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$70+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Apr 6 — Apr 131
Mon 4/6
Mon 4/13
1 adult, Economy
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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 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/5. 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.
Sat 4/258:17 pm
STL
-
PDX
1 stop16h 03m
Frontier
Wed 4/2912:38 pm
PDX
-
STL
1 stop28h 43m
Frontier
Deal found 3/5$162
This American Airlines deal was found by Cheapflights users on 3/2. 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 3/246:37 pm
STL
-
PDX
1 stop7h 43m
American Airlines
Tue 3/315:40 am
PDX
-
STL
1 stop7h 48m
American Airlines
Deal found 3/2$197
This CheapOair deal was found by Cheapflights users on 3/3. 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.
Sat 5/28:17 pm
STL
-
PDX
1 stop16h 03m
Frontier
Wed 5/61:48 pm
PDX
-
STL
1 stop27h 24m
Frontier
Deal found 3/3$201
This Super.com deal was found by Cheapflights users on 3/4. 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.
Wed 4/157:21 pm
ORD
-
PDX
1 stop18h 29m
Frontier
Sat 4/1812:27 pm
PDX
-
ORD
1 stop19h 18m
Frontier
Deal found 3/4$201
This Booking.com deal was found by Cheapflights users on 3/5. 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.
Mon 4/132:29 pm
ORD
-
PDX
1 stop24h 33m
Frontier
Fri 4/249:54 am
PDX
-
ORD
1 stop17h 56m
Frontier
Deal found 3/5$203
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 4/248:06 pm
STL
-
PDX
1 stop17h 36m
Frontier
Tue 4/2812:38 pm
PDX
-
STL
2 stops32h 41m
Frontier
Deal found 3/2$204
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/49:44 pm
ORD
-
PDX
Nonstop4h 31m
American Airlines
Sat 4/1111:47 pm
PDX
-
ORD
Nonstop4h 02m
American Airlines
Deal found 3/7$207
This Kiwi.com deal was found by Cheapflights users on 3/3. 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 4/132:29 pm
ORD
-
PDX
1 stop24h 33m
Frontier
Sun 4/1911:15 am
PDX
-
ORD
1 stop20h 35m
Frontier
Deal found 3/3$208
This Frontier deal was found by Cheapflights users on 3/3. 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 4/169:55 pm
STL
-
PDX
1 stop13h 04m
Frontier
Mon 4/2011:48 am
PDX
-
STL
1 stop5h 44m
Frontier
Deal found 3/3$211
This Kiwi.com deal was found by Cheapflights users on 3/5. 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 5/84:28 pm
ORD
-
PDX
2 stops21h 14m
Frontier
Mon 5/1112:52 pm
PDX
-
ORD
1 stop15h 55m
Frontier
Deal found 3/5$211
This Frontier deal was found by Cheapflights users on 3/2. 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.
Mon 4/138:19 pm
STL
-
PDX
1 stop18h 43m
Frontier
Mon 4/2011:48 am
PDX
-
STL
1 stop5h 44m
Frontier
Deal found 3/2$212
This Kiwi.com deal was found by Cheapflights users on 3/3. 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.
Sat 4/187:21 pm
ORD
-
PDX
1 stop18h 29m
Frontier
Tue 4/2112:38 pm
PDX
-
ORD
2 stops19h 24m
Frontier
Deal found 3/3$212

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 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$162
(Kiwi.com)

One-way from

$70
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$412

Good round-trip deal

$231 or less

Good one-way deal

$133 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. 10% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 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 7, 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

Sat 4/4

11:46 am-7:16 pm

1 stop9h 30m

Portland

Sat 4/11

3:16 pm-11:46 pm

1 stop6h 30m

$227

MolinePortland

MLI - PDX

MLIPDX

Moline Quad-City

Sat 5/9

3:47 pm-10:35 pm

1 stop8h 48m

Portland

Sat 5/16

7:00 am-6:00 pm

1 stop9h 00m

$251

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 6/27

7:20 am-9:48 am

Nonstop4h 28m

Portland

Tue 7/7

10:58 pm-5:02 am

Nonstop4h 04m

$265

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 4/9

2:20 pm-8:59 pm

1 stop8h 39m

Portland

Sun 4/12

1:49 pm-11:52 pm

1 stop8h 03m

$265

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 4/6

4:05 pm-6:34 pm

Nonstop4h 29m

Portland

Mon 4/13

11:59 pm-6:03 am

Nonstop4h 04m

$267

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 8/21

2:03 pm-4:37 pm

Nonstop4h 34m

Portland

Thu 8/27

5:35 pm-11:41 pm

Nonstop4h 06m

$267

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

$269

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Fri 7/10

5:41 pm-11:53 pm

1 stop8h 12m

Portland

Mon 7/13

4:15 pm-11:57 pm

1 stop5h 42m

$269
Quickest round-trip

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Thu 8/6

5:33 pm-7:43 pm

Nonstop4h 10m

Portland

Wed 8/12

10:45 am-4:33 pm

Nonstop3h 48m

$269

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Sat 8/8

5:41 pm-11:53 pm

1 stop8h 12m

Portland

Fri 8/14

4:07 pm-11:50 pm

1 stop5h 43m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/3

Showing 1-10 of 60 resultsSorted by cheapest first
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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 7, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 25% 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 February 21, 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.

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 8h 39m. American Airlines provides one of the quickest options available for as low as $265. There are 1733 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 (82%), Hawaiian Airlines (82%), Brussels Airlines( 80%).

  • What are the cheapest flights from Illinois to Portland?

    Looking for the cheapest flight from Illinois to Portland? While on average our users pay $715, our data indicates the cheapest price to be $108. The most popular route (Chicago O'Hare Intl - Portland), is priced around $202.

  • 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
Vancouver
Seaside
Clackamas
Lincoln City
Longview
Lake Oswego
Hillsboro
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Beaverton
Depoe Bay
Wilsonville
Stevenson
Tillamook
Pacific City
Astoria

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Alternative routes for Illinois to Portland

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 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 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$86Average$178FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$124Average$269FlexibilityNo cancel feeOn-time85%
FrontierCheapest$150Average$232FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$194Average$307FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$198Average$397FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$201Average$451FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$227Average$418FlexibilityNo cancel feeOn-time63%

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