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$149+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Jul 27 — Aug 31
Mon 7/27
Mon 8/3
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 June 27, 2026.

This Flysmarter deal was found by Cheapflights users on 6/23. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:08 pm
BOS
-
PWM
1 stop5h 17m
JetBlue
Fri 8/142:45 pm
PWM
-
BOS
1 stop3h 43m
JetBlue
Deal found 6/23$235
This Priceline deal was found by Cheapflights users on 6/24. 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.
Wed 7/228:41 am
BOS
-
PWM
1 stop5h 04m
JetBlue
Wed 7/292:40 pm
PWM
-
BOS
1 stop4h 19m
JetBlue
Deal found 6/24$237
This JetBlue deal was found by Cheapflights users on 6/26. 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.
Fri 7/177:39 pm
BOS
-
PWM
1 stop4h 37m
JetBlue
Thu 7/236:00 am
PWM
-
BOS
1 stop5h 26m
JetBlue
Deal found 6/26$238
This JetBlue deal was found by Cheapflights users on 6/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:05 pm
BOS
-
PWM
1 stop5h 11m
JetBlue
Sat 8/16:10 am
PWM
-
BOS
1 stop5h 23m
JetBlue
Deal found 6/25$271
This Expedia deal was found by Cheapflights users on 6/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:39 pm
BOS
-
PWM
1 stop4h 37m
JetBlue
Thu 7/232:40 pm
PWM
-
BOS
1 stop9h 19m
JetBlue
Deal found 6/23$278
This American Airlines deal was found by Cheapflights users on 6/26. 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 8/38:00 pm
BOS
-
PWM
1 stop14h 33m
American Airlines
Wed 8/51:30 pm
PWM
-
BOS
1 stop7h 53m
American Airlines
Deal found 6/26$295
This Priceline deal was found by Cheapflights users on 6/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:40 pm
BOS
-
PWM
1 stop5h 12m
JetBlue
Sat 10/246:00 am
PWM
-
BOS
1 stop4h 46m
JetBlue
Deal found 6/25$304
This JetBlue deal was found by Cheapflights users on 6/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:40 pm
BOS
-
PWM
1 stop5h 03m
JetBlue
Sat 10/316:30 am
PWM
-
BOS
1 stop4h 13m
JetBlue
Deal found 6/25$305
This American Airlines deal was found by Cheapflights users on 6/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/206:00 am
BOS
-
PWM
1 stop6h 35m
American Airlines
Mon 7/271:25 pm
PWM
-
BOS
1 stop8h 08m
American Airlines
Deal found 6/22$319
This American Airlines deal was found by Cheapflights users on 6/26. 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 7/138:00 pm
BOS
-
PWM
1 stop14h 33m
American Airlines
Thu 7/2311:17 am
PWM
-
BOS
1 stop5h 25m
American Airlines
Deal found 6/26$343
This Southwest deal was found by Cheapflights users on 6/22. 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.
Tue 11/38:00 am
BOS
-
PWM
1 stop6h 50m
Southwest
Thu 11/1211:10 am
PWM
-
BOS
1 stop4h 30m
Southwest
Deal found 6/22$347

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 June 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Flysmarter)

One-way from

$149
(American Airlines)
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
One-way flight 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 June 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

Cheapest round-trip

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 7/22

8:41 am-1:45 pm

1 stop5h 04m

Portland

Wed 7/29

2:40 pm-6:59 pm

1 stop4h 19m

$237

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 8/25

5:01 am-12:30 pm

1 stop7h 29m

Portland

Wed 8/26

2:40 pm-6:59 pm

1 stop4h 19m

$237

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Fri 7/17

7:39 pm-12:16 am

1 stop4h 37m

Portland

Thu 7/23

6:00 am-11:26 am

1 stop5h 26m

$238

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sat 7/18

8:09 pm-12:16 am

1 stop4h 07m

Portland

Tue 7/21

1:25 pm-6:59 pm

1 stop5h 34m

$271

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 7/16

7:39 pm-12:16 am

1 stop4h 37m

Portland

Thu 7/23

2:40 pm-11:59 pm

1 stop9h 19m

$278
Quickest round-trip

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sat 8/8

8:30 pm-12:25 am

1 stop3h 55m

Portland

Wed 8/12

2:40 pm-6:59 pm

1 stop4h 19m

$304

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 7/9

8:41 am-1:45 pm

1 stop5h 04m

Portland

Mon 7/13

2:40 pm-6:27 pm

1 stop3h 47m

$304

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 10/27

6:40 pm-11:43 pm

1 stop5h 03m

Portland

Sat 10/31

6:30 am-10:43 am

1 stop4h 13m

$305

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sun 7/12

5:01 am-12:30 pm

1 stop7h 29m

Portland

Sat 7/18

6:41 am-2:24 pm

1 stop7h 43m

$338
Cheapest one-way

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 8/19

6:00 am-12:40 pm

1 stop6h 40m

$149

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/25

Showing 1-10 of 21 resultsSorted by cheapest first
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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 June.
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 fly from Boston to Portland, Maine in about 5h 04m. The time it takes to get you to your destination can typically vary by up to . The distance from Boston to Portland, Maine is about 95 mi.

  • 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
Lewiston
Brunswick
Conway

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