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Illinois

$80+ Cheap flights from Portland (PDX) to Illinois

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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Portland to Illinois

Keep the following information in mind while searching for Portland to Illinois flight deals. Data was last updated August 14, 2025.

Round-trip from

$178
(Kiwi.com)

One-way from

$80
(Priceline)

Popular in

March

Cheapest in

January

Average price

$283

Good round-trip deal

$238 or less

Good one-way deal

$172 or less
From Portland to Illinois
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One-way flight from Portland to Illinois
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Highest demand for flights based on searches. 9% potential increase in price ($36 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 August 2025
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Price to beat on a round-trip flight from Portland to Illinois.
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Price to beat on a one-way flight from Portland to Illinois.
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Find flight deals from Portland to Illinois

Cheapest flights from Portland to Illinois
Explore the most affordable flight options available from Portland to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/88:18 pmPDX - ORD
2 stops19h 56mSpirit Airlines
Wed 9/1011:15 amORD - PDX
1 stop10h 08mSpirit Airlines
Deal found 8/12$178
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:05 amPDX - ORD
1 stop15h 54mFrontier
Sat 9/208:25 amORD - PDX
1 stop16h 09mFrontier
Deal found 8/14$179
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/73:26 pmPDX - ORD
1 stop6h 49mMultiple Airlines
Mon 11/108:30 pmORD - PDX
1 stop16h 19mMultiple Airlines
Deal found 8/14$180
This Justfly.com deal was found by Cheapflights users on 8/14. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2712:43 pmPDX - ORD
1 stop10h 16mMultiple Airlines
Wed 10/296:35 amORD - PDX
1 stop15h 01mMultiple Airlines
Deal found 8/14$181
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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.
Fri 9/128:18 pmPDX - ORD
1 stop13h 33mSpirit Airlines
Tue 9/1611:15 amORD - PDX
1 stop10h 08mSpirit Airlines
Deal found 8/12$182
This Mytrip deal was found by Cheapflights users on 8/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1012:44 pmPDX - MDW
1 stop9h 40mFrontier
Thu 10/236:24 pmMDW - PDX
1 stop19h 24mFrontier
Deal found 8/14$183
This FlightHub deal was found by Cheapflights users on 8/12. 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.
Wed 10/228:36 pmPDX - ORD
1 stop15h 51mSpirit Airlines
Wed 10/296:35 amORD - PDX
1 stop15h 01mSpirit Airlines
Deal found 8/12$184
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Wed 9/37:52 pmPDX - ORD
1 stop6h 58mSpirit Airlines
Tue 9/911:15 amORD - PDX
1 stop10h 08mSpirit Airlines
Deal found 8/11$186
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 9/412:07 pmPDX - ORD
1 stop7h 25mSpirit Airlines
Mon 9/86:15 amORD - PDX
1 stop6h 56mSpirit Airlines
Deal found 8/12$187
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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.
Fri 9/512:07 pmPDX - ORD
1 stop7h 25mSpirit Airlines
Mon 9/89:00 amORD - PDX
1 stop12h 23mSpirit Airlines
Deal found 8/12$188
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Sat 8/307:52 pmPDX - ORD
1 stop6h 58mSpirit Airlines
Sat 9/612:46 pmORD - PDX
1 stop8h 37mSpirit Airlines
Deal found 8/14$189
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/257:52 pmPDX - ORD
1 stop6h 58mMultiple Airlines
Sat 8/307:00 amORD - PDX
Nonstop4h 25mMultiple Airlines
Deal found 8/13$190

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Illinois 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 August 14, 2025.
Use the filters below to find and compare flights from Portland to Illinois that are best for you.

Fly from

Portland

Fly to

Illinois

Route

Depart

Return

Price

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 9/4

7:22 pm-8:59 pm

1 stop23h 37m

Chicago O'Hare Intl

Sat 9/13

8:25 am-10:34 pm

1 stop16h 09m

$179

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 9/16

7:15 am-9:28 pm

1 stop12h 13m

Chicago O'Hare Intl

Wed 10/1

7:20 am-10:34 pm

1 stop17h 14m

$179

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 9/19

6:05 am-11:59 pm

1 stop15h 54m

Chicago O'Hare Intl

Sun 9/21

10:42 am-12:12 am

1 stop15h 30m

$179

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 9/12

6:05 am-11:59 pm

1 stop15h 54m

Chicago O'Hare Intl

Tue 9/16

7:20 am-10:34 pm

1 stop17h 14m

$179

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 9/4

6:05 am-11:59 pm

1 stop15h 54m

Chicago O'Hare Intl

Tue 9/9

7:20 am-10:34 pm

1 stop17h 14m

$179

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 9/5

6:05 am-11:59 pm

1 stop15h 54m

Chicago O'Hare Intl

Mon 9/8

6:00 am-12:12 am

1 stop20h 12m

$179

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 11/6

6:05 am-11:53 pm

1 stop15h 48m

Chicago O'Hare Intl

Sun 11/9

6:00 am-12:16 am

1 stop20h 16m

$179

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 9/11

7:22 pm-8:59 pm

1 stop23h 37m

Chicago O'Hare Intl

Sun 9/14

6:00 am-12:12 am

1 stop20h 12m

$179

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 9/11

6:05 am-11:59 pm

1 stop15h 54m

Chicago O'Hare Intl

Mon 9/15

10:42 am-12:12 am

1 stop15h 30m

$179

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 9/18

6:05 am-11:59 pm

1 stop15h 54m

Chicago O'Hare Intl

Sun 9/21

10:42 am-12:12 am

1 stop15h 30m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 60 results
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Best time to book a flight from Portland to Illinois

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

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

Currently, August is the cheapest month in which you can book a flight from Portland to Illinois (average of $245). Flying from Portland to Illinois in March is currently the most expensive (average of $321). 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 PDX to IL?

Find hourly flight availability from Portland to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Portland to Illinois, 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 Portland to Illinois

Explore weekly flight availability from Portland to Illinois. 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 August 14, 2025.

The most flights from PDX to USIL are scheduled on a Thursday (31 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 on average).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated August 14, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and United Airlines from Portland to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Southwest
8.0
Very good
4,244 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
United Airlines
7.4
Good
8,916 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Spirit Airlines
6.3
Okay
8,046 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)

Related info for your journey

Find useful and relevant information for your journey from Portland to Illinois. 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 from for flights from Portland to Illinois?

    Located just 6.0 mi from the city center, Portland (PDX) is the airport most travelers will use when flying to Illinois from Portland.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $80. Spirit Airlines flights start at $108 while deals on Southwest start at $114 one-way.

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

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

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Portland to Illinois on time: Brussels Airlines (89%), Air Canada (87%), Finnair (87%).

  • What are the cheapest flights from Portland to Illinois?

    On average you can expect to pay $858 for a flight from Portland to Illinois. The cheapest flight overall is $100 while the most popular route, (Portland - Chicago O'Hare Intl) is currently priced at $160.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Portland to Illinois (average of $245). Flying from Portland to Illinois in March is currently the most expensive (average of $321). 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

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Alternative routes for Portland to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Portland to Illinois

Discover the top 8 airlines that operate flights from Portland to Illinois. 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$86Average$181FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$248FlexibilityNo cancel feeOn-time62%
DeltaCheapest$123Average$288FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$178Average$293FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$191Average$337FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$218Average$470FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$226Average$475FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$238Average$423FlexibilityNo cancel feeOn-time63%

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