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Cheap flights from Massachusetts to Portland from $110

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 10/22. 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

United Airlines Logo
4:15 pm - 9:49 pmBOS-PDX
8h 34m1 stop
United Airlines Logo
10:47 am - 11:49 pmPDX-BOS
10h 02m2 stops
$224United Airlines
Find Deal
Mon, Jan 19 - Wed, Jan 21
United Airlines Logo
11:00 am - 6:36 pmBOS-PDX
10h 36m1 stop
United Airlines Logo
11:59 pm - 10:34 amPDX-BOS
7h 35m1 stop
$229United Airlines
Find Deal
Tue, Nov 18 - Sun, Nov 23
American Airlines Logo
3:51 pm - 11:06 pmBOS-PDX
10h 15m1 stop
American Airlines Logo
1:16 pm - 11:54 pmPDX-BOS
7h 38m1 stop
$235American Airlines
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Wed, Oct 15 - Sat, Oct 18
Delta Logo
7:20 am - 2:38 pmBOS-PDX
10h 18m1 stop
Delta Logo
12:40 am - 10:48 amPDX-BOS
7h 08m1 stop
$239Delta
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Mon, Oct 6 - Sat, Oct 25
Delta Logo
7:20 am - 12:49 pmBOS-PDX
8h 29m1 stop
Delta Logo
12:40 am - 10:48 amPDX-BOS
7h 08m1 stop
$248Delta
Find Deal
Thu, Oct 23 - Sat, Oct 25
Southwest Logo
3:20 pm - 11:20 pmBOS-PDX
11h 00m2 stops
Southwest Logo
6:15 am - 4:45 pmPDX-BOS
7h 30m1 stop
$257Southwest
Find Deal
Wed, Oct 29 - Tue, Nov 4
American Airlines Logo
8:15 am - 5:12 pmBOS-PDX
11h 57m1 stop
American Airlines Logo
11:45 am - 11:33 pmPDX-BOS
8h 48m1 stop
$259American Airlines
Find Deal
Tue, Dec 2 - Sat, Dec 6
Southwest Logo
3:20 pm - 11:20 pmBOS-PDX
11h 00m2 stops
Southwest Logo
6:55 pm - 8:15 amPDX-BOS
10h 20m2 stops
$277Southwest
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Wed, Oct 29 - Tue, Nov 4
Hawaiian Airlines Logo
4:46 pm - 8:07 pmBOS-PDX
6h 21mnonstop
Hawaiian Airlines Logo
1:38 pm - 12:20 amPDX-BOS
7h 42m1 stop
$315Hawaiian Airlines
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Sat, Nov 8 - Sat, Nov 15
Hawaiian Airlines Logo
4:46 pm - 8:07 pmBOS-PDX
6h 21mnonstop
Hawaiian Airlines Logo
1:38 pm - 12:20 amPDX-BOS
7h 42m1 stop
$316Hawaiian Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15

Delta flights from Massachusetts to Portland

Our best Delta deals on Massachusetts to Portland flight tickets
Delta
Oct 6
BOS7:20 amBoston Logan Intl
10h 18m
1 stop
PDX2:38 pmPortland
Oct 25
PDX12:40 amPortland
7h 08m
1 stop
BOS10:48 amBoston Logan Intl
$239
Find similar
Delta
Oct 23
BOS7:20 amBoston Logan Intl
8h 29m
1 stop
PDX12:49 pmPortland
Oct 25
PDX12:40 amPortland
7h 08m
1 stop
BOS10:48 amBoston Logan Intl
$248
Find similar
Delta
Nov 2
BOS5:34 amBoston Logan Intl
7h 55m
1 stop
PDX10:29 amPortland
Nov 4
PDX12:40 amPortland
7h 08m
1 stop
BOS10:48 amBoston Logan Intl
$249
Find similar

