Illinois

$66+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
ene. 26 — feb. 21
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oregon to Illinois with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Oregon to Illinois

Discover tips and strategies to find the most affordable flight options for your journey from Oregon (USOR) to Illinois (USIL). 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 enero 21, 2025.

Round-trip from

$120
(CheapOair)

One-way from

$66
(CheapOair)

Good round-trip deal

$359 or less

Good one-way deal

$209 or less
From Oregon to Illinois
One-way flight from Oregon to Illinois
Price to beat on a round-trip flight from Oregon to Illinois.
Price to beat on a one-way flight from Oregon to Illinois.

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 enero 21, 2025.

This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/245:16 pmPDX - STL
1 stop14h 45mFrontier
lun. 4/286:51 pmSTL - PDX
1 stop7h 51mFrontier
Deal found 1/20$120
This United Airlines deal was found by Cheapflights users on 1/21. 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.
sáb. 2/227:05 amPDX - STL
1 stop6h 35mUnited Airlines
lun. 3/174:30 pmSTL - PDX
1 stop8h 25mUnited Airlines
Deal found 1/21$222
This Travelocity deal was found by Cheapflights users on 1/20. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/87:00 amPDX - ORD
Nonstop4h 05mMultiple Airlines
mar. 4/151:14 pmORD - PDX
1 stop13h 03mMultiple Airlines
Deal found 1/20$227
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/269:00 amPDX - MDW
Nonstop3h 55mSouthwest
mié. 3/58:30 amMDW - PDX
Nonstop4h 25mSouthwest
Deal found 1/20$227
This Delta deal was found by Cheapflights users on 1/21. 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.
jue. 2/2012:59 amPDX - STL
1 stop8h 00mDelta
lun. 2/246:00 amSTL - PDX
1 stop8h 52mDelta
Deal found 1/21$227
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/248:28 pmPDX - ORD
3 stops31h 00mSpirit Airlines
jue. 2/2711:35 amORD - PDX
2 stops23h 46mSpirit Airlines
Deal found 1/20$229
This FlightHub deal was found by Cheapflights users on 1/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 3/166:32 amPDX - MDW
1 stop15h 45mFrontier
mié. 3/196:40 amMDW - PDX
1 stop19h 57mFrontier
Deal found 1/19$229
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/107:00 amPDX - ORD
Nonstop4h 07mAlaska Airlines
mié. 2/197:00 pmORD - PDX
1 stop16h 58mAlaska Airlines
Deal found 1/20$232
This Frontier deal was found by Cheapflights users on 1/21. 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.
lun. 2/249:00 amPDX - ORD
1 stop14h 01mFrontier
dom. 3/27:59 pmORD - PDX
1 stop14h 41mFrontier
Deal found 1/21$240
This Kissandfly.com deal was found by Cheapflights users on 1/20. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/1012:03 pmPDX - MDW
1 stop10h 14mMultiple Airlines
mié. 2/197:05 amMDW - PDX
2 stops13h 10mMultiple Airlines
Deal found 1/20$243
This Delta deal was found by Cheapflights users on 1/20. 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.
mar. 2/1812:59 amPDX - MDW
1 stop6h 36mDelta
mar. 2/251:26 pmMDW - PDX
1 stop6h 06mDelta
Deal found 1/20$247
This Mytrip deal was found by Cheapflights users on 1/21. 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.
mar. 3/47:41 pmBOI - ORD
1 stop9h 55mSpirit Airlines
mar. 3/1110:49 amORD - BOI
3 stops26h 43mSpirit Airlines
Deal found 1/21$248

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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

jue. 4/24

5:16 pm-10:01 am

1 stop14h 45m

Lambert-St Louis

lun. 4/28

6:51 pm-12:42 am

1 stop7h 51m

$120

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

sáb. 2/22

7:05 am-3:40 pm

1 stop6h 35m

Lambert-St Louis

lun. 3/17

4:30 pm-10:55 pm

1 stop8h 25m

$222

PortlandChicago

PDX - ORD

PDXORD

Portland

mar. 4/8

7:00 am-1:05 pm

Nonstop4h 05m

Chicago O'Hare Intl

mar. 4/15

1:14 pm-12:17 am

1 stop13h 03m

$227

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

jue. 2/20

12:59 am-10:59 am

1 stop8h 00m

Lambert-St Louis

lun. 2/24

6:00 am-12:52 pm

1 stop8h 52m

$227

PortlandChicago

PDX - ORD

PDXORD

Portland

lun. 2/24

8:28 pm-5:28 am

3 stops31h 00m

Chicago O'Hare Intl

jue. 2/27

11:35 am-9:21 am

2 stops23h 46m

$229

PortlandChicago

PDX - MDW

PDXMDW

Portland

dom. 3/16

6:32 am-12:17 am

1 stop15h 45m

Chicago Midway

mié. 3/19

6:40 am-12:37 am

1 stop19h 57m

$229

PortlandChicago

PDX - ORD

PDXORD

Portland

lun. 2/10

7:00 am-1:07 pm

Nonstop4h 07m

Chicago O'Hare Intl

mié. 2/19

7:00 pm-9:58 am

1 stop16h 58m

$232

PortlandChicago

PDX - ORD

PDXORD

Portland

lun. 2/24

9:00 am-1:01 am

1 stop14h 01m

Chicago O'Hare Intl

jue. 2/27

7:55 pm-8:40 am

1 stop14h 45m

$240

PortlandChicago

PDX - MDW

PDXMDW

Portland

mar. 2/18

12:59 am-9:35 am

1 stop6h 36m

Chicago Midway

mar. 2/25

1:26 pm-5:32 pm

1 stop6h 06m

$247

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

mar. 3/4

7:41 pm-6:36 am

1 stop9h 55m

Chicago O'Hare Intl

mar. 3/11

10:49 am-12:32 pm

3 stops26h 43m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 60 results
1
2
3
...
6

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 $320). 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 enero 21, 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 enero 21, 2025.

The most flights from USOR to USIL are scheduled on a Monday (16 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 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 enero 21, 2025.
See what other customers who have flown with Southwest, Delta and American Airlines from Oregon to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

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.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

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.

8.0
Very good
9,706 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

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.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

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.

7.4
Good
8,985 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

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.

7.4
Good
801 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

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 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 Frontier. According to our data, you can fly for as low as $66. Users have also found prices from $95 and $113 on Spirit Airlines and Alaska 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 $320). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Oregon to Illinois

See prices for flight routes from nearby airports that may be better suited for you.

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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$82Average$135FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$241FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$178Average$481FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$188Average$514FlexibilityNo cancel feeOn-time71%
DeltaCheapest$207Average$398FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$217Average$521FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$233Average$504FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.