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$60+ Cheap flights from Portland, ME (PWM) 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — ORD
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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 (PWM) 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 November 21, 2024.

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 November 21, 2024.

This Delta deal was found by Cheapflights users on 11/20. 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 12/125:00 amPWM - ORD
1 stop6h 05mDelta
Mon 12/161:45 pmORD - PWM
2 stops9h 23mDelta
Deal found 11/20$233
This Delta deal was found by Cheapflights users on 11/20. 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 12/176:05 amPWM - MDW
2 stops11h 56mDelta
Wed 12/184:58 pmMDW - PWM
1 stop6h 12mDelta
Deal found 11/20$233
This United Airlines deal was found by Cheapflights users on 11/19. 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.
Wed 12/257:30 amPWM - ORD
Nonstop3h 14mUnited Airlines
Tue 12/3111:05 amORD - PWM
Nonstop2h 32mUnited Airlines
Deal found 11/19$236
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Fri 12/65:03 pmPWM - ORD
1 stop6h 05mAmerican Airlines
Mon 12/94:21 pmORD - PWM
1 stop5h 25mAmerican Airlines
Deal found 11/20$248
This CheapOair deal was found by Cheapflights users on 11/20. 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.
Fri 12/139:13 pmPWM - STL
1 stop26h 33mFrontier
Sun 12/155:02 pmSTL - PWM
1 stop26h 12mFrontier
Deal found 11/20$258
This Mytrip deal was found by Cheapflights users on 11/21. 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.
Fri 12/136:14 pmPWM - ORD
2 stops16h 24mMultiple Airlines
Sun 12/157:45 pmORD - PWM
1 stop14h 36mMultiple Airlines
Deal found 11/21$279
This Southwest deal was found by Cheapflights users on 11/19. 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 12/1311:40 amPWM - MDW
2 stops10h 30mSouthwest
Tue 1/75:35 amMDW - PWM
2 stops8h 25mSouthwest
Deal found 11/19$308
This CheapOair deal was found by Cheapflights users on 11/21. 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.
Tue 12/318:01 pmPWM - MDW
1 stop14h 54mFrontier
Sat 1/46:49 pmMDW - PWM
1 stop23h 02mFrontier
Deal found 11/21$313
This Southwest deal was found by Cheapflights users on 11/19. 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 12/135:30 amPWM - ORD
2 stops13h 40mSouthwest
Tue 1/711:25 amORD - PWM
2 stops9h 50mSouthwest
Deal found 11/19$343
This CheapOair deal was found by Cheapflights users on 11/21. 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 12/2311:23 amPWM - ORD
1 stop12h 27mFrontier
Sun 12/296:30 amORD - PWM
1 stop26h 53mFrontier
Deal found 11/21$363
This Southwest deal was found by Cheapflights users on 11/20. 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 12/1311:40 amPWM - STL
2 stops8h 25mSouthwest
Sun 12/155:20 pmSTL - PWM
1 stop5h 35mSouthwest
Deal found 11/20$421
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Fri 12/135:56 pmPWM - STL
2 stops22h 25mMultiple Airlines
Sun 12/154:26 pmSTL - PWM
2 stops17h 55mMultiple Airlines
Deal found 11/20$436

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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandSt. Louis

PWM - STL

PWMSTL

Portland

Sun 1/5

7:51 pm-6:43 am

1 stop11h 52m

Lambert-St Louis

Sat 1/11

5:05 pm-6:08 pm

1 stop24h 03m

$213

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 1/9

5:25 pm-10:36 pm

1 stop6h 11m

Chicago O'Hare Intl

Sun 1/12

6:55 am-4:43 pm

2 stops8h 48m

$233

PortlandChicago

PWM - MDW

PWMMDW

Portland

Tue 12/17

6:05 am-5:01 pm

2 stops11h 56m

Chicago Midway

Wed 12/18

4:58 pm-12:10 am

1 stop6h 12m

$233

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 12/25

7:30 am-9:44 am

Nonstop3h 14m

Chicago O'Hare Intl

Tue 12/31

11:05 am-2:37 pm

Nonstop2h 32m

$236

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 12/6

5:03 pm-10:08 pm

1 stop6h 05m

Chicago O'Hare Intl

Mon 12/9

4:21 pm-10:46 pm

1 stop5h 25m

$248

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 1/10

5:50 pm-12:39 pm

2 stops19h 49m

Chicago O'Hare Intl

Sun 1/12

6:06 pm-5:38 pm

2 stops22h 32m

$294

PortlandChicago

PWM - MDW

PWMMDW

Portland

Fri 1/3

6:10 pm-10:00 pm

1 stop4h 50m

Chicago Midway

Mon 1/6

5:30 pm-10:30 pm

1 stop4h 00m

$298

PortlandChicago

PWM - MDW

PWMMDW

Portland

Tue 12/31

8:01 pm-9:55 am

1 stop14h 54m

Chicago Midway

Sat 1/4

6:49 pm-6:51 pm

1 stop23h 02m

$313

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 1/3

5:30 am-3:00 pm

2 stops10h 30m

Chicago O'Hare Intl

Mon 1/6

3:10 pm-10:30 pm

1 stop6h 20m

$338

PortlandSt. Louis

PWM - STL

PWMSTL

Portland

Sun 1/5

7:00 am-11:56 am

1 stop5h 56m

Lambert-St Louis

Sat 1/11

7:15 am-7:24 pm

2 stops11h 09m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 31 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, Maine to Illinois?

Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Illinois (average of $232). Flying from Portland, Maine to Illinois in June is currently the most expensive (average of $308). 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 PWM 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 November 21, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland, Maine to Illinois as you normally would.

Weekly flight availability from Portland, Maine 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 November 21, 2024.

The most flights from PWM to USIL are scheduled on a Monday (4 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 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 November 21, 2024.
Get a feel of what it's like to fly with Delta, United Airlines and American Airlines from Portland to Illinois by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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?

    Portland (PWM) is the airport you will fly out of if you book a flight from Portland to Illinois. It is only a 2.9 mi journey to Portland (PWM) from Portland’s city center.

  • What are the cheapest airlines to fly from Portland, Maine 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 $60. Delta flights start at $114 while deals on United Airlines start at $131 one-way.

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

    The most popular route from Portland, Maine to Illinois is Portland - Chicago O'Hare Intl. You may also consider Portland - Chicago Midway or Portland - Lambert-St Louis.

  • What are the most reliable airlines from Portland, Maine 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, Maine to Illinois on time: Republic Airways (96%), Qatar Airways (96%), United Airlines (90%).

  • What are the cheapest flights from Portland, Maine to Illinois?

    Looking at all options, your cheapest flight can be booked for $174. While the most popular route (Portland - Chicago O'Hare Intl) can be booked for $174 on average our data indicates $1,002 when flying from Portland, Maine to Illinois.

  • 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, Maine to Illinois?

    Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Illinois (average of $232). Flying from Portland, Maine to Illinois in June is currently the most expensive (average of $308). 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 5 airlines flying from Portland to Illinois

Discover the top 5 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$112FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$360FlexibilityNo cancel feeOn-time71%
DeltaCheapest$201Average$369FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$204Average$409FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$281Average$387FlexibilityNo cancel feeOn-time63%
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