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$55+ 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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
Jan 13 — Jan 201
Mon 1/13
Mon 1/20
1 adult, Economy
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Cheap flight deals from Portland to Illinois

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Illinois (USIL). 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

$140
(Booking.com)

One-way from

$55
(Frontier)
From Portland to Illinois
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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 January 8, 2025.

This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2410:45 pmPDX - STL
1 stop20h 14mFrontier
Mon 4/286:55 pmSTL - PDX
1 stop7h 45mFrontier
Deal found 1/7$140
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.
Thu 2/610:37 amPDX - STL
1 stop6h 54mMultiple Airlines
Mon 2/102:49 pmSTL - PDX
1 stop9h 04mMultiple Airlines
Deal found 1/7$173
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/101:33 pmPDX - STL
1 stop8h 26mAlaska Airlines
Wed 3/196:44 amSTL - PDX
1 stop6h 08mAlaska Airlines
Deal found 1/8$226
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.
Thu 2/2012:59 amPDX - STL
1 stop8h 00mDelta
Fri 2/282:13 pmSTL - PDX
1 stop6h 03mDelta
Deal found 1/7$227
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.
Thu 2/69:00 amPDX - STL
1 stop7h 09mUnited Airlines
Tue 2/119:44 amSTL - PDX
2 stops10h 21mUnited Airlines
Deal found 1/7$228
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1111:52 amPDX - ORD
1 stop7h 37mUnited Airlines
Sun 2/167:55 pmORD - PDX
Nonstop4h 40mUnited Airlines
Deal found 1/6$233
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.
Thu 1/2310:16 amPDX - ORD
1 stop9h 36mSpirit Airlines
Wed 1/298:00 amORD - PDX
2 stops27h 21mSpirit Airlines
Deal found 1/7$234
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.
Thu 1/95:30 pmPDX - ORD
1 stop10h 01mMultiple Airlines
Wed 2/126:50 amORD - PDX
1 stop19h 47mMultiple Airlines
Deal found 1/7$235
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.
Thu 2/138:00 amPDX - ORD
1 stop6h 58mAlaska Airlines
Wed 2/264:05 pmORD - PDX
Nonstop4h 39mAlaska Airlines
Deal found 1/7$237
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.
Fri 1/311:10 pmPDX - MDW
1 stop6h 35mSouthwest
Mon 2/38:30 amMDW - PDX
1 stop9h 10mSouthwest
Deal found 1/7$237
This Kissandfly.com 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/305:04 pmPDX - MDW
2 stops16h 40mFrontier
Wed 2/58:01 pmMDW - PDX
2 stops23h 45mFrontier
Deal found 1/7$238
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/126:20 amPDX - ORD
1 stop6h 06mFrontier
Thu 5/153:31 pmORD - PDX
1 stop11h 09mFrontier
Deal found 1/7$240

Find flights from Portland to Illinois within your budget

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 January 8, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Sun 2/2

12:03 pm-9:16 am

1 stop19h 13m

Lambert-St Louis

Sat 2/8

7:09 pm-12:07 am

1 stop6h 58m

$140

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Mon 3/10

1:33 pm-11:59 pm

1 stop8h 26m

Lambert-St Louis

Wed 3/19

6:44 am-10:52 am

1 stop6h 08m

$226

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Thu 2/20

12:59 am-10:59 am

1 stop8h 00m

Lambert-St Louis

Mon 2/24

2:13 pm-6:16 pm

1 stop6h 03m

$227

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 2/11

11:52 am-9:29 pm

1 stop7h 37m

Chicago O'Hare Intl

Sun 2/16

7:55 pm-10:35 pm

Nonstop4h 40m

$233

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 1/23

10:16 am-9:52 pm

1 stop9h 36m

Chicago O'Hare Intl

Wed 1/29

8:00 am-9:21 am

2 stops27h 21m

$234

PortlandChicago

PDX - MDW

PDXMDW

Portland

Thu 1/30

6:50 am-5:40 pm

1 stop8h 50m

Chicago Midway

Mon 2/3

5:40 pm-10:40 pm

1 stop7h 00m

$237

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 2/13

8:00 am-4:58 pm

1 stop6h 58m

Chicago O'Hare Intl

Wed 2/26

4:05 pm-6:44 pm

Nonstop4h 39m

$237

PortlandChicago

PDX - MDW

PDXMDW

Portland

Thu 1/30

5:04 pm-11:44 am

2 stops16h 40m

Chicago Midway

Wed 2/5

8:01 pm-5:46 pm

2 stops23h 45m

$238

PortlandChicago

PDX - ORD

PDXORD

Portland

Mon 5/12

6:20 am-2:26 pm

1 stop6h 06m

Chicago O'Hare Intl

Thu 5/15

3:31 pm-12:40 am

1 stop11h 09m

$240

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Wed 2/5

12:00 pm-10:56 pm

1 stop8h 56m

Lambert-St Louis

Wed 2/12

2:27 pm-8:45 pm

1 stop8h 18m

$243

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Showing 1-10 of 53 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.

Travel insights for flights from Portland to Illinois

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

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 $318). 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 January 8, 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 January 8, 2025.

The most flights from PDX to USIL are scheduled on a Tuesday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Illinois by month

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

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

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 January 8, 2025.
Read reviews from past customers who have flown Spirit Airlines, Alaska Airlines and Southwest 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.
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.

Allegiant Air
7.4
Good
799 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 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 $55. United Airlines flights start at $109 while deals on Southwest start at $109 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 (98%), United Airlines (96%), Brussels Airlines (95%).

  • What are the cheapest flights from Portland to Illinois?

    On average you can expect to pay $1,112 for a flight from Portland to Illinois. The cheapest flight overall is $128 while the most popular route, (Portland - Chicago O'Hare Intl) is currently priced at $124.

  • 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 $318). 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 Portland to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Portland to Illinois

Discover the top 7 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 January 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$82Average$133FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$240FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$178Average$342FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$188Average$512FlexibilityNo cancel feeOn-time71%
DeltaCheapest$207Average$384FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$220Average$478FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$233Average$530FlexibilityNo cancel feeOn-time63%
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