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Illinois

$78+ 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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$180
(Delta)

One-way from

$78
(Southwest)

Popular in

March

Cheapest in

January

Average price

$466

Good round-trip deal

$360 or less

Good one-way deal

$181 or less
Provider with most accurate pricing for Portland-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Portland-Chicago (CHI) flights.
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From Oregon to Illinois
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One-way flight from Oregon to Illinois
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Oregon to Illinois.
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Price to beat on a one-way flight from Oregon to Illinois.
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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 March 31, 2025.

This Delta deal was found by Cheapflights users on 3/30. 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.
Sat 6/215:00 amBOI - ORD
1 stop5h 42mDelta
Tue 7/12:00 pmORD - BOI
2 stops10h 59mDelta
Deal found 3/30$180
This United Airlines deal was found by Cheapflights users on 3/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1212:29 pmBOI - ORD
Nonstop3h 26mUnited Airlines
Tue 9/165:00 amORD - BOI
1 stop5h 43mUnited Airlines
Deal found 3/31$201
This Delta deal was found by Cheapflights users on 3/30. 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.
Tue 6/2411:35 pmBOI - MDW
1 stop9h 19mDelta
Thu 7/39:21 amMDW - BOI
1 stop5h 43mDelta
Deal found 3/30$211
This Orbitz deal was found by Cheapflights users on 3/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/62:41 pmBOI - ORD
1 stop6h 18mMultiple Airlines
Thu 5/89:02 pmORD - BOI
1 stop15h 19mMultiple Airlines
Deal found 3/30$217
This United Airlines deal was found by Cheapflights users on 3/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/56:00 amPDX - STL
1 stop9h 07mUnited Airlines
Tue 5/68:48 amSTL - PDX
1 stop6h 24mUnited Airlines
Deal found 3/31$227
This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/141:17 pmBOI - ORD
Nonstop3h 37mAmerican Airlines
Mon 8/185:00 amORD - BOI
1 stop9h 14mAmerican Airlines
Deal found 3/31$230
This Southwest deal was found by Cheapflights users on 3/30. 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.
Thu 5/81:50 pmBOI - MDW
1 stop9h 05mSouthwest
Sun 5/115:45 amMDW - BOI
1 stop5h 25mSouthwest
Deal found 3/30$240
This CheapOair deal was found by Cheapflights users on 3/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/276:20 amPDX - STL
1 stop25h 41mFrontier
Fri 5/26:53 pmSTL - PDX
1 stop7h 45mFrontier
Deal found 3/30$240
This FlightHub deal was found by Cheapflights users on 3/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/171:37 pmPDX - ORD
2 stops17h 18mSpirit Airlines
Mon 5/1911:50 amORD - PDX
1 stop6h 55mSpirit Airlines
Deal found 3/30$243
This Alaska Airlines deal was found by Cheapflights users on 3/30. 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.
Wed 5/282:30 pmPDX - ORD
1 stop7h 29mAlaska Airlines
Sat 5/317:00 amORD - PDX
Nonstop4h 23mAlaska Airlines
Deal found 3/30$244
This Hawaiian Airlines deal was found by Cheapflights users on 3/30. 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.
Sun 4/138:59 pmBOI - ORD
1 stop7h 41mHawaiian Airlines
Wed 4/163:16 pmORD - BOI
1 stop9h 43mHawaiian Airlines
Deal found 3/30$246
This Priceline deal was found by Cheapflights users on 3/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/85:40 pmPDX - ORD
2 stops13h 15mMultiple Airlines
Sun 5/115:21 pmORD - PDX
1 stop9h 23mMultiple Airlines
Deal found 3/30$246

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 March 31, 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

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Sat 6/21

5:00 am-11:42 am

1 stop5h 42m

Chicago O'Hare Intl

Mon 6/30

2:20 pm-11:50 pm

2 stops10h 30m

$180

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Fri 9/12

12:29 pm-4:55 pm

Nonstop3h 26m

Chicago O'Hare Intl

Tue 9/16

5:00 am-9:43 am

1 stop5h 43m

$201

BoiseChicago

BOI - MDW

BOIMDW

Boise Air Term. Gowen Fld

Tue 6/24

11:35 pm-9:54 am

1 stop9h 19m

Chicago Midway

Thu 7/3

9:21 am-2:04 pm

1 stop5h 43m

$211

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Tue 5/6

2:41 pm-9:59 pm

1 stop6h 18m

Chicago O'Hare Intl

Thu 5/8

9:02 pm-11:21 am

1 stop15h 19m

$217

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Mon 5/5

6:00 am-5:07 pm

1 stop9h 07m

Lambert-St Louis

Tue 5/6

8:48 am-1:12 pm

1 stop6h 24m

$227

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Thu 8/14

1:17 pm-5:54 pm

Nonstop3h 37m

Chicago O'Hare Intl

Mon 8/18

5:00 am-1:14 pm

1 stop9h 14m

$230

BoiseChicago

BOI - MDW

BOIMDW

Boise Air Term. Gowen Fld

Thu 5/8

1:50 pm-11:55 pm

1 stop9h 05m

Chicago Midway

Sun 5/11

5:45 am-10:10 am

1 stop5h 25m

$240

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Sun 4/27

6:20 am-10:01 am

1 stop25h 41m

Lambert-St Louis

Fri 5/2

6:53 pm-12:38 am

1 stop7h 45m

$240

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 5/17

1:37 pm-8:55 am

2 stops17h 18m

Chicago O'Hare Intl

Mon 5/19

11:50 am-4:45 pm

1 stop6h 55m

$243

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 5/28

2:30 pm-11:59 pm

1 stop7h 29m

Chicago O'Hare Intl

Sat 5/31

7:00 am-9:23 am

Nonstop4h 23m

$244

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 60 results
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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 $323). 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 March 31, 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 March 31, 2025.

The most flights from USOR to USIL are scheduled on a Friday (18 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 March 31, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Oregon to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,818 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,275 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Hawaiian Airlines
7.9
Good
2,344 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 Southwest. According to our data, you can fly for as low as $78. Users have also found prices from $78 and $83 on American Airlines and United Airlines, 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 $323). 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

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Alternative routes for Oregon to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$82Average$135FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$242FlexibilityNo cancel feeOn-time62%
DeltaCheapest$123Average$407FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$183Average$487FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$190Average$491FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$202Average$379FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$214Average$541FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$249Average$432FlexibilityNo cancel feeOn-time63%
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