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$116+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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 December 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/11. 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 12/276:45 amBOS - PWM
1 stop11h 42mUnited Airlines
Wed 12/317:01 pmPWM - BOS
1 stop14h 18mUnited Airlines
Deal found 12/11$569
This Delta deal was found by Cheapflights users on 12/9. 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.
Fri 12/196:05 amBOS - PWM
1 stop7h 49mDelta
Fri 12/267:00 amPWM - BOS
1 stop11h 22mDelta
Deal found 12/9$664
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/111:33 pmBDL - PWM
1 stop21h 08mBreeze Airways
Sun 12/1411:58 amPWM - BDL
2 stops34h 54mBreeze Airways
Deal found 12/10$668
This United Airlines deal was found by Cheapflights users on 12/11. 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 12/256:45 amBOS - PWM
1 stop6h 54mUnited Airlines
Sun 12/286:00 amPWM - BOS
1 stop6h 28mUnited Airlines
Deal found 12/11$694
This Southwest deal was found by Cheapflights users on 12/10. 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.
Thu 12/118:55 amBDL - PWM
1 stop6h 00mSouthwest
Sun 12/143:00 pmPWM - BDL
1 stop5h 50mSouthwest
Deal found 12/10$717
This United Airlines deal was found by Cheapflights users on 12/11. 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.
Mon 12/156:25 pmBOS - PWM
1 stop4h 44mUnited Airlines
Wed 12/1710:35 amPWM - BOS
1 stop4h 41mUnited Airlines
Deal found 12/11$753
This American Airlines deal was found by Cheapflights users on 12/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1111:33 amBDL - PWM
2 stops12h 04mAmerican Airlines
Sun 12/145:34 amPWM - BDL
2 stops13h 06mAmerican Airlines
Deal found 12/10$786
This United Airlines deal was found by Cheapflights users on 12/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/175:30 amBOS - PWM
2 stops17h 39mUnited Airlines
Wed 12/247:30 pmPWM - BOS
1 stop23h 18mUnited Airlines
Deal found 12/10$823
This American Airlines deal was found by Cheapflights users on 12/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:48 pmBOS - PWM
1 stop28h 07mAmerican Airlines
Fri 12/265:45 amPWM - BOS
1 stop18h 14mAmerican Airlines
Deal found 12/9$846
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1910:56 amBOS - PWM
1 stop23h 40mMultiple Airlines
Fri 12/2611:21 amPWM - BOS
2 stops24h 13mMultiple Airlines
Deal found 12/9$850
This United Airlines deal was found by Cheapflights users on 12/11. 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 12/117:07 pmBOS - PWM
1 stop19h 12mUnited Airlines
Sun 12/286:00 amPWM - BOS
1 stop6h 28mUnited Airlines
Deal found 12/11$862
This United Airlines deal was found by Cheapflights users on 12/11. 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 12/116:25 pmBOS - PWM
1 stop4h 44mUnited Airlines
Fri 12/126:00 amPWM - BOS
1 stop6h 33mUnited Airlines
Deal found 12/11$908

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 December 12, 2025.

Round-trip from

$310
(Kiwi.com)

One-way from

$116
(Trip.com)
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 December 12, 2025.
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

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Fri 1/9

8:34 pm-10:22 am

1 stop13h 48m

Portland

Fri 1/16

11:29 am-5:48 pm

1 stop6h 19m

$310

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Fri 1/9

7:13 pm-10:22 am

2 stops15h 09m

Portland

Fri 1/16

11:29 am-5:48 pm

1 stop6h 19m

$327

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Mon 1/12

9:25 am-2:55 pm

1 stop5h 30m

Portland

Thu 1/15

5:35 am-11:35 am

1 stop6h 00m

$327

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Thu 1/29

5:40 am-11:20 am

1 stop5h 40m

Portland

Fri 1/30

5:57 pm-10:55 pm

1 stop4h 58m

$327

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Thu 1/1

7:45 pm-4:39 pm

1 stop20h 54m

Portland

Mon 1/5

5:20 pm-4:23 pm

1 stop23h 03m

$331

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sun 5/31

9:25 am-1:23 pm

1 stop3h 58m

Portland

Wed 6/3

6:00 am-10:20 am

1 stop4h 20m

$332

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 1/7

12:29 pm-10:49 am

2 stops46h 20m

Portland

Wed 1/14

11:02 am-11:19 pm

1 stop12h 17m

$337

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Tue 1/6

5:40 am-11:20 am

1 stop5h 40m

Portland

Tue 1/13

5:57 pm-10:55 pm

1 stop4h 58m

$342

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Sat 2/7

5:14 am-4:38 pm

1 stop11h 24m

Portland

Mon 2/9

5:20 am-4:23 pm

1 stop11h 03m

$349

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Tue 3/3

5:35 am-11:18 am

1 stop5h 43m

Portland

Sun 3/8

5:45 pm-11:00 pm

1 stop5h 15m

$377

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 33 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

What is the cheapest month to book a flight from Massachusetts to Portland, Maine?

Currently, July is the cheapest month in which you can book a flight from Massachusetts to Portland, Maine (average of $94). Flying from Massachusetts to Portland, Maine in February is currently the most expensive (average of $436). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 5h 30m. Breeze Airways provides one of the quickest options available for as low as $327. The distance between Massachusetts and Portland, Maine is about 169 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 Albany Intl - Portland. You may also consider Boston Logan 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.

  • What is the cheapest month to book a flight from Massachusetts to Portland, Maine?

    Currently, July is the cheapest month in which you can book a flight from Massachusetts to Portland, Maine (average of $94). Flying from Massachusetts to Portland, Maine in February is currently the most expensive (average of $436). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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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