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Cheap flights from Portland to Massachusetts from $119

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Massachusetts departing on 10/21. 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 Portland to Massachusetts

Cheap round-trip flights

Delta Logo
10:58 pm - 12:00 pmPDX-BOS
10h 02m1 stop
Delta Logo
5:45 am - 12:50 pmBOS-PDX
10h 05m1 stop
$237Delta
Find Deal
lun., oct. 27 - sáb., nov. 1
Southwest Logo
7:10 pm - 8:05 amPDX-BOS
9h 55m2 stops
Southwest Logo
6:40 pm - 12:40 amBOS-PDX
9h 00m1 stop
$242Southwest
Find Deal
vie., nov. 14 - sáb., nov. 22
American Airlines Logo
11:58 pm - 10:21 amPDX-BOS
7h 23m1 stop
American Airlines Logo
12:03 pm - 8:17 pmBOS-PDX
11h 14m1 stop
$264American Airlines
Find Deal
vie., oct. 17 - mié., oct. 22
United Airlines Logo
11:59 pm - 10:34 amPDX-BOS
7h 35m1 stop
United Airlines Logo
6:00 am - 1:47 pmBOS-PDX
10h 47m2 stops
$283United Airlines
Find Deal
mar., nov. 11 - sáb., nov. 15
American Airlines Logo
8:46 am - 9:00 pmPDX-BOS
9h 14m1 stop
American Airlines Logo
2:18 pm - 8:17 pmBOS-PDX
8h 59m1 stop
$291American Airlines
Find Deal
mié., oct. 15 - mié., oct. 22
United Airlines Logo
7:00 am - 5:19 pmPDX-BOS
7h 19m1 stop
United Airlines Logo
9:30 am - 6:10 pmBOS-PDX
11h 40m2 stops
$293United Airlines
Find Deal
mar., feb. 3 - mié., feb. 11
Hawaiian Airlines Logo
9:33 pm - 6:00 amPDX-BOS
5h 27mnonstop
Hawaiian Airlines Logo
4:46 pm - 8:07 pmBOS-PDX
6h 21mnonstop
$309Hawaiian Airlines
Find Deal
jue., oct. 23 - vie., oct. 31
Alaska Airlines Logo
9:33 pm - 6:00 amPDX-BOS
5h 27mnonstop
Alaska Airlines Logo
7:00 am - 12:38 pmBOS-PDX
8h 38m1 stop
$318Alaska Airlines
Find Deal
jue., oct. 23 - vie., oct. 31
Alaska Airlines Logo
7:00 am - 3:24 pmPDX-BOS
5h 24mnonstop
Alaska Airlines Logo
4:46 pm - 8:07 pmBOS-PDX
6h 21mnonstop
$321Alaska Airlines
Find Deal
vie., nov. 14 - mié., nov. 19
Hawaiian Airlines Logo
9:33 pm - 6:00 amPDX-BOS
5h 27mnonstop
Hawaiian Airlines Logo
4:46 pm - 8:07 pmBOS-PDX
6h 21mnonstop
$324Hawaiian Airlines
Find Deal
jue., oct. 23 - vie., oct. 31

Delta flights from Portland to Massachusetts

Our best Delta deals on Portland to Massachusetts flight tickets
Delta
Oct 27
PDX10:58 pmPortland
10h 02m
1 stop
BOS12:00 pmBoston Logan Intl
Nov 1
BOS5:45 amBoston Logan Intl
10h 05m
1 stop
PDX12:50 pmPortland
$237
Find similar
Delta
Oct 14
PDX5:25 pmPortland
10h 10m
1 stop
BOS6:35 amBoston Logan Intl
Oct 21
BOS5:45 amBoston Logan Intl
10h 05m
1 stop
PDX12:50 pmPortland
$266
Find similar
Delta
Nov 6
PDX2:10 pmPortland
8h 03m
1 stop
BOS1:13 amBoston Logan Intl
Nov 9
BOS5:50 amBoston Logan Intl
9h 58m
1 stop
PDX12:48 pmPortland
$268
Find similar

Southwest flights from Portland to Massachusetts

Our best Southwest deals on Portland to Massachusetts flight tickets
Southwest
Nov 14
PDX7:10 pmPortland
9h 55m
2 stops
BOS8:05 amBoston Logan Intl
Nov 22
BOS6:40 pmBoston Logan Intl
9h 00m
1 stop
PDX12:40 amPortland
$242
Find similar
Southwest
Nov 14
PDX7:10 pmPortland
9h 55m
2 stops
BOS8:05 amBoston Logan Intl
Nov 19
BOS2:10 pmBoston Logan Intl
10h 50m
2 stops
PDX10:00 pmPortland
$247
Find similar
Southwest
Dec 6
PDX7:40 amPortland
10h 10m
2 stops
BOS8:50 pmBoston Logan Intl
Dec 8
BOS6:45 amBoston Logan Intl
14h 55m
1 stop
PDX6:40 pmPortland
$248
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland to Massachusetts 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 septiembre 16, 2025.
Use the filters below to find and compare flights from Portland to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandBoston

