

1:43 pm-8:56 pm

1 stop9h 13m

$208

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

sáb. 9/20

2:16 pm-4:49 am

1 stop13h 33m

Chicago O'Hare Intl

sáb. 10/4

6:00 am-1:21 pm

1 stop8h 21m

$213

BoiseChicago

BOI - MDW

BOIMDW

Boise Air Term. Gowen Fld

sáb. 9/20

5:25 am-1:03 pm

1 stop6h 38m

Chicago Midway

sáb. 10/4

7:15 pm-11:59 pm

1 stop5h 44m

$215

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

mié. 9/17

2:05 pm-11:55 pm

1 stop8h 50m

Chicago O'Hare Intl

mié. 10/1

7:10 am-1:23 pm

1 stop7h 13m

$215

PortlandChicago

PDX - ORD

PDXORD

Portland

sáb. 9/6

1:24 pm-12:03 am

1 stop8h 39m

Chicago O'Hare Intl

sáb. 9/20

6:20 am-12:27 pm

1 stop8h 07m

$216

PortlandChicago

PDX - ORD

PDXORD

Portland

vie. 9/19

12:45 am-8:28 am

1 stop5h 43m

Chicago O'Hare Intl

mié. 9/24

5:30 pm-11:52 pm

1 stop8h 22m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Oregon to Illinois

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

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

Currently, August is the cheapest month in which you can book a flight from Oregon to Illinois (average of $245). Flying from Oregon to Illinois 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 OR to IL?

Find hourly flight availability from Oregon to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 30, 2025.

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

Weekly flight availability from Oregon to Illinois

Explore weekly flight availability from Oregon to Illinois. 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 julio 30, 2025.

The most flights from USOR to USIL are scheduled on a Wednesday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated julio 30, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta from Oregon to Illinois to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

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

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

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
4,241 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

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
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

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

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

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
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

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 Oregon to Illinois. 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 Oregon to Illinois one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $80. Users have also found prices from $107 and $108 on Alaska Airlines and Delta, respectively.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Oregon to Illinois (average of $245). Flying from Oregon to Illinois 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Oregon to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to LaGuardia flights
Los Angeles to John F Kennedy Intl flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
Dallas/Fort Worth to O'Hare Intl flights
Newark to O'Hare Intl flights
Los Angeles to Newark flights
John F Kennedy Intl to Las Vegas flights
Dallas/Fort Worth to Las Vegas flights
John F Kennedy Intl to O'Hare Intl flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
O'Hare Intl to John F Kennedy Intl flights
Newark to Los Angeles flights
LaGuardia to O'Hare Intl flights
O'Hare Intl to LaGuardia flights
John F Kennedy Intl to Orlando flights
San Francisco to John F Kennedy Intl flights
O'Hare Intl to Newark flights
LaGuardia to Miami flights
John F Kennedy Intl to Seattle flights
Newark to Orlando flights
Los Angeles to Las Vegas flights
Dallas/Fort Worth to Seattle flights
Los Angeles to Honolulu flights
Los Angeles to Seattle flights
John F Kennedy Intl to San Francisco flights
Dallas/Fort Worth to Newark flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Seattle flights
John F Kennedy Intl to Atlanta flights
San Francisco to Newark flights
Dallas/Fort Worth to John F Kennedy Intl flights
San Francisco to Seattle flights
Los Angeles to O'Hare Intl flights
O'Hare Intl to Dallas/Fort Worth flights
Fort Lauderdale to Newark flights
Dallas/Fort Worth to Los Angeles flights
Atlanta to John F Kennedy Intl flights
Newark to San Francisco flights
Los Angeles to San Jose flights
Hobby to Las Vegas flights
Dallas/Fort Worth to Denver flights
LaGuardia to Orlando flights
Los Angeles to Dallas/Fort Worth flights
Los Angeles to LaGuardia flights
Los Angeles to San Francisco flights
O'Hare Intl to Las Vegas flights

Top 8 airlines flying from Oregon to Illinois

Discover the top 8 airlines that operate flights from Oregon to Illinois. 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 julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$96Average$176FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$219FlexibilityNo cancel feeOn-time62%
DeltaCheapest$123Average$360FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$178Average$333FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$187Average$441FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$218Average$470FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$224Average$505FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$249Average$443FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.