American Airlines flights from Massachusetts to Portland

Our best American Airlines deals on Massachusetts to Portland flight tickets
American Airlines
Oct 15
BOS3:51 pmBoston Logan Intl
10h 15m
1 stop
PDX11:06 pmPortland
Oct 18
PDX1:16 pmPortland
7h 38m
1 stop
BOS11:54 pmBoston Logan Intl
$235
Find similar
American Airlines
Dec 2
BOS8:15 amBoston Logan Intl
11h 57m
1 stop
PDX5:12 pmPortland
Dec 6
PDX11:45 amPortland
8h 48m
1 stop
BOS11:33 pmBoston Logan Intl
$259
Find similar
American Airlines
Oct 15
BOS3:51 pmBoston Logan Intl
10h 15m
1 stop
PDX11:06 pmPortland
Oct 22
PDX1:16 pmPortland
7h 38m
1 stop
BOS11:54 pmBoston Logan Intl
$260
Find similar

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 September 23, 2025.
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

Mon 1/19

4:15 pm-9:49 pm

1 stop8h 34m

Portland

Wed 1/21

10:47 am-11:49 pm

2 stops10h 02m

$224

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 11/18

11:00 am-6:36 pm

1 stop10h 36m

Portland

Sun 11/23

11:59 pm-10:34 am

1 stop7h 35m

$229

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 10/15

3:51 pm-11:06 pm

1 stop10h 15m

Portland

Sat 10/18

1:16 pm-11:54 pm

1 stop7h 38m

$235

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 10/6

7:20 am-2:38 pm

1 stop10h 18m

Portland

Sat 10/25

12:40 am-10:48 am

1 stop7h 08m

$239

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 10/23

7:20 am-12:49 pm

1 stop8h 29m

Portland

Sat 10/25

12:40 am-10:48 am

1 stop7h 08m

$248

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 10/29

3:20 pm-11:20 pm

2 stops11h 00m

Portland

Tue 11/4

6:15 am-4:45 pm

1 stop7h 30m

$257

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 12/2

8:15 am-5:12 pm

1 stop11h 57m

Portland

Sat 12/6

11:45 am-11:33 pm

1 stop8h 48m

$259

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 10/29

3:20 pm-11:20 pm

2 stops11h 00m

Portland

Tue 11/4

6:55 pm-8:15 am

2 stops10h 20m

$277

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 11/8

4:46 pm-8:07 pm

Nonstop6h 21m

Portland

Sat 11/15

1:38 pm-12:20 am

1 stop7h 42m

$315

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 11/8

4:46 pm-8:07 pm

Nonstop6h 21m

Portland

Sat 11/15

1:38 pm-12:20 am

1 stop7h 42m

$316

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 $289, 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 $317.

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 Thursday when prices can be found for as low as $372. 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 $457.

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

The cheapest time of day to fly to Portland is at noon when flights can be purchased for as low as $371. In the evening is when there is more demand to fly to Portland, so prices are often more expensive at around $444 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 $376 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 $321 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.

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

$225

Fastest flight time

6h 09m

Direct flights

Every day

Airports in Portland

1 airport
The best one-way flight to Portland from Massachusetts in the past 72 hours is $225. The best round-trip flight deal from Massachusetts to Portland found on momondo in the last 72 hours is $377.
The fastest flight from Massachusetts to Portland takes 6h 09m
Direct flights go from Massachusetts to Portland every day.
There is 1 airport near Portland: 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
Hawaiian AirlinesPriceFrom $138Free CancellationRating
7.8
2,744 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $166Free CancellationRating
7.9
7,974 reviews
Search Delta flights
JetBluePriceFrom $177Free CancellationRating
7.2
2,912 reviews
Search JetBlue flights
Sun Country AirPriceFrom $180Free CancellationRating
6.9
333 reviews
Search Sun Country Air flights
SouthwestPriceFrom $216Free CancellationRating
8.0
4,244 reviews
Search Southwest flights
American AirlinesPriceFrom $216Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $236Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $247Free CancellationRating
8.0
10,000 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
Gresham
McMinnville
Longview
Tigard
The Dalles
Pacific City
Tillamook
Manzanita

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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