HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$102+ Cheap flights from Portland, ME (PWM) to Massachusetts

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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BOS
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Massachusetts with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Portland to Massachusetts

Cheapest flights from Portland to Massachusetts
Explore the most affordable flight options available from Portland to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Mon 12/89:46 amPWM - BOS
1 stop24h 15mMultiple Airlines
Sun 12/1410:22 amBOS - PWM
1 stop24h 19mMultiple Airlines
Deal found 11/6$248
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/1011:16 amPWM - BOS
1 stop22h 47mMultiple Airlines
Sun 12/1410:22 amBOS - PWM
1 stop24h 19mMultiple Airlines
Deal found 11/6$271
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Mon 12/89:46 amPWM - BOS
1 stop24h 15mMultiple Airlines
Fri 12/1212:17 pmBOS - PWM
1 stop22h 19mMultiple Airlines
Deal found 11/6$310
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/1011:16 amPWM - BOS
1 stop22h 47mMultiple Airlines
Fri 12/1212:17 pmBOS - PWM
1 stop22h 19mMultiple Airlines
Deal found 11/6$332
This Delta deal was found by Cheapflights users on 11/6. 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 12/96:15 amPWM - BOS
1 stop9h 56mDelta
Sun 12/146:05 amBOS - PWM
1 stop17h 54mDelta
Deal found 11/6$344
This Delta deal was found by Cheapflights users on 11/6. 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.
Wed 12/106:00 amPWM - BOS
1 stop7h 15mDelta
Sat 12/136:05 amBOS - PWM
1 stop17h 54mDelta
Deal found 11/6$384
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 stop26h 55mMultiple Airlines
Fri 11/218:24 amBOS - PWM
2 stops26h 12mMultiple Airlines
Deal found 11/6$440

Cheap flight deals from Portland to Massachusetts

Keep the following information in mind while searching for Portland to Massachusetts flight deals. Data was last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$248
(Kiwi.com)

One-way from

$102
(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 Massachusetts
Search Deals
One-way flight from Portland to Massachusetts
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Massachusetts 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 November 6, 2025.
Use the filters below to find and compare flights from Portland to Massachusetts that are best for you.

Fly from

Portland

Fly to

Massachusetts

Route

Depart

Return

Price

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 12/8

9:46 am-10:01 am

1 stop24h 15m

Boston Logan Intl

Sun 12/14

10:22 am-10:41 am

1 stop24h 19m

$248

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 12/10

11:16 am-10:03 am

1 stop22h 47m

Boston Logan Intl

Sun 12/14

10:22 am-10:41 am

1 stop24h 19m

$271

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 12/9

6:15 am-4:11 pm

1 stop9h 56m

Boston Logan Intl

Sat 12/13

6:05 am-11:59 pm

1 stop17h 54m

$344

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 12/8

6:15 am-7:33 am

1 stop25h 18m

Boston Logan Intl

Sat 12/13

6:05 am-11:59 pm

1 stop17h 54m

$344

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 12/9

6:15 am-4:11 pm

1 stop9h 56m

Boston Logan Intl

Sun 12/14

6:05 am-11:59 pm

1 stop17h 54m

$344

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 12/10

11:16 am-10:22 am

2 stops23h 06m

Boston Logan Intl

Fri 12/12

8:11 pm-10:36 am

1 stop14h 25m

$353

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 12/10

6:00 am-1:15 pm

1 stop7h 15m

Boston Logan Intl

Sat 12/13

6:05 am-11:59 pm

1 stop17h 54m

$384

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 12/4

11:58 am-7:33 am

2 stops19h 35m

Boston Logan Intl

Thu 12/11

8:11 pm-9:06 am

1 stop12h 55m

$440

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 12/8

12:39 pm-10:34 am

1 stop21h 55m

Boston Logan Intl

Fri 12/12

7:00 am-12:11 pm

1 stop29h 11m

$517

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 4/20

2:20 pm-8:30 pm

1 stop6h 10m

Boston Logan Intl

Fri 4/24

8:30 am-1:23 pm

1 stop4h 53m

$519

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 18 results
1
2

Best time to book a flight from Portland to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts 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 Massachusetts

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

Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Massachusetts (average of $89). Flying from Portland, Maine to Massachusetts in December is currently the most expensive (average of $401). 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.

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

Find hourly flight availability from Portland to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 6, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 45% on flights from Portland, Maine to Massachusetts by exploring options for tickets in the evening.

Related info for your journey

Find useful and relevant information for your journey from Portland to Massachusetts. 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 from for flights from Portland to Massachusetts?

    If you book a flight to Massachusetts from Portland, you will be flying from Portland, which is the city’s only airport. Portland (PWM) is located 2.9 mi from the center of Portland.

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

    Delta can get you from Portland, Maine to Massachusetts in just under 9h 56m. Your travel time can differ by up to . The distance from Portland, Maine to Massachusetts is about 95 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Massachusetts 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 Portland, Maine to Massachusetts?

    Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Massachusetts (average of $89). Flying from Portland, Maine to Massachusetts in December is currently the most expensive (average of $401). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Fort Lauderdale flights
Boston to Miami flights
Boston to Orlando flights
Boston to Tampa flights
Boston to Los Angeles flights
Boston to Las Vegas flights
Boston to Atlanta flights
Boston to Dallas/Fort Worth flights
Boston to West Palm Beach flights
Boston to Fort Myers flights
Boston to Denver flights
Boston to O'Hare Intl flights
Boston to San Francisco flights
Boston to LaGuardia flights
Boston to Baltimore flights
Boston to Seattle flights
Boston to Sky Harbor Intl flights
Boston to Reagan-National flights
Boston to Hobby flights
Boston to Philadelphia flights
Boston to Newark flights
Boston to New Orleans flights
Boston to Salt Lake City flights
Boston to Austin flights
Boston to Raleigh flights
Boston to John F Kennedy Intl flights
Boston to Charlotte flights
Boston to Sarasota flights
Boston to George Bush Intcntl flights
Boston to Dulles Intl flights
Boston to Nashville flights
Boston to San Diego flights
Boston to Charleston flights
Boston to Honolulu flights
Boston to Savannah flights
Boston to Cleveland flights
Boston to Detroit flights
Boston to Ontario flights
Boston to Jacksonville flights
Boston to Pittsburgh flights
Boston to Key West flights
Boston to Cincinnati flights
Boston to Indianapolis flights
Boston to Minneapolis flights
Boston to Love Field flights
Boston to San Antonio flights
Boston to Columbus flights
Boston to Richmond flights
Boston to Midway flights
Boston to Milwaukee flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.