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Cheap flights from Massachusetts to Boston from $108

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 Boston departing on 8/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

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JetBlue Logo
7:04 pm - 11:56 pm
BOS
-
PWM
4h 52m
1 stop
JetBlue Logo
6:00 am - 10:48 am
PWM
-
BOS
4h 48m
1 stop
$167JetBlue
mar, mar 31 - gio, apr 2
JetBlue Logo
7:39 pm - 11:56 pm
BOS
-
PWM
4h 17m
1 stop
JetBlue Logo
6:00 am - 10:48 pm
PWM
-
BOS
16h 48m
1 stop
$236JetBlue
gio, apr 2 - lun, apr 6
Multiple Airlines Logo
8:00 am - 7:16 pm
BDL
-
PWM
11h 16m
1 stop
Multiple Airlines Logo
9:52 am - 8:07 pm
PWM
-
BDL
10h 15m
1 stop
$265Multiple Airlines
dom, mag 31 - ven, giu 5
Multiple Airlines Logo
8:00 am - 7:16 pm
BDL
-
PWM
11h 16m
1 stop
Multiple Airlines Logo
9:52 am - 8:07 pm
PWM
-
BDL
10h 15m
1 stop
$270Multiple Airlines
dom, mag 31 - sab, giu 6
Breeze Airways Logo
8:00 am - 7:16 pm
BDL
-
PWM
11h 16m
1 stop
Breeze Airways Logo
6:30 pm - 10:19 pm
PWM
-
BDL
27h 49m
1 stop
$276Breeze Airways
dom, mag 31 - mer, giu 3
Breeze Airways Logo
8:00 am - 7:16 pm
BDL
-
PWM
11h 16m
1 stop
Breeze Airways Logo
7:56 pm - 9:35 pm
PWM
-
BDL
25h 39m
1 stop
$293Breeze Airways
dom, mag 31 - gio, giu 4
Southwest Logo
4:05 pm - 10:20 pm
BDL
-
PWM
6h 15m
1 stop
Southwest Logo
4:50 pm - 11:10 pm
PWM
-
BDL
6h 20m
1 stop
$309Southwest
mar, mag 5 - gio, mag 7
Southwest Logo
5:10 pm - 11:25 pm
ALB
-
PWM
6h 15m
1 stop
Southwest Logo
1:00 pm - 6:45 pm
PWM
-
ALB
5h 45m
1 stop
$309Southwest
lun, apr 13 - mar, apr 21
American Airlines Logo
7:18 pm - 9:54 am
BOS
-
PWM
14h 36m
1 stop
American Airlines Logo
3:39 pm - 9:21 am
PWM
-
BOS
17h 42m
1 stop
$313American Airlines
mer, apr 15 - mar, apr 21
American Airlines Logo
12:52 pm - 9:54 am
BOS
-
PWM
21h 02m
1 stop
American Airlines Logo
3:39 pm - 9:21 am
PWM
-
BOS
17h 42m
1 stop
$333American Airlines
mar, apr 28 - gio, apr 30

Breeze Airways flights from Massachusetts to Portland, Maine

Our best Breeze Airways deals on Massachusetts to Portland, Maine flight tickets
Breeze Airways
May 31
BDL8:00 amHartford Bradley Intl
11h 16m
1 stop
PWM7:16 pmPortland
Jun 3
PWM6:30 pmPortland
27h 49m
1 stop
BDL10:19 pmHartford Bradley Intl
$276
Breeze Airways
May 31
BDL8:00 amHartford Bradley Intl
11h 16m
1 stop
PWM7:16 pmPortland
Jun 4
PWM7:56 pmPortland
25h 39m
1 stop
BDL9:35 pmHartford Bradley Intl
$293
Breeze Airways
May 31
BDL8:00 amHartford Bradley Intl
11h 16m
1 stop
PWM7:16 pmPortland
Jun 3
PWM5:01 pmPortland
20h 01m
2 stops
BDL1:02 pmHartford Bradley Intl
$306

JetBlue flights from Massachusetts to Portland, Maine

Our best JetBlue deals on Massachusetts to Portland, Maine flight tickets
JetBlue
Mar 31
BOS7:04 pmBoston Logan Intl
4h 52m
1 stop
PWM11:56 pmPortland
Apr 2
PWM6:00 amPortland
4h 48m
1 stop
BOS10:48 amBoston Logan Intl
$167
JetBlue
Apr 2
BOS7:39 pmBoston Logan Intl
4h 17m
1 stop
PWM11:56 pmPortland
Apr 6
PWM6:00 amPortland
16h 48m
1 stop
BOS10:48 pmBoston Logan Intl
$236
JetBlue
Jun 2
BDL6:25 amHartford Bradley Intl
6h 59m
1 stop
PWM1:24 pmPortland
Jun 4
PWM2:25 pmPortland
9h 25m
1 stop
BDL11:50 pmHartford Bradley Intl
$249

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 febbraio 28, 2026.
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

mar 3/31

7:04 pm-11:56 pm

1 stop4h 52m

Portland

gio 4/2

6:00 am-10:48 am

1 stop4h 48m

$167

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

gio 4/2

7:39 pm-11:56 pm

1 stop4h 17m

Portland

lun 4/6

6:00 am-10:48 pm

1 stop16h 48m

$236

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

dom 5/31

8:00 am-7:16 pm

1 stop11h 16m

Portland

ven 6/5

9:52 am-8:07 pm

1 stop10h 15m

$265

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

dom 5/31

8:00 am-7:16 pm

1 stop11h 16m

Portland

sab 6/6

9:52 am-8:07 pm

1 stop10h 15m

$270

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

dom 5/31

8:00 am-7:16 pm

1 stop11h 16m

Portland

mer 6/3

6:30 pm-10:19 pm

1 stop27h 49m

$276

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

dom 5/31

8:00 am-7:16 pm

1 stop11h 16m

Portland

gio 6/4

7:56 pm-9:35 pm

1 stop25h 39m

$293

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

mar 5/5

4:05 pm-10:20 pm

1 stop6h 15m

Portland

gio 5/7

4:50 pm-11:10 pm

1 stop6h 20m

$309

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

lun 4/13

5:10 pm-11:25 pm

1 stop6h 15m

Portland

mar 4/21

1:00 pm-6:45 pm

1 stop5h 45m

$309

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

mer 4/15

7:18 pm-9:54 am

1 stop14h 36m

Portland

mar 4/21

3:39 pm-9:21 am

1 stop17h 42m

$313

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

mar 4/28

12:52 pm-9:54 am

1 stop21h 02m

Portland

gio 4/30

3:39 pm-9:21 am

1 stop17h 42m

$333

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 airline that flies from Massachusetts to Portland?

JetBlue, Breeze Airways, and Delta are the most popular carriers operating from Massachusetts to Portland

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

Fastest flight time

3h 54m

Direct flights

None
The fastest flight from Massachusetts to Portland, Maine takes 3h 54m
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.

Traveling to a place near Boston?

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

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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