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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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
May 25 — Jun 11
Sun 5/25
Sun 6/1
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 May 20, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$208
(Kiwi.com)

One-way from

$109
(JetBlue)

Popular in

December

Cheapest in

September

Average price

$327

Good round-trip deal

$217 or less

Good one-way deal

$128 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. 12% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 5/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/99:42 pmPDX - BOS
Nonstop5h 28mHawaiian Airlines
Sun 6/156:00 amBOS - PDX
Nonstop6h 17mHawaiian Airlines
Deal found 5/19$208
This JetBlue deal was found by Cheapflights users on 5/19. 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 7/1211:40 pmPDX - BOS
Nonstop5h 20mJetBlue
Mon 7/216:55 pmBOS - PDX
Nonstop6h 20mJetBlue
Deal found 5/19$217
This Alaska Airlines deal was found by Cheapflights users on 5/19. 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.
Tue 6/102:37 pmPDX - BOS
1 stop12h 03mAlaska Airlines
Tue 6/176:00 amBOS - PDX
Nonstop6h 17mAlaska Airlines
Deal found 5/19$227
This Southwest deal was found by Cheapflights users on 5/20. 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.
Fri 9/196:10 amPDX - BOS
1 stop12h 55mSouthwest
Mon 9/227:30 amBOS - PDX
1 stop11h 20mSouthwest
Deal found 5/20$228
This United Airlines deal was found by Cheapflights users on 5/20. 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.
Thu 8/1411:59 pmPDX - BOS
1 stop7h 55mUnited Airlines
Thu 8/216:10 amBOS - PDX
1 stop8h 39mUnited Airlines
Deal found 5/20$237
This Delta deal was found by Cheapflights users on 5/19. 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.
Mon 6/98:29 pmPDX - BOS
1 stop7h 11mDelta
Sun 6/155:40 amBOS - PDX
1 stop10h 00mDelta
Deal found 5/19$248
This American Airlines deal was found by Cheapflights users on 5/19. 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 8/1911:01 pmPDX - ACK
2 stops9h 52mAmerican Airlines
Tue 8/264:24 pmACK - PDX
1 stop8h 40mAmerican Airlines
Deal found 5/19$262
This Mytrip deal was found by Cheapflights users on 5/19. 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.
Mon 6/24:35 pmPDX - BOS
2 stops20h 49mMultiple Airlines
Thu 6/59:11 amBOS - PDX
1 stop25h 18mMultiple Airlines
Deal found 5/19$274
This American Airlines deal was found by Cheapflights users on 5/19. 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 - BOS
1 stop6h 59mAmerican Airlines
Tue 6/175:36 pmBOS - PDX
1 stop8h 28mAmerican Airlines
Deal found 5/19$282
This Mytrip deal was found by Cheapflights users on 5/19. 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.
Mon 6/91:37 pmPDX - BOS
2 stops30h 19mSpirit Airlines
Mon 6/168:35 pmBOS - PDX
2 stops24h 09mSpirit Airlines
Deal found 5/19$285
This Mytrip deal was found by Cheapflights users on 5/20. 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.
Wed 6/114:24 pmPDX - BOS
1 stop12h 52mAllegiant Air
Sun 6/1511:31 amBOS - PDX
2 stops23h 58mAllegiant Air
Deal found 5/20$309
This Mytrip deal was found by Cheapflights users on 5/20. 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.
Thu 6/126:39 pmPDX - ALB
2 stops13h 00mMultiple Airlines
Sun 6/159:40 amALB - PDX
2 stops33h 10mMultiple Airlines
Deal found 5/20$340

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 May 20, 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

Mon 6/9

9:42 pm-6:10 am

Nonstop5h 28m

Boston Logan Intl

Sun 6/15

6:00 am-9:17 am

Nonstop6h 17m

$208

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 7/12

11:40 pm-8:00 am

Nonstop5h 20m

Boston Logan Intl

Mon 7/14

6:55 pm-10:15 pm

Nonstop6h 20m

$217

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 6/10

2:37 pm-5:40 am

1 stop12h 03m

Boston Logan Intl

Tue 6/17

6:00 am-9:17 am

Nonstop6h 17m

$227

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 9/19

6:10 am-10:05 pm

1 stop12h 55m

Boston Logan Intl

Mon 9/22

7:30 am-3:50 pm

1 stop11h 20m

$228

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 8/14

11:59 pm-10:54 am

1 stop7h 55m

Boston Logan Intl

Thu 8/21

6:10 am-11:49 am

1 stop8h 39m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 6/9

8:29 pm-6:40 am

1 stop7h 11m

Boston Logan Intl

Sun 6/15

5:40 am-12:40 pm

1 stop10h 00m

$248

PortlandNantucket

PDX - ACK

PDXACK

Portland

Tue 8/19

11:01 pm-11:53 am

2 stops9h 52m

Nantucket Memorial

Tue 8/26

4:24 pm-10:04 pm

1 stop8h 40m

$262

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 6/2

4:35 pm-4:24 pm

2 stops20h 49m

Boston Logan Intl

Thu 6/5

9:11 am-7:29 am

1 stop25h 18m

$274

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 6/9

12:09 am-10:08 am

1 stop6h 59m

Boston Logan Intl

Tue 6/17

5:36 pm-11:04 pm

1 stop8h 28m

$282

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 6/9

1:37 pm-10:56 pm

2 stops30h 19m

Boston Logan Intl

Mon 6/16

8:35 pm-5:44 pm

2 stops24h 09m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/19

Showing 1-10 of 60 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 $305). 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 May 20, 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 May 20, 2025.

The most flights from PDX to USMA are scheduled on a Monday (7 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (4 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 May 20, 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
10,000 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

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
4,290 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

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
7,951 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

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
2,445 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

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
8,744 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

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 JetBlue, which is currently one of the cheapest options available, starting at $109. Allegiant Air flights start at $119 while deals on Sun Country Air start at $130 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 Hawaiian Airlines (57%), Qatar Airways (44%) or Alaska Airlines (44%) 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 $631 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 $208.

  • 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 $305). 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 May 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$217FlexibilityNo cancel feeOn-time65%
DeltaCheapest$136Average$342FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$143Average$327FlexibilityNo cancel feeOn-time85%
JetBlueCheapest$162Average$330FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$208Average$453FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$216Average$416FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$222Average$452FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$238Average$421FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$257Average$489FlexibilityNo cancel feeOn-time75%

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