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Cheap flights from Massachusetts to Portland from $122

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Portland departing on 10/6. 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 Massachusetts to Portland

Cheap round-trip flights

JetBlue Logo
5:15 pm - 11:04 pmBOS-PWM
5h 49m1 stop
JetBlue Logo
7:09 am - 11:45 amPWM-BOS
4h 36m1 stop
$185JetBlue
Find Deal
Sat, Oct 18 - Fri, Oct 24
JetBlue Logo
5:15 pm - 11:04 pmBOS-PWM
5h 49m1 stop
JetBlue Logo
7:09 am - 11:45 amPWM-BOS
4h 36m1 stop
$203JetBlue
Find Deal
Sat, Oct 18 - Fri, Oct 24
American Airlines Logo
12:37 pm - 8:14 pmBOS-PWM
7h 37m1 stop
American Airlines Logo
7:00 am - 3:58 pmPWM-BOS
8h 58m1 stop
$223American Airlines
Find Deal
Tue, Oct 21 - Tue, Oct 28
Breeze Airways Logo
3:00 pm - 5:25 pmBDL-PWM
26h 25m1 stop
Breeze Airways Logo
6:29 pm - 3:16 pmPWM-BDL
20h 47m1 stop
$297Breeze Airways
Find Deal
Thu, Oct 30 - Tue, Nov 4
Delta Logo
5:45 am - 10:49 amALB-PWM
5h 04m1 stop
Delta Logo
5:00 pm - 11:02 pmPWM-ALB
6h 02m1 stop
$317Delta
Find Deal
Wed, Oct 22 - Wed, Oct 29
Southwest Logo
6:00 am - 12:20 pmBDL-PWM
6h 20m1 stop
Southwest Logo
11:50 am - 5:05 pmPWM-BDL
5h 15m1 stop
$327Southwest
Find Deal
Fri, Oct 31 - Fri, Nov 7
Southwest Logo
8:35 am - 1:45 pmALB-PWM
5h 10m1 stop
Southwest Logo
11:30 am - 3:45 pmPWM-ALB
4h 15m1 stop
$327Southwest
Find Deal
Thu, Feb 26 - Sat, Feb 28
American Airlines Logo
12:37 pm - 8:14 pmBOS-PWM
7h 37m1 stop
American Airlines Logo
7:44 am - 10:14 amPWM-BOS
26h 30m1 stop
$335American Airlines
Find Deal
Tue, Oct 7 - Sat, Oct 11
Delta Logo
5:45 am - 10:49 amALB-PWM
5h 04m1 stop
Delta Logo
5:00 pm - 11:02 pmPWM-ALB
6h 02m1 stop
$342Delta
Find Deal
Tue, Oct 21 - Tue, Oct 28
Breeze Airways Logo
6:05 am - 5:00 pmBDL-PWM
10h 55m1 stop
Breeze Airways Logo
6:29 pm - 11:43 pmPWM-BDL
53h 14m2 stops
$358Breeze Airways
Find Deal
Thu, Oct 30 - Tue, Nov 4

JetBlue flights from Massachusetts to Portland, Maine

Our best JetBlue deals on Massachusetts to Portland, Maine flight tickets
JetBlue
Oct 18
BOS5:15 pmBoston Logan Intl
5h 49m
1 stop
PWM11:04 pmPortland
Oct 24
PWM7:09 amPortland
4h 36m
1 stop
BOS11:45 amBoston Logan Intl
$185
Find similar
JetBlue
Oct 18
BOS5:15 pmBoston Logan Intl
5h 49m
1 stop
PWM11:04 pmPortland
Oct 24
PWM7:09 amPortland
4h 36m
1 stop
BOS11:45 amBoston Logan Intl
$203
Find similar
JetBlue
Oct 14
BOS5:15 pmBoston Logan Intl
5h 49m
1 stop
PWM11:04 pmPortland
Oct 17
PWM7:09 amPortland
6h 41m
1 stop
BOS1:50 pmBoston Logan Intl
$243
Find similar

