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Cheap flights from Portland, Maine to Massachusetts from $102

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Massachusetts departing on 9/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Portland, Maine to Massachusetts

Cheap round-trip flights

JetBlue Logo
6:10 am - 9:51 amPWM-BOS
3h 41m1 stop
JetBlue Logo
7:40 pm - 12:17 amBOS-PWM
4h 37m1 stop
$203JetBlue
Find Deal
Thu, Aug 28 - Tue, Sep 2
JetBlue Logo
2:17 pm - 6:38 pmPWM-BOS
4h 21m1 stop
JetBlue Logo
7:08 am - 1:22 pmBOS-PWM
6h 14m1 stop
$232JetBlue
Find Deal
Thu, Sep 18 - Thu, Sep 25
American Airlines Logo
7:09 am - 4:18 pmPWM-BOS
9h 09m1 stop
American Airlines Logo
7:45 am - 5:03 pmBOS-PWM
9h 18m1 stop
$303American Airlines
Find Deal
Fri, Aug 22 - Sat, Aug 23
Delta Logo
10:00 am - 10:29 pmPWM-BOS
12h 29m1 stop
Delta Logo
12:25 pm - 11:29 amBOS-PWM
23h 04m1 stop
$343Delta
Find Deal
Mon, Dec 22 - Thu, Jan 1
Delta Logo
5:59 pm - 9:20 amPWM-BOS
15h 21m2 stops
Delta Logo
12:25 pm - 11:29 amBOS-PWM
23h 04m1 stop
$350Delta
Find Deal
Tue, Dec 23 - Thu, Jan 1
United Airlines Logo
4:48 pm - 9:24 amPWM-BOS
16h 36m1 stop
United Airlines Logo
6:00 am - 11:17 pmBOS-PWM
17h 17m2 stops
$421United Airlines
Find Deal
Sat, Jan 17 - Sat, Jan 24
American Airlines Logo
7:03 am - 4:10 pmPWM-BOS
9h 07m1 stop
American Airlines Logo
12:30 pm - 8:11 pmBOS-PWM
7h 41m1 stop
$438American Airlines
Find Deal
Mon, Sep 1 - Mon, Sep 8
United Airlines Logo
6:00 am - 6:44 pmPWM-BOS
12h 44m2 stops
United Airlines Logo
9:50 am - 11:17 pmBOS-PWM
13h 27m2 stops
$448United Airlines
Find Deal
Sat, Jan 17 - Sat, Jan 24
Logo
3:15 pm - 11:13 amPWM-BOS
19h 58m2 stops
Logo
2:53 pm - 9:06 amBOS-PWM
18h 13m1 stop
$513
Find Deal
Thu, Sep 18 - Thu, Sep 25
Logo
3:17 pm - 10:51 amPWM-BOS
19h 34m2 stops
Logo
2:53 pm - 9:06 amBOS-PWM
18h 13m1 stop
$517
Find Deal
Sun, Aug 31 - Sun, Sep 7

JetBlue flights from Portland, Maine to Massachusetts

Our best JetBlue deals on Portland, Maine to Massachusetts flight tickets
JetBlue
Aug 28
PWM6:10 amPortland
3h 41m
1 stop
BOS9:51 amBoston Logan Intl
Sep 2
BOS7:40 pmBoston Logan Intl
4h 37m
1 stop
PWM12:17 amPortland
$203
Find similar
JetBlue
Sep 18
PWM2:17 pmPortland
4h 21m
1 stop
BOS6:38 pmBoston Logan Intl
Sep 25
BOS7:08 amBoston Logan Intl
6h 14m
1 stop
PWM1:22 pmPortland
$232
Find similar
JetBlue
Aug 23
PWM6:10 amPortland
3h 26m
1 stop
BOS9:36 amBoston Logan Intl
Aug 26
BOS5:05 pmBoston Logan Intl
7h 12m
1 stop
PWM12:17 amPortland
$254
Find similar

