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 $74. Spirit Airlines flights start at $91 while deals on Southwest start at $99 one-way.

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.

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).

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, Lambert-St Louis - Portland or Chicago Midway - Portland as they are the most popular.

What are the cheapest flights from Illinois to Portland?

Looking for the cheapest flight from Illinois to Portland? While on average our users pay $689, our data indicates the cheapest price to be $97. The most popular route (Chicago O'Hare Intl - Portland), is priced around $158.

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 (78%), United Airlines (78%), Air Canada( 72%).

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

The most popular airlines flying from Illinois to Portland are American Airlines, Alaska Airlines and Delta. Something to consider prior to booking your flight.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 50 days in advance, which can save you up to 23% on flights from Illinois to Portland compared to booking the week you need them. Waiting 50 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 $306. For sooner than that we have options available in the next 3 days from $306.

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

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, September can be a great choice for travel to Portland. Flights to Portland from Illinois in September are about $321 on average during September, but can be found for as low as $138.

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.

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.

$74+ Cheap Flights from Illinois to Portland

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Cheap flight deals from Illinois to Portland

Round-trip from	$171 (Orbitz)
One-way from	$74 (Priceline)
Popular in	December
Cheapest in	September
Average price	$283
Good round-trip deal	$166 or less
Good one-way deal	$98 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. 3% potential increase in price ($12 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($11 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 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 August 18, 2025.

Sat 8/307:00 amORD - PDX

Nonstop4h 25mMultiple Airlines

Wed 9/37:52 pmPDX - ORD

1 stop6h 58mMultiple Airlines

Deal found 8/16

$171

Tue 9/26:00 amORD - PDX

1 stop14h 57mMultiple Airlines

Sun 9/76:05 amPDX - ORD

1 stop25h 32mMultiple Airlines

Deal found 8/17

$172

Thu 10/236:50 amORD - PDX

1 stop6h 48mFrontier

Mon 10/2712:43 pmPDX - ORD

1 stop10h 16mFrontier

Deal found 8/16

$174

Fri 10/317:00 amORD - PDX

Nonstop4h 39mMultiple Airlines

Mon 11/33:26 pmPDX - ORD

1 stop6h 49mMultiple Airlines

Deal found 8/17

$175

Fri 9/54:48 pmMDW - PDX

1 stop9h 24mFrontier

Mon 9/156:05 amPDX - MDW

1 stop7h 48mFrontier

Deal found 8/17

$176

Fri 9/510:42 amORD - PDX

1 stop15h 30mMultiple Airlines

Wed 9/1012:07 pmPDX - ORD

1 stop7h 25mMultiple Airlines

Deal found 8/16

$177

Tue 9/307:20 amORD - PDX

1 stop17h 14mFrontier

Tue 10/712:43 pmPDX - ORD

1 stop9h 10mFrontier

Deal found 8/16

$178

Fri 9/510:42 amORD - PDX

1 stop15h 30mFrontier

Tue 9/97:15 amPDX - ORD

1 stop12h 13mFrontier

Deal found 8/16

$179

Wed 9/107:09 pmORD - PDX

2 stops18h 02mSpirit Airlines

Wed 9/1712:07 pmPDX - ORD

1 stop7h 25mSpirit Airlines

Deal found 8/17

$180

Thu 10/236:24 pmMDW - PDX

1 stop19h 24mFrontier

Mon 10/2712:43 pmPDX - MDW

1 stop9h 41mFrontier

Deal found 8/16

$181

Sat 8/307:00 amORD - PDX

Nonstop4h 25mMultiple Airlines

Sat 9/67:15 amPDX - ORD

1 stop12h 13mMultiple Airlines

Deal found 8/17

$181

Wed 10/17:20 amORD - PDX

1 stop17h 14mMultiple Airlines

Mon 10/612:37 pmPDX - ORD

1 stop14h 48mMultiple Airlines

Deal found 8/17

$183

Best flights from Illinois to Portland
Discover carefully curated flight deals from Illinois to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 18, 2025.

