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$126+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
1 adult, Economy
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Cheap 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 October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$318
(Kiwi.com)

One-way from

$126
(Kiwi.com)
Provider with most accurate pricing for Boston Logan Intl-Portland flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Portland flights.
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From Boston Logan Intl to Portland
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One-way flight from Boston Logan Intl to Portland
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Find 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 October 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/18. 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 11/412:00 pmBOS - PWM
2 stops22h 36mMultiple Airlines
Sat 11/1511:21 amPWM - BOS
1 stop24h 14mMultiple Airlines
Deal found 10/18$318
This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
Mon 12/111:04 pmBOS - PWM
2 stops35h 32mMultiple Airlines
Fri 12/129:46 amPWM - BOS
1 stop10h 51mMultiple Airlines
Deal found 10/18$328
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/412:00 pmBOS - PWM
2 stops22h 36mMultiple Airlines
Sat 11/811:21 amPWM - BOS
1 stop22h 37mMultiple Airlines
Deal found 10/19$346
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/239:50 amBOS - PWM
2 stops23h 16mMultiple Airlines
Sat 10/2511:21 amPWM - BOS
1 stop24h 33mMultiple Airlines
Deal found 10/19$402
This Delta deal was found by Cheapflights users on 10/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:00 amBOS - PWM
1 stop18h 05mDelta
Sun 10/266:50 amPWM - BOS
1 stop24h 30mDelta
Deal found 10/17$433
This American Airlines deal was found by Cheapflights users on 10/18. 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 11/47:00 amBOS - PWM
1 stop15h 54mAmerican Airlines
Sat 11/156:00 amPWM - BOS
1 stop10h 21mAmerican Airlines
Deal found 10/18$447
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/219:32 pmBOS - PWM
1 stop11h 34mMultiple Airlines
Mon 12/2911:21 amPWM - BOS
1 stop24h 06mMultiple Airlines
Deal found 10/19$458
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Tue 11/45:30 amBOS - PWM
1 stop8h 49mUnited Airlines
Sat 11/89:54 amPWM - BOS
1 stop8h 54mUnited Airlines
Deal found 10/19$480
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Thu 11/65:30 amBOS - PWM
1 stop8h 49mUnited Airlines
Thu 11/135:30 amPWM - BOS
1 stop8h 59mUnited Airlines
Deal found 10/19$485
This United Airlines deal was found by Cheapflights users on 10/18. 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 11/119:30 amBOS - PWM
1 stop9h 29mUnited Airlines
Thu 11/135:30 amPWM - BOS
1 stop8h 59mUnited Airlines
Deal found 10/18$513
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:08 amBOS - PWM
2 stops27h 10mMultiple Airlines
Mon 12/2911:21 amPWM - BOS
1 stop24h 06mMultiple Airlines
Deal found 10/19$521

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 October 20, 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

Mon 12/1

11:04 pm-10:36 am

2 stops35h 32m

Portland

Fri 12/12

9:46 am-8:37 pm

1 stop10h 51m

$328

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 11/4

12:00 pm-10:36 am

2 stops22h 36m

Portland

Sat 11/8

11:21 am-9:58 am

1 stop22h 37m

$346

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 11/4

7:00 am-10:54 pm

1 stop15h 54m

Portland

Sat 11/15

6:00 am-4:21 pm

1 stop10h 21m

$447

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sun 12/21

9:32 pm-9:06 am

1 stop11h 34m

Portland

Mon 12/29

11:21 am-11:27 am

1 stop24h 06m

$458

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 11/4

5:30 am-2:19 pm

1 stop8h 49m

Portland

Sat 11/8

9:54 am-6:48 pm

1 stop8h 54m

$480

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 11/6

5:30 am-2:19 pm

1 stop8h 49m

Portland

Thu 11/13

5:30 am-2:29 pm

1 stop8h 59m

$485

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 11/11

9:30 am-6:59 pm

1 stop9h 29m

Portland

Thu 11/13

5:30 am-2:29 pm

1 stop8h 59m

$513

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Mon 12/22

8:08 am-11:18 am

2 stops27h 10m

Portland

Mon 12/29

11:21 am-11:27 am

1 stop24h 06m

$521

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sun 11/2

8:40 am-9:06 am

2 stops24h 26m

Portland

Thu 11/6

10:49 am-10:33 am

1 stop23h 44m

$542

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Mon 12/1

7:09 pm-12:22 pm

1 stop17h 13m

Portland

Fri 12/12

6:40 pm-5:25 pm

1 stop22h 45m

$560

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

Showing 1-10 of 16 results
1
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Portland, Maine flight deals on Cheapflights vs. FlightHub >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 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 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 American Airlines and United Airlines fly from Boston to Portland, Maine in about 8h 49m. The time it takes to get you to your destination can typically vary by up to 7h 05m. 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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