PDX - BOS

PDXBOS

Portland

lun. 10/27

10:58 pm-12:00 pm

1 stop10h 02m

Boston Logan Intl

sáb. 11/1

5:45 am-12:50 pm

1 stop10h 05m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

vie. 11/14

7:10 pm-8:05 am

2 stops9h 55m

Boston Logan Intl

sáb. 11/22

6:40 pm-12:40 am

1 stop9h 00m

$242

PortlandBoston

PDX - BOS

PDXBOS

Portland

vie. 10/17

11:58 pm-10:21 am

1 stop7h 23m

Boston Logan Intl

mié. 10/22

12:03 pm-8:17 pm

1 stop11h 14m

$264

PortlandBoston

PDX - BOS

PDXBOS

Portland

mar. 11/11

11:59 pm-10:34 am

1 stop7h 35m

Boston Logan Intl

sáb. 11/15

6:00 am-1:47 pm

2 stops10h 47m

$283

PortlandBoston

PDX - BOS

PDXBOS

Portland

mié. 10/15

8:46 am-9:00 pm

1 stop9h 14m

Boston Logan Intl

mié. 10/22

2:18 pm-8:17 pm

1 stop8h 59m

$291

PortlandBoston

PDX - BOS

PDXBOS

Portland

mar. 2/3

7:00 am-5:19 pm

1 stop7h 19m

Boston Logan Intl

mié. 2/11

9:30 am-6:10 pm

2 stops11h 40m

$293

PortlandBoston

PDX - BOS

PDXBOS

Portland

jue. 10/23

9:33 pm-6:00 am

Nonstop5h 27m

Boston Logan Intl

vie. 10/31

4:46 pm-8:07 pm

Nonstop6h 21m

$309

PortlandBoston

PDX - BOS

PDXBOS

Portland

jue. 10/23

9:33 pm-6:00 am

Nonstop5h 27m

Boston Logan Intl

vie. 10/31

7:00 am-12:38 pm

1 stop8h 38m

$318

PortlandBoston

PDX - BOS

PDXBOS

Portland

vie. 11/14

7:00 am-3:24 pm

Nonstop5h 24m

Boston Logan Intl

mié. 11/19

4:46 pm-8:07 pm

Nonstop6h 21m

$321

PortlandBoston

PDX - BOS

PDXBOS

Portland

jue. 10/23

9:33 pm-6:00 am

Nonstop5h 27m

Boston Logan Intl

vie. 10/31

4:46 pm-8:07 pm

Nonstop6h 21m

$324

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 Massachusetts from

How to get the cheapest flight ticket from Portland to Massachusetts

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 Massachusetts?

In general, February is the cheapest month to fly from Portland to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $302. If you aren’t able to travel to Massachusetts during the month of February, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $317.

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

According to our data, Wednesday is the cheapest day to fly to Massachusetts from Portland. The lowest ticket price found for a Wednesday departure recently was $354. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Portland because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $448.

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

Our data shows that the cheapest Portland to Massachusetts flights are usually those with departure times at noon. Our users have found flights to Massachusetts at noon for as low as $262. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $513 on average. Flights to Massachusetts from Portland in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Portland to Massachusetts flight route?

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

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

You are more likely to see cheaper flights to Massachusetts from Portland when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $390 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Portland for as low as $305 on momondo.

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

There are 4 cabin classes available to choose from on Portland to Massachusetts 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 Portland to Massachusetts flights?

No. A direct flight is the cheapest option for a flight between Portland to Massachusetts.

Cheap Portland to Massachusetts flight deals and tips

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

Best Price Found

$248

Fastest flight time

5h 20m

Direct flights

Every day

Airports in Massachusetts

1 airport
The best one-way flight to Massachusetts from Portland in the past 72 hours is $248. The best round-trip flight deal from Portland to Massachusetts found on momondo in the last 72 hours is $407.
The fastest flight from Portland to Massachusetts takes 5h 20m
Direct flights go from Portland to Massachusetts every day.
There is 1 airport near Massachusetts: Boston Logan Intl (BOS)
Search flight deals

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

    Prices for flights from Portland Airport to Massachusetts are refreshed on a daily basis.

  • How many operators does momondo search for flights from Portland Airport to Massachusetts?

  • How old do you have to be to fly from Portland Airport to Massachusetts?

    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 Portland Airport to Massachusetts.

  • What documentation or ID do you need to fly to Massachusetts?

    The necessary travel and health documents for your Massachusetts 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 Portland to Massachusetts?

Best airlines flying from Portland to Massachusetts

Compare and see reviews for airlines that fly from Portland to Massachusetts with momondo
Airline
Rating
Free Cancellation
Price
Hawaiian AirlinesPriceFrom $115Free CancellationRating
7.8
2,724 reviews
Search Hawaiian Airlines flights
Spirit AirlinesPriceFrom $118Free CancellationRating
6.3
8,019 reviews
Search Spirit Airlines flights
DeltaPriceFrom $129Free CancellationRating
7.9
7,957 reviews
Search Delta flights
JetBluePriceFrom $142Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
Sun Country AirPriceFrom $158Free CancellationRating
6.9
330 reviews
Search Sun Country Air flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $216Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
United AirlinesPriceFrom $236Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $258Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Portland to Massachusetts for you.

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

Flights from Portland to Massachusetts with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Portland to Massachusetts 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 Portland to Massachusetts right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Portland to Massachusetts 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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