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$117+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/1810:47 amBOS - PWM
1 stop23h 54mMultiple Airlines
Thu 12/2510:49 amPWM - BOS
1 stop22h 46mMultiple Airlines
Deal found 12/17$516
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/317:44 pmBOS - PWM
1 stop14h 00mUnited Airlines
Sun 1/47:30 pmPWM - BOS
1 stop15h 07mUnited Airlines
Deal found 12/16$565
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Sun 12/217:54 pmBDL - PWM
1 stop13h 12mMultiple Airlines
Tue 12/2311:58 amPWM - BDL
1 stop27h 18mMultiple Airlines
Deal found 12/17$582
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Sun 12/212:01 pmBDL - PWM
2 stops19h 05mBreeze Airways
Tue 12/2311:58 amPWM - BDL
1 stop27h 18mBreeze Airways
Deal found 12/17$596
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/317:40 pmBDL - PWM
1 stop14h 04mUnited Airlines
Sun 1/47:30 pmPWM - BDL
1 stop14h 25mUnited Airlines
Deal found 12/16$600
This Southwest deal was found by Cheapflights users on 12/16. 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 12/295:50 amALB - PWM
1 stop5h 20mSouthwest
Wed 12/315:30 amPWM - ALB
1 stop6h 35mSouthwest
Deal found 12/16$606
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/266:20 amBDL - PWM
2 stops11h 56mAmerican Airlines
Tue 12/3012:37 pmPWM - BDL
2 stops10h 49mAmerican Airlines
Deal found 12/16$608
This Southwest deal was found by Cheapflights users on 12/16. 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.
Fri 12/268:15 amBDL - PWM
1 stop8h 40mSouthwest
Tue 12/305:30 amPWM - BDL
1 stop6h 20mSouthwest
Deal found 12/16$682
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/299:45 amALB - PWM
2 stops13h 37mUnited Airlines
Wed 12/312:55 pmPWM - ALB
2 stops19h 20mUnited Airlines
Deal found 12/16$807
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/185:20 amBOS - PWM
2 stops18h 02mUnited Airlines
Thu 12/256:00 amPWM - BOS
2 stops12h 48mUnited Airlines
Deal found 12/17$1,016

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 18, 2025.

Round-trip from

$266
(Delta)

One-way from

$117
(Kiwi.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 18, 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

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Fri 1/16

8:50 pm-1:45 pm

1 stop16h 55m

Portland

Thu 1/22

2:35 pm-3:53 pm

1 stop25h 18m

$266

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Mon 2/23

4:00 pm-10:45 pm

1 stop6h 45m

Portland

Thu 2/26

4:50 pm-9:05 pm

1 stop4h 15m

$327

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Thu 5/7

8:55 am-2:10 pm

1 stop5h 15m

Portland

Mon 5/11

5:30 am-12:05 pm

1 stop6h 35m

$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

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Sun 1/11

7:00 am-11:20 am

1 stop4h 20m

Portland

Sun 1/18

5:57 pm-10:55 pm

1 stop4h 58m

$347

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Sat 2/7

12:07 pm-9:37 pm

1 stop9h 30m

Portland

Mon 2/9

12:46 pm-11:44 pm

1 stop10h 58m

$349

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

$367

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Sat 2/14

4:15 pm-11:05 pm

1 stop6h 50m

Portland

Tue 2/17

3:55 pm-10:40 pm

1 stop6h 45m

$378

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Fri 5/8

6:09 am-4:36 pm

1 stop10h 27m

Portland

Mon 5/11

5:27 pm-11:28 am

1 stop18h 01m

$412

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Sun 1/11

5:35 am-10:54 pm

2 stops17h 19m

Portland

Sun 1/18

12:46 pm-11:38 pm

1 stop10h 52m

$417

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 34 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 6h 45m. Delta provides one of the quickest options available for as low as $327. The distance between Massachusetts and Portland, Maine is about 187 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 Hartford Bradley Intl - Portland or Boston Logan 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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