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Cheap flights from Massachusetts to Portland from $139

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
8:11 pm - 11:54 pmBOS  Boston Logan Intl-PWM Portland
3h 43m1 stop New York John F Kennedy Intl
JetBlue Logo
6:00 am - 11:01 amPWM  Portland-BOS Boston Logan Intl
5h 01m1 stop New York John F Kennedy Intl
$276JetBlue
Sat, Oct 10 - Wed, Oct 14
JetBlue Logo
6:40 pm - 11:43 pmBOS  Boston Logan Intl-PWM Portland
5h 03m1 stop New York John F Kennedy Intl
JetBlue Logo
6:30 am - 10:43 amPWM  Portland-BOS Boston Logan Intl
4h 13m1 stop New York John F Kennedy Intl
$277JetBlue
Tue, Nov 10 - Wed, Nov 11
JetBlue Logo
6:40 pm - 11:54 pmBOS  Boston Logan Intl-PWM Portland
5h 14m1 stop New York John F Kennedy Intl
JetBlue Logo
6:00 am - 10:51 amPWM  Portland-BOS Boston Logan Intl
4h 51m1 stop New York John F Kennedy Intl
$278JetBlue
Sat, Sep 26 - Sat, Oct 3
JetBlue Logo
6:40 pm - 11:54 pmBOS  Boston Logan Intl-PWM Portland
5h 14m1 stop New York John F Kennedy Intl
JetBlue Logo
6:00 am - 10:51 amPWM  Portland-BOS Boston Logan Intl
4h 51m1 stop New York John F Kennedy Intl
$311JetBlue
Sat, Sep 26 - Mon, Sep 28
JetBlue Logo
8:11 pm - 11:54 pmBOS  Boston Logan Intl-PWM Portland
3h 43m1 stop New York John F Kennedy Intl
JetBlue Logo
6:00 am - 11:01 amPWM  Portland-BOS Boston Logan Intl
5h 01m1 stop New York John F Kennedy Intl
$343JetBlue
Mon, Oct 12 - Mon, Oct 19
JetBlue Logo
6:40 pm - 11:54 pmBOS  Boston Logan Intl-PWM Portland
5h 14m1 stop New York John F Kennedy Intl
JetBlue Logo
6:00 am - 10:51 amPWM  Portland-BOS Boston Logan Intl
4h 51m1 stop New York John F Kennedy Intl
$344JetBlue
Sat, Sep 26 - Mon, Sep 28
Multiple Airlines Logo
10:32 am - 9:08 amALB  Albany Intl-PWM Portland
22h 36m1 stop Orlando Sanford Intl
Multiple Airlines Logo
3:53 pm - 2:07 pmPWM  Portland-ALB Albany Intl
22h 14m2 stops Columbus Raleigh-Durham
$349Multiple Airlines
Thu, Nov 12 - Mon, Nov 16
Breeze Airways Logo
8:15 am - 4:24 pmBDL  Hartford Bradley Intl-PWM Portland
8h 09m1 stop Raleigh-Durham
Breeze Airways Logo
7:00 am - 11:42 pmPWM  Portland-BDL Hartford Bradley Intl
16h 42m2 stops Columbus Raleigh-Durham
$356Breeze Airways
Wed, Sep 16 - Sat, Sep 19
Southwest Logo
9:30 am - 3:30 pmALB  Albany Intl-PWM Portland
6h 00m1 stop Baltimore/Washington
Southwest Logo
5:20 am - 11:50 amPWM  Portland-ALB Albany Intl
6h 30m1 stop Baltimore/Washington
$357Southwest
Tue, Oct 20 - Fri, Oct 23
Southwest Logo
6:00 am - 9:50 amALB  Albany Intl-PWM Portland
3h 50m1 stop Baltimore/Washington
Southwest Logo
5:20 pm - 9:50 pmPWM  Portland-ALB Albany Intl
4h 30m1 stop Baltimore/Washington
$357Southwest
Tue, Nov 24 - Tue, Nov 24

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Breeze Airways flights from Massachusetts to Portland, Maine

