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Massachusetts

$109+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
May 5 — May 121
Mon 5/5
Mon 5/12
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 April 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$216
(Alaska Airlines)

One-way from

$109
(Alaska Airlines)

Popular in

December

Cheapest in

February

Average price

$437

Good round-trip deal

$249 or less

Good one-way deal

$144 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
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 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 April 30, 2025.

This Alaska Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 5/177:45 pmPDX - BOS
1 stop8h 35mAlaska Airlines
Tue 5/204:49 pmBOS - PDX
1 stop9h 49mAlaska Airlines
Deal found 4/29$216
This JetBlue deal was found by Cheapflights users on 4/27. 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.
Sat 8/1612:21 pmPDX - BOS
Nonstop5h 22mJetBlue
Mon 8/258:00 amBOS - PDX
Nonstop6h 11mJetBlue
Deal found 4/27$217
This Southwest deal was found by Cheapflights users on 4/27. 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.
Sat 9/136:00 amPDX - BOS
1 stop10h 15mSouthwest
Mon 9/227:30 amBOS - PDX
1 stop11h 20mSouthwest
Deal found 4/27$222
This Hawaiian Airlines deal was found by Cheapflights users on 4/29. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/275:30 pmPDX - BOS
1 stop11h 10mHawaiian Airlines
Tue 6/38:40 amBOS - PDX
1 stop12h 58mHawaiian Airlines
Deal found 4/29$236
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 7/111:20 pmPDX - BOS
1 stop8h 11mUnited Airlines
Tue 7/156:00 amBOS - PDX
1 stop9h 32mUnited Airlines
Deal found 4/29$237
This Delta deal was found by Cheapflights users on 4/28. 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.
Wed 7/94:55 pmPDX - BOS
1 stop9h 40mDelta
Wed 7/166:50 pmBOS - PDX
1 stop8h 38mDelta
Deal found 4/28$238
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Tue 5/275:40 pmPDX - BOS
2 stops19h 44mSpirit Airlines
Tue 6/310:04 amBOS - PDX
2 stops29h 38mSpirit Airlines
Deal found 4/29$245
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Tue 8/1911:59 pmPDX - ACK
2 stops12h 55mAmerican Airlines
Tue 8/264:24 pmACK - PDX
1 stop8h 40mAmerican Airlines
Deal found 4/28$246
This Expedia deal was found by Cheapflights users on 4/28. 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.
Sun 5/259:42 pmPDX - BOS
Nonstop5h 28mMultiple Airlines
Mon 6/27:47 pmBOS - PDX
2 stops19h 55mMultiple Airlines
Deal found 4/28$270
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Mon 6/912:09 amPDX - ALB
1 stop7h 57mAmerican Airlines
Tue 6/176:16 pmALB - PDX
1 stop7h 48mAmerican Airlines
Deal found 4/28$307
This Delta deal was found by Cheapflights users on 4/28. 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.
Tue 6/38:00 pmPDX - ALB
2 stops10h 01mDelta
Tue 6/106:13 amALB - PDX
2 stops12h 48mDelta
Deal found 4/28$317
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Tue 6/38:30 amPDX - ALB
1 stop10h 17mUnited Airlines
Tue 6/106:10 amALB - PDX
1 stop8h 26mUnited Airlines
Deal found 4/28$327

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 April 30, 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

Sat 5/17

7:45 pm-7:20 am

1 stop8h 35m

Boston Logan Intl

Tue 5/20

4:49 pm-11:38 pm

1 stop9h 49m

$216

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 6/3

9:42 pm-6:10 am

Nonstop5h 28m

Boston Logan Intl

Tue 6/10

6:00 am-9:12 am

Nonstop6h 12m

$217

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 7/1

11:20 pm-10:31 am

1 stop8h 11m

Boston Logan Intl

Tue 7/15

6:00 am-12:32 pm

1 stop9h 32m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 7/9

4:55 pm-5:35 am

1 stop9h 40m

Boston Logan Intl

Wed 7/16

6:50 pm-12:28 am

1 stop8h 38m

$238

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 5/27

5:40 pm-4:24 pm

2 stops19h 44m

Boston Logan Intl

Tue 6/3

10:04 am-12:42 pm

2 stops29h 38m

$245

PortlandNantucket

PDX - ACK

PDXACK

Portland

Tue 8/19

11:59 pm-3:54 pm

2 stops12h 55m

Nantucket Memorial

Tue 8/26

4:24 pm-10:04 pm

1 stop8h 40m

$246

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 5/21

2:30 pm-10:49 pm

Nonstop5h 19m

Boston Logan Intl

Wed 6/4

10:10 am-1:12 pm

Nonstop6h 02m

$257

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 5/25

9:42 pm-6:10 am

Nonstop5h 28m

Boston Logan Intl

Mon 6/2

7:47 pm-12:42 pm

2 stops19h 55m

$270

PortlandAlbany

PDX - ALB

PDXALB

Portland

Mon 6/9

12:09 am-11:06 am

1 stop7h 57m

Albany Intl

Tue 6/17

6:16 pm-11:04 pm

1 stop7h 48m

$307

PortlandAlbany

PDX - ALB

PDXALB

Portland

Tue 6/3

8:00 pm-9:01 am

2 stops10h 01m

Albany Intl

Tue 6/10

6:13 am-4:01 pm

2 stops12h 48m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 54 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 April 30, 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.

Weekly flight availability from Portland to Massachusetts

Explore weekly flight availability from Portland to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 30, 2025.

The most flights from PDX to USMA are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

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 April 30, 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
9,961 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,295 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,936 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,406 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $109. Hawaiian Airlines flights start at $118 while deals on Delta start at $119 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 $644 for a flight from Portland to Massachusetts. The cheapest flight overall is $108 while the most popular route, (Portland - Boston Logan Intl) is currently priced at $217.

  • 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$210FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$143Average$349FlexibilityNo cancel feeOn-time85%
DeltaCheapest$151Average$349FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$169Average$344FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$216Average$425FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$218Average$480FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$240Average$456FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$242Average$427FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$263Average$492FlexibilityNo cancel feeOn-time75%

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