HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portland

$86+ Cheap flights from Illinois to Portland (PDX)

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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Apr 25 — May 21
Sat 4/25
Sat 5/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois to Portland 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 Illinois to Portland

Cheapest flights from Illinois to Portland
Explore the most affordable flight options available from Illinois to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 26, 2026.

This American Airlines deal was found by Cheapflights users on 3/24. 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.
Tue 4/144:30 pm
STL
-
PDX
1 stop9h 27m
American Airlines
Mon 4/2012:59 am
PDX
-
STL
1 stop8h 38m
American Airlines
Deal found 3/24$205
This Southwest deal was found by Cheapflights users on 3/24. 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 4/211:45 pm
STL
-
PDX
2 stops9h 00m
Southwest
Tue 4/2811:55 pm
PDX
-
STL
1 stop7h 35m
Southwest
Deal found 3/24$206
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Mon 4/133:21 pm
ORD
-
PDX
2 stops23h 41m
Multiple Airlines
Sun 4/1911:15 am
PDX
-
ORD
1 stop20h 35m
Multiple Airlines
Deal found 3/24$214
This Delta deal was found by Cheapflights users on 3/23. 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 4/282:12 pm
MDW
-
PDX
1 stop7h 55m
Delta
Mon 5/412:30 am
PDX
-
MDW
1 stop6h 16m
Delta
Deal found 3/23$215
This Delta deal was found by Cheapflights users on 3/26. 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 5/272:00 pm
ORD
-
PDX
1 stop10h 02m
Delta
Tue 6/23:30 pm
PDX
-
ORD
1 stop6h 25m
Delta
Deal found 3/26$215
This Super.com deal was found by Cheapflights users on 3/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/132:29 pm
ORD
-
PDX
1 stop24h 33m
Frontier
Wed 4/1512:28 pm
PDX
-
ORD
1 stop19h 22m
Frontier
Deal found 3/21$216
This CheapOair deal was found by Cheapflights users on 3/24. 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.
Fri 4/178:06 pm
STL
-
PDX
1 stop17h 36m
Frontier
Mon 4/2011:48 am
PDX
-
STL
1 stop5h 44m
Frontier
Deal found 3/24$216
This United Airlines deal was found by Cheapflights users on 3/23. 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 4/227:40 am
ORD
-
PDX
1 stop8h 50m
United Airlines
Wed 4/292:30 pm
PDX
-
ORD
Nonstop4h 04m
United Airlines
Deal found 3/23$217
This Booking.com deal was found by Cheapflights users on 3/23. 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.
Wed 5/68:56 pm
ORD
-
PDX
1 stop16h 54m
Frontier
Mon 5/115:31 pm
PDX
-
ORD
1 stop11h 08m
Frontier
Deal found 3/23$218
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Fri 6/59:42 pm
ORD
-
PDX
1 stop21h 04m
Frontier
Tue 6/95:42 pm
PDX
-
ORD
1 stop25h 11m
Frontier
Deal found 3/24$219
This Southwest deal was found by Cheapflights users on 3/24. 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 6/24:00 pm
MDW
-
PDX
2 stops9h 10m
Southwest
Tue 6/95:55 pm
PDX
-
MDW
1 stop9h 30m
Southwest
Deal found 3/24$220
This Southwest deal was found by Cheapflights users on 3/26. 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.
Wed 5/274:50 pm
ORD
-
PDX
1 stop8h 20m
Southwest
Tue 6/211:45 am
PDX
-
ORD
2 stops9h 10m
Southwest
Deal found 3/26$220

Find flight deals from Illinois to Portland

Keep the following information in mind while searching for Illinois to Portland flight deals. Data was last updated March 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$205
(American Airlines)

One-way from

$86
(Frontier)

Popular in

March

Cheapest in

January

Average price

$435

Good round-trip deal

$279 or less

Good one-way deal

$153 or less
Provider with most accurate pricing for Chicago (CHI)-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Portland flights.
Search Deals
From Illinois to Portland
Search Deals
One-way flight from Illinois to Portland
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Illinois to Portland.
Search Deals
Price to beat on a one-way flight from Illinois to Portland.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Portland 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 26, 2026.
Use the filters below to find and compare flights from Illinois to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Mon 4/13

6:45 pm-11:53 pm

1 stop7h 08m

Portland

Mon 4/27

11:15 pm-9:42 am

1 stop8h 27m

$243

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Tue 6/2

8:50 pm-11:10 pm

Nonstop4h 20m

Portland

Tue 6/9

11:30 pm-5:20 am

Nonstop3h 50m

$250

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Tue 4/14

10:10 am-12:30 pm

Nonstop4h 20m

Portland

Wed 4/15

11:55 pm-5:50 am

Nonstop3h 55m

$251

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 5/6

8:50 am-4:49 pm

1 stop9h 59m

Portland

Sat 5/9

1:52 pm-11:59 pm

1 stop8h 07m

$255

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 5/30

5:19 pm-10:02 pm

1 stop6h 43m

Portland

Mon 6/1

3:30 pm-11:55 pm

1 stop6h 25m

$255

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Tue 5/19

3:55 pm-10:00 pm

1 stop8h 05m

Portland

Tue 5/26

11:55 pm-9:30 am

1 stop7h 35m

$261

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 6/4

9:21 pm-11:53 pm

Nonstop4h 32m

Portland

Sat 6/13

11:40 pm-5:45 am

Nonstop4h 05m

$270

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 5/28

4:15 pm-6:47 pm

Nonstop4h 32m

Portland

Sun 5/31

11:40 pm-5:45 am

Nonstop4h 05m

$281

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 4/30

7:59 pm-9:48 am

1 stop15h 49m

Portland

Sun 5/3

7:55 am-2:08 pm

Nonstop4h 13m

$291

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 4/28

6:00 am-10:56 am

1 stop6h 56m

Portland

Fri 5/8

8:45 am-7:52 pm

1 stop9h 07m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Illinois to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland 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 Portland

