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$124+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BOS
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
1 adult, Economy
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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 July 28, 2026.

This JetBlue deal was found by Cheapflights users on 7/26. 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.
Tue 9/11:20 pm
PWM
-
BOS
1 stop4h 32m
JetBlue
Sat 9/58:41 am
BOS
-
PWM
1 stop5h 04m
JetBlue
Deal found 7/26$247
This Priceline deal was found by Cheapflights users on 7/25. 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.
Sat 8/156:41 am
PWM
-
BOS
1 stop7h 43m
JetBlue
Thu 9/37:05 pm
BOS
-
PWM
1 stop5h 20m
JetBlue
Deal found 7/25$281
This Priceline deal was found by Cheapflights users on 7/24. 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 8/212:45 pm
PWM
-
BOS
1 stop3h 47m
JetBlue
Fri 8/287:08 pm
BOS
-
PWM
1 stop5h 17m
JetBlue
Deal found 7/24$314
This Justfly.com deal was found by Cheapflights users on 7/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:00 am
PWM
-
BOS
1 stop14h 49m
JetBlue
Sun 9/134:11 pm
BOS
-
PWM
1 stop7h 43m
JetBlue
Deal found 7/26$338
This Priceline deal was found by Cheapflights users on 7/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:00 am
PWM
-
BOS
1 stop8h 43m
JetBlue
Mon 8/318:41 am
BOS
-
PWM
1 stop5h 04m
JetBlue
Deal found 7/27$342
This Southwest deal was found by Cheapflights users on 7/23. 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 9/15:45 am
PWM
-
BOS
1 stop6h 55m
Southwest
Tue 9/13:20 pm
BOS
-
PWM
1 stop6h 45m
Southwest
Deal found 7/23$357
This Expedia deal was found by Cheapflights users on 7/23. 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 8/202:40 pm
PWM
-
BOS
1 stop4h 17m
JetBlue
Thu 8/274:30 pm
BOS
-
PWM
1 stop7h 55m
JetBlue
Deal found 7/23$358
This Southwest deal was found by Cheapflights users on 7/23. 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 9/15:45 am
PWM
-
BOS
1 stop6h 55m
Southwest
Tue 9/83:20 pm
BOS
-
PWM
1 stop6h 50m
Southwest
Deal found 7/23$367
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:40 am
PWM
-
BOS
1 stop7h 15m
Southwest
Mon 8/319:40 am
BOS
-
PWM
1 stop5h 20m
Southwest
Deal found 7/27$377
This Priceline deal was found by Cheapflights users on 7/24. 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.
Sat 8/86:41 am
PWM
-
BOS
1 stop7h 43m
JetBlue
Wed 8/127:04 pm
BOS
-
PWM
1 stop5h 21m
JetBlue
Deal found 7/24$381
This Southwest deal was found by Cheapflights users on 7/23. 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 8/317:40 am
PWM
-
BOS
1 stop7h 15m
Southwest
Mon 8/315:30 pm
BOS
-
PWM
1 stop4h 55m
Southwest
Deal found 7/23$387
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:00 am
PWM
-
BOS
2 stops28h 47m
Multiple Airlines
Fri 8/2812:45 pm
BOS
-
PWM
1 stop27h 31m
Multiple Airlines
Deal found 7/24$430

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 July 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$247
(JetBlue)

One-way from

$124
(Priceline)
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 July 28, 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 9/1

1:20 pm-7:34 pm

1 stop6h 14m

Boston Logan Intl

Tue 9/8

6:05 am-12:30 pm

1 stop6h 25m

$247

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 9/1

1:20 pm-5:52 pm

1 stop4h 32m

Boston Logan Intl

Sat 9/5

8:41 am-1:45 pm

1 stop5h 04m

$247

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 9/16

6:00 am-10:51 am

1 stop4h 51m

Boston Logan Intl

Wed 9/30

6:40 pm-11:54 pm

1 stop5h 14m

$247

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 8/15

6:41 am-2:24 pm

1 stop7h 43m

Boston Logan Intl

Thu 9/3

7:05 pm-12:25 am

1 stop5h 20m

$281

PortlandBoston

PWM - BOS

PWMBOS

Portland

Fri 9/11

6:00 am-8:49 pm

1 stop14h 49m

Boston Logan Intl

Sun 9/13

4:11 pm-11:54 pm

1 stop7h 43m

$338

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 9/1

5:45 am-12:40 pm

1 stop6h 55m

Boston Logan Intl

Tue 9/1

3:20 pm-10:05 pm

1 stop6h 45m

$357

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 8/20

2:40 pm-6:57 pm

1 stop4h 17m

Boston Logan Intl

Thu 8/27

4:30 pm-12:25 am

1 stop7h 55m

$358
Quickest round-trip

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 8/24

2:40 pm-6:27 pm

1 stop3h 47m

Boston Logan Intl

Mon 8/31

8:41 am-1:45 pm

1 stop5h 04m

$358

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 9/1

5:45 am-12:40 pm

1 stop6h 55m

Boston Logan Intl

Tue 9/8

3:20 pm-10:10 pm

1 stop6h 50m

$367
Cheapest one-way

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 8/22

2:40 pm-6:57 pm

1 stop4h 17m

$124

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/25

Showing 1-10 of 20 resultsSorted by cheapest first
1
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 July.
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 14m. 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
Waltham
Cambridge
Concord
Randolph
Brockton
Seekonk
Hampton Beach
Cranston
Warwick
Peabody
Dedham
Auburn
York Beach
Chelsea
Londonderry
Swansea
Fitchburg
North Falmouth
Braintree
Revere

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