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$53+ Cheap flights from Illinois to Portland (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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PWM
Nov 10 — Nov 171
1 adult
Sun 11/10
Sun 11/17
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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 November 5, 2024.

This CheapOair deal was found by Cheapflights users on 11/5. 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 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 11/5$228
This Gotogate deal was found by Cheapflights users on 11/4. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/196:30 amORD - PWM
1 stop26h 53mFrontier
Thu 12/267:49 pmPWM - ORD
1 stop15h 05mFrontier
Deal found 11/4$286
This Gotogate deal was found by Cheapflights users on 11/4. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/195:52 pmMDW - PWM
1 stop15h 31mFrontier
Thu 12/267:49 pmPWM - MDW
1 stop23h 05mFrontier
Deal found 11/4$286
This Delta deal was found by Cheapflights users on 11/4. 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 11/235:34 pmSTL - PWM
1 stop5h 13mDelta
Mon 11/256:10 amPWM - STL
1 stop6h 47mDelta
Deal found 11/4$316
This Delta deal was found by Cheapflights users on 11/4. 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 11/233:35 pmORD - PWM
1 stop7h 12mDelta
Mon 11/256:00 amPWM - ORD
1 stop7h 16mDelta
Deal found 11/4$320
This United Airlines deal was found by Cheapflights users on 11/4. 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 12/1810:45 amORD - PWM
1 stop7h 01mUnited Airlines
Wed 12/257:16 pmPWM - ORD
1 stop5h 09mUnited Airlines
Deal found 11/4$355
This Mytrip deal was found by Cheapflights users on 11/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/147:44 amORD - PWM
1 stop7h 51mMultiple Airlines
Mon 11/186:14 pmPWM - ORD
3 stops22h 02mMultiple Airlines
Deal found 11/5$372
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/296:01 amORD - PWM
1 stop4h 59mAmerican Airlines
Wed 12/117:20 amPWM - ORD
1 stop6h 08mAmerican Airlines
Deal found 11/4$378
This Southwest deal was found by Cheapflights users on 11/4. 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 12/163:05 pmSTL - PWM
2 stops6h 25mSouthwest
Sun 1/121:25 pmPWM - STL
1 stop4h 45mSouthwest
Deal found 11/4$387
This Delta deal was found by Cheapflights users on 11/3. 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 12/135:50 pmMDW - PWM
1 stop4h 27mDelta
Tue 12/1712:58 pmPWM - MDW
1 stop5h 03mDelta
Deal found 11/3$390
This Southwest deal was found by Cheapflights users on 11/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/63:10 pmORD - PWM
1 stop6h 20mSouthwest
Sun 12/85:30 amPWM - ORD
2 stops10h 30mSouthwest
Deal found 11/5$395
This Southwest deal was found by Cheapflights users on 11/4. 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.
Wed 12/1111:00 amMDW - PWM
2 stops10h 35mSouthwest
Fri 12/206:15 pmPWM - MDW
1 stop6h 00mSouthwest
Deal found 11/4$405

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 2,554,862 searches. Data last updated November 5, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Thu 1/30

10:35 am-8:12 pm

1 stop8h 37m

$53

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Mon 1/27

11:33 am-8:12 pm

1 stop7h 39m

$53

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 1/7

7:53 pm-11:20 am

1 stop14h 27m

$116

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Thu 5/1

9:50 am-4:55 pm

1 stop6h 05m

$128

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 12/24

12:30 pm-12:10 am

2 stops10h 40m

$165

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Tue 12/24

1:30 pm-10:30 pm

2 stops8h 00m

$165

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 3/5

4:40 pm-11:15 pm

1 stop5h 35m

$195

St. LouisPortland

STL - PWM

STLPWM

Lambert-St Louis

Thu 11/14

6:40 am-12:28 pm

1 stop4h 48m

$363

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Mon 12/16

2:15 pm-12:17 pm

3 stops21h 02m

$369

St. LouisPortland

STL - PWM

STLPWM

Lambert-St Louis

Thu 11/14

5:29 pm-11:21 am

2 stops16h 52m

$196

Flights are sorted by cheapest first

Deals found on 11/4

Showing 1-10 of 36 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 $296). Flying from Illinois to Portland, Maine in April is currently the most expensive (average of $498). 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 5, 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 5, 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 5, 2024.
Peruse reviews from past customers who have flown with Delta, United Airlines and Southwest 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
5,082 reviews

Overall

8.1

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.3

Entertainment

7.7

Reviews

1 / 10

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

Southwest
8.1
Very good
5,082 reviews
Southwest
8.1
Very good
5,082 reviews

Overall

8.1

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.3

Entertainment

7.7

Reviews

1 / 10

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

Delta
8.0
Very good
8,830 reviews
Southwest
8.1
Very good
5,082 reviews

Overall

8.1

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.3

Entertainment

7.7

Reviews

1 / 10

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

JetBlue
7.5
Good
3,486 reviews
Southwest
8.1
Very good
5,082 reviews

Overall

8.1

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.3

Entertainment

7.7

Reviews

1 / 10

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

United Airlines
7.4
Good
9,215 reviews
Southwest
8.1
Very good
5,082 reviews

Overall

8.1

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.3

Entertainment

7.7

Reviews

1 / 10

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

WestJet
7.3
Good
2,800 reviews
Southwest
8.1
Very good
5,082 reviews

Overall

8.1

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.3

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.

  • Can I find flights from Illinois to Portland, Maine for under $200 on Cheapflights?

    Yes, there are multiple flights from Illinois to Portland, Maine for under $200. The cheapest flight booked recently is on Frontier for just $128, but on average you can expect to pay $404.

  • Are there nonstop flights from Illinois to Portland, Maine for under $400 on Cheapflights?

    Cheapflights has at least 1 direct flight from Illinois to Portland, Maine under $400. A good price for a nonstop flight from Illinois to Portland, Maine is less than $379.

  • Are there last-minute flights available from Illinois to Portland, Maine for under $400?

    There are currently 7+ open flights from Illinois to Portland, Maine within the next 7 days for less than $400.

  • 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 $128 and $160 on JetBlue and American Airlines, 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: Air New Zealand (95%), Republic Airways (92%), United Airlines( 91%).

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

    The cheapest flight price from Illinois to Portland, Maine is $169. On average you can expect to pay $374. The most popular route, (Chicago O'Hare Intl - Portland), can usually be booked for $251.

  • What does ORD to PWM mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago O'Hare Intl Airport to Portland Airport flight would often be abbreviated as a ORD to PWM flight. Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Moline Quad-City Airport (MLI), Greater Peoria Airport (PIA), Bloomington-Normal Airport (BMI), Champaign University-Willard Airport (CMI).

  • Can I find deals for flights from Illinois to Portland that include extra baggage allowance?

    The amount of baggage you can bring on your Illinois to Portland flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Illinois to Portland with specific airlines?

    Yes, Cheapflights allows you to browse and filter Illinois to Portland flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Illinois to Portland that allow pets onboard?

    Many airlines flying from Illinois to Portland offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Illinois to Portland?

    Yes, you can often find last-minute deals on Illinois to Portland flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Illinois to Portland, Maine flight deals updated?

    The Illinois to Portland, Maine flight deals you see on this page were last updated on 11/5.

  • 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 $296). Flying from Illinois to Portland, Maine in April is currently the most expensive (average of $498). 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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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 2,554,862 searches. Data last updated November 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$92FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$177Average$469FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$317FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$218Average$561FlexibilityNo cancel feeOn-time69%
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