American Airlines flights from Portland, Maine to Massachusetts

Our best American Airlines deals on Portland, Maine to Massachusetts flight tickets
American Airlines
Aug 22
PWM7:09 amPortland
9h 09m
1 stop
BOS4:18 pmBoston Logan Intl
Aug 23
BOS7:45 amBoston Logan Intl
9h 18m
1 stop
PWM5:03 pmPortland
$303
Find similar
American Airlines
Sep 1
PWM7:03 amPortland
9h 07m
1 stop
BOS4:10 pmBoston Logan Intl
Sep 8
BOS12:30 pmBoston Logan Intl
7h 41m
1 stop
PWM8:11 pmPortland
$438
Find similar
American Airlines
Aug 18
PWM7:03 amPortland
9h 07m
1 stop
BOS4:10 pmBoston Logan Intl
Aug 22
BOS4:50 pmBoston Logan Intl
18h 08m
1 stop
PWM10:58 amPortland
$569
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine 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, momondo users made 832,500 searches. Data last updated August 5, 2025.
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

Thu 8/28

6:10 am-9:51 am

1 stop3h 41m

Boston Logan Intl

Tue 9/2

7:40 pm-12:17 am

1 stop4h 37m

$203

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 9/18

2:17 pm-6:38 pm

1 stop4h 21m

Boston Logan Intl

Thu 9/25

7:08 am-1:22 pm

1 stop6h 14m

$232

PortlandBoston

PWM - BOS

PWMBOS

Portland

Fri 8/22

7:09 am-4:18 pm

1 stop9h 09m

Boston Logan Intl

Sat 8/23

7:45 am-5:03 pm

1 stop9h 18m

$303

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 12/22

10:00 am-10:29 pm

1 stop12h 29m

Boston Logan Intl

Thu 1/1

12:25 pm-11:29 am

1 stop23h 04m

$343

PortlandBoston

PWM - BOS

PWMBOS

Portland

Tue 12/23

5:59 pm-9:20 am

2 stops15h 21m

Boston Logan Intl

Thu 1/1

12:25 pm-11:29 am

1 stop23h 04m

$350

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 1/17

4:48 pm-9:24 am

1 stop16h 36m

Boston Logan Intl

Sat 1/24

6:00 am-11:17 pm

2 stops17h 17m

$421

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 9/1

7:03 am-4:10 pm

1 stop9h 07m

Boston Logan Intl

Mon 9/8

12:30 pm-8:11 pm

1 stop7h 41m

$438

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 1/17

6:00 am-6:44 pm

2 stops12h 44m

Boston Logan Intl

Sat 1/24

9:50 am-11:17 pm

2 stops13h 27m

$448

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 9/18

3:15 pm-11:13 am

2 stops19h 58m

Boston Logan Intl

Thu 9/25

2:53 pm-9:06 am

1 stop18h 13m

$513

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sun 8/31

3:17 pm-10:51 am

2 stops19h 34m

Boston Logan Intl

Sun 9/7

2:53 pm-9:06 am

1 stop18h 13m

$517

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Massachusetts from

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 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

Best Price Found

$102

Fastest flight time

3h 26m

Direct flights

None

Airports in Massachusetts

1 airport
The best one-way flight to Massachusetts from Portland, Maine in the past 72 hours is $102. The best round-trip flight deal from Portland, Maine to Massachusetts found on momondo in the last 72 hours is $203.
The fastest flight from Portland, Maine to Massachusetts takes 3h 26m
There are no direct flights from Portland, Maine to Massachusetts. Popular non-direct route for this connection is Portland Airport - Boston Logan Intl Airport.
There is 1 airport near Massachusetts: Boston Logan Intl (BOS)
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 many operators does momondo search for flights from Portland Airport to Massachusetts?

  • 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.

Best airlines flying from Portland, Maine to Massachusetts

Compare and see reviews for airlines that fly from Portland, Maine to Massachusetts with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $176Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights

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.

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