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.

$204 Cheap Flights from Portland, Maine to Massachusetts in 2026/27

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.

10:25 am - 2:30 pmPWM Portland-BOS Boston Logan Intl

4h 05m1 stop Baltimore/Washington

7:45 pm - 11:55 pmBOS Boston Logan Intl-PWM Portland

4h 10m1 stop Baltimore/Washington

$407Southwest

Mon, Dec 7 - Fri, Dec 11

5:15 am - 10:35 amPWM Portland-BOS Boston Logan Intl

5h 20m1 stop Baltimore/Washington

7:55 am - 12:10 pmBOS Boston Logan Intl-PWM Portland

4h 15m1 stop Baltimore/Washington

$427Southwest

Thu, Dec 3 - Thu, Dec 10

5:35 pm - 9:41 amPWM Portland-BOS Boston Logan Intl

40h 06m2 stops Charleston Fort Lauderdale

11:08 am - 9:08 amBOS Boston Logan Intl-PWM Portland

22h 00m1 stop Orlando

$466Multiple Airlines

Fri, Dec 4 - Fri, Dec 11

3:25 pm - 9:55 pmPWM Portland-BOS Boston Logan Intl

6h 30m1 stop Baltimore/Washington

5:40 am - 9:25 amBOS Boston Logan Intl-PWM Portland

3h 45m1 stop Baltimore/Washington

$467Southwest

Thu, Dec 31 - Sat, Jan 2

5:15 am - 10:35 amPWM Portland-BOS Boston Logan Intl

5h 20m1 stop Baltimore/Washington

5:30 am - 9:50 amBOS Boston Logan Intl-PWM Portland

4h 20m1 stop Baltimore/Washington

$477Southwest

Mon, Dec 7 - Thu, Dec 10

11:10 am - 3:40 pmPWM Portland-BOS Boston Logan Intl

4h 30m1 stop Baltimore/Washington

5:25 am - 10:30 amBOS Boston Logan Intl-PWM Portland

5h 05m1 stop Baltimore/Washington

$511Southwest

Sun, Nov 22 - Thu, Nov 26

5:25 am - 9:40 amPWM Portland-BOS Boston Logan Intl

4h 15m1 stop Baltimore/Washington

5:40 am - 9:25 amBOS Boston Logan Intl-PWM Portland

3h 45m1 stop Baltimore/Washington

$527Southwest

Tue, Dec 29 - Sat, Jan 2

5:25 am - 9:40 amPWM Portland-BOS Boston Logan Intl

4h 15m1 stop Baltimore/Washington

7:40 pm - 11:55 pmBOS Boston Logan Intl-PWM Portland

4h 15m1 stop Baltimore/Washington

$557Southwest

Sun, Jan 3 - Sun, Jan 3

9:38 am - 11:59 pmPWM Portland-BOS Boston Logan Intl

14h 21m1 stop Washington, D.C. Dulles Intl

7:33 pm - 2:37 pmBOS Boston Logan Intl-PWM Portland

19h 04m1 stop Washington, D.C. Dulles Intl

$563United Airlines

Sat, Dec 12 - Mon, Dec 14

9:38 am - 11:59 pmPWM Portland-BOS Boston Logan Intl

14h 21m1 stop Washington, D.C. Dulles Intl

5:45 am - 11:24 pmBOS Boston Logan Intl-PWM Portland

17h 39m2 stops Washington, D.C. Dulles Intl Newark

$568United Airlines

Sat, Dec 12 - Mon, Dec 14

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United Airlines flights from Portland, Maine to Massachusetts

