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$167+ Cheap flights from Massachusetts to Portland, ME (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 4/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Massachusetts to Portland

Cheapest flights from Massachusetts to Portland
Explore the most affordable flight options available from Massachusetts to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

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.
Fri 3/138:00 am
BOS
-
PWM
1 stop9h 08m
Delta
Fri 3/202:30 pm
PWM
-
BOS
1 stop16h 45m
Delta
Deal found 1/27$335
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.
Tue 2/245:35 am
ALB
-
PWM
1 stop5h 43m
Delta
Tue 3/35:59 pm
PWM
-
ALB
1 stop5h 03m
Delta
Deal found 1/27$341
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.
Sun 3/153:00 pm
BOS
-
PWM
1 stop8h 12m
Delta
Fri 3/202:30 pm
PWM
-
BOS
1 stop16h 45m
Delta
Deal found 1/27$354
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.
Mon 8/35:26 am
BDL
-
PWM
1 stop10h 58m
American Airlines
Sat 8/86:00 am
PWM
-
BDL
1 stop12h 51m
American Airlines
Deal found 1/26$367
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:30 am
ALB
-
PWM
2 stops9h 25m
Southwest
Tue 3/35:45 am
PWM
-
ALB
1 stop6h 35m
Southwest
Deal found 1/27$368
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.
Fri 3/138:00 am
BOS
-
PWM
1 stop9h 08m
Delta
Sat 3/212:30 pm
PWM
-
BOS
1 stop8h 24m
Delta
Deal found 1/27$380
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:01 am
BOS
-
PWM
1 stop24h 48m
Multiple Airlines
Thu 3/56:19 pm
PWM
-
BOS
1 stop15h 51m
Multiple Airlines
Deal found 1/28$406
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.
Fri 3/138:00 am
BOS
-
PWM
1 stop9h 08m
Delta
Sun 3/226:25 am
PWM
-
BOS
1 stop16h 29m
Delta
Deal found 1/27$410
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 2/244:22 pm
BOS
-
PWM
1 stop17h 55m
Multiple Airlines
Tue 3/36:14 pm
PWM
-
BOS
1 stop19h 41m
Multiple Airlines
Deal found 1/26$422
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/157:05 am
ALB
-
PWM
1 stop4h 13m
Delta
Thu 2/195:59 pm
PWM
-
ALB
1 stop5h 03m
Delta
Deal found 1/26$424
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 2/244:26 pm
ALB
-
PWM
2 stops17h 59m
American Airlines
Tue 3/312:49 pm
PWM
-
ALB
2 stops10h 55m
American Airlines
Deal found 1/27$443
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/165:20 pm
ALB
-
PWM
1 stop6h 30m
Southwest
Thu 2/195:35 am
PWM
-
ALB
2 stops10h 40m
Southwest
Deal found 1/28$449

Find flight deals from Massachusetts to Portland

Keep the following information in mind while searching for Massachusetts to Portland flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$335
(Delta)

One-way from

$167
(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 Massachusetts to Portland
Search Deals
One-way flight from Massachusetts to Portland
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts 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 January 29, 2026.
Use the filters below to find and compare flights from Massachusetts to Portland that are best for you.

Fly from

Massachusetts

Fly to

Portland

Route

Depart

Return

Price

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Fri 3/13

8:00 am-5:08 pm

1 stop9h 08m

Portland

Fri 3/20

2:30 pm-7:15 am

1 stop16h 45m

$335

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Tue 2/24

5:35 am-11:18 am

1 stop5h 43m

Portland

Tue 3/3

5:59 pm-11:02 pm

1 stop5h 03m

$341

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sun 3/15

3:00 pm-11:12 pm

1 stop8h 12m

Portland

Fri 3/20

2:30 pm-7:15 am

1 stop16h 45m

$354

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Tue 2/24

5:30 am-2:55 pm

2 stops9h 25m

Portland

Tue 3/3

5:45 am-12:20 pm

1 stop6h 35m

$368

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Fri 3/13

8:00 am-5:08 pm

1 stop9h 08m

Portland

Sat 3/21

2:30 pm-10:54 pm

1 stop8h 24m

$380

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sun 3/15

3:00 pm-11:12 pm

1 stop8h 12m

Portland

Sat 3/21

2:30 pm-10:54 pm

1 stop8h 24m

$380

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 2/26

10:01 am-10:49 am

1 stop24h 48m

Portland

Thu 3/5

6:19 pm-10:10 am

1 stop15h 51m

$406

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Fri 3/13

8:00 am-5:08 pm

1 stop9h 08m

Portland

Sun 3/22

6:25 am-10:54 pm

1 stop16h 29m

$410

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sun 3/15

3:00 pm-11:12 pm

1 stop8h 12m

Portland

Sun 3/22

6:25 am-10:54 pm

1 stop16h 29m

$410

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 2/24

4:22 pm-10:17 am

1 stop17h 55m

Portland

Tue 3/3

6:14 pm-1:55 pm

1 stop19h 41m

$422

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 38 results
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Best time to book a flight from Massachusetts to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Massachusetts 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 Massachusetts to Portland
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Massachusetts?

    Portland (PWM), located 2.9 mi from the city center, is the airport you fly into when you book flights from Massachusetts to Portland.

  • How long is the flight from Massachusetts to Portland, Maine?

    A quick flight from Massachusetts to Portland, Maine can take about 9h 08m. Delta provides one of the quickest options available for as low as $335. The distance between Massachusetts and Portland, Maine is about 95 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Massachusetts to Portland, Maine?

    The most popular route from Massachusetts to Portland, Maine is Boston Logan Intl - Portland. You may also consider Albany Intl - Portland or Hartford Bradley Intl - Portland.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Massachusetts 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
Brunswick
Auburn
Conway

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