Our best Breeze Airways deals on Massachusetts to Portland, Maine flight tickets
Breeze Airways
Sep 16
BDL8:15 amHartford Bradley Intl
8h 09m
1 stop
PWM4:24 pmPortland
Sep 19
PWM7:00 amPortland
16h 42m
2 stops
BDL11:42 pmHartford Bradley Intl
$356
Breeze Airways
Sep 16
BDL8:15 amHartford Bradley Intl
8h 09m
1 stop
PWM4:24 pmPortland
Sep 19
PWM5:09 pmPortland
6h 33m
1 stop
BDL11:42 pmHartford Bradley Intl
$369
Breeze Airways
Oct 26
BDL6:30 pmHartford Bradley Intl
38h 38m
2 stops
PWM9:08 amPortland
Oct 31
PWM5:09 pmPortland
6h 33m
1 stop
BDL11:42 pmHartford Bradley Intl
$373

Southwest flights from Massachusetts to Portland, Maine

Our best Southwest deals on Massachusetts to Portland, Maine flight tickets
Southwest
Sep 29
BDL6:00 amHartford Bradley Intl
3h 55m
1 stop
PWM9:55 amPortland
Oct 6
PWM5:40 amPortland
6h 35m
1 stop
BDL12:15 pmHartford Bradley Intl
$357
Southwest
Oct 20
ALB12:45 pmAlbany Intl
9h 50m
2 stops
PWM10:35 pmPortland
Oct 23
PWM5:30 pmPortland
3h 30m
1 stop
ALB9:00 pmAlbany Intl
$362
Southwest
Sep 26
BOS4:35 pmBoston Logan Intl
4h 30m
1 stop
PWM9:05 pmPortland
Oct 3
PWM12:45 pmPortland
5h 35m
1 stop
BOS6:20 pmBoston Logan Intl
$387

momondo Fare Finder

 
Use the filters below to find and compare flights from Massachusetts to Portland, Maine that are best for you.

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Route

Depart

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Price

Cheapest round-trip

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Sat 10/10

8:11 pm-11:54 pm

1 stop3h 43m

Portland

Wed 10/14

6:00 am-11:01 am

1 stop5h 01m

$276

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Tue 11/10

6:40 pm-11:43 pm

1 stop5h 03m

Portland

Wed 11/11

6:30 am-10:43 am

1 stop4h 13m

$277

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Sat 9/26

6:40 pm-11:54 pm

1 stop5h 14m

Portland

Sat 10/3

6:00 am-10:51 am

1 stop4h 51m

$278

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Sat 9/26

6:40 pm-11:54 pm

1 stop5h 14m

Portland

Mon 9/28

6:00 am-10:51 am

1 stop4h 51m

$311

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Mon 10/12

8:11 pm-11:54 pm

1 stop3h 43m

Portland

Mon 10/19

6:00 am-11:01 am

1 stop5h 01m

$343

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Sat 9/26

6:40 pm-11:54 pm

1 stop5h 14m

Portland

Mon 9/28

6:00 am-10:51 am

1 stop4h 51m

$344

AlbanyPortland

ALB Albany Intl - PWM Portland

ALBPWM

Albany Intl

Thu 11/12

10:32 am-9:08 am

1 stop22h 36m

Portland

Mon 11/16

3:53 pm-2:07 pm

2 stops22h 14m

$349

HartfordPortland

BDL Hartford Bradley Intl - PWM Portland

BDLPWM

Hartford Bradley Intl

Wed 9/16

8:15 am-4:24 pm

1 stop8h 09m

Portland

Sat 9/19

7:00 am-11:42 pm

2 stops16h 42m

$356

AlbanyPortland

ALB Albany Intl - PWM Portland

ALBPWM

Albany Intl

Tue 10/20

9:30 am-3:30 pm

1 stop6h 00m

Portland

Fri 10/23

5:20 am-11:50 am

1 stop6h 30m

$357
Quickest round-trip

AlbanyPortland

ALB Albany Intl - PWM Portland

ALBPWM

Albany Intl

Tue 11/24

6:00 am-9:50 am

1 stop3h 50m

Portland

Tue 11/24

5:20 pm-9:50 pm

1 stop4h 30m

$357

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?

JetBlue, Breeze Airways, and United Airlines 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

Best Price Found

$139

Fastest flight time

3h 33m

Direct flights

None
The best one-way flight to Portland, Maine from Massachusetts in the past 72 hours is $139. The best round-trip flight deal from Massachusetts to Portland, Maine found on momondo in the last 72 hours is $276.
The fastest flight from Massachusetts to Portland, Maine takes 3h 33m
There are no direct flights from Massachusetts to Portland, Maine. There are no popular flight routes from Massachusetts to Portland, Maine.
Search flight deals

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
Auburn
Gorham
Bartlett
Windham
Bath
Intervale
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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