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 $96. United Airlines flights start at $109 while deals on Hawaiian Airlines start at $113 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 cheapest flights from Portland to Illinois?

On average you can expect to pay $961 for a flight from Portland to Illinois. The cheapest flight overall is $119 while the most popular route, (Portland - Chicago O'Hare Intl) is currently priced at $168.

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: SWISS (96%), Brussels Airlines (92%), Lufthansa (92%).

What are the most popular airlines that fly from Portland to Illinois?

Before booking your flight from Portland to Illinois check out the most popular airlines for this route: American Airlines, Alaska Airlines or Delta.

How far in advance should I book a flight from Portland to Illinois?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 57 days in advance, which can save you up to 19% on flights from Portland to Illinois compared to booking the week you need them. Waiting 57 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $297. For sooner than that we have options available in the next 3 days from $354.

What is the cheapest month to fly from Portland to Illinois?

Our data shows that January tends to be the cheapest month to fly to Illinois from Portland. Users have commonly found prices around $338 for the month, but tickets can be as low as $178. Due to multiple factors, prepare for potentially higher prices in March.

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.

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.

$96+ Flights from Portland to Illinois

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Cheap flight deals from Portland to Illinois

Most accurate provider	FlightHub 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$206 (FlightHub)
One-way from	$96 (Mytrip)
Popular in	March
Cheapest in	January
Average price	$333
Good round-trip deal	$355 or less
Good one-way deal	$170 or less

Provider with most accurate pricing for Portland-Chicago (CHI) flight deals.

Search Deals

Provider most trusted by Cheapflights users for Portland-Chicago (CHI) flights.

Search Deals

From Portland to Illinois

Search Deals

One-way flight from Portland to Illinois

Search Deals

Highest demand for flights based on searches. 9% potential increase in price ($36 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in April 2025

Search Deals

Price to beat on a round-trip flight from Portland to Illinois.

Search Deals

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 April 15, 2025.

Wed 6/1812:12 pmPDX - ORD

2 stops19h 14mSpirit Airlines

Wed 6/259:35 pmORD - PDX

1 stop15h 42mSpirit Airlines

Deal found 4/15

$206

Tue 6/35:30 amPDX - STL

1 stop6h 04mDelta

Tue 6/37:19 pmSTL - PDX

1 stop6h 24mDelta

Deal found 4/15

$227

Sat 5/176:45 amPDX - MDW

Nonstop4h 00mSouthwest

Tue 5/204:30 pmMDW - PDX

Nonstop4h 20mSouthwest

Deal found 4/15

$242

Fri 5/21:15 pmPDX - ORD

1 stop13h 55mMultiple Airlines

Tue 5/66:00 amORD - PDX

1 stop6h 52mMultiple Airlines

Deal found 4/14

$244

Thu 5/156:30 pmPDX - STL

1 stop15h 07mMultiple Airlines

Sat 5/247:55 pmSTL - PDX

1 stop6h 22mMultiple Airlines

Deal found 4/14

$244

Tue 6/37:00 amPDX - ORD

Nonstop4h 08mAlaska Airlines

Wed 6/117:00 amORD - PDX

Nonstop4h 23mAlaska Airlines

Deal found 4/14

$247

Thu 6/51:09 pmPDX - ORD

Nonstop4h 05mAmerican Airlines

Mon 6/98:20 pmORD - PDX

Nonstop4h 42mAmerican Airlines

Deal found 4/14

$249

Wed 9/171:15 pmPDX - PIA

1 stop8h 12mAmerican Airlines

Sat 9/203:53 pmPIA - PDX

1 stop7h 00mAmerican Airlines

Deal found 4/14

$251

Tue 5/2712:40 amPDX - ORD

1 stop9h 07mDelta

Wed 5/287:15 pmORD - PDX

1 stop6h 28mDelta

Deal found 4/14

$253

Mon 5/58:45 pmPDX - ORD

1 stop7h 20mHawaiian Airlines

Wed 5/72:07 pmORD - PDX

Nonstop4h 33mHawaiian Airlines

Deal found 4/13

$257

Sat 5/2412:48 pmPDX - MDW

1 stop6h 05mFrontier

Tue 5/272:44 pmMDW - PDX

1 stop10h 20mFrontier

Deal found 4/15

$259

Fri 5/21:15 pmPDX - STL

2 stops18h 44mFrontier

Sat 5/38:15 pmSTL - PDX

1 stop6h 23mFrontier

Deal found 4/15

$259

Best flights from Portland to Illinois
Discover carefully curated flight deals from Portland to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 15, 2025.

