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Portland

$167+ Cheap flights from Boston to Portland, ME (BOS - PWM)

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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Mar 29 — Apr 51
Sun 3/29
Sun 4/5
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 February 27, 2026.

This Priceline deal was found by Cheapflights users on 2/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:04 pm
BOS
-
PWM
1 stop4h 52m
JetBlue
Thu 4/26:00 am
PWM
-
BOS
1 stop4h 48m
JetBlue
Deal found 2/24$167
This Expedia deal was found by Cheapflights users on 2/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/37:39 pm
BOS
-
PWM
1 stop4h 17m
JetBlue
Tue 4/76:00 am
PWM
-
BOS
1 stop4h 58m
JetBlue
Deal found 2/24$255
This Priceline deal was found by Cheapflights users on 2/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/37:39 pm
BOS
-
PWM
1 stop4h 17m
JetBlue
Mon 4/66:00 am
PWM
-
BOS
1 stop4h 58m
JetBlue
Deal found 2/24$289
This JetBlue deal was found by Cheapflights users on 2/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:45 pm
BOS
-
PWM
1 stop5h 11m
JetBlue
Wed 6/36:00 am
PWM
-
BOS
1 stop4h 48m
JetBlue
Deal found 2/23$312
This Southwest deal was found by Cheapflights users on 2/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2311:35 am
BOS
-
PWM
1 stop6h 55m
Southwest
Wed 6/245:30 am
PWM
-
BOS
1 stop6h 40m
Southwest
Deal found 2/23$327
This Southwest deal was found by Cheapflights users on 2/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/55:15 am
BOS
-
PWM
1 stop6h 40m
Southwest
Thu 4/94:50 pm
PWM
-
BOS
1 stop7h 05m
Southwest
Deal found 2/24$329
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:20 am
BOS
-
PWM
1 stop6h 35m
Southwest
Mon 10/55:30 am
PWM
-
BOS
1 stop6h 30m
Southwest
Deal found 2/22$337
This Southwest deal was found by Cheapflights users on 2/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/2512:00 pm
BOS
-
PWM
1 stop3h 55m
Southwest
Wed 4/15:30 am
PWM
-
BOS
1 stop5h 20m
Southwest
Deal found 2/25$347
This Southwest deal was found by Cheapflights users on 2/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/235:25 pm
BOS
-
PWM
1 stop6h 40m
Southwest
Mon 3/305:30 pm
PWM
-
BOS
1 stop6h 35m
Southwest
Deal found 2/23$357
This Kiwi.com deal was found by Cheapflights users on 2/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1212:56 pm
BOS
-
PWM
1 stop21h 53m
Multiple Airlines
Mon 3/1611:29 am
PWM
-
BOS
2 stops29h 25m
Multiple Airlines
Deal found 2/25$386

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 February 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$167
(Priceline)
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
Search Deals

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 February 27, 2026.
Use the filters below to find and compare flights from Boston to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 3/31

7:04 pm-11:56 pm

1 stop4h 52m

Portland

Thu 4/2

6:00 am-10:48 am

1 stop4h 48m

$167

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sun 4/5

5:15 am-11:55 am

1 stop6h 40m

Portland

Thu 4/9

4:50 pm-11:55 pm

1 stop7h 05m

$329

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 3/25

12:00 pm-3:55 pm

1 stop3h 55m

Portland

Wed 4/1

5:30 am-10:50 am

1 stop5h 20m

$347

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 3/26

5:30 am-11:55 am

1 stop6h 25m

Portland

Thu 4/2

12:35 pm-6:05 pm

1 stop5h 30m

$347

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Mon 3/23

5:25 pm-12:05 am

1 stop6h 40m

Portland

Mon 3/30

5:30 pm-12:05 am

1 stop6h 35m

$357

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Mon 3/16

12:45 pm-4:45 pm

1 stop4h 00m

Portland

Wed 3/18

5:30 am-10:50 am

1 stop5h 20m

$387

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Fri 3/20

7:00 am-11:55 am

1 stop4h 55m

Portland

Sun 3/22

5:30 pm-12:05 am

1 stop6h 35m

$407

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 3/11

5:45 am-11:55 am

1 stop6h 10m

Portland

Sun 3/15

5:30 am-11:55 am

1 stop6h 25m

$431

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 3/12

12:45 pm-4:45 pm

1 stop4h 00m

Portland

Sun 3/15

5:30 am-11:55 am

1 stop6h 25m

$439

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 3/10

4:22 pm-10:17 am

1 stop17h 55m

Portland

Tue 3/17

6:14 pm-10:29 pm

1 stop28h 15m

$440

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 22 resultsSorted by cheapest first
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2
3

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 February.
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 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 JetBlue and Southwest fly from Boston to Portland, Maine in about 4h 52m. The time it takes to get you to your destination can typically vary by up to 1h 48m. 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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