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$370+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BIL
Feb 21 — Feb 281
Sat 2/21
Sat 2/28
1 adult, Economy
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Cheap 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 January 22, 2026.

This American Airlines deal was found by Cheapflights users on 1/20. 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.
Wed 9/912:39 pm
PWM
-
BIL
2 stops11h 43m
American Airlines
Wed 9/167:16 am
BIL
-
PWM
2 stops11h 07m
American Airlines
Deal found 1/20$370
This American Airlines deal was found by Cheapflights users on 1/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/212:29 pm
PWM
-
BIL
2 stops13h 06m
American Airlines
Tue 3/105:16 am
BIL
-
PWM
2 stops9h 51m
American Airlines
Deal found 1/19$485
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Wed 2/45:20 am
PWM
-
BIL
2 stops10h 16m
American Airlines
Sun 2/82:15 pm
BIL
-
PWM
3 stops19h 51m
American Airlines
Deal found 1/20$554
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Mon 3/212:29 pm
PWM
-
BIL
2 stops13h 06m
American Airlines
Wed 3/47:25 am
BIL
-
PWM
2 stops13h 34m
American Airlines
Deal found 1/20$586
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Tue 3/312:49 pm
PWM
-
BIL
2 stops12h 46m
American Airlines
Thu 3/57:25 am
BIL
-
PWM
2 stops13h 25m
American Airlines
Deal found 1/20$607
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Wed 3/1112:44 pm
PWM
-
BIL
2 stops12h 15m
American Airlines
Wed 3/187:05 am
BIL
-
PWM
2 stops14h 29m
American Airlines
Deal found 1/20$668
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Wed 4/2211:56 am
PWM
-
BIL
2 stops12h 47m
American Airlines
Mon 4/271:51 pm
BIL
-
PWM
2 stops18h 03m
American Airlines
Deal found 1/21$697
This United Airlines deal was found by Cheapflights users on 1/19. 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.
Sat 1/249:40 am
PWM
-
BIL
2 stops13h 43m
United Airlines
Tue 1/276:30 am
BIL
-
PWM
2 stops10h 22m
United Airlines
Deal found 1/19$760
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:30 am
PWM
-
BIL
2 stops11h 37m
United Airlines
Wed 3/186:30 am
BIL
-
PWM
3 stops12h 41m
United Airlines
Deal found 1/20$854

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 January 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$485
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$474
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. 18% potential increase in price ($123 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 22, 2026.
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

Mon 3/2

12:29 pm-11:35 pm

2 stops13h 06m

Billings Logan Intl

Tue 3/10

5:16 am-5:07 pm

2 stops9h 51m

$485

PortlandBillings

PWM - BIL

PWMBIL

Portland

Wed 2/4

5:20 am-1:36 pm

2 stops10h 16m

Billings Logan Intl

Sun 2/8

2:15 pm-12:06 pm

3 stops19h 51m

$554

PortlandBillings

PWM - BIL

PWMBIL

Portland

Mon 3/2

12:29 pm-11:35 pm

2 stops13h 06m

Billings Logan Intl

Wed 3/4

7:25 am-10:59 pm

2 stops13h 34m

$586

PortlandBillings

PWM - BIL

PWMBIL

Portland

Tue 3/3

12:49 pm-11:35 pm

2 stops12h 46m

Billings Logan Intl

Thu 3/5

7:25 am-10:50 pm

2 stops13h 25m

$607

PortlandBillings

PWM - BIL

PWMBIL

Portland

Wed 3/11

12:44 pm-10:59 pm

2 stops12h 15m

Billings Logan Intl

Wed 3/18

7:05 am-11:34 pm

2 stops14h 29m

$668

PortlandBillings

PWM - BIL

PWMBIL

Portland

Wed 4/22

11:56 am-10:43 pm

2 stops12h 47m

Billings Logan Intl

Mon 4/27

1:51 pm-9:54 am

2 stops18h 03m

$697

PortlandBillings

PWM - BIL

PWMBIL

Portland

Wed 3/11

11:30 am-9:07 pm

2 stops11h 37m

Billings Logan Intl

Wed 3/18

6:30 am-9:11 pm

3 stops12h 41m

$854

PortlandBillings

PWM - BIL

PWMBIL

Portland

Wed 4/22

6:04 am-5:16 pm

2 stops13h 12m

Billings Logan Intl

Mon 4/27

7:00 am-9:40 pm

3 stops12h 40m

$866

PortlandBillings

PWM - BIL

PWMBIL

Portland

Mon 3/2

9:40 am-9:21 pm

3 stops13h 41m

Billings Logan Intl

Tue 3/10

6:30 am-6:25 pm

2 stops9h 55m

$1,080

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Billings flight deals on Cheapflights vs. FlightHub >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 Expedia the most. Expedia 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, June is the cheapest month in which you can book a flight from Portland, Maine to Billings (average of $261). Flying from Portland, Maine to Billings in July is currently the most expensive (average of $457). 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 January 22, 2026.
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
9,190 reviews

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,190 reviews
United Airlines
7.4
Good
9,190 reviews

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,174 reviews
United Airlines
7.4
Good
9,190 reviews

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 can get you from Portland, Maine to Billings in just under 13h 06m. Your travel time can differ by up to . Portland, Maine and Billings are separated by a distance of 1864 mi.

  • 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 44% 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, June is the cheapest month in which you can book a flight from Portland, Maine to Billings (average of $261). Flying from Portland, Maine to Billings in July is currently the most expensive (average of $457). 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 January 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$311Average$550FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$403Average$610FlexibilityNo cancel feeOn-time69%

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