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$155+ Cheap flights from Portland, ME to Boston (PWM - BOS)

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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BOS
Apr 12 — Apr 191
Sun 4/12
Sun 4/19
1 adult, Economy
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2. Select your favorite providers

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Cheap flight deals from Portland to Boston

Cheapest flights from Portland to Boston
Explore the most affordable flight options available from Portland to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 13, 2026.

This Priceline deal was found by Cheapflights users on 3/10. 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 5/86:00 am
PWM
-
BOS
1 stop4h 38m
JetBlue
Mon 5/115:00 pm
BOS
-
PWM
1 stop6h 36m
JetBlue
Deal found 3/10$207
This Expedia deal was found by Cheapflights users on 3/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:30 am
PWM
-
BOS
2 stops13h 55m
JetBlue
Tue 5/55:00 pm
BOS
-
PWM
1 stop6h 36m
JetBlue
Deal found 3/13$283
This American Airlines deal was found by Cheapflights users on 3/13. 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.
Tue 4/2810:24 am
PWM
-
BOS
1 stop9h 10m
American Airlines
Tue 5/512:52 pm
BOS
-
PWM
1 stop21h 02m
American Airlines
Deal found 3/13$311
This JetBlue deal was found by Cheapflights users on 3/8. 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 4/46:00 am
PWM
-
BOS
1 stop4h 24m
JetBlue
Wed 4/86:02 pm
BOS
-
PWM
1 stop5h 56m
JetBlue
Deal found 3/8$322
This Southwest deal was found by Cheapflights users on 3/9. 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 4/135:30 am
PWM
-
BOS
1 stop4h 30m
Southwest
Tue 5/57:35 am
BOS
-
PWM
1 stop4h 45m
Southwest
Deal found 3/9$337
This American Airlines deal was found by Cheapflights users on 3/12. 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.
Mon 5/43:39 pm
PWM
-
BOS
1 stop15h 41m
American Airlines
Sat 5/910:00 am
BOS
-
PWM
1 stop23h 54m
American Airlines
Deal found 3/12$341
This Delta deal was found by Cheapflights users on 3/9. 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.
Wed 9/302:35 pm
PWM
-
BOS
1 stop8h 01m
Delta
Wed 10/79:55 am
BOS
-
PWM
1 stop13h 54m
Delta
Deal found 3/9$363
This Priceline deal was found by Cheapflights users on 3/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/92:25 pm
PWM
-
BOS
1 stop5h 39m
JetBlue
Thu 6/186:05 am
BOS
-
PWM
1 stop7h 24m
JetBlue
Deal found 3/12$364
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/411:29 am
PWM
-
BOS
2 stops14h 02m
Multiple Airlines
Sat 5/98:40 am
BOS
-
PWM
1 stop7h 36m
Multiple Airlines
Deal found 3/12$366
This Southwest deal was found by Cheapflights users on 3/10. 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 3/315:30 am
PWM
-
BOS
1 stop5h 20m
Southwest
Sat 4/411:30 am
BOS
-
PWM
1 stop5h 15m
Southwest
Deal found 3/10$367
This Southwest deal was found by Cheapflights users on 3/9. 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 9/301:05 pm
PWM
-
BOS
1 stop5h 30m
Southwest
Sun 10/45:35 am
BOS
-
PWM
1 stop4h 10m
Southwest
Deal found 3/9$368

Find flight deals from Portland to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Boston (BOS). 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 March 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$207
(Priceline)

One-way from

$155
(Kiwi.com)
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Boston Logan Intl flights.
Search Deals
From Portland to Boston Logan Intl
Search Deals
One-way flight from Portland to Boston Logan Intl
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Boston 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 March 13, 2026.
Use the filters below to find and compare flights from Portland to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 4/28

10:24 am-7:34 pm

1 stop9h 10m

Boston Logan Intl

Tue 5/5

12:52 pm-9:54 am

1 stop21h 02m

$311

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 4/4

6:00 am-10:24 am

1 stop4h 24m

Boston Logan Intl

Wed 4/8

6:02 pm-11:58 pm

1 stop5h 56m

$322
Quickest round-trip

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 4/13

5:30 am-10:00 am

1 stop4h 30m

Boston Logan Intl

Tue 5/5

7:35 am-12:20 pm

1 stop4h 45m

$337

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 6/9

2:25 pm-8:04 pm

1 stop5h 39m

Boston Logan Intl

Thu 6/18

6:05 am-1:29 pm

1 stop7h 24m

$364

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 4/1

4:30 pm-11:25 pm

1 stop6h 55m

Boston Logan Intl

Thu 4/2

9:00 am-2:15 pm

1 stop5h 15m

$367

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 3/31

5:30 am-10:50 am

1 stop5h 20m

Boston Logan Intl

Sat 4/4

11:30 am-4:45 pm

1 stop5h 15m

$367

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 4/27

4:50 pm-9:50 pm

1 stop5h 00m

Boston Logan Intl

Thu 4/30

7:20 am-2:10 pm

1 stop6h 50m

$409

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 4/1

10:57 am-1:26 am

2 stops14h 29m

Boston Logan Intl

Thu 4/2

12:45 pm-10:49 am

1 stop22h 04m

$430

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 3/25

5:30 am-10:50 am

1 stop5h 20m

Boston Logan Intl

Thu 3/26

7:00 am-11:55 am

1 stop4h 55m

$431

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 4/13

6:00 am-11:55 pm

2 stops17h 55m

Boston Logan Intl

Tue 5/5

5:00 pm-11:36 pm

1 stop6h 36m

$441

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/13

Showing 1-10 of 21 resultsSorted by cheapest first
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2
3

Compare providers for flights from Portland to Boston

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 Boston in March.
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-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Boston 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-Boston 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 Boston

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

Related info for your journey

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

    Departing from Portland, Maine to Boston will take you 4h 24m. Airlines will cover a distance of 95 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Boston 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 Boston?

Book flights to Boston if you plan to visit one of these locations
Medford
Cambridge
Concord
Hampton Beach
Watertown
Seekonk
Brockton
Seabrook
Cranston
Chelsea
Smithfield
Lincoln
Warwick
Peabody
Waltham
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy

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