Wed 6/1812:12 pmPDX - ORD

2 stops19h 14mSpirit Airlines

Wed 6/259:35 pmORD - PDX

1 stop15h 42mSpirit Airlines

Deal found 4/15

$206

Tue 6/37:40 amPDX - STL

1 stop8h 20mUnited Airlines

Fri 6/65:00 amSTL - PDX

1 stop6h 42mUnited Airlines

Deal found 4/14

$227

Sat 5/176:45 amPDX - MDW

Nonstop4h 00mSouthwest

Tue 5/204:30 pmMDW - PDX

Nonstop4h 20mSouthwest

Deal found 4/15

$242

Fri 5/21:15 pmPDX - ORD

1 stop13h 55mMultiple Airlines

Tue 5/66:00 amORD - PDX

1 stop6h 52mMultiple Airlines

Deal found 4/14

$244

Tue 6/37:00 amPDX - ORD

Nonstop4h 08mAlaska Airlines

Wed 6/117:00 amORD - PDX

Nonstop4h 23mAlaska Airlines

Deal found 4/14

$247

Thu 6/51:09 pmPDX - ORD

Nonstop4h 05mAmerican Airlines

Mon 6/98:20 pmORD - PDX

Nonstop4h 42mAmerican Airlines

Deal found 4/14

$249

Sat 5/107:00 amPDX - ORD

Nonstop4h 07mHawaiian Airlines

Wed 5/217:00 amORD - PDX

Nonstop4h 23mHawaiian Airlines

Deal found 4/14

$252

Tue 5/2712:40 amPDX - ORD

1 stop9h 07mDelta

Wed 5/287:15 pmORD - PDX

1 stop6h 28mDelta

Deal found 4/14

$253

Sat 5/2412:48 pmPDX - MDW

1 stop6h 05mFrontier

Tue 5/272:44 pmMDW - PDX

1 stop10h 20mFrontier

Deal found 4/15

$259

Fri 6/611:59 pmPDX - STL

1 stop9h 26mSun Country Air

Mon 6/97:00 amSTL - PDX

1 stop11h 58mSun Country Air

Deal found 4/14

$315

Thu 8/710:34 amPDX - RFD

1 stop23h 36mAllegiant Air

Sun 8/1010:41 amRFD - PDX

2 stops31h 06mAllegiant Air

Deal found 4/14

$419

Thu 5/156:30 pmPDX - STL

1 stop15h 07mMultiple Airlines

Sat 5/247:55 pmSTL - PDX

1 stop6h 22mMultiple Airlines

Deal found 4/14

$244

Last-minute flights from Portland to Illinois
Discover last-minute flight deals from Portland to Illinois. Data last updated April 15, 2025 and is based on user searches.

