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$136+ Cheap flights from Boston to Portland, ME (BOS - 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Jan 2 — Jan 91
Fri 1/2
Fri 1/9
1 adult, Economy
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Cheap flight deals from Boston to Portland

Cheapest flights from Boston to Portland
Explore the most affordable flight options available from Boston to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/168:11 pmBOS - PWM
1 stop14h 25mMultiple Airlines
Sat 12/2011:16 amPWM - BOS
1 stop23h 25mMultiple Airlines
Deal found 12/1$359
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/307:56 amBOS - PWM
1 stop14h 59mAmerican Airlines
Tue 1/612:40 pmPWM - BOS
1 stop22h 41mAmerican Airlines
Deal found 12/2$514
This United Airlines deal was found by Cheapflights users on 12/2. 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 12/135:30 amBOS - PWM
1 stop8h 49mUnited Airlines
Sun 12/215:30 amPWM - BOS
1 stop18h 24mUnited Airlines
Deal found 12/2$535
This United Airlines deal was found by Cheapflights users on 12/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/135:30 amBOS - PWM
2 stops17h 42mUnited Airlines
Thu 12/182:14 pmPWM - BOS
1 stop9h 40mUnited Airlines
Deal found 12/3$540
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:54 pmBOS - PWM
2 stops35h 12mMultiple Airlines
Wed 12/1011:16 amPWM - BOS
1 stop22h 47mMultiple Airlines
Deal found 12/2$544
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2112:22 pmBOS - PWM
1 stop20h 44mMultiple Airlines
Tue 12/2310:49 amPWM - BOS
2 stops22h 17mMultiple Airlines
Deal found 12/2$545
This United Airlines deal was found by Cheapflights users on 12/1. 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 12/195:20 amBOS - PWM
1 stop18h 39mUnited Airlines
Sun 12/215:30 amPWM - BOS
1 stop18h 24mUnited Airlines
Deal found 12/1$600
This Kiwi.com deal was found by Cheapflights users on 12/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:11 pmBOS - PWM
1 stop12h 55mMultiple Airlines
Sun 12/711:58 amPWM - BOS
2 stops19h 35mMultiple Airlines
Deal found 12/1$617
This United Airlines deal was found by Cheapflights users on 12/2. 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 12/35:30 amBOS - PWM
1 stop8h 49mUnited Airlines
Wed 12/104:25 pmPWM - BOS
1 stop27h 00mUnited Airlines
Deal found 12/2$645

Find flight deals from Boston to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Portland (PWM). 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 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$159
(Trip.com)

One-way from

$136
(Kiwi.com)
Provider with most accurate pricing for Boston Logan Intl-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Portland flights.
Search Deals
From Boston Logan Intl to Portland
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One-way flight from Boston Logan Intl to Portland
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston 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 2,558,603 searches. Data last updated December 3, 2025.
Use the filters below to find and compare flights from Boston to Portland that are best for you.

Fly from

Boston

Fly to

Portland

Route

Depart

Return

Price

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 4/15

4:07 pm-11:36 pm

1 stop7h 29m

Portland

Wed 4/22

2:20 pm-8:30 pm

1 stop6h 10m

$159

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 2/25

6:00 am-12:18 am

1 stop18h 18m

Portland

Wed 3/4

2:35 pm-7:30 am

1 stop16h 55m

$285

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 2/24

10:03 am-12:18 am

1 stop14h 15m

Portland

Wed 3/4

2:35 pm-3:15 pm

1 stop24h 40m

$285

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 2/25

10:03 am-12:18 am

1 stop14h 15m

Portland

Thu 3/5

6:30 am-3:15 pm

1 stop8h 45m

$285

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 2/24

6:00 am-12:18 am

1 stop18h 18m

Portland

Tue 3/3

2:35 pm-7:30 am

1 stop16h 55m

$285

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 4/1

6:00 am-12:10 am

1 stop18h 10m

Portland

Sun 4/5

6:25 am-10:54 pm

1 stop16h 29m

$303

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 2/26

6:00 am-12:18 am

1 stop18h 18m

Portland

Tue 3/3

2:35 pm-7:30 am

1 stop16h 55m

$304

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 2/26

6:00 am-12:18 am

1 stop18h 18m

Portland

Wed 3/4

2:35 pm-11:12 am

1 stop20h 37m

$304

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 2/26

6:00 am-12:18 am

1 stop18h 18m

Portland

Thu 3/5

6:30 am-3:15 pm

1 stop8h 45m

$304

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Mon 2/23

6:00 am-12:18 am

1 stop18h 18m

Portland

Tue 3/3

2:35 pm-7:30 am

1 stop16h 55m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/1

Showing 1-10 of 20 results
1
2

Compare providers for flights from Boston to Portland

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 Boston to Portland in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust 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 Boston-Portland, Maine flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Boston-Portland, Maine flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Boston-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Portland, Maine 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 Boston-Portland, Maine 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 Boston to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Boston 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.

Related info for your journey

Find useful and relevant information for your journey from Boston to Portland. 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 Boston to Portland, Maine?

    Airlines like JetBlue and Delta fly from Boston to Portland, Maine in about 7h 29m. The time it takes to get you to your destination can typically vary by up to 10h 49m. The distance from Boston to Portland, Maine is about 95 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Boston 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.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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