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$384+ Cheap flights from Portland, ME to Billings (PWM - BIL)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BIL
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find flight deals from Portland to Billings

Cheapest flights from Portland to Billings
Explore the most affordable flight options available from Portland to Billings. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 12/47:11 amPWM - BIL
2 stops16h 04mAmerican Airlines
Sat 12/65:10 amBIL - PWM
2 stops11h 05mAmerican Airlines
Deal found 10/27$384
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Wed 12/35:17 pmPWM - BIL
2 stops22h 11mAmerican Airlines
Wed 12/105:10 amBIL - PWM
2 stops14h 27mAmerican Airlines
Deal found 10/26$546
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Wed 12/1712:23 pmPWM - BIL
2 stops10h 55mAmerican Airlines
Sun 12/216:50 amBIL - PWM
2 stops14h 01mAmerican Airlines
Deal found 10/26$605
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/46:00 amPWM - BIL
3 stops17h 21mUnited Airlines
Sat 12/67:00 amBIL - PWM
2 stops14h 12mUnited Airlines
Deal found 10/27$615
This United Airlines deal was found by Cheapflights users on 10/26. 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 12/36:00 amPWM - BIL
3 stops17h 21mUnited Airlines
Wed 12/107:00 amBIL - PWM
2 stops14h 09mUnited Airlines
Deal found 10/26$623
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Thu 12/1812:37 pmPWM - BIL
2 stops12h 17mAmerican Airlines
Sun 12/216:50 amBIL - PWM
2 stops14h 01mAmerican Airlines
Deal found 10/26$629
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/176:00 amPWM - BIL
2 stops13h 13mUnited Airlines
Sun 12/212:40 pmBIL - PWM
2 stops17h 04mUnited Airlines
Deal found 10/27$674
This United Airlines deal was found by Cheapflights users on 10/28. 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 11/253:20 pmPWM - BIL
1 stop20h 26mUnited Airlines
Tue 12/24:15 pmBIL - PWM
2 stops28h 54mUnited Airlines
Deal found 10/28$687
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Sun 12/147:11 amPWM - BIL
2 stops16h 04mAmerican Airlines
Sun 12/216:50 amBIL - PWM
2 stops14h 01mAmerican Airlines
Deal found 10/26$750
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Sun 12/146:00 amPWM - BIL
2 stops17h 21mUnited Airlines
Sun 12/212:40 pmBIL - PWM
2 stops17h 04mUnited Airlines
Deal found 10/27$752

Cheap flight deals from Portland to Billings

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Billings (BIL). 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$384
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$522
Provider with most accurate pricing for Portland-Billings Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Billings Logan Intl flights.
Search Deals
From Portland to Billings Logan Intl
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($113 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($49 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Billings 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 October 28, 2025.
Use the filters below to find and compare flights from Portland to Billings that are best for you.

Fly from

Portland

Fly to

Billings

Route

Depart

Return

Price

PortlandBillings

PWM - BIL

PWMBIL

Portland

Thu 12/4

7:11 am-9:15 pm

2 stops16h 04m

Billings Logan Intl

Sat 12/6

5:10 am-6:15 pm

2 stops11h 05m

$384

PortlandBillings

PWM - BIL

PWMBIL

Portland

Wed 12/3

5:17 pm-1:28 pm

2 stops22h 11m

Billings Logan Intl

Wed 12/10

5:10 am-9:37 pm

2 stops14h 27m

$546

PortlandBillings

PWM - BIL

PWMBIL

Portland

Wed 12/17

12:23 pm-9:18 pm

2 stops10h 55m

Billings Logan Intl

Sun 12/21

6:50 am-10:51 pm

2 stops14h 01m

$605

PortlandBillings

PWM - BIL

PWMBIL

Portland

Thu 12/4

6:00 am-9:21 pm

3 stops17h 21m

Billings Logan Intl

Sat 12/6

7:00 am-11:12 pm

2 stops14h 12m

$615

PortlandBillings

PWM - BIL

PWMBIL

Portland

Wed 12/3

6:00 am-9:21 pm

3 stops17h 21m

Billings Logan Intl

Wed 12/10

7:00 am-11:09 pm

2 stops14h 09m

$623

PortlandBillings

PWM - BIL

PWMBIL

Portland

Fri 3/27

6:00 am-8:54 pm

2 stops16h 54m

Billings Logan Intl

Tue 3/31

7:00 am-9:27 pm

2 stops12h 27m

$647

PortlandBillings

PWM - BIL

PWMBIL

Portland

Wed 12/17

6:00 am-5:13 pm

2 stops13h 13m

Billings Logan Intl

Sun 12/21

2:40 pm-9:44 am

2 stops17h 04m

$674

PortlandBillings

PWM - BIL

PWMBIL

Portland

Tue 11/25

3:20 pm-9:46 am

1 stop20h 26m

Billings Logan Intl

Tue 12/2

4:15 pm-11:09 pm

2 stops28h 54m

$687

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Compare providers for flights from Portland to Billings

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Billings in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland, Maine-Billings flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-Billings flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Portland, Maine-Billings flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Billings flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Billings flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Billings

Have a flexible travel schedule? Discover the best time to fly to Billings 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.

Cheapflights Insights

Everything you need to know about your flight from Portland to Billings

What is the cheapest month to book a flight from Portland, Maine to Billings?

Currently, February is the cheapest month in which you can book a flight from Portland, Maine to Billings (average of $230). Flying from Portland, Maine to Billings in December is currently the most expensive (average of $528). 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.

Reviews of airlines servicing Billings

Get insights into the airlines that provide service to Billings. 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 Billings. Reviews last updated October 28, 2025.
Read through reviews of airlines operating flights from Portland to Billings, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,001 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,001 reviews
United Airlines
7.4
Good
9,001 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,032 reviews
United Airlines
7.4
Good
9,001 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

Find useful and relevant information for your journey from Portland to Billings. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland, Maine to Billings?

    American Airlines and United Airlines can get you from Portland, Maine to Billings in just under 16h 04m. Your travel time can differ by up to 1h 17m. Portland, Maine and Billings are separated by a distance of 1864 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Portland, Maine to Billings round-trip?

    Our cheapest airline available from Portland, Maine to Billings is American Airlines. Our recent data shows that you can find tickets from as low as $311 on this airline. An additional option worth looking into is United Airlines, starting at $520. These flights start at 48% lower than the current average price 3 months from now.

  • Can I find deals for flights from Portland to Billings that include hotel bookings?

    Yes. In addition to deals on Portland to Billings flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Billings?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Billings.

  • Can I find deals for business class flights from Portland to Billings?

    Yes. Cheapflights offers flight deals from Portland to Billings 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 Billings?

    Currently, February is the cheapest month in which you can book a flight from Portland, Maine to Billings (average of $230). Flying from Portland, Maine to Billings in December is currently the most expensive (average of $528). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Portland to Billings

Discover the top 2 airlines that operate flights from Portland to Billings. 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$311Average$550FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$520Average$610FlexibilityNo cancel feeOn-time69%

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