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Portland

$69+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
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 July 2, 2025.

Round-trip from

$187
(Kiwi.com)

One-way from

$69
(Priceline)

Popular in

March

Cheapest in

September

Average price

$293

Good round-trip deal

$264 or less

Good one-way deal

$144 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. 9% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Tue 7/227:00 amORD - PDX
1 stop6h 30mMultiple Airlines
Thu 7/313:10 pmPDX - ORD
1 stop12h 53mMultiple Airlines
Deal found 7/2$187
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/216:00 amORD - PDX
1 stop14h 57mSpirit Airlines
Sun 8/247:52 pmPDX - ORD
1 stop13h 51mSpirit Airlines
Deal found 7/2$188
This FlightHub deal was found by Cheapflights users on 7/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/115:40 amORD - PDX
1 stop20h 35mFrontier
Wed 7/166:35 amPDX - ORD
1 stop15h 35mFrontier
Deal found 7/2$192
This Frontier deal was found by Cheapflights users on 6/30. 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.
Sat 7/192:44 pmMDW - PDX
1 stop10h 40mFrontier
Sat 7/266:35 amPDX - MDW
1 stop12h 19mFrontier
Deal found 6/30$195
This Southwest deal was found by Cheapflights users on 7/1. 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 8/263:50 pmMDW - PDX
Nonstop4h 15mSouthwest
Sun 8/316:55 amPDX - MDW
Nonstop4h 00mSouthwest
Deal found 7/1$203
This American Airlines deal was found by Cheapflights users on 7/1. 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 10/258:32 pmORD - PDX
Nonstop4h 34mAmerican Airlines
Fri 10/3111:58 pmPDX - ORD
Nonstop3h 55mAmerican Airlines
Deal found 7/1$203
This SmartFares deal was found by Cheapflights users on 7/2. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/167:00 amORD - PDX
Nonstop4h 25mHawaiian Airlines
Sat 8/237:00 amPDX - ORD
Nonstop4h 09mHawaiian Airlines
Deal found 7/2$213
This Alaska Airlines deal was found by Cheapflights users on 6/29. 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.
Sat 7/267:00 amORD - PDX
Nonstop4h 25mAlaska Airlines
Sun 8/3111:00 pmPDX - ORD
Nonstop4h 00mAlaska Airlines
Deal found 6/29$214
This United Airlines deal was found by Cheapflights users on 7/1. 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 7/304:13 pmORD - PDX
Nonstop4h 32mUnited Airlines
Tue 8/511:59 pmPDX - ORD
Nonstop4h 01mUnited Airlines
Deal found 7/1$229
This FlightHub deal was found by Cheapflights users on 7/1. 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.
Mon 8/117:29 pmSTL - PDX
1 stop18h 01mFrontier
Mon 8/186:35 amPDX - STL
1 stop24h 36mFrontier
Deal found 7/1$232
This United Airlines deal was found by Cheapflights users on 7/1. 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 8/266:30 amMLI - PDX
1 stop7h 19mUnited Airlines
Sun 8/318:30 amPDX - MLI
1 stop6h 24mUnited Airlines
Deal found 7/1$240
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/167:17 pmMDW - PDX
1 stop6h 14mDelta
Fri 8/2212:46 amPDX - MDW
1 stop6h 05mDelta
Deal found 7/2$247

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 July 2, 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

Tue 7/22

7:00 am-11:30 am

1 stop6h 30m

Portland

Thu 7/31

3:10 pm-6:03 am

1 stop12h 53m

$187

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 8/21

6:00 am-6:57 pm

1 stop14h 57m

Portland

Sun 8/24

7:52 pm-11:43 am

1 stop13h 51m

$188

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 7/11

5:40 am-12:15 am

1 stop20h 35m

Portland

Wed 7/16

6:35 am-12:10 am

1 stop15h 35m

$192

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Sat 7/19

2:44 pm-11:24 pm

1 stop10h 40m

Portland

Sat 7/26

6:35 am-8:54 pm

1 stop12h 19m

$195

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Tue 8/26

3:50 pm-6:05 pm

Nonstop4h 15m

Portland

Sun 8/31

6:55 am-12:55 pm

Nonstop4h 00m

$203

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 8/16

7:00 am-9:25 am

Nonstop4h 25m

Portland

Sat 8/23

7:00 am-1:09 pm

Nonstop4h 09m

$213

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 7/26

7:00 am-9:25 am

Nonstop4h 25m

Portland

Sun 8/31

11:00 pm-5:00 am

Nonstop4h 00m

$214

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Mon 8/11

7:29 pm-11:30 am

1 stop18h 01m

Portland

Mon 8/18

6:35 am-9:11 am

1 stop24h 36m

$232

MolinePortland

MLI - PDX

MLIPDX

Moline Quad-City

Tue 8/26

6:30 am-11:49 am

1 stop7h 19m

Portland

Sun 8/31

8:30 am-4:54 pm

1 stop6h 24m

$240

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Sat 8/16

7:17 pm-11:31 pm

1 stop6h 14m

Portland

Fri 8/22

12:46 am-8:51 am

1 stop6h 05m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 60 results
1
2
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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, 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 $368). 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 July 2, 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 July 2, 2025.

The most flights from USIL to PDX are scheduled on a Monday (25 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (8 on average).

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 July 2, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta from Illinois to Portland have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Comfort

7.8

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

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Comfort

7.8

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
4,272 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Comfort

7.8

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
7,983 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Comfort

7.8

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
2,540 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Comfort

7.8

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
8,861 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Comfort

7.8

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 Frontier, which is currently one of the cheapest options available, starting at $69. Spirit Airlines flights start at $103 while deals on Southwest start at $113 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 (90%), Air Canada (83%), United Airlines( 81%).

  • What are the cheapest flights from Illinois to Portland?

    Looking for the cheapest flight from Illinois to Portland? While on average our users pay $705, our data indicates the cheapest price to be $113. The most popular route (Chicago O'Hare Intl - Portland), is priced around $162.

  • 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 $368). 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
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Clackamas
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McMinnville
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Hillsboro
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Long Beach
Cannon Beach
Tigard
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Stevenson
Pacific City
Troutdale
Gresham

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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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$90Average$156FlexibilityNo 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$179Average$287FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$225Average$455FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$227Average$474FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$238Average$440FlexibilityNo cancel feeOn-time63%

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