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$55+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Illinois to Oregon

Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) to Oregon (USOR). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$120
(CheapOair)

One-way from

$55
(Frontier)

Popular in

December

Cheapest in

September

Average price

$290

Good round-trip deal

$238 or less

Good one-way deal

$113 or less
Provider with most accurate pricing for Chicago (CHI)-Portland flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Portland flights.
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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. 5% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 30, 2025.

This CheapOair deal was found by Cheapflights users on 1/29. 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.
Thu 2/2011:08 pmSTL - PDX
1 stop11h 32mFrontier
Tue 2/256:32 amPDX - STL
1 stop24h 44mFrontier
Deal found 1/29$120
This Mytrip deal was found by Cheapflights users on 1/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/47:51 pmORD - BOI
1 stop17h 41mSpirit Airlines
Tue 3/111:31 pmBOI - ORD
1 stop16h 11mSpirit Airlines
Deal found 1/29$150
This Travelocity deal was found by Cheapflights users on 1/30. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/277:55 pmORD - PDX
1 stop14h 45mMultiple Airlines
Sun 3/27:00 amPDX - ORD
Nonstop4h 04mMultiple Airlines
Deal found 1/30$210
This Mytrip deal was found by Cheapflights users on 1/30. 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.
Tue 2/257:07 amORD - PDX
3 stops28h 14mSpirit Airlines
Sun 3/28:28 pmPDX - ORD
3 stops31h 00mSpirit Airlines
Deal found 1/30$212
This Booking.com deal was found by Cheapflights users on 1/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/118:36 pmMDW - PDX
1 stop14h 20mFrontier
Sun 4/206:40 amPDX - MDW
1 stop15h 41mFrontier
Deal found 1/30$213
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/147:00 amSTL - PDX
1 stop7h 39mUnited Airlines
Wed 5/282:12 pmPDX - STL
1 stop6h 33mUnited Airlines
Deal found 1/28$222
This Expedia deal was found by Cheapflights users on 1/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/17:04 pmSTL - PDX
1 stop7h 33mMultiple Airlines
Sat 3/87:00 amPDX - STL
1 stop6h 48mMultiple Airlines
Deal found 1/30$223
This American Airlines deal was found by Cheapflights users on 1/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/98:20 pmORD - PDX
Nonstop4h 36mAmerican Airlines
Wed 4/1611:46 pmPDX - ORD
Nonstop4h 04mAmerican Airlines
Deal found 1/30$227
This Delta deal was found by Cheapflights users on 1/30. 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.
Thu 4/37:30 pmSTL - PDX
1 stop6h 14mDelta
Wed 4/95:40 amPDX - STL
1 stop5h 39mDelta
Deal found 1/30$227
This SmartFares deal was found by Cheapflights users on 1/30. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/17:45 amORD - PDX
1 stop6h 48mAlaska Airlines
Sat 3/87:00 amPDX - ORD
Nonstop4h 04mAlaska Airlines
Deal found 1/30$229
This Delta deal was found by Cheapflights users on 1/30. 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 3/46:00 amMDW - BOI
1 stop7h 28mDelta
Tue 3/115:30 amBOI - MDW
1 stop7h 45mDelta
Deal found 1/30$229
This Delta deal was found by Cheapflights users on 1/29. 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.
Fri 2/282:10 pmORD - BOI
1 stop9h 01mDelta
Thu 3/62:55 pmBOI - ORD
1 stop8h 01mDelta
Deal found 1/29$229

Find flights from Illinois to Oregon within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Thu 2/20

11:08 pm-8:40 am

1 stop11h 32m

Portland

Tue 2/25

6:32 am-9:16 am

1 stop24h 44m

$120

ChicagoBoise

ORD - BOI

ORDBOI

Chicago O'Hare Intl

Tue 3/4

7:51 pm-12:32 pm

1 stop17h 41m

Boise Air Term. Gowen Fld

Tue 3/11

1:31 pm-6:42 am

1 stop16h 11m

$150

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 2/27

7:55 pm-8:40 am

1 stop14h 45m

Portland

Sun 3/2

7:00 am-1:04 pm

Nonstop4h 04m

$210

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 2/25

7:07 am-9:21 am

3 stops28h 14m

Portland

Sun 3/2

8:28 pm-5:28 am

3 stops31h 00m

$212

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Fri 4/11

8:36 pm-8:56 am

1 stop14h 20m

Portland

Sun 4/20

6:40 am-12:21 am

1 stop15h 41m

$213

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Wed 5/14

7:00 am-12:39 pm

1 stop7h 39m

Portland

Wed 5/28

2:12 pm-10:45 pm

1 stop6h 33m

$222

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Sat 3/1

7:04 pm-12:37 am

1 stop7h 33m

Portland

Sat 3/8

7:00 am-3:48 pm

1 stop6h 48m

$223

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 4/12

8:20 pm-10:56 pm

Nonstop4h 36m

Portland

Tue 4/15

11:46 pm-5:50 am

Nonstop4h 04m

$227

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Thu 4/3

7:30 pm-11:44 pm

1 stop6h 14m

Portland

Wed 4/9

5:40 am-1:19 pm

1 stop5h 39m

$227

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 3/1

7:45 am-12:33 pm

1 stop6h 48m

Portland

Sat 3/8

7:00 am-1:04 pm

Nonstop4h 04m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

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.

Travel insights for flights from Illinois to Oregon

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

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 $376). 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 January 30, 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 January 30, 2025.

The most flights from USIL to USOR are scheduled on a Thursday (12 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

Rainfall in Oregon by month

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

In terms of precipitation, rainfall in Oregon ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Oregon when rainfall is around 0.7 in.

Temperature in Oregon by month

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

If weather is an important factor for your trip to Oregon, 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 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

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 30, 2025.
To help decide which airline to fly from Illinois to Oregon, see what other customers have to say about Southwest, Alaska Airlines and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,686 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,450 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,906 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Frontier, with whom users have recently found tickets for as low as $55. However, be on the lookout for offers from Spirit 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 $376). 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 7 airlines flying from Illinois to Oregon

Discover the top 7 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$139FlexibilityNo cancel feeOn-time65%
FrontierCheapest$110Average$239FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$175Average$424FlexibilityNo cancel feeOn-time75%
DeltaCheapest$176Average$441FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$194Average$559FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$217Average$523FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$228Average$420FlexibilityNo cancel feeOn-time63%
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