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$239+ 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 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BOS
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Find cheap flights from Portland to Boston with Cheapflights

1. Tell us where you want to go

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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 January 29, 2026.

This JetBlue deal was found by Cheapflights users on 1/28. 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 6/62:18 pm
PWM
-
BOS
1 stop6h 18m
JetBlue
Tue 6/99:25 am
BOS
-
PWM
1 stop3h 58m
JetBlue
Deal found 1/28$353
This JetBlue deal was found by Cheapflights users on 1/26. 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.
Sat 5/302:18 pm
PWM
-
BOS
1 stop6h 18m
JetBlue
Wed 6/33:55 pm
BOS
-
PWM
1 stop7h 41m
JetBlue
Deal found 1/26$369
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:14 pm
PWM
-
BOS
1 stop19h 41m
Multiple Airlines
Tue 3/34:22 pm
BOS
-
PWM
1 stop17h 55m
Multiple Airlines
Deal found 1/26$399
This United Airlines deal was found by Cheapflights users on 1/27. 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 2/243:05 pm
PWM
-
BOS
2 stops19h 31m
United Airlines
Tue 3/32:20 pm
BOS
-
PWM
1 stop24h 03m
United Airlines
Deal found 1/27$411
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:57 am
PWM
-
BOS
1 stop11h 04m
Multiple Airlines
Wed 3/45:50 pm
BOS
-
PWM
2 stops40h 59m
Multiple Airlines
Deal found 1/26$456
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Wed 2/257:00 am
PWM
-
BOS
1 stop8h 14m
American Airlines
Wed 3/45:49 am
BOS
-
PWM
1 stop17h 10m
American Airlines
Deal found 1/26$485
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/246:36 pm
PWM
-
BOS
1 stop28h 47m
American Airlines
Tue 3/31:10 pm
BOS
-
PWM
1 stop9h 49m
American Airlines
Deal found 1/27$514
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/1110:57 am
PWM
-
BOS
1 stop24h 40m
Multiple Airlines
Sun 2/1510:01 am
BOS
-
PWM
1 stop24h 48m
Multiple Airlines
Deal found 1/27$662
This Delta deal was found by Cheapflights users on 1/27. 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.
Sat 4/182:51 pm
PWM
-
BOS
1 stop16h 34m
Delta
Tue 4/218:00 pm
BOS
-
PWM
1 stop14h 52m
Delta
Deal found 1/27$680

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$353
(JetBlue)

One-way from

$239
(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 January 29, 2026.
Use the filters below to find and compare flights from Portland to Boston that are best for you.

Fly from

Portland

Fly to

Boston

Route

Depart

Return

Price

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 6/6

2:18 pm-8:36 pm

1 stop6h 18m

Boston Logan Intl

Tue 6/9

6:40 pm-11:36 pm

1 stop4h 56m

$353

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 5/30

2:18 pm-8:36 pm

1 stop6h 18m

Boston Logan Intl

Wed 6/3

3:55 pm-11:36 pm

1 stop7h 41m

$369

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 2/24

6:14 pm-1:55 pm

1 stop19h 41m

Boston Logan Intl

Tue 3/3

4:22 pm-10:17 am

1 stop17h 55m

$399

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 2/24

3:05 pm-10:36 am

2 stops19h 31m

Boston Logan Intl

Tue 3/3

9:30 am-11:20 pm

2 stops13h 50m

$416

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 2/25

7:00 am-3:14 pm

1 stop8h 14m

Boston Logan Intl

Wed 3/4

5:49 am-10:59 pm

1 stop17h 10m

$485

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 2/24

6:36 pm-11:23 pm

1 stop28h 47m

Boston Logan Intl

Tue 3/3

1:10 pm-10:59 pm

1 stop9h 49m

$514

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 2/11

10:57 am-11:37 am

1 stop24h 40m

Boston Logan Intl

Sun 2/15

10:01 am-10:49 am

1 stop24h 48m

$662

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 4/18

2:51 pm-7:25 am

1 stop16h 34m

Boston Logan Intl

Tue 4/21

8:00 pm-10:52 am

1 stop14h 52m

$680

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 2/23

6:36 pm-11:23 pm

1 stop28h 47m

Boston Logan Intl

Sat 2/28

8:00 am-10:59 pm

1 stop14h 59m

$683

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 3/19

6:19 pm-10:40 am

1 stop16h 21m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 12 results
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2

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 January.
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 6h 18m. Airlines will cover a distance of 95 mi.

  • 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
Hampton Beach
Watertown
Seekonk
Brockton
Warwick
Seabrook
Cranston
Lincoln
Smithfield
Peabody
Quincy
York Beach
Londonderry
Swansea
Old Orchard Beach
Waltham
Lowell
Chelsea

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