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Cheap flights from Massachusetts to Portland from $114

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 8/11. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Massachusetts to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
8:43 am - 1:35 pm
BOS
-
PWM
4h 52m
1 stop
JetBlue Logo
6:00 am - 10:58 am
PWM
-
BOS
4h 58m
1 stop
$235JetBlue
Mon, Jun 29 - Sun, Jul 5
JetBlue Logo
8:43 am - 1:45 pm
BOS
-
PWM
5h 02m
1 stop
JetBlue Logo
6:40 am - 11:21 am
PWM
-
BOS
4h 41m
1 stop
$237JetBlue
Wed, Aug 12 - Sat, Aug 15
Southwest Logo
5:25 am - 9:50 am
ALB
-
PWM
4h 25m
1 stop
Southwest Logo
5:40 am - 9:55 am
PWM
-
ALB
4h 15m
1 stop
$288Southwest
Thu, Sep 10 - Sat, Sep 12
Delta Logo
5:50 am - 10:55 am
ALB
-
PWM
5h 05m
1 stop
Delta Logo
6:30 am - 11:51 am
PWM
-
ALB
5h 21m
1 stop
$295Delta
Mon, Sep 28 - Fri, Oct 2
Southwest Logo
3:40 pm - 10:25 pm
BDL
-
PWM
6h 45m
1 stop
Southwest Logo
5:55 am - 9:40 am
PWM
-
BDL
3h 45m
1 stop
$304Southwest
Fri, Aug 21 - Mon, Aug 24
Delta Logo
6:40 am - 1:06 pm
ALB
-
PWM
6h 26m
1 stop
Delta Logo
6:25 am - 12:47 pm
PWM
-
ALB
6h 22m
1 stop
$367Delta
Sat, Jul 4 - Fri, Jul 10
Breeze Airways Logo
6:15 am - 10:55 pm
BDL
-
PWM
16h 40m
2 stops
Breeze Airways Logo
11:07 am - 12:51 am
PWM
-
BDL
13h 44m
1 stop
$379Breeze Airways
Wed, Jul 8 - Wed, Jul 15
Breeze Airways Logo
6:10 am - 10:19 pm
BDL
-
PWM
16h 09m
2 stops
Breeze Airways Logo
5:19 pm - 11:24 pm
PWM
-
BDL
6h 05m
1 stop
$399Breeze Airways
Thu, Oct 1 - Wed, Oct 7
United Airlines Logo
7:30 pm - 11:51 pm
ALB
-
PWM
4h 21m
1 stop
United Airlines Logo
7:16 pm - 11:47 pm
PWM
-
ALB
4h 31m
1 stop
$411United Airlines
Mon, Jul 20 - Wed, Jul 29
United Airlines Logo
7:35 pm - 11:59 pm
ALB
-
PWM
4h 24m
1 stop
United Airlines Logo
5:15 am - 10:27 am
PWM
-
ALB
5h 12m
1 stop
$421United Airlines
Tue, Sep 29 - Wed, Sep 30

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Delta flights from Massachusetts to Portland, Maine

Our best Delta deals on Massachusetts to Portland, Maine flight tickets
Delta
Sep 28
ALB5:50 amAlbany Intl
5h 05m
1 stop
PWM10:55 amPortland
Oct 2
PWM6:30 amPortland
5h 21m
1 stop
ALB11:51 amAlbany Intl
$295
Delta
Jul 4
ALB6:40 amAlbany Intl
6h 26m
1 stop
PWM1:06 pmPortland
Jul 10
PWM6:25 amPortland
6h 22m
1 stop
ALB12:47 pmAlbany Intl
$367
Delta
Jul 6
ALB5:45 amAlbany Intl
4h 40m
1 stop
PWM10:25 amPortland
Jul 9
PWM6:25 amPortland
6h 22m
1 stop
ALB12:47 pmAlbany Intl
$528

JetBlue flights from Massachusetts to Portland, Maine

Our best JetBlue deals on Massachusetts to Portland, Maine flight tickets
JetBlue
Jun 29
BOS8:43 amBoston Logan Intl
4h 52m
1 stop
PWM1:35 pmPortland
Jul 5
PWM6:00 amPortland
4h 58m
1 stop
BOS10:58 amBoston Logan Intl
$235
JetBlue
Aug 12
BOS8:43 amBoston Logan Intl
5h 02m
1 stop
PWM1:45 pmPortland
Aug 15
PWM6:40 amPortland
4h 41m
1 stop
BOS11:21 amBoston Logan Intl
$237
JetBlue
Jul 10
BOS7:39 pmBoston Logan Intl
4h 37m
1 stop
PWM12:16 amPortland
Jul 28
PWM1:25 pmPortland
3h 52m
1 stop
BOS5:17 pmBoston Logan Intl
$238

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 June 13, 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

Cheapest round-trip

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Mon 6/29

8:43 am-1:35 pm

1 stop4h 52m

Portland

Sun 7/5

6:00 am-10:58 am

1 stop4h 58m

$235

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 8/12

8:43 am-1:45 pm

1 stop5h 02m

Portland

Sat 8/15

6:40 am-11:21 am

1 stop4h 41m

$237
Quickest round-trip

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Thu 9/10

5:25 am-9:50 am

1 stop4h 25m

Portland

Sat 9/12

5:40 am-9:55 am

1 stop4h 15m

$288

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Mon 9/28

5:50 am-10:55 am

1 stop5h 05m

Portland

Fri 10/2

6:30 am-11:51 am

1 stop5h 21m

$295

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Fri 8/21

3:40 pm-10:25 pm

1 stop6h 45m

Portland

Mon 8/24

5:55 am-9:40 am

1 stop3h 45m

$304

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Sat 7/4

6:40 am-1:06 pm

1 stop6h 26m

Portland

Fri 7/10

6:25 am-12:47 pm

1 stop6h 22m

$367

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Wed 7/8

6:15 am-10:55 pm

2 stops16h 40m

Portland

Wed 7/15

11:07 am-12:51 am

1 stop13h 44m

$379

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Thu 10/1

6:10 am-10:19 pm

2 stops16h 09m

Portland

Wed 10/7

5:19 pm-11:24 pm

1 stop6h 05m

$399

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Mon 7/20

7:30 pm-11:51 pm

1 stop4h 21m

Portland

Wed 7/29

7:16 pm-11:47 pm

1 stop4h 31m

$411

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Tue 9/29

7:35 pm-11:59 pm

1 stop4h 24m

Portland

Wed 9/30

5:15 am-10:27 am

1 stop5h 12m

$421

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 airline that flies from Massachusetts to Portland?

Delta, JetBlue, and Southwest 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

4h 05m

Direct flights

None
The fastest flight from Massachusetts to Portland, Maine takes 4h 05m
There are no direct flights from Massachusetts to Portland, Maine. There are no popular flight routes from Massachusetts to Portland, Maine.
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Frequently asked questions about flying from Massachusetts to Portland, Maine

  • 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 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 Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Lewiston
Brunswick
Freeport
Conway
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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