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$68+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Mar 13 — Mar 201
Thu 3/13
Thu 3/20
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 March 8, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$160
(CheapOair)

One-way from

$75
(Frontier)

Popular in

December

Cheapest in

September

Average price

$413

Good round-trip deal

$294 or less

Good one-way deal

$169 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. 4% potential increase in price ($13 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 March 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 March 8, 2025.

This CheapOair deal was found by Cheapflights users on 3/7. 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 4/171:06 pmSTL - PDX
1 stop21h 41mFrontier
Tue 4/226:20 amPDX - STL
1 stop25h 41mFrontier
Deal found 3/7$160
This Expedia deal was found by Cheapflights users on 3/7. 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 4/26:51 pmSTL - PDX
1 stop7h 46mMultiple Airlines
Wed 4/91:25 pmPDX - STL
1 stop8h 34mMultiple Airlines
Deal found 3/7$193
This Southwest deal was found by Cheapflights users on 3/6. 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 4/295:25 pmSTL - PDX
1 stop8h 00mSouthwest
Tue 5/63:00 pmPDX - STL
1 stop6h 35mSouthwest
Deal found 3/6$199
This Delta deal was found by Cheapflights users on 3/7. 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 4/195:30 amORD - BOI
1 stop8h 50mDelta
Sun 4/205:59 pmBOI - ORD
1 stop5h 54mDelta
Deal found 3/7$209
This Frontier deal was found by Cheapflights users on 3/7. 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.
Thu 6/196:15 amMDW - BOI
1 stop6h 32mFrontier
Sun 6/2212:36 pmBOI - MDW
1 stop10h 51mFrontier
Deal found 3/7$210
This Frontier deal was found by Cheapflights users on 3/7. 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.
Thu 6/195:35 amORD - BOI
1 stop7h 12mFrontier
Sun 6/2212:36 pmBOI - ORD
1 stop10h 32mFrontier
Deal found 3/7$210
This American Airlines deal was found by Cheapflights users on 3/6. 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.
Sat 4/193:29 pmSTL - PDX
1 stop9h 33mAmerican Airlines
Mon 4/2111:52 pmPDX - STL
1 stop7h 30mAmerican Airlines
Deal found 3/6$213
This Alaska Airlines deal was found by Cheapflights users on 3/7. 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.
Tue 4/157:40 amORD - BOI
1 stop9h 40mAlaska Airlines
Sat 4/192:47 pmBOI - ORD
1 stop8h 12mAlaska Airlines
Deal found 3/7$218
This Delta deal was found by Cheapflights users on 3/7. 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 4/97:45 amORD - RDM
1 stop6h 25mDelta
Tue 4/226:20 amRDM - ORD
1 stop9h 10mDelta
Deal found 3/7$219
This Delta deal was found by Cheapflights users on 3/6. 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 4/163:02 pmMDW - BOI
2 stops10h 07mDelta
Sun 4/205:30 amBOI - MDW
1 stop7h 52mDelta
Deal found 3/6$224
This Mytrip deal was found by Cheapflights users on 3/7. 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.
Mon 4/2110:26 pmORD - PDX
2 stops21h 39mSpirit Airlines
Mon 4/287:01 pmPDX - ORD
2 stops32h 44mSpirit Airlines
Deal found 3/7$226
This Hawaiian Airlines deal was found by Cheapflights users on 3/6. 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.
Sat 6/77:00 amORD - PDX
Nonstop4h 23mHawaiian Airlines
Sat 6/145:40 pmPDX - ORD
Nonstop4h 04mHawaiian Airlines
Deal found 3/6$227

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 March 8, 2025.

Fly from

Illinois

Fly to

Oregon

Route

Depart

Return

Price

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Thu 4/17

1:06 pm-8:47 am

1 stop21h 41m

Portland

Tue 4/22

6:20 am-10:01 am

1 stop25h 41m

$160

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Wed 4/2

6:51 pm-12:37 am

1 stop7h 46m

Portland

Wed 4/9

1:25 pm-11:59 pm

1 stop8h 34m

$193

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Tue 4/29

5:25 pm-11:25 pm

1 stop8h 00m

Portland

Tue 5/6

3:00 pm-11:35 pm

1 stop6h 35m

$199

ChicagoBoise

ORD - BOI

ORDBOI

Chicago O'Hare Intl

Sat 4/19

5:30 am-1:20 pm

1 stop8h 50m

Boise Air Term. Gowen Fld

Sun 4/20

5:59 pm-12:53 am

1 stop5h 54m

$209

ChicagoBoise

ORD - BOI

ORDBOI

Chicago O'Hare Intl

Thu 6/19

5:35 am-11:47 am

1 stop7h 12m

Boise Air Term. Gowen Fld

Sun 6/22

12:36 pm-12:08 am

1 stop10h 32m

$210

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Sat 4/19

3:29 pm-11:02 pm

1 stop9h 33m

Portland

Mon 4/21

11:52 pm-9:22 am

1 stop7h 30m

$213

ChicagoBoise

ORD - BOI

ORDBOI

Chicago O'Hare Intl

Tue 4/15

7:40 am-4:20 pm

1 stop9h 40m

Boise Air Term. Gowen Fld

Sat 4/19

2:47 pm-11:59 pm

1 stop8h 12m

$218

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Wed 4/9

7:45 am-12:10 pm

1 stop6h 25m

Bend/Redmond

Tue 4/22

6:20 am-5:30 pm

1 stop9h 10m

$219

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 4/21

10:26 pm-6:05 pm

2 stops21h 39m

Portland

Mon 4/28

7:01 pm-5:45 am

2 stops32h 44m

$226

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 6/7

7:00 am-9:23 am

Nonstop4h 23m

Portland

Sat 6/14

5:40 pm-11:44 pm

Nonstop4h 04m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/6

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 March 8, 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.

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 March 8, 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
4,314 reviews

Entertainment

7.6

Food

7.1

Overall

8.1

Boarding

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,314 reviews
Southwest
8.1
Very good
4,314 reviews

Entertainment

7.6

Food

7.1

Overall

8.1

Boarding

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Alaska Airlines
8.0
Very good
9,716 reviews
Southwest
8.1
Very good
4,314 reviews

Entertainment

7.6

Food

7.1

Overall

8.1

Boarding

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta
8.0
Very good
8,024 reviews
Southwest
8.1
Very good
4,314 reviews

Entertainment

7.6

Food

7.1

Overall

8.1

Boarding

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Hawaiian Airlines
7.9
Good
2,316 reviews
Southwest
8.1
Very good
4,314 reviews

Entertainment

7.6

Food

7.1

Overall

8.1

Boarding

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

United Airlines
7.4
Good
8,649 reviews
Southwest
8.1
Very good
4,314 reviews

Entertainment

7.6

Food

7.1

Overall

8.1

Boarding

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $75. However, be on the lookout for offers from Spirit Airlines and Delta, 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 March 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$138FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$229FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$175Average$455FlexibilityNo cancel feeOn-time75%
DeltaCheapest$176Average$400FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$195Average$524FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$218Average$545FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$237Average$427FlexibilityNo cancel feeOn-time63%
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