American Airlines flights from Massachusetts to Portland, Maine

Our best American Airlines deals on Massachusetts to Portland, Maine flight tickets
American Airlines
Oct 21
BOS12:37 pmBoston Logan Intl
7h 37m
1 stop
PWM8:14 pmPortland
Oct 28
PWM7:00 amPortland
8h 58m
1 stop
BOS3:58 pmBoston Logan Intl
$223
Find similar
American Airlines
Oct 7
BOS12:37 pmBoston Logan Intl
7h 37m
1 stop
PWM8:14 pmPortland
Oct 11
PWM7:44 amPortland
26h 30m
1 stop
BOS10:14 amBoston Logan Intl
$335
Find similar
American Airlines
Oct 7
BDL8:22 amHartford Bradley Intl
8h 19m
1 stop
PWM4:41 pmPortland
Oct 11
PWM12:34 pmPortland
8h 58m
1 stop
BDL9:32 pmHartford Bradley Intl
$387
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts to Portland, Maine 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 September 24, 2025.
Use the filters below to find and compare flights from Massachusetts to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sat 10/18

5:15 pm-11:04 pm

1 stop5h 49m

Portland

Fri 10/24

7:09 am-11:45 am

1 stop4h 36m

$185

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sat 10/18

5:15 pm-11:04 pm

1 stop5h 49m

Portland

Fri 10/24

7:09 am-11:45 am

1 stop4h 36m

$203

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 10/21

12:37 pm-8:14 pm

1 stop7h 37m

Portland

Tue 10/28

7:00 am-3:58 pm

1 stop8h 58m

$223

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Thu 10/30

3:00 pm-5:25 pm

1 stop26h 25m

Portland

Tue 11/4

6:29 pm-3:16 pm

1 stop20h 47m

$297

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Wed 10/22

5:45 am-10:49 am

1 stop5h 04m

Portland

Wed 10/29

5:00 pm-11:02 pm

1 stop6h 02m

$317

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Fri 10/31

6:00 am-12:20 pm

1 stop6h 20m

Portland

Fri 11/7

11:50 am-5:05 pm

1 stop5h 15m

$327

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Thu 2/26

8:35 am-1:45 pm

1 stop5h 10m

Portland

Sat 2/28

11:30 am-3:45 pm

1 stop4h 15m

$327

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 10/7

12:37 pm-8:14 pm

1 stop7h 37m

Portland

Sat 10/11

7:44 am-10:14 am

1 stop26h 30m

$335

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Tue 10/21

5:45 am-10:49 am

1 stop5h 04m

Portland

Tue 10/28

5:00 pm-11:02 pm

1 stop6h 02m

$342

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Thu 10/30

6:05 am-5:00 pm

1 stop10h 55m

Portland

Tue 11/4

6:29 pm-11:43 pm

2 stops53h 14m

$358

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 Portland from

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

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 Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Massachusetts is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $175. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Thursday is the most expensive day to depart from Massachusetts because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $394.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the afternoon is the cheapest time of day to fly from Massachusetts to Portland, Maine when you can find flight prices for as low as $210. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $236. Of course, these prices can vary depending on the time of year and what airport you fly to.

Cheap Massachusetts to Portland, Maine flight deals and tips

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

Direct flights

None
There are no direct flights from Massachusetts to Portland, Maine. There are no popular flight routes from Massachusetts to Portland, Maine.
Search flight deals

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

    Prices for flights from Massachusetts to Portland Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Massachusetts to Portland Airport?

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

    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 Massachusetts to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Massachusetts to Portland, Maine

Compare and see reviews for airlines that fly from Massachusetts to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $202Free CancellationRating
7.2
2,913 reviews
Search JetBlue flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Bartlett
Brunswick
Gorham
Auburn
Intervale
Windham
Bath
Oxford
Georgetown
Tamworth
Falmouth

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Massachusetts to Portland. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo enables you to select and highlight flights to Portland from Massachusetts with this policy.

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

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

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

Yes momondo offers price alerts on flights to Portland from Massachusetts. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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