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

Currently, January is the cheapest month in which you can book a flight from Illinois to Portland (average of $133). Flying from Illinois to Portland in December is currently the most expensive (average of $207). 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 PDX?

Find hourly flight availability from Illinois to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 26, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 18% on flights from Illinois to Portland by exploring options for tickets in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Illinois to Portland. Price data was last updated on March 23, 2026.

Travelers seeking maximum savings on their Illinois to Portland flight should consider departing on Saturday mornings 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.

Weekly flight availability from Illinois to Portland

Explore weekly flight availability from Illinois to Portland. 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 March 26, 2026.

The most flights from USIL to PDX are scheduled on a Wednesday (17 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

How much does it cost to fly round-trip from Illinois to Portland?

Related info for your journey

Find useful and relevant information for your journey from Illinois to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Illinois?

    For a flight from Illinois to Portland, you will be flying into Portland. Portland (PDX) is just 6.0 mi from the center of the city.

  • How long is the flight from Illinois to Portland?

    A quick flight from Illinois to Portland can take about 4h 20m. Delta provides one of the quickest options available for as low as $250. There are 1746 mi between Illinois and Portland. Both multi-stop and nonstop flights can be found to your destination and back.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $70. Hawaiian Airlines flights start at $73 while deals on Frontier start at $82 one-way.

  • What are the most popular routes from Illinois to Portland?

    When deciding which route to take from Illinois to Portland consider Chicago O'Hare Intl - Portland, Lambert-St Louis - Portland or Chicago Midway - Portland as they are the most popular.

  • What are the most reliable airlines from Illinois to Portland?

    Before booking your flight to Portland from Illinois, check out the most reliable airlines to get you to your destination on time: Alaska Airlines (89%), Hawaiian Airlines (78%), Air Canada( 69%).

  • What are the cheapest flights from Illinois to Portland?

    Looking for the cheapest flight from Illinois to Portland? While on average our users pay $665, our data indicates the cheapest price to be $122. The most popular route (Chicago O'Hare Intl - Portland), is priced around $195.

  • Can I find deals for flights from Illinois to Portland that include hotel bookings?

    Yes. In addition to deals on Illinois to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Portland.

  • Can I find deals for business class flights from Illinois to Portland?

    Yes. Cheapflights offers flight deals from Illinois to Portland 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 Portland?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Portland (average of $133). Flying from Illinois to Portland in December is currently the most expensive (average of $207). 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Beaverton
Seaside
Vancouver
Lincoln City
Longview
Lake Oswego
Hillsboro
Clackamas
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Wilsonville
Depoe Bay
Stevenson
Tillamook
Astoria
Pacific City

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 Illinois to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to Portland flights
John F Kennedy Intl to Portland flights
Denver to Portland flights
Dallas/Fort Worth to Portland flights
Dulles Intl to Portland flights
San Francisco to Portland flights
O'Hare Intl to Portland flights
Newark to Portland flights
Minneapolis to Portland flights
Hobby to Portland flights
Boston to Portland flights
Ontario to Portland flights
Sky Harbor Intl to Portland flights
George Bush Intcntl to Portland flights
Atlanta to Portland flights
Baltimore to Portland flights
Reagan-National to Portland flights
LaGuardia to Portland flights
San Diego to Portland flights
Salt Lake City to Portland flights
Santa Ana to Portland flights
Detroit to Portland flights
Austin to Portland flights
Orlando to Portland flights
O'Hare Intl to Boise flights
Seattle to Boise flights
Los Angeles to Boise flights
San Francisco to Eugene flights
San Jose to Portland flights
San Francisco to Boise flights
Las Vegas to Portland flights
Burbank to Portland flights
Philadelphia to Portland flights
Denver to Redmond flights
Denver to Boise flights
Charlotte to Portland flights
Denver to Eugene flights
Minneapolis to Boise flights
St. Louis to Portland flights
Honolulu to Portland flights
Oakland to Portland flights
Los Angeles to Redmond flights
Atlanta to Boise flights
Raleigh to Portland flights
Long Beach to Portland flights
Dallas/Fort Worth to Boise flights
Pittsburgh to Portland flights
Sacramento to Portland flights
Midway to Portland flights

Top 7 airlines flying from Illinois to Portland

Discover the top 7 airlines that operate flights from Illinois to Portland. 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 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$86Average$178FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$124Average$258FlexibilityNo cancel feeOn-time85%
FrontierCheapest$150Average$232FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$192Average$396FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$193Average$309FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$200Average$434FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$227Average$383FlexibilityNo 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.