Illinois

$83+ 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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
Mar 13 — Mar 201
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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 March 8, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$160
(CheapOair)

One-way from

$83
(Mytrip)

Popular in

March

Cheapest in

January

Average price

$431

Good round-trip deal

$399 or less

Good one-way deal

$210 or less
Provider with most accurate pricing for Portland-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Portland-Chicago (CHI) flights.
From Portland to Illinois
One-way flight from Portland to Illinois
Highest demand for flights based on searches. 8% potential increase in price ($30 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in March 2025
Price to beat on a round-trip flight from Portland to Illinois.
Price to beat on a one-way flight from Portland to Illinois.

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 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 4/39:21 pmPDX - STL
1 stop18h 22mFrontier
Mon 4/76:51 pmSTL - PDX
1 stop7h 46mFrontier
Deal found 3/7$170
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/23:02 pmPDX - STL
1 stop6h 57mAlaska Airlines
Tue 4/86:44 amSTL - PDX
1 stop6h 08mAlaska Airlines
Deal found 3/7$199
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/175:26 pmPDX - STL
1 stop5h 16mDelta
Mon 4/217:15 pmSTL - PDX
1 stop6h 29mDelta
Deal found 3/7$227
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Mon 4/711:52 pmPDX - ORD
Nonstop4h 05mAmerican Airlines
Tue 4/158:20 pmORD - PDX
Nonstop4h 42mAmerican Airlines
Deal found 3/5$238
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/49:01 amPDX - ORD
1 stop13h 57mMultiple Airlines
Wed 4/93:16 pmORD - PDX
Nonstop4h 34mMultiple Airlines
Deal found 3/6$239
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/51:15 pmPDX - ORD
1 stop13h 55mFrontier
Fri 5/165:21 pmORD - PDX
1 stop9h 17mFrontier
Deal found 3/7$240
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/56:20 amPDX - MDW
1 stop10h 48mFrontier
Fri 5/96:15 amMDW - PDX
1 stop11h 27mFrontier
Deal found 3/6$240
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/276:50 pmPDX - ORD
1 stop9h 52mSpirit Airlines
Mon 3/318:09 amORD - PDX
1 stop11h 46mSpirit Airlines
Deal found 3/6$241
This Alaska Airlines deal was found by Cheapflights users on 3/5. 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.
Sat 4/57:00 amPDX - ORD
Nonstop4h 05mAlaska Airlines
Tue 4/82:05 pmORD - PDX
1 stop8h 46mAlaska Airlines
Deal found 3/5$242
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/112:59 amPDX - MDW
1 stop15h 19mDelta
Mon 4/143:02 pmMDW - PDX
1 stop9h 07mDelta
Deal found 3/7$245
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/221:45 pmPDX - STL
1 stop21h 55mMultiple Airlines
Sun 5/2510:20 amSTL - PDX
1 stop9h 11mMultiple Airlines
Deal found 3/6$245
This Hawaiian 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/108:45 pmPDX - ORD
1 stop6h 19mHawaiian Airlines
Tue 10/147:00 amORD - PDX
Nonstop4h 34mHawaiian Airlines
Deal found 3/7$248

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 March 8, 2025.

Fly from

Portland

Fly to

Illinois

Route

Depart

Return

Price

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Thu 4/3

9:21 pm-5:43 pm

1 stop18h 22m

Lambert-St Louis

Mon 4/7

6:51 pm-12:37 am

1 stop7h 46m

$170

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Wed 4/2

3:02 pm-11:59 pm

1 stop6h 57m

Lambert-St Louis

Tue 4/8

6:44 am-10:52 am

1 stop6h 08m

$199

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Thu 4/17

5:26 pm-12:42 am

1 stop5h 16m

Lambert-St Louis

Mon 4/21

7:15 pm-11:44 pm

1 stop6h 29m

$227

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 4/4

6:50 pm-5:46 am

2 stops32h 56m

Chicago O'Hare Intl

Mon 4/7

10:27 pm-5:18 pm

3 stops20h 51m

$239

PortlandChicago

PDX - ORD

PDXORD

Portland

Mon 5/5

1:15 pm-5:10 am

1 stop13h 55m

Chicago O'Hare Intl

Fri 5/16

5:21 pm-12:38 am

1 stop9h 17m

$240

PortlandChicago

PDX - MDW

PDXMDW

Portland

Mon 5/5

6:20 am-7:08 pm

1 stop10h 48m

Chicago Midway

Fri 5/9

6:15 am-3:42 pm

1 stop11h 27m

$240

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 5/6

9:35 am-6:01 pm

1 stop6h 26m

Chicago O'Hare Intl

Sat 5/10

2:07 pm-4:40 pm

Nonstop4h 33m

$242

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 4/10

2:25 pm-12:15 am

1 stop7h 50m

Chicago O'Hare Intl

Sat 4/12

9:17 am-11:52 am

Nonstop4h 35m

$244

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Thu 5/22

1:45 pm-1:40 pm

1 stop21h 55m

Lambert-St Louis

Sun 5/25

10:20 am-5:31 pm

1 stop9h 11m

$245

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 4/1

12:59 am-9:47 pm

1 stop18h 48m

Chicago O'Hare Intl

Mon 4/14

5:05 pm-10:09 pm

1 stop7h 04m

$245

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 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 $326). 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 March 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.

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 March 8, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines 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.

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

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.

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

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.

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

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.

8.0
Very good

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

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.

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

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.

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

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 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 Spirit Airlines, which is currently one of the cheapest options available, starting at $83. Frontier flights start at $85 while deals on Alaska Airlines start at $99 one-way.

  • What are the most popular routes from Portland to Illinois?

  • 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: Brussels Airlines (97%), SWISS (97%), Lufthansa (96%).

  • What are the cheapest flights from Portland to Illinois?

    On average you can expect to pay $982 for a flight from Portland to Illinois. The cheapest flight overall is $133 while the most popular route, (Portland - Chicago O'Hare Intl) is currently priced at $125.

  • 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 $326). 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

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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.

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 March 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$82Average$135FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$242FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$180Average$340FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$189Average$502FlexibilityNo cancel feeOn-time71%
DeltaCheapest$207Average$378FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$218Average$466FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$249Average$411FlexibilityNo cancel feeOn-time63%
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