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$75+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Mar 13 — Mar 201
Thu 3/13
Thu 3/20
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 March 8, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$160
(CheapOair)

One-way from

$75
(Frontier)

Popular in

December

Cheapest in

September

Average price

$413

Good round-trip deal

$294 or less

Good one-way deal

$169 or less
Provider with most accurate pricing for Chicago (CHI)-Portland flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Portland flights.
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From Illinois to Portland
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One-way flight from Illinois to Portland
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($13 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 March 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 March 8, 2025.

This CheapOair deal was found by Cheapflights users on 3/7. 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.
Thu 4/171:06 pmSTL - PDX
1 stop21h 41mFrontier
Tue 4/226:20 amPDX - STL
1 stop25h 41mFrontier
Deal found 3/7$160
This Expedia deal was found by Cheapflights users on 3/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/26:51 pmSTL - PDX
1 stop7h 46mMultiple Airlines
Wed 4/91:25 pmPDX - STL
1 stop8h 34mMultiple Airlines
Deal found 3/7$193
This Southwest deal was found by Cheapflights users on 3/6. 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 4/295:25 pmSTL - PDX
1 stop8h 00mSouthwest
Tue 5/63:00 pmPDX - STL
1 stop6h 35mSouthwest
Deal found 3/6$199
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/193:29 pmSTL - PDX
1 stop9h 33mAmerican Airlines
Mon 4/2111:52 pmPDX - STL
1 stop7h 30mAmerican Airlines
Deal found 3/6$213
This Mytrip deal was found by Cheapflights users on 3/7. 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.
Mon 4/2110:26 pmORD - PDX
2 stops21h 39mSpirit Airlines
Mon 4/287:01 pmPDX - ORD
2 stops32h 44mSpirit Airlines
Deal found 3/7$226
This Hawaiian Airlines deal was found by Cheapflights users on 3/6. 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.
Sat 6/77:00 amORD - PDX
Nonstop4h 23mHawaiian Airlines
Sat 6/145:40 pmPDX - ORD
Nonstop4h 04mHawaiian Airlines
Deal found 3/6$227
This SmartFares deal was found by Cheapflights users on 3/7. 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 4/192:04 pmORD - PDX
Nonstop4h 32mAlaska Airlines
Sat 4/267:00 amPDX - ORD
Nonstop4h 07mAlaska Airlines
Deal found 3/7$229
This United Airlines deal was found by Cheapflights users on 3/7. 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 9/98:50 amPIA - PDX
1 stop6h 25mUnited Airlines
Sat 9/1311:55 pmPDX - PIA
1 stop8h 31mUnited Airlines
Deal found 3/7$229
This American Airlines deal was found by Cheapflights users on 3/6. 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.
Wed 4/166:30 pmMLI - PDX
1 stop6h 32mAmerican Airlines
Wed 4/2311:52 pmPDX - MLI
1 stop8h 59mAmerican Airlines
Deal found 3/6$229
This CheapOair deal was found by Cheapflights users on 3/7. 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.
Thu 3/276:40 amMDW - PDX
1 stop19h 57mFrontier
Mon 3/316:45 amPDX - MDW
1 stop15h 32mFrontier
Deal found 3/7$230
This Booking.com deal was found by Cheapflights users on 3/7. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/115:35 amORD - PDX
1 stop21h 05mFrontier
Sat 7/194:58 pmPDX - ORD
1 stop29h 10mFrontier
Deal found 3/7$230
This Expedia deal was found by Cheapflights users on 3/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/23:16 pmORD - PDX
Nonstop4h 34mMultiple Airlines
Mon 4/76:50 pmPDX - ORD
1 stop9h 52mMultiple Airlines
Deal found 3/6$233

Find flights from Illinois to Portland within your budget

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 March 8, 2025.

Fly from

Illinois

Fly to

Portland

Route

Depart

Return

Price

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Thu 4/17

1:06 pm-8:47 am

1 stop21h 41m

Portland

Tue 4/22

6:20 am-10:01 am

1 stop25h 41m

$160

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Wed 4/2

6:51 pm-12:37 am

1 stop7h 46m

Portland

Wed 4/9

1:25 pm-11:59 pm

1 stop8h 34m

$193

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Tue 4/29

5:25 pm-11:25 pm

1 stop8h 00m

Portland

Tue 5/6

3:00 pm-11:35 pm

1 stop6h 35m

$199

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Sat 4/19

3:29 pm-11:02 pm

1 stop9h 33m

Portland

Mon 4/21

11:52 pm-9:22 am

1 stop7h 30m

$213

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 4/21

10:26 pm-6:05 pm

2 stops21h 39m

Portland

Mon 4/28

7:01 pm-5:45 am

2 stops32h 44m

$226

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 6/7

7:00 am-9:23 am

Nonstop4h 23m

Portland

Sat 6/14

5:40 pm-11:44 pm

Nonstop4h 04m

$227

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 4/19

2:04 pm-4:36 pm

Nonstop4h 32m

Portland

Sat 4/26

7:00 am-1:07 pm

Nonstop4h 07m

$229

MolinePortland

MLI - PDX

MLIPDX

Moline Quad-City

Wed 4/16

6:30 pm-11:02 pm

1 stop6h 32m

Portland

Wed 4/23

11:52 pm-10:51 am

1 stop8h 59m

$229

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Thu 3/27

6:40 am-12:37 am

1 stop19h 57m

Portland

Mon 3/31

6:45 am-12:17 am

1 stop15h 32m

$230

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 7/11

5:35 am-12:40 am

1 stop21h 05m

Portland

Sat 7/19

4:58 pm-12:08 am

1 stop29h 10m

$230

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/7

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.

Travel insights for flights from Illinois to Portland

Get recent, data-driven insights about flights from Illinois to Portland including ideal travel times, pricing trends, and more.

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 $376). 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 March 8, 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.

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 March 8, 2025.
Get a feel of what it's like to fly with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,314 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.6

Food

7.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,314 reviews
Southwest
8.1
Very good
4,314 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.6

Food

7.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Alaska Airlines
8.0
Very good
9,716 reviews
Southwest
8.1
Very good
4,314 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.6

Food

7.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta
8.0
Very good
8,024 reviews
Southwest
8.1
Very good
4,314 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.6

Food

7.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Hawaiian Airlines
7.9
Good
2,316 reviews
Southwest
8.1
Very good
4,314 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.6

Food

7.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

United Airlines
7.4
Good
8,649 reviews
Southwest
8.1
Very good
4,314 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.6

Food

7.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $75. Delta flights start at $100 while deals on Spirit Airlines start at $105 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 (93%), Iberia (85%), Lufthansa( 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 $652, our data indicates the cheapest price to be $123. The most popular route (Chicago O'Hare Intl - Portland), is priced around $125.

  • 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 $376). 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
Lincoln City
Beaverton
Seaside
McMinnville
Lake Oswego
Hillsboro
Vancouver
Gresham
Long Beach
Cannon Beach
Tigard
Hood River
Astoria
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Longview
Wilsonville

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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 7 airlines flying from Illinois to Portland

Discover the top 7 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 March 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$138FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$229FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$175Average$293FlexibilityNo cancel feeOn-time75%
DeltaCheapest$176Average$366FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$195Average$553FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$218Average$479FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$237Average$427FlexibilityNo cancel feeOn-time63%
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