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Cheap flights from Massachusetts to Portland from $142

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 3/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Massachusetts to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:31 pm - 12:17 am
BOS
-
PDX
9h 46m
1 stop
American Airlines Logo
11:35 pm - 9:54 am
PDX
-
BOS
7h 19m
1 stop
$209American Airlines
Thu, Feb 26 - Thu, Mar 5
Delta Logo
6:57 pm - 12:15 am
BOS
-
PDX
8h 18m
1 stop
Delta Logo
5:36 pm - 6:49 am
PDX
-
BOS
10h 13m
1 stop
$217Delta
Fri, Feb 27 - Sun, Mar 8
Delta Logo
7:15 am - 3:11 pm
BOS
-
PDX
10h 56m
1 stop
Delta Logo
7:35 pm - 6:50 am
PDX
-
BOS
8h 15m
1 stop
$218Delta
Sun, Mar 1 - Thu, Mar 5
Alaska Airlines Logo
5:20 pm - 8:48 pm
BOS
-
PDX
6h 28mnonstop
Alaska Airlines Logo
7:00 am - 3:20 pm
PDX
-
BOS
5h 20mnonstop
$237Alaska Airlines
Tue, Feb 3 - Tue, Feb 10
Alaska Airlines Logo
6:24 pm - 11:44 pm
BOS
-
PDX
8h 20m
1 stop
Alaska Airlines Logo
7:15 am - 3:36 pm
PDX
-
BOS
5h 21mnonstop
$247Alaska Airlines
Wed, Feb 18 - Wed, Feb 25
Sun Country Air Logo
11:04 am - 10:43 pm
BDL
-
PDX
14h 39m
1 stop
Sun Country Air Logo
6:28 pm - 10:57 am
PDX
-
BDL
13h 29m
1 stop
$306Sun Country Air
Thu, Jul 9 - Sat, Jul 11
Southwest Logo
1:00 pm - 10:15 pm
ALB
-
PDX
12h 15m
2 stops
Southwest Logo
6:30 am - 4:15 pm
PDX
-
ALB
6h 45m
1 stop
$364Southwest
Tue, Feb 10 - Wed, Feb 18
Southwest Logo
8:50 am - 6:00 pm
ALB
-
PDX
12h 10m
2 stops
Southwest Logo
5:20 am - 3:35 pm
PDX
-
ALB
7h 15m
1 stop
$368Southwest
Tue, Feb 3 - Sat, Feb 7
United Airlines Logo
3:30 pm - 9:12 pm
BDL
-
PDX
8h 42m
1 stop
United Airlines Logo
1:24 pm - 11:44 pm
PDX
-
BDL
7h 20m
1 stop
$372United Airlines
Wed, Feb 4 - Thu, Feb 5
United Airlines Logo
3:02 pm - 12:39 am
BDL
-
PDX
12h 37m
2 stops
United Airlines Logo
1:24 pm - 11:44 pm
PDX
-
BDL
7h 20m
1 stop
$377United Airlines
Wed, Feb 4 - Thu, Feb 5

Delta flights from Massachusetts to Portland

Our best Delta deals on Massachusetts to Portland flight tickets
Delta
Feb 27
BOS6:57 pmBoston Logan Intl
8h 18m
1 stop
PDX12:15 amPortland
Mar 9
PDX5:02 pmPortland
10h 08m
1 stop
BOS6:10 amBoston Logan Intl
$217
Delta
Mar 1
BOS7:15 amBoston Logan Intl
10h 56m
1 stop
PDX3:11 pmPortland
Mar 5
PDX7:35 pmPortland
8h 15m
1 stop
BOS6:50 amBoston Logan Intl
$218
Delta
Mar 1
BOS7:15 amBoston Logan Intl
10h 56m
1 stop
PDX3:11 pmPortland
Mar 10
PDX11:15 pmPortland
7h 01m
1 stop
BOS9:16 amBoston Logan Intl
$238

Alaska Airlines flights from Massachusetts to Portland

Our best Alaska Airlines deals on Massachusetts to Portland flight tickets
Alaska Airlines
Feb 3
BOS5:20 pmBoston Logan Intl
6h 28m
PDX8:48 pmPortland
Feb 10
PDX7:00 amPortland
5h 20m
BOS3:20 pmBoston Logan Intl
$237
Alaska Airlines
Feb 3
BOS5:20 pmBoston Logan Intl
6h 28m
PDX8:48 pmPortland
Feb 10
PDX9:10 amPortland
11h 44m
1 stop
BOS11:54 pmBoston Logan Intl
$247
Alaska Airlines
Feb 10
BOS5:20 pmBoston Logan Intl
6h 28m
PDX8:48 pmPortland
Feb 18
PDX7:15 amPortland
5h 21m
BOS3:36 pmBoston Logan Intl
$257

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts to Portland 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 January 13, 2026.
Use the filters below to find and compare flights from Massachusetts to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 2/26