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

United Airlines

Dec 12

PWM9:38 amPortland

14h 21m

1 stop

BOS11:59 pmBoston Logan Intl

Dec 14

BOS7:33 pmBoston Logan Intl

19h 04m

1 stop

PWM2:37 pmPortland

$563

United Airlines

Dec 12

PWM9:38 amPortland

14h 21m

1 stop

BOS11:59 pmBoston Logan Intl

Dec 14

BOS5:45 amBoston Logan Intl

17h 39m

2 stops

PWM11:24 pmPortland

$568

United Airlines

Nov 25

PWM7:35 pmPortland

23h 22m

1 stop

BOS6:57 pmBoston Logan Intl

Nov 29

BOS7:15 amBoston Logan Intl

25h 45m

1 stop

PWM9:00 amPortland

$682

Southwest flights from Portland, Maine to Massachusetts

Our best Southwest deals on Portland, Maine to Massachusetts flight tickets

Southwest

Dec 7

PWM10:25 amPortland

4h 05m

1 stop

BOS2:30 pmBoston Logan Intl

Dec 11

BOS7:45 pmBoston Logan Intl

4h 10m

1 stop

PWM11:55 pmPortland

$407

Southwest

Dec 3

PWM10:25 amPortland

4h 05m

1 stop

BOS2:30 pmBoston Logan Intl

Dec 9

BOS7:55 amBoston Logan Intl

6h 50m

1 stop

PWM2:45 pmPortland

$427

Southwest

Dec 31

PWM3:25 pmPortland

6h 30m

1 stop

BOS9:55 pmBoston Logan Intl

Jan 2

BOS5:40 amBoston Logan Intl

3h 45m

1 stop

PWM9:25 amPortland

$467

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

Cheapest round-trip

PortlandBoston

PWM Portland - BOS Boston Logan Intl

PWMBOS

Portland

Mon 12/7

10:25 am-2:30 pm

1 stop4h 05m

Boston Logan Intl

Fri 12/11

7:45 pm-11:55 pm

1 stop4h 10m

$407

PortlandBoston

PWM Portland - BOS Boston Logan Intl

PWMBOS

Portland

Thu 12/3

5:15 am-10:35 am

1 stop5h 20m

Boston Logan Intl

Thu 12/10

7:55 am-12:10 pm

1 stop4h 15m

$427

PortlandBoston

PWM Portland - BOS Boston Logan Intl

PWMBOS

Portland

Fri 12/4

5:35 pm-9:41 am

2 stops40h 06m

Boston Logan Intl

Fri 12/11

11:08 am-9:08 am

1 stop22h 00m

$466

PortlandBoston

PWM Portland - BOS Boston Logan Intl

PWMBOS

Portland

Thu 12/31

3:25 pm-9:55 pm

1 stop6h 30m

Boston Logan Intl

Sat 1/2

5:40 am-9:25 am

1 stop3h 45m

$467

PortlandBoston

PWM Portland - BOS Boston Logan Intl

PWMBOS

Portland

Mon 12/7

5:15 am-10:35 am

1 stop5h 20m

Boston Logan Intl

Thu 12/10

5:30 am-9:50 am

1 stop4h 20m

$477

PortlandBoston

PWM Portland - BOS Boston Logan Intl

PWMBOS

Portland

Sun 11/22

11:10 am-3:40 pm

1 stop4h 30m

Boston Logan Intl

Thu 11/26

5:25 am-10:30 am

1 stop5h 05m

$511

Quickest round-trip

PortlandBoston

PWM Portland - BOS Boston Logan Intl

PWMBOS

Portland

Tue 12/29

5:25 am-9:40 am

1 stop4h 15m

Boston Logan Intl

Sat 1/2

5:40 am-9:25 am

1 stop3h 45m

$527

PortlandBoston

PWM Portland - BOS Boston Logan Intl

PWMBOS

Portland

Sun 1/3

5:25 am-9:40 am

1 stop4h 15m

Boston Logan Intl

Sun 1/3

7:40 pm-11:55 pm

1 stop4h 15m

$557

PortlandBoston

PWM Portland - BOS Boston Logan Intl

PWMBOS

Portland

Sat 12/12

9:38 am-11:59 pm

1 stop14h 21m

Boston Logan Intl

Mon 12/14

7:33 pm-2:37 pm

1 stop19h 04m

$563

PortlandBoston

PWM Portland - BOS Boston Logan Intl

PWMBOS

Portland

Sat 12/12

9:38 am-11:59 pm

1 stop14h 21m

Boston Logan Intl

Mon 12/14

5:45 am-11:24 pm

2 stops17h 39m

$568

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

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

Southwest and United Airlines are the most popular carriers operating from Portland to Massachusetts

What airlines fly to Massachusetts?

JetBlue, Cape Air and American Airlines are the top three most popular airlines that fly to Massachusetts from Portland, Maine according to our data. JetBlue is the first choice among our users, with 67% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 3 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

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

Best Price Found	$204
Fastest flight time	4h 05m
Direct flights	None

The best one-way flight to Massachusetts from Portland, Maine in the past 72 hours is $204. The best round-trip flight deal from Portland, Maine to Massachusetts found on momondo in the last 72 hours is $407.

The fastest flight from Portland, Maine to Massachusetts takes 4h 05m

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

Search flight deals

Frequently asked questions about flying from Portland, Maine 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.

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.