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Cheap flights from Massachusetts to Portland from $129

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.
Southwest Logo
3:30 pm - 9:50 pmBOS  Boston Logan Intl-PWM Portland
6h 20m1 stop Baltimore/Washington
Southwest Logo
12:45 pm - 6:45 pmPWM  Portland-BOS Boston Logan Intl
6h 00m1 stop Baltimore/Washington
$258Southwest
Thu, Dec 3 - Wed, Dec 9
Southwest Logo
5:30 am - 9:50 amBOS  Boston Logan Intl-PWM Portland
4h 20m1 stop Baltimore/Washington
Southwest Logo
5:10 pm - 11:55 pmPWM  Portland-BOS Boston Logan Intl
6h 45m1 stop Baltimore/Washington
$270Southwest
Mon, Nov 16 - Mon, Nov 23
JetBlue Logo
6:39 pm - 11:43 pmBOS  Boston Logan Intl-PWM Portland
5h 04m1 stop New York John F Kennedy Intl
JetBlue Logo
6:30 am - 10:41 amPWM  Portland-BOS Boston Logan Intl
4h 11m1 stop New York John F Kennedy Intl
$297JetBlue
Tue, Nov 10 - Wed, Nov 11
Southwest Logo
5:35 am - 10:30 amBOS  Boston Logan Intl-PWM Portland
4h 55m1 stop Baltimore/Washington
Southwest Logo
3:25 pm - 9:55 pmPWM  Portland-BOS Boston Logan Intl
6h 30m1 stop Baltimore/Washington
$301Southwest
Fri, Nov 27 - Tue, Dec 1
Southwest Logo
5:30 am - 12:10 pmBOS  Boston Logan Intl-PWM Portland
6h 40m1 stop Baltimore/Washington
Southwest Logo
5:25 am - 9:40 amPWM  Portland-BOS Boston Logan Intl
4h 15m1 stop Baltimore/Washington
$360Southwest
Tue, Nov 17 - Tue, Nov 24
JetBlue Logo
6:39 pm - 11:43 pmBOS  Boston Logan Intl-PWM Portland
5h 04m1 stop New York John F Kennedy Intl
JetBlue Logo
6:30 am - 10:41 amPWM  Portland-BOS Boston Logan Intl
4h 11m1 stop New York John F Kennedy Intl
$364JetBlue
Tue, Nov 10 - Wed, Nov 11
Multiple Airlines Logo
11:08 am - 9:08 amBOS  Boston Logan Intl-PWM Portland
22h 00m1 stop Orlando
Multiple Airlines Logo
12:28 pm - 9:39 amPWM  Portland-BOS Boston Logan Intl
21h 11m2 stops Raleigh-Durham Fort Lauderdale
$387Multiple Airlines
Thu, Dec 3 - Wed, Dec 9
Multiple Airlines Logo
11:08 am - 9:08 amBOS  Boston Logan Intl-PWM Portland
22h 00m1 stop Orlando
Multiple Airlines Logo
12:28 pm - 9:39 amPWM  Portland-BOS Boston Logan Intl
21h 11m2 stops Raleigh-Durham Fort Lauderdale
$389Multiple Airlines
Thu, Dec 3 - Wed, Dec 9
Southwest Logo
7:25 am - 2:45 pmBOS  Boston Logan Intl-PWM Portland
7h 20m1 stop Baltimore/Washington
Southwest Logo
3:25 pm - 9:55 pmPWM  Portland-BOS Boston Logan Intl
6h 30m1 stop Baltimore/Washington
$397Southwest
Sat, Dec 5 - Tue, Dec 15
Southwest Logo
7:45 pm - 11:55 pmBOS  Boston Logan Intl-PWM Portland
4h 10m1 stop Baltimore/Washington
Southwest Logo
10:25 am - 2:30 pmPWM  Portland-BOS Boston Logan Intl
4h 05m1 stop Baltimore/Washington
$411Southwest
Fri, Nov 6 - Tue, Nov 10

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United Airlines flights from Massachusetts to Portland, Maine

