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$54+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Jan 13 — Jan 201
Mon 1/13
Mon 1/20
1 adult, Economy
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Cheap flight deals from Illinois to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 8, 2025.

Round-trip from

$120
(Booking.com)

One-way from

$54
(Mytrip)
From Illinois to Portland
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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 January 8, 2025.

This Booking.com deal was found by Cheapflights users on 1/8. 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.
Mon 3/106:59 pmSTL - PDX
1 stop7h 38mFrontier
Tue 3/1110:06 amPDX - STL
1 stop21h 10mFrontier
Deal found 1/8$120
This Orbitz deal was found by Cheapflights users on 1/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/106:59 pmSTL - PDX
1 stop7h 38mMultiple Airlines
Wed 3/124:00 pmPDX - STL
1 stop5h 59mMultiple Airlines
Deal found 1/8$173
This Mytrip deal was found by Cheapflights users on 1/7. 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.
Wed 2/125:00 amORD - PDX
3 stops30h 21mSpirit Airlines
Sat 2/1510:16 amPDX - ORD
1 stop9h 34mSpirit Airlines
Deal found 1/7$206
This Southwest deal was found by Cheapflights users on 1/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/308:30 amMDW - PDX
Nonstop4h 25mSouthwest
Wed 2/59:00 amPDX - MDW
Nonstop3h 55mSouthwest
Deal found 1/7$207
This Alaska Airlines deal was found by Cheapflights users on 1/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/126:55 pmORD - PDX
Nonstop4h 46mAlaska Airlines
Tue 2/187:00 amPDX - ORD
Nonstop4h 04mAlaska Airlines
Deal found 1/7$207
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/187:18 pmORD - PDX
1 stop6h 33mDelta
Fri 2/2112:59 amPDX - ORD
1 stop7h 29mDelta
Deal found 1/7$209
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/185:00 pmSTL - PDX
1 stop8h 51mDelta
Fri 2/2112:59 amPDX - STL
1 stop8h 00mDelta
Deal found 1/7$209
This Delta deal was found by Cheapflights users on 1/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1210:19 amMDW - PDX
1 stop9h 13mDelta
Fri 2/2112:59 amPDX - MDW
1 stop7h 43mDelta
Deal found 1/6$213
This Expedia deal was found by Cheapflights users on 1/7. 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.
Fri 2/214:05 pmORD - PDX
Nonstop4h 39mMultiple Airlines
Sun 2/238:28 pmPDX - ORD
1 stop7h 39mMultiple Airlines
Deal found 1/7$214
This Kissandfly.com deal was found by Cheapflights users on 1/8. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/301:26 pmMDW - PDX
1 stop9h 09mFrontier
Wed 2/57:35 amPDX - MDW
1 stop14h 42mFrontier
Deal found 1/8$216
This United Airlines deal was found by Cheapflights users on 1/7. 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.
Fri 2/74:00 pmORD - PDX
Nonstop4h 43mUnited Airlines
Sun 2/911:59 pmPDX - ORD
Nonstop4h 01mUnited Airlines
Deal found 1/7$217
This Alaska Airlines deal was found by Cheapflights users on 1/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/102:49 pmSTL - PDX
1 stop9h 04mAlaska Airlines
Wed 2/128:05 amPDX - STL
1 stop13h 54mAlaska Airlines
Deal found 1/6$226

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 January 8, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Fri 2/21

6:59 pm-12:37 am

1 stop7h 38m

Portland

Mon 2/24

9:18 pm-5:36 pm

1 stop18h 18m

$140

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Mon 3/10

6:59 pm-12:37 am

1 stop7h 38m

Portland

Wed 3/12

4:00 pm-11:59 pm

1 stop5h 59m

$173

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 2/12

5:00 am-9:21 am

3 stops30h 21m

Portland

Sat 2/15

10:16 am-9:50 pm

1 stop9h 34m

$206

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Wed 1/29

8:30 am-10:55 am

Nonstop4h 25m

Portland

Wed 2/5

8:35 am-8:00 pm

1 stop9h 25m

$207

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 2/12

6:55 pm-9:41 pm

Nonstop4h 46m

Portland

Tue 2/18

7:00 am-1:04 pm

Nonstop4h 04m

$207

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 2/18

7:18 pm-11:51 pm

1 stop6h 33m

Portland

Fri 2/21

12:59 am-10:28 am

1 stop7h 29m

$209

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Tue 2/18

5:00 pm-11:51 pm

1 stop8h 51m

Portland

Fri 2/21

12:59 am-10:59 am

1 stop8h 00m

$209

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 2/21

4:05 pm-6:44 pm

Nonstop4h 39m

Portland

Sun 2/23

8:28 pm-6:07 am

1 stop7h 39m

$214

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Sat 2/22

8:44 pm-8:40 am

1 stop13h 56m

Portland

Fri 2/28

12:59 am-10:42 am

1 stop7h 43m

$215

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Wed 1/29

1:26 pm-8:35 pm

1 stop9h 09m

Portland

Tue 2/4

12:45 pm-10:20 pm

1 stop7h 35m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 56 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 January 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.

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 January 8, 2025.

The most flights from USIL to PDX are scheduled on a Wednesday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

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 January 8, 2025.
Get a feel of what it's like to fly with Frontier, Delta and Southwest 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
4,648 reviews

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,648 reviews
Southwest
8.1
Very good
4,648 reviews

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,627 reviews
Southwest
8.1
Very good
4,648 reviews

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,499 reviews
Southwest
8.1
Very good
4,648 reviews

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,939 reviews
Southwest
8.1
Very good
4,648 reviews

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,648 reviews

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $54. Southwest flights start at $99 while deals on Alaska Airlines 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, 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: American Airlines (100%), Brussels Airlines (92%), Qatar Airways( 90%).

  • What are the cheapest flights from Illinois to Portland?

    Looking for the cheapest flight from Illinois to Portland? While on average our users pay $976, our data indicates the cheapest price to be $113. The most popular route (Chicago O'Hare Intl - Portland), is priced around $126.

  • 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.

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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 January 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$138FlexibilityNo cancel feeOn-time65%
FrontierCheapest$118Average$240FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$174Average$305FlexibilityNo cancel feeOn-time75%
DeltaCheapest$176Average$482FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$193Average$560FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$218Average$494FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$237Average$425FlexibilityNo cancel feeOn-time63%
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