5:31 pm-12:17 am

1 stop9h 46m

Portland

Thu 3/5

11:35 pm-9:54 am

1 stop7h 19m

$209

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 2/27

6:57 pm-12:15 am

1 stop8h 18m

Portland

Sun 3/8

5:36 pm-6:49 am

1 stop10h 13m

$217

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sun 3/1

7:15 am-3:11 pm

1 stop10h 56m

Portland

Thu 3/5

7:35 pm-6:50 am

1 stop8h 15m

$218

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 2/3

5:20 pm-8:48 pm

Nonstop6h 28m

Portland

Tue 2/10

7:00 am-3:20 pm

Nonstop5h 20m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 2/18

6:24 pm-11:44 pm

1 stop8h 20m

Portland

Wed 2/25

7:15 am-3:36 pm

Nonstop5h 21m

$247

HartfordPortland

BDL - PDX

BDLPDX

Hartford Bradley Intl

Thu 7/9

11:04 am-10:43 pm

1 stop14h 39m

Portland

Sat 7/11

6:28 pm-10:57 am

1 stop13h 29m

$306

AlbanyPortland

ALB - PDX

ALBPDX

Albany Intl

Tue 2/10

1:00 pm-10:15 pm

2 stops12h 15m

Portland

Wed 2/18

6:30 am-4:15 pm

1 stop6h 45m

$364

AlbanyPortland

ALB - PDX

ALBPDX

Albany Intl

Tue 2/3

8:50 am-6:00 pm

2 stops12h 10m

Portland

Sat 2/7

5:20 am-3:35 pm

1 stop7h 15m

$368

HartfordPortland

BDL - PDX

BDLPDX

Hartford Bradley Intl

Wed 2/4

3:30 pm-9:12 pm

1 stop8h 42m

Portland

Thu 2/5

1:24 pm-11:44 pm

1 stop7h 20m

$372

HartfordPortland

BDL - PDX

BDLPDX

Hartford Bradley Intl

Wed 2/4

3:02 pm-12:39 am

2 stops12h 37m

Portland

Thu 2/5

1:24 pm-11:44 pm

1 stop7h 20m

$377

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

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 month to fly to Portland?

The cheapest month to fly to Portland from Massachusetts is in May. Flight prices, which tend to average around $287, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in May, then you should wait until January to fly from Massachusetts, when ticket prices are also cheap, with an average price of $297.

What is the cheapest day to depart on your flight to Portland?

The cheapest day to depart on your flight to Portland is on a Wednesday when prices can be found for as low as $358. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Portland is Sunday, with ticket prices averaging around $452.

What is the cheapest time of day to depart on your flight to Portland?

The cheapest time of day to fly to Portland is in the afternoon when flights can be purchased for as low as $401. In the evening is when there is more demand to fly to Portland, so prices are often more expensive at around $416 per ticket.

What is the cheapest Massachusetts to Portland flight route?

Fly from Boston Logan Intl to Portland for the best Massachusetts - Portland flight prices

How far in advance should I book a flight to Portland?

You are more likely to see cheaper flights to Portland from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $371 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Massachusetts for as low as $306 on momondo.

What cabin class options are available on Massachusetts to Portland flights?

There are 4 cabin classes available to choose from on Massachusetts to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Portland flights?

You could potentially save up to 10% on your flight if you consider stops on a Massachusetts to Portland flight.

Cheap Massachusetts to Portland flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Portland

Best Price Found

$218

Fastest flight time

6h 11m

Direct flights

Every day

Airports in Portland

1 airport
The best one-way flight to Portland from Massachusetts in the past 72 hours is $218. The best round-trip flight deal from Massachusetts to Portland found on momondo in the last 72 hours is $314.
The fastest flight from Massachusetts to Portland takes 6h 11m
Direct flights go from Massachusetts to Portland every day.
There is 1 airport in Portland. From Massachusetts there are direct flights to Portland (PDX).
Search flight deals

  • When did momondo last update prices for flights from Massachusetts to Portland Airport?

    Prices for flights from Massachusetts to Portland Airport were last updated today.

  • 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?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, 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.

  • What is the most popular plane model from Massachusetts to Portland?

Best airlines flying from Massachusetts to Portland

Compare and see reviews for airlines that fly from Massachusetts to Portland with momondo
Airline
Rating
Free Cancellation
Price
Sun Country AirPriceFrom $136Free CancellationRating
6.9
342 reviews
Search Sun Country Air flights
DeltaPriceFrom $136Free CancellationRating
7.9
8,040 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $138Free CancellationRating
7.8
2,827 reviews
Search Hawaiian Airlines flights
JetBluePriceFrom $170Free CancellationRating
7.2
2,884 reviews
Search JetBlue flights
American AirlinesPriceFrom $178Free CancellationRating
7.2
11,118 reviews
Search American Airlines flights
SouthwestPriceFrom $206Free CancellationRating
8.0
4,257 reviews
Search Southwest flights
United AirlinesPriceFrom $236Free CancellationRating
7.4
9,155 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $244Free CancellationRating
7.9
11,701 reviews
Search Alaska Airlines flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Lincoln City
Seaside
Cannon Beach
Vancouver
Salem
Astoria
Long Beach
Depoe Bay
Rockaway Beach
Beaverton
Hillsboro
Hood River
McMinnville
Longview
Gresham
Tigard
Pacific City
The Dalles
Manzanita
Newberg

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Portland?

Finding the right flight to Portland from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Portland quick and easy, saving you time and money.

Can I find flights from Massachusetts to Portland with flexible booking policies on momondo?

momondo does allow users to show only those flights to Portland from Massachusetts which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Massachusetts to Portland?

Once all potential Massachusetts to Portland flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Massachusetts to Portland right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Massachusetts to Portland flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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