What is the cheapest airline that flies from Portland to Massachusetts?

JetBlue is the most popular carrier operating from Portland to Massachusetts

When did momondo last update prices for flights from Portland Airport to Massachusetts?

Prices for flights from Portland Airport to Massachusetts are updated daily.

How old do you have to be to fly from Portland Airport to Massachusetts?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Massachusetts.

What documentation or ID do you need to fly to Massachusetts?

The required travel and health documents for your Massachusetts trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Massachusetts. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$128 Cheap Flights from Portland to Massachusetts in 2025/26

1 adult

0 bags

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Portland, Maine to Massachusetts

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:47 am - 11:19 pm

PWM

BOS

13h 32m1 stop

7:00 am - 9:07 am

BOS

PWM

26h 07m1 stop

$300Multiple Airlines

Fri, Jan 9 - Sun, Jan 11

9:47 am - 2:38 pm

PWM

BOS

28h 51m1 stop

5:27 pm - 10:22 am

BOS

PWM

40h 55m2 stops

$354Multiple Airlines

Mon, Jan 12 - Mon, Jan 19

9:47 am - 11:57 pm

PWM

BOS

14h 10m2 stops

7:00 am - 9:07 am

BOS

PWM

26h 07m1 stop

$370Multiple Airlines

Fri, Jan 9 - Sun, Jan 11

11:01 am - 10:03 am

PWM

BOS

23h 02m2 stops

12:10 pm - 9:07 am

BOS

PWM

20h 57m1 stop

$405Multiple Airlines

Sun, Jan 11 - Sun, Jan 18

2:45 pm - 10:10 pm

PWM

BOS

7h 25m1 stop

7:00 am - 2:48 pm

BOS

PWM

7h 48m1 stop

$417JetBlue

Mon, Jan 12 - Mon, Jan 19

7:30 pm - 10:37 am

PWM

BOS

15h 07m1 stop

2:20 pm - 2:31 pm

BOS

PWM

24h 11m1 stop

$480United Airlines

Wed, Dec 31 - Wed, Jan 7

7:30 pm - 10:37 am

PWM

BOS

15h 07m1 stop

2:20 pm - 1:56 pm

BOS

PWM

23h 36m2 stops

$485United Airlines

Wed, Dec 31 - Wed, Jan 7

7:01 pm - 10:37 am

PWM

BOS

15h 36m2 stops

2:20 pm - 1:56 pm

BOS

PWM

23h 36m2 stops

$491United Airlines

Wed, Dec 31 - Wed, Jan 7

11:21 am - 11:37 am

PWM

BOS

24h 16m1 stop

12:22 pm - 9:06 am

BOS

PWM

20h 44m1 stop

$512Multiple Airlines

Fri, Jan 2 - Sun, Jan 4

11:21 am - 11:37 am

PWM

BOS

24h 16m1 stop

11:03 am - 10:41 am

BOS

PWM

23h 38m2 stops

$544Multiple Airlines

Fri, Jan 2 - Sun, Jan 4

American Airlines flights from Portland, Maine to Massachusetts

Our best American Airlines deals on Portland, Maine to Massachusetts flight tickets

American Airlines

May 5

PWM12:09 pmPortland

7h 09m

1 stop

BOS7:18 pmBoston Logan Intl

May 12

BOS2:15 pmBoston Logan Intl

21h 23m

1 stop

PWM11:38 amPortland

$622

Find similar

American Airlines

Jan 12

PWM12:40 pmPortland

22h 41m

1 stop

BOS11:21 amBoston Logan Intl

Jan 19

BOS9:30 amBoston Logan Intl

30h 01m

1 stop

PWM3:31 pmPortland

$623

Find similar

American Airlines

Jan 11

PWM3:58 pmPortland

26h 15m

1 stop

BOS6:13 pmBoston Logan Intl

Jan 18

BOS7:00 amBoston Logan Intl

29h 05m

1 stop

PWM12:05 pmPortland

$641

Find similar

United Airlines flights from Portland, Maine to Massachusetts

Our best United Airlines deals on Portland, Maine to Massachusetts flight tickets

