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Portland

$53+ Cheap flights from Illinois to Portland, ME (PWM)

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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PWM
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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 (PWM). 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 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 November 21, 2024.

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.
Thu 12/55:02 pmSTL - PWM
1 stop26h 12mFrontier
Sun 12/89:13 pmPWM - STL
1 stop27h 11mFrontier
Deal found 11/20$198
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/31:35 pmORD - PWM
2 stops9h 12mDelta
Thu 12/55:00 amPWM - ORD
1 stop6h 04mDelta
Deal found 11/21$278
This United 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/146:00 pmORD - PWM
Nonstop2h 30mUnited Airlines
Tue 12/175:14 pmPWM - ORD
1 stop6h 46mUnited Airlines
Deal found 11/21$289
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/65:02 pmMLI - PWM
1 stop6h 08mDelta
Tue 12/105:00 amPWM - MLI
2 stops12h 22mDelta
Deal found 11/21$293
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 12/245:45 amORD - PWM
1 stop28h 27mFrontier
Mon 12/3011:23 amPWM - ORD
1 stop26h 23mFrontier
Deal found 11/21$318
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 11/283:19 pmMDW - PWM
1 stop5h 33mDelta
Wed 12/45:00 amPWM - MDW
2 stops8h 49mDelta
Deal found 11/20$322
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/131:57 pmORD - PWM
1 stop7h 27mAmerican Airlines
Fri 1/35:25 amPWM - ORD
1 stop6h 37mAmerican Airlines
Deal found 11/21$326
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/234:00 pmORD - PWM
1 stop7h 05mSouthwest
Wed 1/16:00 amPWM - ORD
2 stops8h 00mSouthwest
Deal found 11/21$357
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/234:30 pmMDW - PWM
2 stops6h 35mSouthwest
Wed 1/16:00 amPWM - MDW
1 stop9h 15mSouthwest
Deal found 11/21$357
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.
Sat 12/75:00 pmSTL - PWM
1 stop6h 08mDelta
Thu 12/125:05 amPWM - STL
1 stop5h 30mDelta
Deal found 11/20$382
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.
Thu 12/1912:09 pmORD - PWM
2 stops22h 12mMultiple Airlines
Sun 12/225:15 pmPWM - ORD
1 stop8h 32mMultiple Airlines
Deal found 11/20$398
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/245:45 amMLI - PWM
2 stops29h 40mAmerican Airlines
Wed 1/15:39 amPWM - MLI
2 stops17h 35mAmerican Airlines
Deal found 11/21$412

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

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

St. LouisPortland

STL - PWM

STLPWM

Lambert-St Louis

Thu 12/5

5:02 pm-8:14 pm

1 stop26h 12m

Portland

Sun 12/8

9:13 pm-11:24 pm

1 stop27h 11m

$198

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 12/3

1:35 pm-11:47 pm

2 stops9h 12m

Portland

Thu 12/5

5:00 am-10:04 am

1 stop6h 04m

$278

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Thu 1/9

11:10 am-2:42 pm

Nonstop2h 32m

Portland

Mon 1/13

4:10 pm-6:24 pm

Nonstop3h 14m

$279

MolinePortland

MLI - PWM

MLIPWM

Moline Quad-City

Fri 12/6

5:02 pm-12:10 am

1 stop6h 08m

Portland

Tue 12/10

5:00 am-4:22 pm

2 stops12h 22m

$293

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 12/24

5:45 am-11:12 am

1 stop28h 27m

Portland

Mon 12/30

11:23 am-12:46 pm

1 stop26h 23m

$318

St. LouisPortland

STL - PWM

STLPWM

Lambert-St Louis

Thu 1/9

7:15 am-4:43 pm

2 stops8h 28m

Portland

Mon 1/13

6:00 am-12:32 pm

1 stop7h 32m

$323

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 12/13

1:57 pm-10:24 pm

1 stop7h 27m

Portland

Fri 1/3

5:25 am-11:02 am

1 stop6h 37m

$326

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Fri 1/17

5:07 pm-11:51 pm

1 stop5h 44m

Portland

Tue 1/21

5:35 am-11:59 am

1 stop7h 24m

$329

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Thu 1/9

5:05 am-11:26 am

3 stops29h 21m

Portland

Mon 1/13

5:50 pm-12:39 pm

2 stops19h 49m

$344

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Mon 12/23

4:00 pm-12:05 am

1 stop7h 05m

Portland

Wed 1/1

6:00 am-1:00 pm

2 stops8h 00m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 38 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, Maine?

Currently, January is the cheapest month in which you can book a flight from Illinois to Portland, Maine (average of $295). Flying from Illinois to Portland, Maine in April is currently the most expensive (average of $497). 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 PWM?

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 November 21, 2024.

When flying from Illinois to Portland, Maine, 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, Maine

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 November 21, 2024.

The most flights from USIL to PWM are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 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, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 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, Maine, 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 68.0 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 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 November 21, 2024.
Peruse reviews from past customers who have flown with Frontier, American Airlines and Delta from Illinois to Portland to help guide your decision. 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
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

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

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

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

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

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

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

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

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

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

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

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 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 (PWM) is just 2.9 mi from the center of the city.

  • What are the cheapest airlines to fly from Illinois to Portland, Maine one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $53. Users have also found prices from $105 and $114 on United Airlines and Delta, respectively.

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

    The most popular flight routes from Illinois to Portland, Maine are Chicago O'Hare Intl - Portland, Chicago Midway - Portland and Lambert-St Louis - Portland.

  • What are the most reliable airlines from Illinois to Portland, Maine?

    Before booking your flight to Portland, Maine from Illinois, check out the most reliable airlines to get you to your destination on time: Republic Airways (98%), United Airlines (94%), Air New Zealand( 94%).

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

    The cheapest flight price from Illinois to Portland, Maine is $186. On average you can expect to pay $407. The most popular route, (Chicago O'Hare Intl - Portland), can usually be booked for $209.

  • 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, Maine?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Portland, Maine (average of $295). Flying from Illinois to Portland, Maine in April is currently the most expensive (average of $497). 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 4 airlines flying from Illinois to Portland

Discover the top 4 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$92FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$184Average$441FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$316FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$217Average$480FlexibilityNo cancel feeOn-time69%
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