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$385+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BIL
Aug 15 — Aug 221
Sat 8/15
Sat 8/22
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 July 16, 2026.

This United Airlines deal was found by Cheapflights users on 7/11. 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.
Fri 8/2810:45 am
PWM
-
BIL
2 stops12h 15m
United Airlines
Tue 9/17:00 am
BIL
-
PWM
1 stop6h 51m
United Airlines
Deal found 7/11$385
This United Airlines deal was found by Cheapflights users on 7/13. 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 11/33:27 pm
PWM
-
BIL
1 stop8h 49m
United Airlines
Sat 11/75:00 am
BIL
-
PWM
1 stop9h 02m
United Airlines
Deal found 7/13$449
This American Airlines deal was found by Cheapflights users on 7/11. 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 8/286:09 pm
PWM
-
BIL
1 stop19h 41m
American Airlines
Tue 9/112:22 pm
BIL
-
PWM
1 stop8h 26m
American Airlines
Deal found 7/11$500
This American Airlines deal was found by Cheapflights users on 7/15. 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 9/116:30 am
PWM
-
BIL
1 stop7h 27m
American Airlines
Sun 9/137:00 am
BIL
-
PWM
1 stop9h 46m
American Airlines
Deal found 7/15$509
This American Airlines deal was found by Cheapflights users on 7/12. 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 8/286:09 pm
PWM
-
BIL
1 stop19h 41m
American Airlines
Wed 9/212:22 pm
BIL
-
PWM
1 stop8h 26m
American Airlines
Deal found 7/12$584
This United Airlines deal was found by Cheapflights users on 7/13. 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.
Fri 8/213:37 pm
PWM
-
BIL
1 stop7h 23m
United Airlines
Mon 8/247:00 am
BIL
-
PWM
1 stop6h 51m
United Airlines
Deal found 7/13$622
This American Airlines deal was found by Cheapflights users on 7/13. 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 8/216:09 pm
PWM
-
BIL
1 stop17h 58m
American Airlines
Mon 8/2412:22 pm
BIL
-
PWM
1 stop8h 26m
American Airlines
Deal found 7/13$653

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 July 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$385
(United Airlines)

Popular in

June

Cheapest in

September

Average price

$909
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. 25% potential increase in price ($207 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($39 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 16, 2026.
Use the filters below to find and compare flights from Portland to Billings that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandBillings

PWM - BIL

PWMBIL

Portland

Tue 11/3

3:27 pm-10:16 pm

1 stop8h 49m

Billings Logan Intl

Sat 11/7

5:00 am-4:02 pm

1 stop9h 02m

$449

PortlandBillings

PWM - BIL

PWMBIL

Portland

Fri 8/28

3:37 pm-9:00 pm

1 stop7h 23m

Billings Logan Intl

Wed 9/2

10:30 am-11:59 pm

2 stops11h 29m

$454
Quickest round-trip

PortlandBillings

PWM - BIL

PWMBIL

Portland

Fri 9/11

6:30 am-11:57 am

1 stop7h 27m

Billings Logan Intl

Sun 9/13

7:00 am-6:46 pm

1 stop9h 46m

$509

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/15

Sorted by cheapest first

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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 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 FlightHub the most. FlightHub 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.

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 July 16, 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
9,993 reviews

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this
United Airlines
7.4
Good
9,993 reviews
United Airlines
7.4
Good
9,993 reviews

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this
American Airlines
7.1
Good
11,814 reviews
United Airlines
7.4
Good
9,993 reviews

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this

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?

    United Airlines can get you from Portland, Maine to Billings in just under 8h 49m. 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 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.

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 July 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$311Average$438FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$403Average$571FlexibilityNo cancel feeOn-time69%

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