Tue 9/26:00 amORD - PDX

1 stop14h 57mSpirit Airlines

Tue 9/912:07 pmPDX - ORD

1 stop7h 25mSpirit Airlines

Deal found 8/16

$174

Wed 10/17:20 amORD - PDX

1 stop17h 14mFrontier

Tue 10/712:43 pmPDX - ORD

1 stop9h 10mFrontier

Deal found 8/14

$174

Sat 8/307:00 amORD - PDX

Nonstop4h 25mHawaiian Airlines

Sat 9/65:50 pmPDX - ORD

Nonstop4h 14mHawaiian Airlines

Deal found 8/16

$184

Thu 9/255:00 amSTL - PDX

1 stop6h 40mUnited Airlines

Sun 9/2811:59 pmPDX - STL

1 stop8h 50mUnited Airlines

Deal found 8/15

$229

Sat 9/136:00 amSTL - PDX

1 stop8h 35mDelta

Sat 9/205:30 amPDX - STL

1 stop6h 14mDelta

Deal found 8/15

$229

Wed 9/102:11 pmSTL - PDX

1 stop8h 17mAmerican Airlines

Sat 9/139:00 amPDX - STL

1 stop9h 15mAmerican Airlines

Deal found 8/15

$229

Sun 10/2612:28 pmMLI - PDX

1 stop25h 14mMultiple Airlines

Wed 10/298:36 pmPDX - MLI

1 stop12h 57mMultiple Airlines

Deal found 8/16

$318

Tue 9/26:00 amORD - PDX

1 stop14h 57mSpirit Airlines

Wed 9/1012:07 pmPDX - ORD

1 stop7h 25mSpirit Airlines

Deal found 8/16

$174

Fri 9/193:48 pmMDW - PDX

1 stop10h 24mFrontier

Mon 9/226:05 amPDX - MDW

1 stop7h 48mFrontier

Deal found 8/17

$176

Fri 9/54:48 pmMDW - PDX

1 stop9h 24mFrontier

Mon 9/156:05 amPDX - MDW

1 stop7h 48mFrontier

Deal found 8/15

$176

Thu 10/166:35 amORD - PDX

1 stop15h 01mSpirit Airlines

Tue 10/218:36 pmPDX - ORD

1 stop15h 51mSpirit Airlines

Deal found 8/15

$194

Sat 9/208:25 amORD - PDX

1 stop16h 09mFrontier

Fri 9/266:05 amPDX - ORD

1 stop15h 54mFrontier

Deal found 8/17

$179

Last-minute flights from Illinois to Portland
Discover last-minute flight deals from Illinois to Portland. Data last updated August 18, 2025 and is based on user searches.

Fri 8/226:31 pmMDW - PDX

1 stop7h 44mFrontier

Sun 9/2110:17 amPDX - MDW

1 stop9h 41mFrontier

Deal found 8/15

$234

Fri 8/226:31 pmMDW - PDX

1 stop7h 44mFrontier

Mon 8/256:27 amPDX - MDW

1 stop15h 57mFrontier

Deal found 8/15

$238

Sat 8/237:54 pmSTL - PDX

1 stop17h 29mFrontier

Mon 8/256:27 amPDX - STL

1 stop24h 44mFrontier

Deal found 8/16

$225

Sat 8/236:00 amORD - PDX

1 stop14h 57mSpirit Airlines

Thu 8/287:52 pmPDX - ORD

1 stop13h 51mSpirit Airlines

Deal found 8/16

$226

Sat 8/237:00 amORD - PDX

1 stop17h 39mMultiple Airlines

Thu 8/287:52 pmPDX - ORD

1 stop6h 58mMultiple Airlines

Deal found 8/17

$245

Sun 8/246:00 amORD - PDX

1 stop7h 23mMultiple Airlines

Fri 8/297:52 pmPDX - ORD

1 stop6h 58mMultiple Airlines

Deal found 8/16

$200

Sun 8/246:00 amORD - PDX

1 stop7h 23mFrontier

Sat 9/207:15 amPDX - ORD

1 stop12h 13mFrontier

Deal found 8/15

$201

Sun 8/246:00 amORD - PDX

1 stop7h 23mMultiple Airlines

Sat 9/205:50 pmPDX - ORD

Nonstop4h 14mMultiple Airlines

Deal found 8/15

$220

Sun 8/247:54 pmSTL - PDX

1 stop6h 21mFrontier

Tue 8/266:51 amPDX - STL

1 stop24h 20mFrontier

Deal found 8/15

$242

Tue 8/267:20 amORD - PDX

1 stop17h 19mFrontier

Tue 9/26:51 amPDX - ORD

1 stop12h 51mFrontier

Deal found 8/15

$239

Wed 8/277:20 amORD - PDX

1 stop17h 19mFrontier

Wed 9/36:51 amPDX - ORD

1 stop12h 51mFrontier

Deal found 8/15

$208

Thu 8/286:00 amORD - PDX

1 stop7h 23mMultiple Airlines

Wed 9/37:52 pmPDX - ORD

1 stop6h 58mMultiple Airlines

Deal found 8/16

$225

One-way flights from Illinois to Portland
Search for one-way flight options from Illinois to Portland. Find affordable one-way fares based on user searches. Data last updated August 18, 2025.

