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Massachusetts

$108+ Cheap flights from Portland (PDX) to Massachusetts

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
abr. 22 — abr. 291
mar. 4/22
mar. 4/29
1 adult, Economy
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Cheap flight deals from Portland to Massachusetts

Keep the following information in mind while searching for Portland to Massachusetts flight deals. Data was last updated abril 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$216
(Alaska Airlines)

One-way from

$108
(Alaska Airlines)

Popular in

December

Cheapest in

February

Average price

$432

Good round-trip deal

$268 or less

Good one-way deal

$143 or less
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Boston Logan Intl flights.
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From Portland to Massachusetts
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One-way flight from Portland to Massachusetts
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Highest demand for flights based on searches. 10% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Portland to Massachusetts.
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Price to beat on a one-way flight from Portland to Massachusetts.
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Find flight deals from Portland to Massachusetts

Cheapest flights from Portland to Massachusetts
Explore the most affordable flight options available from Portland to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 17, 2025.

This Alaska Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/2011:58 amPDX - BOS
1 stop9h 08mAlaska Airlines
mié. 5/287:00 amBOS - PDX
1 stop9h 36mAlaska Airlines
Deal found 4/16$216
This JetBlue deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/32:30 pmPDX - BOS
Nonstop5h 19mJetBlue
lun. 6/910:10 amBOS - PDX
Nonstop6h 02mJetBlue
Deal found 4/16$217
This Southwest deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/46:10 amPDX - BOS
1 stop10h 55mSouthwest
lun. 9/86:40 amBOS - PDX
1 stop10h 15mSouthwest
Deal found 4/16$222
This Kissandfly.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/117:00 amPDX - BOS
Nonstop5h 29mHawaiian Airlines
jue. 5/156:00 amBOS - PDX
Nonstop6h 12mHawaiian Airlines
Deal found 4/16$226
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/1010:20 amPDX - BOS
1 stop10h 28mDelta
sáb. 5/175:05 pmBOS - PDX
1 stop8h 10mDelta
Deal found 4/16$248
This United Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/210:43 pmPDX - BOS
1 stop7h 13mUnited Airlines
mié. 5/78:00 amBOS - PDX
1 stop9h 54mUnited Airlines
Deal found 4/16$257
This Expedia deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/165:40 pmPDX - BOS
2 stops19h 16mMultiple Airlines
sáb. 5/246:00 amBOS - PDX
Nonstop6h 12mMultiple Airlines
Deal found 4/17$275
This Mytrip deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/296:13 pmPDX - BOS
1 stop12h 36mAllegiant Air
dom. 6/19:02 amBOS - PDX
1 stop25h 16mAllegiant Air
Deal found 4/16$277
This American Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/1911:59 pmPDX - ACK
2 stops11h 16mAmerican Airlines
mar. 8/264:21 pmACK - PDX
1 stop8h 09mAmerican Airlines
Deal found 4/16$280
This Mytrip deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/181:37 pmPDX - BOS
2 stops16h 32mSpirit Airlines
mié. 5/213:49 pmBOS - PDX
2 stops27h 56mSpirit Airlines
Deal found 4/16$296
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/711:11 pmPDX - ALB
1 stop6h 50mDelta
mar. 5/135:00 pmALB - PDX
1 stop8h 01mDelta
Deal found 4/17$307
This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/135:54 amPDX - BDL
1 stop7h 54mAmerican Airlines
sáb. 8/2312:30 pmBDL - PDX
1 stop9h 00mAmerican Airlines
Deal found 4/17$343

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated abril 17, 2025.
Use the filters below to find and compare flights from Portland to Massachusetts that are best for you.

