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$207+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BOS
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find 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 October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Fri 11/149:46 amPWM - BOS
1 stop22h 42mMultiple Airlines
Sun 11/168:40 amBOS - PWM
2 stops29h 11mMultiple Airlines
Deal found 10/26$292
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:18 pmPWM - BOS
2 stops29h 41mMultiple Airlines
Sun 11/1612:59 pmBOS - PWM
1 stop20h 07mMultiple Airlines
Deal found 10/28$309
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/2510:49 amPWM - BOS
2 stops48h 23mMultiple Airlines
Tue 12/25:45 pmBOS - PWM
1 stop16h 51mMultiple Airlines
Deal found 10/26$409
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Sat 11/111:16 amPWM - BOS
1 stop8h 00mMultiple Airlines
Sat 11/83:55 pmBOS - PWM
2 stops25h 05mMultiple Airlines
Deal found 10/25$447
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Tue 11/116:37 pmPWM - BOS
1 stop28h 17mAmerican Airlines
Sat 11/158:00 amBOS - PWM
1 stop10h 10mAmerican Airlines
Deal found 10/26$503
This United Airlines deal was found by Cheapflights users on 10/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/14:57 pmPWM - BOS
1 stop17h 33mUnited Airlines
Sat 11/86:23 pmBOS - PWM
1 stop19h 49mUnited Airlines
Deal found 10/25$515
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Tue 11/256:37 pmPWM - BOS
1 stop22h 44mAmerican Airlines
Tue 12/23:35 pmBOS - PWM
1 stop7h 19mAmerican Airlines
Deal found 10/26$523
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Thu 11/136:37 pmPWM - BOS
1 stop14h 56mAmerican Airlines
Sun 11/166:00 amBOS - PWM
1 stop9h 19mAmerican Airlines
Deal found 10/26$557
This United Airlines deal was found by Cheapflights users on 10/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:00 amPWM - BOS
2 stops12h 48mUnited Airlines
Fri 11/78:30 pmBOS - PWM
1 stop25h 20mUnited Airlines
Deal found 10/25$580

Cheap 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$292
(Kiwi.com)

One-way from

$207
(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
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One-way flight from Portland to Boston Logan Intl
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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 October 28, 2025.
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

Fri 11/14

9:46 am-8:28 am

1 stop22h 42m

Boston Logan Intl

Sun 11/16

8:40 am-1:51 pm

2 stops29h 11m

$293

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 11/1

11:16 am-7:16 pm

1 stop8h 00m

Boston Logan Intl

Sat 11/8

3:55 pm-5:00 pm

2 stops25h 05m

$447

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 11/11

6:37 pm-10:54 pm

1 stop28h 17m

Boston Logan Intl

Sat 11/15

8:00 am-6:10 pm

1 stop10h 10m

$503

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 11/1

4:57 pm-10:30 am

1 stop17h 33m

Boston Logan Intl

Sat 11/8

6:23 pm-2:12 pm

1 stop19h 49m

$515

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 11/6

5:00 pm-9:30 am

1 stop16h 30m

Boston Logan Intl

Fri 11/7

8:30 pm-9:50 pm

1 stop25h 20m

$515

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 11/25

6:37 pm-5:21 pm

1 stop22h 44m

Boston Logan Intl

Tue 12/2

3:35 pm-10:54 pm

1 stop7h 19m

$523

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 11/13

6:37 pm-9:33 am

1 stop14h 56m

Boston Logan Intl

Sun 11/16

6:00 am-3:19 pm

1 stop9h 19m

$557

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 11/22

11:16 am-10:01 am

1 stop22h 45m

Boston Logan Intl

Sat 11/29

5:45 am-2:30 pm

2 stops32h 45m

$627

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 11/6

10:49 am-10:33 am

1 stop23h 44m

Boston Logan Intl

Fri 11/7

3:55 pm-10:41 am

2 stops18h 46m

$661

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 12/11

11:58 am-10:01 am

3 stops46h 03m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 17 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-Boston flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

Cheapflights Insights

Everything you need to know about your flight from Portland to Boston

What is the cheapest time of day to fly from PWM to BOS?

Find hourly flight availability from Portland to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 65% on flights from Portland, Maine to Boston by exploring options for tickets in the evening.

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 28h 17m. 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
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

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