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$63+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
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 octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$123
(Kiwi.com)

One-way from

$63
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$314

Good round-trip deal

$263 or less

Good one-way deal

$118 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 ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in October 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 octubre 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/67:43 pmSTL - PDX
1 stop18h 13mFrontier
vie. 12/1212:55 pmPDX - STL
1 stop19h 19mFrontier
Deal found 10/29$123
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
mié. 12/37:43 pmSTL - PDX
1 stop18h 13mFrontier
vie. 12/512:55 pmPDX - STL
1 stop19h 19mFrontier
Deal found 10/28$124
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/41:16 pmSTL - PDX
1 stop22h 18mFrontier
jue. 12/1112:51 pmPDX - STL
1 stop19h 23mFrontier
Deal found 10/28$151
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/87:45 pmSTL - PDX
1 stop18h 11mFrontier
sáb. 11/1512:52 pmPDX - STL
1 stop18h 15mFrontier
Deal found 10/28$177
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
sáb. 12/207:43 pmSTL - PDX
1 stop18h 00mFrontier
dom. 1/412:47 pmPDX - STL
1 stop19h 15mFrontier
Deal found 10/27$179
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
sáb. 12/207:43 pmSTL - PDX
1 stop18h 00mFrontier
jue. 1/112:47 pmPDX - STL
1 stop19h 15mFrontier
Deal found 10/27$185
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
lun. 12/227:43 pmSTL - PDX
1 stop18h 00mFrontier
jue. 1/112:47 pmPDX - STL
1 stop19h 15mFrontier
Deal found 10/27$190
This Booking.com deal was found by Cheapflights users on 10/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/147:45 pmSTL - PDX
1 stop18h 11mFrontier
lun. 11/173:26 pmPDX - STL
1 stop15h 41mFrontier
Deal found 10/28$194
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/87:45 pmSTL - PDX
1 stop18h 11mFrontier
mar. 11/111:26 pmPDX - STL
1 stop17h 41mFrontier
Deal found 10/28$205
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/166:00 amORD - PDX
1 stop7h 56mFrontier
dom. 11/163:26 pmPDX - ORD
1 stop6h 49mFrontier
Deal found 10/29$208
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
lun. 12/227:43 pmSTL - PDX
1 stop18h 00mFrontier
dom. 1/410:24 pmPDX - STL
2 stops19h 43mFrontier
Deal found 10/27$209
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/62:26 pmORD - PDX
2 stops23h 30mFrontier
sáb. 12/139:48 amPDX - ORD
1 stop12h 25mFrontier
Deal found 10/30$209

Cheapflights Fare Finder

 
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 octubre 30, 2025.
Use the filters below to find and compare flights from Illinois to Oregon that are best for you.

Fly from

Illinois

Fly to

Oregon

Route

Depart

Return

Price

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

mié. 2/18

2:05 pm-4:39 pm

Nonstop4h 34m

Portland

mar. 2/24

7:00 am-5:50 pm

1 stop8h 50m

$227

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

lun. 2/16

7:45 am-12:36 pm

1 stop6h 51m

Portland

jue. 2/19

1:45 pm-11:59 pm

1 stop8h 14m

$236

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

sáb. 12/6

1:50 pm-8:52 pm

1 stop9h 02m

Portland

vie. 12/12

12:32 am-9:19 am

1 stop6h 47m

$237

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

lun. 12/15

2:05 pm-4:48 pm

Nonstop4h 43m

Portland

sáb. 1/17

7:10 am-11:55 pm

1 stop14h 45m

$237

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

mié. 12/3

7:50 am-3:33 pm

1 stop9h 43m

Portland

jue. 12/4

12:32 am-8:40 am

1 stop6h 08m

$247

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

vie. 12/12

2:05 pm-4:48 pm

Nonstop4h 43m

Portland

mar. 12/16

7:04 am-1:09 pm

Nonstop4h 05m

$247

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

vie. 11/28

7:00 am-9:39 am

Nonstop4h 39m

Portland

vie. 12/5

1:34 pm-11:59 pm

1 stop8h 25m

$247

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

jue. 12/4

2:05 pm-4:48 pm

Nonstop4h 43m

Portland

dom. 12/7

5:49 pm-6:21 am

1 stop10h 32m

$247

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

lun. 1/12

8:45 am-1:45 pm

1 stop7h 00m

Portland

jue. 1/15

8:30 am-4:43 pm

1 stop6h 13m

$249

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

mar. 12/9

4:37 pm-9:15 pm

1 stop6h 38m

Portland

jue. 12/11

5:00 am-12:39 pm

1 stop5h 39m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Oregon

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

Currently, August is the cheapest month in which you can book a flight from Illinois to Oregon (average of $141). Flying from Illinois to Oregon in May is currently the most expensive (average of $199). 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 octubre 30, 2025.

One of the essential ways to save on airfare from Illinois to Oregon is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 28% on airfare.

What is the cheapest day to fly from Illinois to Oregon?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Oregon. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Oregon flight should consider departing on Thursday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 octubre 30, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Hawaiian Airlines from Illinois to Oregon. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,220 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Southwest
8.0
Very good
4,243 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Hawaiian Airlines
7.8
Good
2,798 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,996 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,034 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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.

  • How long is the flight from Illinois to Oregon?

    A quick flight from Illinois to Oregon can take about 4h 34m. Alaska Airlines provides one of the quickest options available for as low as $227. Illinois and Oregon are separated by a distance of 1733 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Illinois to Oregon one-way?

    The cheapest airline one-way is Alaska Airlines, with whom users have recently found tickets for as low as $114. However, be on the lookout for offers from Southwest 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, August is the cheapest month in which you can book a flight from Illinois to Oregon (average of $141). Flying from Illinois to Oregon in May is currently the most expensive (average of $199). 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 8 airlines flying from Illinois to Oregon

Discover the top 8 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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$86Average$184FlexibilityNo cancel feeOn-time65%
DeltaCheapest$88Average$434FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$110Average$220FlexibilityNo cancel feeOn-time62%
Hawaiian AirlinesCheapest$134Average$375FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$198Average$424FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$213Average$435FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$226Average$534FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$238Average$432FlexibilityNo cancel feeOn-time63%

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