Mon 9/227:55 pmSTL - PDX

1 stop6h 17mFrontier

Deal found 8/16

$74

Fri 9/57:55 pmSTL - PDX

1 stop6h 17mFrontier

Deal found 8/17

$76

Sun 10/57:55 pmSTL - PDX

1 stop6h 17mFrontier

Deal found 8/17

$77

Fri 9/127:55 pmSTL - PDX

1 stop6h 17mFrontier

Deal found 8/16

$78

Mon 10/277:52 pmSTL - PDX

1 stop18h 04mFrontier

Deal found 8/17

$86

Wed 10/296:35 amORD - PDX

1 stop15h 01mSpirit Airlines

Deal found 8/17

$91

Wed 11/128:30 pmORD - PDX

1 stop16h 19mSpirit Airlines

Deal found 8/17

$92

Wed 10/111:15 amORD - PDX

1 stop10h 08mSpirit Airlines

Deal found 8/15

$94

Mon 10/66:35 amORD - PDX

1 stop7h 07mSpirit Airlines

Deal found 8/15

$95

Mon 10/610:19 pmORD - PDX

1 stop23h 17mMultiple Airlines

Deal found 8/15

$96

Tue 9/167:09 pmORD - PDX

2 stops42h 02mSpirit Airlines

Deal found 8/16

$97

Mon 10/136:35 amORD - PDX

1 stop7h 07mSpirit Airlines

Deal found 8/16

$98

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 9/2

6:00 am-6:57 pm

1 stop14h 57m

Portland

Tue 9/9

12:07 pm-9:32 pm

1 stop7h 25m

$174

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 10/1

7:20 am-10:34 pm

1 stop17h 14m

Portland

Tue 10/7

12:43 pm-11:53 pm

1 stop9h 10m

$174

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 9/2

6:00 am-6:57 pm

1 stop14h 57m

Portland

Wed 9/10

12:07 pm-9:32 pm

1 stop7h 25m

$174

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Fri 9/19

3:48 pm-12:12 am

1 stop10h 24m

Portland

Mon 9/22

6:05 am-3:53 pm

1 stop7h 48m

$176

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Fri 9/5

4:48 pm-12:12 am

1 stop9h 24m

Portland

Mon 9/15

6:05 am-3:53 pm

1 stop7h 48m

$176

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 9/20

8:25 am-10:34 pm

1 stop16h 09m

Portland

Fri 9/26

6:05 am-11:59 pm

1 stop15h 54m

$179

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 10/2

5:35 am-12:12 am

1 stop20h 37m

Portland

Sun 10/5

6:05 am-9:37 am

1 stop25h 32m

$179

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 9/30

7:20 am-10:34 pm

1 stop17h 14m

Portland

Mon 10/6

6:05 am-11:59 pm

1 stop15h 54m

$179

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 9/25

6:00 am-12:12 am

1 stop20h 12m

Portland

Sun 9/28

6:05 am-9:37 am

1 stop25h 32m

$179

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Fri 10/24

6:24 pm-11:48 am

1 stop19h 24m

Portland

Sun 10/26

12:43 pm-12:36 am

1 stop9h 53m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 56 results

...

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?

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

The most flights from USIL to PDX are scheduled on a Sunday (26 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (1 on average).

Related info for your journey

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 $74. Spirit Airlines flights start at $91 while deals on Southwest start at $99 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, Lambert-St Louis - Portland or Chicago Midway - 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 (78%), United Airlines (78%), Air Canada( 72%).
What are the cheapest flights from Illinois to Portland?
Looking for the cheapest flight from Illinois to Portland? While on average our users pay $689, our data indicates the cheapest price to be $97. The most popular route (Chicago O'Hare Intl - Portland), is priced around $158.
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.

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Cannon Beach

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Tigard

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Troutdale

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Top 8 airlines flying from Illinois to Portland

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$86	Average$183	FlexibilityNo cancel fee	On-time65%
Frontier	Cheapest$108	Average$179	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$123	Average$327	FlexibilityNo cancel fee	On-timeN/A
Hawaiian Airlines	Cheapest$134	Average$285	FlexibilityNo cancel fee	On-time85%
Alaska Airlines	Cheapest$183	Average$289	FlexibilityNo cancel fee	On-time75%
American Airlines	Cheapest$212	Average$458	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$227	Average$445	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$238	Average$437	FlexibilityNo cancel fee	On-time63%

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$74+ 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Illinois to Portland with Cheapflights

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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 August 18, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Illinois to Portland

Cheapest flights from Illinois to PortlandExplore 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 August 18, 2025.

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 August 18, 2025.

Cheapflights Fare Finder

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

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.

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?

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 August 18, 2025.

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 August 18, 2025.

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?

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

What are the most popular routes from Illinois to Portland?

What are the most reliable airlines from Illinois to Portland?

What are the cheapest flights from Illinois to Portland?

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

How can I find direct flights from Illinois to Portland?

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

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

Traveling to a place near Portland?

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Alternative routes for Illinois to Portland

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Top 8 airlines flying from Illinois to Portland

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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 August 18, 2025.