Our best United Airlines deals on Massachusetts to Portland, Maine flight tickets
United Airlines
Jan 6
BOS7:15 pmBoston Logan Intl
24h 06m
1 stop
PWM7:21 pmPortland
Jan 9
PWM2:15 pmPortland
9h 44m
1 stop
BOS11:59 pmBoston Logan Intl
$609
United Airlines
Jan 6
BOS7:15 pmBoston Logan Intl
24h 06m
1 stop
PWM7:21 pmPortland
Jan 9
PWM6:00 amPortland
17h 59m
2 stops
BOS11:59 pmBoston Logan Intl
$614
United Airlines
Jan 6
BOS9:30 amBoston Logan Intl
14h 02m
2 stops
PWM11:32 pmPortland
Jan 9
PWM6:00 amPortland
17h 59m
2 stops
BOS11:59 pmBoston Logan Intl
$619

Southwest flights from Massachusetts to Portland, Maine

Our best Southwest deals on Massachusetts to Portland, Maine flight tickets
Southwest
Dec 3
BOS3:30 pmBoston Logan Intl
6h 20m
1 stop
PWM9:50 pmPortland
Dec 9
PWM12:45 pmPortland
6h 00m
1 stop
BOS6:45 pmBoston Logan Intl
$258
Southwest
Nov 16
BOS5:30 amBoston Logan Intl
4h 20m
1 stop
PWM9:50 amPortland
Nov 23
PWM5:10 pmPortland
6h 45m
1 stop
BOS11:55 pmBoston Logan Intl
$270
Southwest
Nov 27
BOS5:35 amBoston Logan Intl
4h 55m
1 stop
PWM10:30 amPortland
Dec 1
PWM3:25 pmPortland
6h 30m
1 stop
BOS9:55 pmBoston Logan Intl
$301

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

Return

Price

Cheapest round-trip

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Thu 12/3

3:30 pm-9:50 pm

1 stop6h 20m

Portland

Wed 12/9

12:45 pm-6:45 pm

1 stop6h 00m

$258

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Mon 11/16

5:30 am-9:50 am

1 stop4h 20m

Portland

Mon 11/23

5:10 pm-11:55 pm

1 stop6h 45m

$270

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Tue 11/10

6:39 pm-11:43 pm

1 stop5h 04m

Portland

Wed 11/11

6:30 am-10:41 am

1 stop4h 11m

$297

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Fri 11/27

5:35 am-10:30 am

1 stop4h 55m

Portland

Tue 12/1

3:25 pm-9:55 pm

1 stop6h 30m

$301

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Tue 11/17

5:30 am-12:10 pm

1 stop6h 40m

Portland

Tue 11/24

5:25 am-9:40 am

1 stop4h 15m

$360

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Tue 11/10

6:39 pm-11:43 pm

1 stop5h 04m

Portland

Wed 11/11

6:30 am-10:41 am

1 stop4h 11m

$364

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Thu 12/3

11:08 am-9:08 am

1 stop22h 00m

Portland

Wed 12/9

12:28 pm-9:39 am

2 stops21h 11m

$387

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Thu 12/3

11:08 am-9:08 am

1 stop22h 00m

Portland

Wed 12/9

12:28 pm-9:39 am

2 stops21h 11m

$389

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Sat 12/5

7:25 am-2:45 pm

1 stop7h 20m

Portland

Tue 12/15

3:25 pm-9:55 pm

1 stop6h 30m

$397
Quickest round-trip

BostonPortland

BOS Boston Logan Intl - PWM Portland

BOSPWM

Boston Logan Intl

Fri 11/6

7:45 pm-11:55 pm

1 stop4h 10m

Portland

Tue 11/10

10:25 am-2:30 pm

1 stop4h 05m

$411

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?

Southwest and JetBlue 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

$129

Fastest flight time

3h 33m

Direct flights

None
The best one-way flight to Portland, Maine from Massachusetts in the past 72 hours is $129. The best round-trip flight deal from Massachusetts to Portland, Maine found on momondo in the last 72 hours is $258.
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
Jackson
Boothbay Harbor
Brunswick
Lewiston
Freeport
Conway
Auburn
Gorham
Bartlett
Bath
Windham
Intervale
Georgetown
Oxford
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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