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$65+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$160
(CheapOair)

One-way from

$65
(FlightHub)

Popular in

March

Cheapest in

January

Average price

$346

Good round-trip deal

$394 or less

Good one-way deal

$201 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. 6% potential increase in price ($23 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 February 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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1810:06 amPDX - STL
1 stop21h 10mFrontier
Thu 3/206:38 pmSTL - PDX
1 stop16h 02mFrontier
Deal found 2/19$160
This Delta deal was found by Cheapflights users on 2/20. 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 4/225:00 amEUG - ORD
1 stop6h 19mDelta
Tue 4/297:50 amORD - EUG
1 stop9h 25mDelta
Deal found 2/20$183
This Delta deal was found by Cheapflights users on 2/20. 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.
Sun 4/204:40 pmBOI - ORD
1 stop6h 19mDelta
Sat 5/37:45 amORD - BOI
1 stop7h 45mDelta
Deal found 2/20$206
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/111:31 pmBOI - ORD
1 stop16h 11mSpirit Airlines
Sun 3/167:47 amORD - BOI
1 stop29h 45mSpirit Airlines
Deal found 2/19$222
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/35:59 pmBOI - STL
1 stop5h 29mDelta
Wed 4/96:00 amSTL - BOI
1 stop7h 44mDelta
Deal found 2/19$227
This Delta deal was found by Cheapflights users on 2/20. 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.
Wed 4/25:40 amPDX - STL
1 stop5h 43mDelta
Tue 4/85:00 pmSTL - PDX
1 stop8h 44mDelta
Deal found 2/20$227
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Tue 4/157:00 amPDX - STL
1 stop6h 47mUnited Airlines
Fri 5/26:11 pmSTL - PDX
1 stop8h 59mUnited Airlines
Deal found 2/20$228
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/85:30 amBOI - MDW
1 stop7h 47mDelta
Sat 4/127:13 pmMDW - BOI
1 stop5h 36mDelta
Deal found 2/19$229
This Delta deal was found by Cheapflights users on 2/20. 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 4/112:59 amPDX - ORD
1 stop5h 50mDelta
Wed 4/91:45 pmORD - PDX
1 stop6h 25mDelta
Deal found 2/20$237
This Delta deal was found by Cheapflights users on 2/20. 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 4/226:20 amPDX - MDW
1 stop6h 02mDelta
Sat 4/261:16 pmMDW - PDX
1 stop9h 23mDelta
Deal found 2/20$237
This United Airlines deal was found by Cheapflights users on 2/20. 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 3/177:21 pmPDX - ORD
1 stop8h 56mUnited Airlines
Wed 3/197:59 pmORD - PDX
Nonstop4h 40mUnited Airlines
Deal found 2/20$238
This Expedia deal was found by Cheapflights users on 2/20. 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.
Wed 4/1610:04 amPDX - ORD
1 stop12h 33mMultiple Airlines
Sun 4/203:16 pmORD - PDX
Nonstop4h 34mMultiple Airlines
Deal found 2/20$239

Find flights from Oregon to Illinois within your budget

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 February 20, 2025.

Fly from

Oregon

Fly to

Illinois

Route

Depart

Return

Price

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Tue 3/18

10:06 am-9:16 am

1 stop21h 10m

Lambert-St Louis

Thu 3/20

6:38 pm-8:40 am

1 stop16h 02m

$160

EugeneChicago

EUG - ORD

EUGORD

Eugene

Tue 4/22

5:00 am-1:19 pm

1 stop6h 19m

Chicago O'Hare Intl

Tue 4/29

7:50 am-3:15 pm

1 stop9h 25m

$183

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Sun 4/20

4:40 pm-11:59 pm

1 stop6h 19m

Chicago O'Hare Intl

Sat 5/3

7:45 am-2:30 pm

1 stop7h 45m

$206

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Tue 3/11

1:31 pm-6:42 am

1 stop16h 11m

Chicago O'Hare Intl

Sun 3/16

7:47 am-12:32 pm

1 stop29h 45m

$222

BoiseSt. Louis

BOI - STL

BOISTL

Boise Air Term. Gowen Fld

Thu 4/3

5:59 pm-12:28 am

1 stop5h 29m

Lambert-St Louis

Wed 4/9

6:00 am-12:44 pm

1 stop7h 44m

$227

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Wed 4/2

5:40 am-1:23 pm

1 stop5h 43m

Lambert-St Louis

Tue 4/8

5:00 pm-11:44 pm

1 stop8h 44m

$227

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Tue 4/15

7:00 am-3:47 pm

1 stop6h 47m

Lambert-St Louis

Fri 5/2

6:11 pm-1:10 am

1 stop8h 59m

$228

BoiseChicago

BOI - MDW

BOIMDW

Boise Air Term. Gowen Fld

Tue 4/8

5:30 am-2:17 pm

1 stop7h 47m

Chicago Midway

Sat 4/12

7:13 pm-11:49 pm

1 stop5h 36m

$229

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 4/1

12:59 am-8:49 am

1 stop5h 50m

Chicago O'Hare Intl

Wed 4/9

1:45 pm-6:10 pm

1 stop6h 25m

$237

PortlandChicago

PDX - ORD

PDXORD

Portland

Mon 3/17

7:21 pm-6:17 am

1 stop8h 56m

Chicago O'Hare Intl

Wed 3/19

7:59 pm-10:39 pm

Nonstop4h 40m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Oregon to Illinois

Get recent, data-driven insights about flights from Oregon to Illinois including ideal travel times, pricing trends, and more.

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 February 20, 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 February 20, 2025.

The most flights from USOR to USIL are scheduled on a Thursday (14 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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 February 20, 2025.
See what other customers who have flown with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $65. Users have also found prices from $75 and $97 on Frontier 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

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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 7 airlines flying from Oregon to Illinois

Discover the top 7 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$82Average$135FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$242FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$178Average$483FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$189Average$511FlexibilityNo cancel feeOn-time71%
DeltaCheapest$207Average$402FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$218Average$541FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$246Average$426FlexibilityNo cancel feeOn-time63%
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