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$100+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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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 June 16, 2025.

Round-trip from

$216
(FlightHub)

One-way from

$100
(Delta)

Popular in

December

Cheapest in

September

Average price

$314

Good round-trip deal

$272 or less

Good one-way deal

$129 or less
From Illinois to Portland
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One-way flight from Illinois to Portland
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Highest demand for flights based on searches. 4% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Illinois to Portland.
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Price to beat on a one-way flight from Illinois to Portland.
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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 June 16, 2025.

This CheapOair deal was found by Cheapflights users on 6/16. 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 7/183:18 pmORD - PDX
1 stop24h 57mSpirit Airlines
Sun 7/2010:23 amPDX - ORD
1 stop17h 40mSpirit Airlines
Deal found 6/16$211
This Hawaiian Airlines deal was found by Cheapflights users on 6/16. 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.
Thu 8/282:07 pmORD - PDX
Nonstop4h 29mHawaiian Airlines
Sun 8/3111:00 pmPDX - ORD
Nonstop4h 00mHawaiian Airlines
Deal found 6/16$214
This Southwest deal was found by Cheapflights users on 6/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/148:50 pmMDW - PDX
Nonstop4h 15mSouthwest
Mon 8/189:05 pmPDX - MDW
1 stop8h 35mSouthwest
Deal found 6/14$217
This Trip.com deal was found by Cheapflights users on 6/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/297:08 amORD - PDX
1 stop9h 07mMultiple Airlines
Tue 8/51:25 pmPDX - ORD
1 stop7h 05mMultiple Airlines
Deal found 6/14$218
This Alaska Airlines deal was found by Cheapflights users on 6/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/177:00 amORD - PDX
Nonstop4h 25mAlaska Airlines
Sun 8/2411:00 pmPDX - ORD
Nonstop4h 00mAlaska Airlines
Deal found 6/15$221
This Delta deal was found by Cheapflights users on 6/14. 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.
Fri 7/44:15 pmORD - PDX
1 stop6h 38mDelta
Tue 8/512:40 amPDX - ORD
1 stop5h 45mDelta
Deal found 6/14$223
This Southwest deal was found by Cheapflights users on 6/16. 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.
Sat 8/96:15 amORD - PDX
2 stops13h 30mSouthwest
Sat 8/167:25 amPDX - ORD
1 stop8h 30mSouthwest
Deal found 6/16$234
This Delta deal was found by Cheapflights users on 6/14. 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 7/2912:43 pmMDW - PDX
1 stop11h 06mDelta
Tue 8/59:30 pmPDX - MDW
1 stop10h 15mDelta
Deal found 6/14$247
This American Airlines deal was found by Cheapflights users on 6/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/166:35 pmMLI - PDX
1 stop6h 51mAmerican Airlines
Sat 8/2311:35 amPDX - MLI
1 stop8h 16mAmerican Airlines
Deal found 6/14$251
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Tue 7/16:20 pmORD - PDX
1 stop8h 15mUnited Airlines
Tue 7/811:59 pmPDX - ORD
Nonstop4h 01mUnited Airlines
Deal found 6/14$254
This FlightHub deal was found by Cheapflights users on 6/16. 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.
Sat 6/212:44 pmMDW - PDX
1 stop10h 44mFrontier
Thu 6/265:50 pmPDX - MDW
1 stop15h 50mFrontier
Deal found 6/16$259
This American Airlines deal was found by Cheapflights users on 6/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/18:22 pmORD - PDX
Nonstop4h 42mAmerican Airlines
Sat 7/51:13 pmPDX - ORD
1 stop9h 46mAmerican Airlines
Deal found 6/14$269

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 June 16, 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

Wed 8/13

6:21 pm-11:08 am

1 stop18h 47m

Portland

Mon 8/18

12:03 pm-5:15 pm

1 stop27h 12m

$216

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Thu 8/14

8:50 pm-11:05 pm

Nonstop4h 15m

Portland

Mon 8/18

9:05 pm-7:40 am

1 stop8h 35m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 8/9

7:00 am-9:25 am

Nonstop4h 25m

Portland

Tue 8/12

5:35 pm-11:39 pm

Nonstop4h 04m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 7/29

7:08 am-2:15 pm

1 stop9h 07m

Portland

Tue 8/5

1:25 pm-10:30 pm

1 stop7h 05m

$218

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sun 8/17

7:00 am-9:25 am

Nonstop4h 25m

Portland

Sun 8/24

11:00 pm-5:00 am

Nonstop4h 00m

$221

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 7/4

4:15 pm-8:53 pm

1 stop6h 38m

Portland

Wed 7/30

11:11 pm-7:49 am

1 stop6h 38m

$223

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 8/9

6:15 am-5:45 pm

2 stops13h 30m

Portland

Tue 8/12

11:45 am-11:40 pm

1 stop9h 55m

$234

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Tue 7/29

7:21 pm-11:18 pm

1 stop5h 57m

Portland

Tue 8/5

9:30 pm-9:45 am

1 stop10h 15m

$247

MolinePortland

MLI - PDX

MLIPDX

Moline Quad-City

Sat 8/16

6:35 pm-11:26 pm

1 stop6h 51m

Portland

Sat 8/23

11:35 am-9:51 pm

1 stop8h 16m

$251

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 7/1

6:20 pm-12:35 am

1 stop8h 15m

Portland

Tue 7/8

11:59 pm-6:00 am

Nonstop4h 01m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

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 June 16, 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 June 16, 2025.

The most flights from USIL to PDX are scheduled on a Monday (26 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (22 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 June 16, 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,278 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,963 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,501 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,801 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Delta, which is currently one of the cheapest options available, starting at $100. Frontier flights start at $100 while deals on Spirit Airlines start at $101 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, Chicago Midway - Portland or Lambert-St Louis - 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: Brussels Airlines (95%), Alaska Airlines (93%), United Airlines( 91%).

  • What are the cheapest flights from Illinois to Portland?

    Looking for the cheapest flight from Illinois to Portland? While on average our users pay $593, our data indicates the cheapest price to be $109. The most popular route (Chicago O'Hare Intl - Portland), is priced around $179.

  • 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
Seaside
Vancouver
Beaverton
Clackamas
Lincoln City
McMinnville
Lake Oswego
Hillsboro
Gresham
Astoria
Long Beach
Cannon Beach
Tigard
Longview
Hood River
Depoe Bay
Woodburn
Stevenson
Pacific City
Troutdale

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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 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$91Average$144FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$183FlexibilityNo cancel feeOn-time62%
DeltaCheapest$123Average$327FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$134Average$289FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$178Average$286FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$223Average$461FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$227Average$476FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$237Average$440FlexibilityNo cancel feeOn-time63%

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