Portland

$88+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Apr 20 — Apr 271
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Cheap flight deals from Illinois to Portland

Keep the following information in mind while searching for Illinois to Portland flight deals. Data was last updated April 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$218
(CheapOair)

One-way from

$88
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$307

Good round-trip deal

$279 or less

Good one-way deal

$144 or less
Provider with most accurate pricing for Chicago (CHI)-Portland flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Portland flights.
From Illinois to Portland
One-way flight from Illinois to Portland
Highest demand for flights based on searches. 5% potential increase in price ($20 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in April 2025
Price to beat on a round-trip flight from Illinois to Portland.
Price to beat on a one-way flight from Illinois to Portland.

Find 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 April 15, 2025.

This CheapOair deal was found by Cheapflights users on 4/15. 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 5/88:14 pmORD - PDX
1 stop21h 28mMultiple Airlines
Mon 5/125:40 pmPDX - ORD
1 stop15h 15mMultiple Airlines
Deal found 4/15$218
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 6/211:50 amORD - PDX
1 stop6h 55mSpirit Airlines
Wed 6/45:40 pmPDX - ORD
1 stop9h 45mSpirit Airlines
Deal found 4/14$225
This United Airlines deal was found by Cheapflights users on 4/14. 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 8/139:10 amORD - PDX
Nonstop4h 33mUnited Airlines
Tue 8/1911:59 pmPDX - ORD
Nonstop4h 01mUnited Airlines
Deal found 4/14$227
This Delta deal was found by Cheapflights users on 4/14. 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 6/37:19 pmSTL - PDX
1 stop6h 24mDelta
Tue 6/1011:13 pmPDX - STL
1 stop8h 24mDelta
Deal found 4/14$227
This Booking.com deal was found by Cheapflights users on 4/14. 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.
Fri 5/96:15 amMDW - PDX
1 stop11h 27mFrontier
Sun 5/111:15 pmPDX - MDW
1 stop23h 33mFrontier
Deal found 4/14$228
This Booking.com deal was found by Cheapflights users on 4/14. 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.
Sun 4/278:07 pmORD - PDX
1 stop15h 05mFrontier
Fri 5/21:15 pmPDX - ORD
1 stop13h 55mFrontier
Deal found 4/14$228
This CheapOair deal was found by Cheapflights users on 4/13. 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.
Mon 4/286:58 pmSTL - PDX
1 stop7h 44mFrontier
Fri 5/26:20 amPDX - STL
1 stop25h 39mFrontier
Deal found 4/13$228
This Alaska Airlines deal was found by Cheapflights users on 4/13. 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 7/17:18 pmORD - PDX
1 stop16h 27mAlaska Airlines
Sat 7/55:35 pmPDX - ORD
Nonstop4h 04mAlaska Airlines
Deal found 4/13$229
This Hawaiian Airlines deal was found by Cheapflights users on 4/13. 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.
Wed 5/287:00 amORD - PDX
Nonstop4h 23mHawaiian Airlines
Tue 6/37:21 amPDX - ORD
1 stop9h 38mHawaiian Airlines
Deal found 4/13$233
This Delta deal was found by Cheapflights users on 4/14. 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 5/315:25 pmMDW - PDX
1 stop6h 50mDelta
Fri 6/611:11 pmPDX - MDW
1 stop7h 29mDelta
Deal found 4/14$234
This Delta deal was found by Cheapflights users on 4/14. 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 5/315:15 pmORD - PDX
1 stop7h 00mDelta
Sun 6/12:00 pmPDX - ORD
1 stop7h 59mDelta
Deal found 4/14$234
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Fri 5/3012:08 pmORD - PDX
Nonstop4h 26mAmerican Airlines
Thu 6/512:07 amPDX - ORD
Nonstop3h 56mAmerican Airlines
Deal found 4/15$236

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 April 15, 2025.
Use the filters below to find and compare flights from Illinois to Portland that are best for you.

Fly from

Illinois

Fly to

Portland

Route

Depart

Return

Price

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 5/8

8:14 pm-3:42 pm

1 stop21h 28m

Portland

Mon 5/12

5:40 pm-10:55 am

1 stop15h 15m

$218

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 6/2

11:50 am-4:45 pm

1 stop6h 55m

Portland

Wed 6/4

5:40 pm-5:25 am

1 stop9h 45m

$225

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 8/13

9:10 am-11:43 am

Nonstop4h 33m

Portland

Tue 8/19

11:59 pm-6:00 am

Nonstop4h 01m

$227

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Tue 6/3

7:19 pm-11:43 pm

1 stop6h 24m

Portland

Tue 6/10

11:13 pm-9:37 am

1 stop8h 24m

$227

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Fri 5/9

6:15 am-3:42 pm

1 stop11h 27m

Portland

Sun 5/11

1:15 pm-2:48 pm

1 stop23h 33m

$228

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sun 4/27

8:07 pm-9:12 am

1 stop15h 05m

Portland

Fri 5/2

1:15 pm-5:10 am

1 stop13h 55m

$228

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Mon 4/28

6:58 pm-12:42 am

1 stop7h 44m

Portland

Fri 5/2

6:20 am-9:59 am

1 stop25h 39m

$228

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 7/1

7:18 pm-9:45 am

1 stop16h 27m

Portland

Sat 7/5

5:35 pm-11:39 pm

Nonstop4h 04m

$229

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 5/28

7:00 am-9:23 am

Nonstop4h 23m

Portland

Tue 6/3

7:21 am-6:59 pm

1 stop9h 38m

$233

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Sat 5/31

5:25 pm-10:15 pm

1 stop6h 50m

Portland

Fri 6/6

11:11 pm-8:40 am

1 stop7h 29m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Showing 1-10 of 60 results
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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, November is the cheapest month in which you can book a flight from Illinois to Portland (average of $277). Flying from Illinois to Portland in March is currently the most expensive (average of $369). 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 April 15, 2025.

When flying from Illinois to Portland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 April 15, 2025.

The most flights from USIL to PDX are scheduled on a Monday (22 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland 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 Portland when rainfall is around 0.7 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, 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 Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated April 15, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Illinois to Portland by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
8.0
Very good

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $88. Alaska Airlines flights start at $110 while deals on Spirit Airlines start at $112 one-way.

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

  • 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: Brussels Airlines (88%), Air Canada (86%), United Airlines( 86%).

  • What are the cheapest flights from Illinois to Portland?

    Looking for the cheapest flight from Illinois to Portland? While on average our users pay $781, our data indicates the cheapest price to be $113. The most popular route (Chicago O'Hare Intl - Portland), is priced around $164.

  • 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, November is the cheapest month in which you can book a flight from Illinois to Portland (average of $277). Flying from Illinois to Portland in March is currently the most expensive (average of $369). 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 Illinois?

Book flights to Illinois if you plan to visit one of these locations
Beaverton
Lincoln City
Seaside
Clackamas
Vancouver
McMinnville
Lake Oswego
Hillsboro
Gresham
Astoria
Long Beach
Cannon Beach
Tigard
Hood River
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Longview

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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.

Top 8 airlines flying from Illinois to Portland

Discover the top 8 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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$137FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$217FlexibilityNo cancel feeOn-time62%
Hawaiian AirlinesCheapest$134Average$289FlexibilityNo cancel feeOn-time85%
DeltaCheapest$176Average$366FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$177Average$287FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$197Average$538FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$215Average$477FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$238Average$433FlexibilityNo cancel feeOn-time63%

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