HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$203+ Cheap flights from Portland, ME (PWM) to Massachusetts

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BOS
Apr 29 — May 61
Tue 4/29
Tue 5/6
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.

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 April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$203
(JetBlue)
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

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 April 24, 2025.

This JetBlue deal was found by Cheapflights users on 4/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/157:12 amPWM - BOS
1 stop4h 30mJetBlue
Wed 5/219:15 amBOS - PWM
1 stop5h 25mJetBlue
Deal found 4/23$203
This American Airlines deal was found by Cheapflights users on 4/23. 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 5/2211:07 amPWM - BOS
1 stop20h 16mAmerican Airlines
Sun 5/252:26 pmBOS - PWM
2 stops19h 54mAmerican Airlines
Deal found 4/23$373
This Mytrip deal was found by Cheapflights users on 4/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/153:17 pmPWM - BOS
2 stops27h 35mMultiple Airlines
Wed 5/213:49 pmBOS - PWM
2 stops22h 43mMultiple Airlines
Deal found 4/23$473
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Fri 5/911:50 amPWM - BOS
1 stop12h 55mUnited Airlines
Tue 5/135:30 amBOS - PWM
2 stops17h 57mUnited Airlines
Deal found 4/23$520

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 April 24, 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

Thu 5/15

7:12 am-11:42 am

1 stop4h 30m

Boston Logan Intl

Wed 5/21

9:15 am-2:40 pm

1 stop5h 25m

$203

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 5/22

11:07 am-7:23 am

1 stop20h 16m

Boston Logan Intl

Sun 5/25

2:26 pm-10:20 am

2 stops19h 54m

$373

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 5/15

3:17 pm-6:52 pm

2 stops27h 35m

Boston Logan Intl

Wed 5/21

3:49 pm-2:32 pm

2 stops22h 43m

$473

PortlandBoston

PWM - BOS

PWMBOS

Portland

Fri 5/9

2:37 pm-5:34 pm

1 stop26h 57m

Boston Logan Intl

Tue 5/13

6:58 pm-11:27 pm

1 stop4h 29m

$680

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 7/5

6:20 pm-9:26 am

1 stop15h 06m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

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 $218). Flying from Portland, Maine to Massachusetts in July is currently the most expensive (average of $311). 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 April 24, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland, Maine to Massachusetts as you normally would.

Rainfall in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated April 24, 2025.
United Airlines
7.4
Good
8,685 reviews

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,685 reviews
United Airlines
7.4
Good
8,685 reviews

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
JetBlue
7.3
Good
2,924 reviews
United Airlines
7.4
Good
8,685 reviews

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,685 reviews

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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.

  • 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 $218). Flying from Portland, Maine to Massachusetts in July is currently the most expensive (average of $311). 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 Los Angeles flights
Boston to O'Hare Intl flights
Boston to Las Vegas flights
Boston to Orlando flights
Boston to Fort Lauderdale flights
Boston to Miami flights
Boston to Seattle flights
Boston to San Francisco flights
Boston to Dallas/Fort Worth flights
Boston to Baltimore flights
Boston to Reagan-National flights
Boston to Newark flights
Boston to Dulles Intl flights
Boston to LaGuardia flights
Boston to Sky Harbor Intl flights
Boston to Hobby flights
Boston to Denver flights
Boston to Charlotte flights
Boston to Tampa flights
Boston to Nashville flights
Boston to Philadelphia flights
Boston to Salt Lake City flights
Boston to George Bush Intcntl flights
Boston to West Palm Beach flights
Boston to John F Kennedy Intl flights
Boston to Atlanta flights
Boston to San Diego flights
Boston to Fort Myers flights
Boston to Austin flights
Boston to Charleston flights
Boston to Pittsburgh flights
Boston to Portland flights
Boston to Minneapolis flights
Boston to Savannah flights
Boston to New Orleans flights
Boston to Detroit flights
Boston to Raleigh flights
Boston to Honolulu flights
Boston to Cincinnati flights
Boston to Columbus flights
Boston to Midway flights
Boston to Indianapolis flights
Boston to Ontario flights
Boston to Cleveland flights
Boston to Richmond flights
Boston to Myrtle Beach flights
Boston to Louisville flights
Boston to Jacksonville flights
Boston to Kansas City flights
Boston to Norfolk 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.