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Cheap flights from Massachusetts to Portland from $123

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 1/30. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 11:49 pmBOS-PWM
17h 49m1 stop
Delta Logo
6:30 am - 7:24 amPWM-BOS
24h 54m1 stop
$303Delta
Find Deal
Wed, Apr 1 - Sun, Apr 5
Delta Logo
5:40 am - 11:20 amALB-PWM
5h 40m1 stop
Delta Logo
5:57 pm - 10:55 pmPWM-ALB
4h 58m1 stop
$317Delta
Find Deal
Tue, Jan 6 - Wed, Jan 7
Delta Logo
5:40 am - 11:20 amALB-PWM
5h 40m1 stop
Delta Logo
6:00 am - 4:28 pmPWM-ALB
10h 28m2 stops
$322Delta
Find Deal
Tue, Jan 6 - Wed, Jan 7
JetBlue Logo
6:00 am - 3:13 pmBOS-PWM
9h 13m1 stop
JetBlue Logo
4:20 pm - 11:30 amPWM-BOS
19h 10m1 stop
$354JetBlue
Find Deal
Mon, Dec 15 - Wed, Dec 24
Multiple Airlines Logo
3:34 pm - 10:09 amBDL-PWM
18h 35m1 stop
Multiple Airlines Logo
11:16 am - 11:30 amPWM-BDL
24h 14m2 stops
$359Multiple Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
Multiple Airlines Logo
3:34 pm - 10:09 amBDL-PWM
18h 35m1 stop
Multiple Airlines Logo
11:16 am - 1:08 pmPWM-BDL
25h 52m1 stop
$367Multiple Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
Southwest Logo
5:40 am - 11:40 amALB-PWM
6h 00m1 stop
Southwest Logo
5:30 pm - 12:15 amPWM-ALB
6h 45m1 stop
$377Southwest
Find Deal
Sat, Jan 3 - Sun, Jan 4
Southwest Logo
5:10 am - 2:25 pmALB-PWM
9h 15m2 stops
Southwest Logo
5:30 pm - 12:15 amPWM-ALB
6h 45m1 stop
$382Southwest
Find Deal
Sat, Jan 3 - Sun, Jan 4
American Airlines Logo
6:09 am - 4:36 pmALB-PWM
10h 27m1 stop
American Airlines Logo
5:27 pm - 11:28 amPWM-ALB
18h 01m1 stop
$412American Airlines
Find Deal
Fri, May 8 - Mon, May 11
American Airlines Logo
6:00 am - 11:49 pmALB-PWM
17h 49m1 stop
American Airlines Logo
11:52 am - 11:49 pmPWM-ALB
11h 57m2 stops
$417American Airlines
Find Deal
Wed, Feb 18 - Sun, Feb 22

Delta flights from Massachusetts to Portland, Maine

Our best Delta deals on Massachusetts to Portland, Maine flight tickets
Delta
Apr 1
BOS6:00 amBoston Logan Intl
7h 51m
1 stop
PWM1:51 pmPortland
Apr 5
PWM6:30 amPortland
24h 54m
1 stop
BOS7:24 amBoston Logan Intl
$303
Find similar
Delta
Jan 6
ALB5:40 amAlbany Intl
5h 40m
1 stop
PWM11:20 amPortland
Jan 7
PWM5:57 pmPortland
4h 58m
1 stop
ALB10:55 pmAlbany Intl
$317
Find similar
Delta
Jan 6
ALB5:40 amAlbany Intl
5h 40m
1 stop
PWM11:20 amPortland
Jan 7
PWM6:00 amPortland
10h 28m
2 stops
ALB4:28 pmAlbany Intl
$322
Find similar

Southwest flights from Massachusetts to Portland, Maine

Our best Southwest deals on Massachusetts to Portland, Maine flight tickets
Southwest
Jan 3
ALB5:40 amAlbany Intl
6h 00m
1 stop
PWM11:40 amPortland
Jan 4
PWM5:30 pmPortland
6h 45m
1 stop
ALB12:15 amAlbany Intl
$377
Find similar
Southwest
Jan 3
ALB5:10 amAlbany Intl
9h 15m
2 stops
PWM2:25 pmPortland
Jan 4
PWM5:30 pmPortland
6h 45m
1 stop
ALB12:15 amAlbany Intl
$382
Find similar
Southwest
Dec 9
ALB5:10 amAlbany Intl
9h 45m
2 stops
PWM2:55 pmPortland
Dec 10
PWM3:30 pmPortland
6h 55m
1 stop
ALB10:25 pmAlbany Intl
$434
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 November 23, 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

Wed 4/1

6:00 am-11:49 pm

1 stop17h 49m

Portland

Sun 4/5

6:30 am-7:24 am

1 stop24h 54m

$303

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Tue 1/6

5:40 am-11:20 am

1 stop5h 40m

Portland

Wed 1/7

5:57 pm-10:55 pm

1 stop4h 58m

$317

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Tue 1/6

5:40 am-11:20 am

1 stop5h 40m

Portland

Wed 1/7

6:00 am-4:28 pm

2 stops10h 28m

$322

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Mon 12/15

6:00 am-3:13 pm

1 stop9h 13m

Portland

Wed 12/24

4:20 pm-11:30 am

1 stop19h 10m

$354

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Sat 12/6

3:34 pm-10:09 am

1 stop18h 35m

Portland

Sat 12/13

11:16 am-11:30 am

2 stops24h 14m

$359

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Sat 12/6

3:34 pm-10:09 am

1 stop18h 35m

Portland

Sat 12/13

11:16 am-1:08 pm

1 stop25h 52m

$367

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Sat 1/3

5:40 am-11:40 am

1 stop6h 00m

Portland

Sun 1/4

5:30 pm-12:15 am

1 stop6h 45m

$377

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Sat 1/3

5:10 am-2:25 pm

2 stops9h 15m

Portland

Sun 1/4

5:30 pm-12:15 am

1 stop6h 45m

$382

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Fri 5/8

6:09 am-4:36 pm

1 stop10h 27m

Portland

Mon 5/11

5:27 pm-11:28 am

1 stop18h 01m

$412

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Wed 2/18

6:00 am-11:49 pm

1 stop17h 49m

Portland

Sun 2/22

11:52 am-11:49 pm

2 stops11h 57m

$417

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.

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
Lewiston
Freeport
Brunswick
Bartlett
Auburn
Gorham
Windham
Intervale
Oxford
Bath
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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