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$319+ 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BIL
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Portland to Billings

Best flights from Portland to Billings
Discover carefully curated flight deals from Portland to Billings that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 28, 2025.

This American Airlines deal was found by Cheapflights users on 12/26. 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 1/295:20 amPWM - BIL
2 stops10h 16mAmerican Airlines
Sat 1/316:54 amBIL - PWM
2 stops14h 00mAmerican Airlines
Deal found 12/26$319
This United Airlines deal was found by Cheapflights users on 12/25. 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.
Sat 1/246:00 amPWM - BIL
2 stops11h 22mUnited Airlines
Tue 1/2710:52 amBIL - PWM
2 stops10h 35mUnited Airlines
Deal found 12/25$479
This United Airlines deal was found by Cheapflights users on 12/27. 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.
Sat 1/106:00 amPWM - BIL
2 stops11h 22mUnited Airlines
Sun 1/1110:52 amBIL - PWM
2 stops10h 38mUnited Airlines
Deal found 12/27$510
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Thu 1/292:31 pmPWM - BIL
3 stops24h 53mUnited Airlines
Sat 1/3110:52 amBIL - PWM
2 stops10h 38mUnited Airlines
Deal found 12/26$580

Find 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 December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$319
(American Airlines)

Popular in

July

Cheapest in

September

Average price

$596
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
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 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 1/29

5:20 am-1:36 pm

2 stops10h 16m

Billings Logan Intl

Sat 1/31

6:54 am-10:54 pm

2 stops14h 00m

$319

PortlandBillings

PWM - BIL

PWMBIL

Portland

Sat 1/24

6:00 am-3:22 pm

2 stops11h 22m

Billings Logan Intl

Tue 1/27

10:52 am-11:27 pm

2 stops10h 35m

$479

PortlandBillings

PWM - BIL

PWMBIL

Portland

Sat 1/10

6:00 am-3:22 pm

2 stops11h 22m

Billings Logan Intl

Sun 1/11

10:52 am-11:30 pm

2 stops10h 38m

$510

PortlandBillings

PWM - BIL

PWMBIL

Portland

Thu 1/29

2:31 pm-1:24 pm

3 stops24h 53m

Billings Logan Intl

Sat 1/31

10:52 am-11:30 pm

2 stops10h 38m

$580

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

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 December.
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 $219). Flying from Portland, Maine to Billings in July is currently the most expensive (average of $456). 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 December 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
9,113 reviews

Entertainment

7.1

Comfort

7.3

Food

6.6

Crew

8.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,113 reviews
United Airlines
7.4
Good
9,113 reviews

Entertainment

7.1

Comfort

7.3

Food

6.6

Crew

8.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
American Airlines
7.2
Good
11,073 reviews
United Airlines
7.4
Good
9,113 reviews

Entertainment

7.1

Comfort

7.3

Food

6.6

Crew

8.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 10h 16m. Your travel time can differ by up to 1h 06m. 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 $403. These flights start at 42% 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 $219). Flying from Portland, Maine to Billings in July is currently the most expensive (average of $456). 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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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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$311Average$550FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$448Average$610FlexibilityNo cancel feeOn-time69%

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