Fly from

Portland

Fly to

Massachusetts

Route

Depart

Return

Price

PortlandBoston

PDX - BOS

PDXBOS

Portland

mar. 5/20

11:58 am-12:06 am

1 stop9h 08m

Boston Logan Intl

mié. 5/28

7:00 am-1:36 pm

1 stop9h 36m

$216

PortlandBoston

PDX - BOS

PDXBOS

Portland

dom. 5/11

7:00 am-3:29 pm

Nonstop5h 29m

Boston Logan Intl

jue. 5/15

6:00 am-9:12 am

Nonstop6h 12m

$226

PortlandBoston

PDX - BOS

PDXBOS

Portland

sáb. 5/10

5:00 pm-6:25 am

1 stop10h 25m

Boston Logan Intl

sáb. 5/17

5:05 pm-10:15 pm

1 stop8h 10m

$248

PortlandBoston

PDX - BOS

PDXBOS

Portland

vie. 5/2

10:43 pm-8:56 am

1 stop7h 13m

Boston Logan Intl

mié. 5/7

8:00 am-2:54 pm

1 stop9h 54m

$257

PortlandBoston

PDX - BOS

PDXBOS

Portland

vie. 5/16

5:40 pm-3:56 pm

2 stops19h 16m

Boston Logan Intl

dom. 5/25

6:00 am-9:12 am

Nonstop6h 12m

$275

PortlandBoston

PDX - BOS

PDXBOS

Portland

jue. 5/29

6:13 pm-9:49 am

1 stop12h 36m

Boston Logan Intl

dom. 6/1

9:02 am-7:18 am

1 stop25h 16m

$277

PortlandNantucket

PDX - ACK

PDXACK

Portland

mar. 8/19

11:59 pm-2:15 pm

2 stops11h 16m

Nantucket Memorial

mar. 8/26

4:21 pm-9:30 pm

1 stop8h 09m

$280

PortlandBoston

PDX - BOS

PDXBOS

Portland

mié. 4/30

2:30 pm-10:49 pm

Nonstop5h 19m

Boston Logan Intl

dom. 5/4

10:10 am-1:12 pm

Nonstop6h 02m

$287

PortlandBoston

PDX - BOS

PDXBOS

Portland

dom. 5/18

1:37 pm-9:09 am

2 stops16h 32m

Boston Logan Intl

mié. 5/21

3:49 pm-4:45 pm

2 stops27h 56m

$296

PortlandAlbany

PDX - ALB

PDXALB

Portland

mié. 5/7

11:11 pm-9:01 am

1 stop6h 50m

Albany Intl

mar. 5/13

5:00 pm-10:01 pm

1 stop8h 01m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 55 results
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Best time to book a flight from Portland to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Massachusetts

What is the cheapest month to book a flight from Portland to Massachusetts?

Currently, January is the cheapest month in which you can book a flight from Portland to Massachusetts (average of $218). Flying from Portland to Massachusetts in July is currently the most expensive (average of $311). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PDX to MA?

Find hourly flight availability from Portland to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 17, 2025.

When flying from Portland to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated abril 17, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Portland to Massachusetts by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Hawaiian Airlines
7.9
Good
2,385 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Portland to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Portland to Massachusetts?

    Most people fly from Portland (PDX) if they book a flight from Portland to Massachusetts. Portland is conveniently located just 6.0 mi from Portland’s city center.

  • How popular is this Portland to Massachusetts flight route?

    Flights from Portland to Massachusetts have been viewed 9 times in the past calendar month.

  • What are the cheapest airlines to fly from Portland to Massachusetts one-way?

    To fly one-way, consider booking your trip with Alaska Airlines, which is currently one of the cheapest options available, starting at $108. JetBlue flights start at $109 while deals on United Airlines start at $129 one-way.

  • What are the most popular routes from Portland to Massachusetts?

    While some choose either Portland - Hartford Bradley Intl or Portland - Albany Intl, Portland - Boston Logan Intl is the most popular route from Portland to Massachusetts.

  • What are the most reliable airlines from Portland to Massachusetts?

    No one likes to see their flight delayed. When booking a flight from Portland to Massachusetts consider choosing Qatar Airways (92%), Alaska Airlines (92%) or Hawaiian Airlines (92%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Portland to Massachusetts?

    On average you can expect to pay $276 for a flight from Portland to Massachusetts. The cheapest flight overall is $98 while the most popular route, (Portland - Boston Logan Intl) is currently priced at $211.

  • Can I find deals for flights from Portland to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Portland to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Massachusetts.

  • Can I find deals for business class flights from Portland to Massachusetts?

    Yes. Cheapflights offers flight deals from Portland to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland to Massachusetts?

    Currently, January is the cheapest month in which you can book a flight from Portland to Massachusetts (average of $218). Flying from Portland to Massachusetts in July is currently the most expensive (average of $311). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Portland to Massachusetts

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Top 9 airlines flying from Portland to Massachusetts

Discover the top 9 airlines that operate flights from Portland to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$210FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$143Average$353FlexibilityNo cancel feeOn-time85%
DeltaCheapest$156Average$351FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$171Average$351FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$206Average$426FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$218Average$470FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$222Average$458FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$246Average$432FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$261Average$493FlexibilityNo cancel feeOn-time75%

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