Wed 4/1610:04 amPDX - ORD

1 stop12h 33mFrontier

Fri 4/188:01 pmORD - PDX

1 stop14h 46mFrontier

Deal found 4/14

$260

Sun 4/202:58 pmPDX - ORD

Nonstop4h 06mAmerican Airlines

Wed 4/2310:39 amORD - PDX

Nonstop4h 30mAmerican Airlines

Deal found 4/13

$373

Sun 4/206:00 amPDX - MDW

Nonstop4h 00mSouthwest

Wed 4/234:30 pmMDW - PDX

Nonstop4h 20mSouthwest

Deal found 4/13

$418

Sun 4/2010:25 amPDX - RFD

1 stop8h 21mMultiple Airlines

Wed 4/232:05 pmRFD - PDX

1 stop23h 21mMultiple Airlines

Deal found 4/13

$446

Mon 4/212:01 pmPDX - STL

1 stop7h 49mMultiple Airlines

Thu 4/249:55 pmSTL - PDX

1 stop13h 17mMultiple Airlines

Deal found 4/14

$351

Tue 4/222:02 pmPDX - ORD

Nonstop4h 06mUnited Airlines

Tue 5/207:59 pmORD - PDX

Nonstop4h 37mUnited Airlines

Deal found 4/14

$464

Wed 4/232:32 pmPDX - ORD

1 stop14h 01mSpirit Airlines

Tue 5/2012:41 pmORD - PDX

2 stops30h 04mSpirit Airlines

Deal found 4/14

$249

Wed 4/232:32 pmPDX - ORD

1 stop14h 01mMultiple Airlines

Mon 4/2811:45 amORD - PDX

3 stops27h 52mMultiple Airlines

Deal found 4/13

$307

Thu 4/247:00 amPDX - ORD

Nonstop4h 07mAlaska Airlines

Tue 5/612:00 pmORD - PDX

1 stop6h 41mAlaska Airlines

Deal found 4/14

$412

Thu 4/247:01 pmPDX - ORD

1 stop9h 32mMultiple Airlines

Sun 4/278:07 pmORD - PDX

1 stop15h 05mMultiple Airlines

Deal found 4/15

$243

Fri 4/259:38 pmPDX - ORD

1 stop12h 51mFrontier

Sun 4/275:24 pmORD - PDX

1 stop9h 18mFrontier

Deal found 4/14

$287

Fri 4/256:20 amPDX - STL

1 stop25h 41mFrontier

Sun 4/279:55 pmSTL - PDX

1 stop13h 17mFrontier

Deal found 4/14

$300

One-way flights from Portland to Illinois
Search for one-way flight options from Portland to Illinois. Find affordable one-way fares based on user searches. Data last updated April 15, 2025.