United Airlines

Dec 31

PWM7:30 pmPortland

15h 07m

1 stop

BOS10:37 amBoston Logan Intl

Jan 7

BOS2:20 pmBoston Logan Intl

24h 11m

1 stop

PWM2:31 pmPortland

$480

Find similar

United Airlines

Dec 31

PWM7:30 pmPortland

15h 07m

1 stop

BOS10:37 amBoston Logan Intl

Jan 7

BOS2:20 pmBoston Logan Intl

23h 36m

2 stops

PWM1:56 pmPortland

$485

Find similar

United Airlines

Dec 31

PWM7:01 pmPortland

15h 36m

2 stops

BOS10:37 amBoston Logan Intl

Jan 7

BOS2:20 pmBoston Logan Intl

23h 36m

2 stops

PWM1:56 pmPortland

$491

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Portland, Maine to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandBoston

PWM - BOS

PWMBOS

Portland

Fri 1/9

9:47 am-11:19 pm

1 stop13h 32m

Boston Logan Intl

Sun 1/11

7:00 am-9:07 am

1 stop26h 07m

$300

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 1/12

9:47 am-2:38 pm

1 stop28h 51m

Boston Logan Intl

Mon 1/19

5:27 pm-10:22 am

2 stops40h 55m

$354

PortlandBoston

PWM - BOS

PWMBOS

Portland

Fri 1/9

9:47 am-11:57 pm

2 stops14h 10m

Boston Logan Intl

Sun 1/11

7:00 am-9:07 am

1 stop26h 07m

$370

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sun 1/11

11:01 am-10:03 am

2 stops23h 02m

Boston Logan Intl

Sun 1/18

12:10 pm-9:07 am

1 stop20h 57m

$405

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 1/12

2:45 pm-10:10 pm

1 stop7h 25m

Boston Logan Intl

Mon 1/19

7:00 am-2:48 pm

1 stop7h 48m

$417

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 12/31

7:30 pm-10:37 am

1 stop15h 07m

Boston Logan Intl

Wed 1/7

2:20 pm-2:31 pm

1 stop24h 11m

$480

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 12/31

7:30 pm-10:37 am

1 stop15h 07m

Boston Logan Intl

Wed 1/7

2:20 pm-1:56 pm

2 stops23h 36m

$485

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 12/31

7:01 pm-10:37 am

2 stops15h 36m

Boston Logan Intl

Wed 1/7

2:20 pm-1:56 pm

2 stops23h 36m

$491

PortlandBoston

PWM - BOS

PWMBOS

Portland

Fri 1/2

11:21 am-11:37 am

1 stop24h 16m

Boston Logan Intl

Sun 1/4

12:22 pm-9:06 am

1 stop20h 44m

$512

PortlandBoston

PWM - BOS

PWMBOS

Portland

Fri 1/2

11:21 am-11:37 am

1 stop24h 16m

Boston Logan Intl

Sun 1/4

11:03 am-10:41 am

2 stops23h 38m

$544

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Portland, Maine to Massachusetts

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest day to depart on your flight to Massachusetts?

According to our data, Tuesday is the cheapest day to fly to Massachusetts from Portland, Maine. The lowest ticket price found for a Tuesday departure recently was $262. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Wednesday is the most expensive day to depart from Portland, Maine because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $438.

What is the cheapest time of day to depart on your flight to Massachusetts?

Our data shows that the cheapest Portland, Maine to Massachusetts flights are usually those with departure times at noon. Our users have found flights to Massachusetts at noon for as low as $276. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $747 on average. Flights to Massachusetts from Portland, Maine in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

Cheap Portland, Maine to Massachusetts flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Massachusetts

Fastest flight time	13h 32m
Direct flights	None

The fastest flight from Portland, Maine to Massachusetts takes 13h 32m

There are no direct flights from Portland, Maine to Massachusetts. There are no popular flight routes from Portland, Maine to Massachusetts.

Search flight deals

When did momondo last update prices for flights from Portland Airport to Massachusetts?
Prices for flights from Portland Airport to Massachusetts are updated daily.
How old do you have to be to fly from Portland Airport to Massachusetts?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Massachusetts.
What documentation or ID do you need to fly to Massachusetts?
The required travel and health documents for your Massachusetts trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Massachusetts. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Massachusetts?

Finding the right flight to Massachusetts from Portland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Massachusetts quick and easy, saving you time and money.

Can I find flights from Portland to Massachusetts with flexible booking policies on momondo?

Yes. All flights to Massachusetts from Portland on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Portland to Massachusetts?

momondo provides multiple filters to help you find the best flight to Massachusetts from Portland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Portland to Massachusetts right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Portland to Massachusetts flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.