Tue 4/226:20 amPDX - STL

1 stop25h 41mFrontier

Deal found 4/14

$96

Sat 5/176:00 amPDX - STL

1 stop9h 07mUnited Airlines

Deal found 4/14

$109

Fri 10/31:24 pmPDX - STL

1 stop8h 35mHawaiian Airlines

Deal found 4/14

$113

Sat 5/175:51 pmPDX - ORD

Nonstop4h 05mHawaiian Airlines

Deal found 4/15

$114

Sat 6/72:30 pmPDX - MDW

Nonstop3h 55mSouthwest

Deal found 4/13

$114

Wed 5/285:00 pmPDX - STL

1 stop5h 33mDelta

Deal found 4/14

$114

Sun 5/185:40 pmPDX - ORD

2 stops13h 15mSpirit Airlines

Deal found 4/14

$116

Sun 4/276:41 pmPDX - ORD

1 stop8h 33mFrontier

Deal found 4/14

$119

Sat 8/97:25 amPDX - ORD

1 stop8h 30mSouthwest

Deal found 4/15

$123

Wed 7/169:10 amPDX - ORD

1 stop6h 40mDelta

Deal found 4/15

$124

Sat 5/1711:15 pmPDX - MDW

1 stop7h 25mDelta

Deal found 4/14

$124

Mon 4/219:01 amPDX - MDW

1 stop10h 59mFrontier

Deal found 4/14

$125

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 6/18

12:12 pm-9:26 am

2 stops19h 14m

Chicago O'Hare Intl

Wed 6/25

9:35 pm-11:17 am

1 stop15h 42m

$206

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Tue 6/3

7:40 am-6:00 pm

1 stop8h 20m

Lambert-St Louis

Fri 6/6

5:00 am-9:42 am

1 stop6h 42m

$227

PortlandChicago

PDX - MDW

PDXMDW

Portland

Sat 5/17

6:45 am-12:45 pm

Nonstop4h 00m

Chicago Midway

Tue 5/20

4:30 pm-6:50 pm

Nonstop4h 20m

$242

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 5/2

1:15 pm-5:10 am

1 stop13h 55m

Chicago O'Hare Intl

Tue 5/6

6:00 am-10:52 am

1 stop6h 52m

$244

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Thu 5/15

6:30 pm-11:37 am

1 stop15h 07m

Lambert-St Louis

Sat 5/24

7:55 pm-12:17 am

1 stop6h 22m

$244

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 6/3

7:00 am-1:08 pm

Nonstop4h 08m

Chicago O'Hare Intl

Wed 6/11

7:00 am-9:23 am

Nonstop4h 23m

$247

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 6/5

1:09 pm-7:14 pm

Nonstop4h 05m

Chicago O'Hare Intl

Mon 6/9

8:20 pm-11:02 pm

Nonstop4h 42m

$249

PortlandPeoria

PDX - PIA

PDXPIA

Portland

Wed 9/17

1:15 pm-11:27 pm

1 stop8h 12m

Greater Peoria

Sat 9/20

3:53 pm-8:53 pm

1 stop7h 00m

$251

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 5/27

12:40 am-11:47 am

1 stop9h 07m

Chicago O'Hare Intl

Wed 5/28

7:15 pm-11:43 pm

1 stop6h 28m

$253

PortlandChicago

PDX - ORD

PDXORD

Portland

Mon 5/5

8:45 pm-6:05 am

1 stop7h 20m

Chicago O'Hare Intl

Wed 5/7

2:07 pm-4:40 pm

Nonstop4h 33m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/13

Showing 1-10 of 60 results

...

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?

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

The most flights from PDX to USIL are scheduled on a Tuesday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).

Rainfall in Illinois by month

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

If weather is an important factor for your trip to Illinois, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Illinois

Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Portland to Illinois. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Alaska Airlines

8.0

Very good

9,876 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

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

Alaska Airlines

8.0

Very good

9,876 reviews

Alaska Airlines

8.0

Very good

9,876 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

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

Southwest

8.0

Very good

4,279 reviews

Alaska Airlines

8.0

Very good

9,876 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

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

Delta

8.0

Very good

7,917 reviews

Alaska Airlines

8.0

Very good

9,876 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

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

Hawaiian Airlines

7.9

Good

2,374 reviews

Alaska Airlines

8.0

Very good

9,876 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

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

United Airlines

7.4

Good

8,658 reviews

Alaska Airlines

8.0

Very good

9,876 reviews

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

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 $96. United Airlines flights start at $109 while deals on Hawaiian Airlines start at $113 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: SWISS (96%), Brussels Airlines (92%), Lufthansa (92%).
What are the cheapest flights from Portland to Illinois?
On average you can expect to pay $961 for a flight from Portland to Illinois. The cheapest flight overall is $119 while the most popular route, (Portland - Chicago O'Hare Intl) is currently priced at $168.
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

Browse thousands of different options on Cheapflights for your next trip

Top 8 airlines flying from Portland to Illinois

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$82	Average$134	FlexibilityNo cancel fee	On-time65%
Frontier	Cheapest$108	Average$258	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$123	Average$344	FlexibilityNo cancel fee	On-timeN/A
Alaska Airlines	Cheapest$184	Average$342	FlexibilityNo cancel fee	On-time75%
American Airlines	Cheapest$192	Average$478	FlexibilityNo cancel fee	On-time71%
Hawaiian Airlines	Cheapest$202	Average$379	FlexibilityNo cancel fee	On-time85%
United Airlines	Cheapest$212	Average$462	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$253	Average$463	FlexibilityNo cancel fee	On-time63%

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$96+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Portland to Illinois with Cheapflights

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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 April 15, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Portland to Illinois

Cheapest flights from Portland to IllinoisExplore 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 April 15, 2025.

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 April 15, 2025.

Cheapflights Fare Finder

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

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.

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?

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 April 15, 2025.

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 April 15, 2025.

Rainfall in Illinois by month

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

Temperature in Illinois by month

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

Reviews of airlines servicing Illinois

Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Portland to Illinois. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

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?

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

What are the most popular routes from Portland to Illinois?

What are the most reliable airlines from Portland to Illinois?

What are the cheapest flights from Portland to Illinois?

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

How can I find direct flights from Portland to Illinois?

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

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Illinois

See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from Portland to Illinois

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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 April 15, 2025.