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$118+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$211
(FlightHub)

One-way from

$118
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$336

Good round-trip deal

$342 or less

Good one-way deal

$189 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. 7% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. 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.
Tue 5/62:33 pmPDX - BOS
2 stops21h 57mSpirit Airlines
Tue 5/136:00 amBOS - PDX
3 stops29h 12mSpirit Airlines
Deal found 2/20$213
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Tue 4/16:13 pmPDX - BOS
2 stops20h 01mMultiple Airlines
Mon 4/76:13 pmBOS - PDX
1 stop28h 59mMultiple Airlines
Deal found 2/20$217
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/711:35 amPDX - BOS
1 stop9h 24mAmerican Airlines
Wed 5/1412:33 pmBOS - PDX
1 stop8h 58mAmerican Airlines
Deal found 2/20$232
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/235:15 pmPDX - BOS
1 stop10h 16mDelta
Sat 4/265:25 pmBOS - PDX
1 stop9h 31mDelta
Deal found 2/20$233
This Alaska Airlines deal was found by Cheapflights users on 2/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/97:12 amPDX - BOS
Nonstop5h 27mAlaska Airlines
Sat 4/126:30 pmBOS - PDX
Nonstop6h 25mAlaska Airlines
Deal found 2/20$237
This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/222:30 pmPDX - BOS
Nonstop5h 19mJetBlue
Sun 5/2510:10 amBOS - PDX
Nonstop6h 02mJetBlue
Deal found 2/20$242
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Tue 3/257:07 pmPDX - BOS
1 stop7h 42mUnited Airlines
Tue 4/15:30 pmBOS - PDX
1 stop10h 00mUnited Airlines
Deal found 2/20$281
This Mytrip deal was found by Cheapflights users on 2/20. 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 5/711:10 amPDX - BDL
2 stops25h 51mMultiple Airlines
Wed 5/146:36 pmBDL - PDX
1 stop18h 15mMultiple Airlines
Deal found 2/20$303
This Hawaiian Airlines deal was found by Cheapflights users on 2/20. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2811:50 amPDX - BOS
1 stop9h 09mHawaiian Airlines
Wed 4/26:30 pmBOS - PDX
Nonstop6h 25mHawaiian Airlines
Deal found 2/20$310
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1010:01 pmPDX - BDL
1 stop8h 24mAmerican Airlines
Tue 3/111:53 pmBDL - PDX
1 stop9h 57mAmerican Airlines
Deal found 2/20$337
This Southwest deal was found by Cheapflights users on 2/20. 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.
Mon 3/1012:55 pmPDX - BDL
1 stop7h 45mSouthwest
Tue 3/118:30 amBDL - PDX
2 stops10h 55mSouthwest
Deal found 2/20$342
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 3/610:01 pmPDX - ALB
1 stop9h 46mAmerican Airlines
Thu 3/135:20 amALB - PDX
1 stop10h 44mAmerican Airlines
Deal found 2/19$343

Find flights from Portland to Massachusetts within your budget

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 February 20, 2025.

Fly from

Portland

Fly to

Massachusetts

Route

Depart

Return

Price

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 5/6

2:33 pm-3:30 pm

2 stops21h 57m

Boston Logan Intl

Tue 5/13

6:00 am-8:12 am

3 stops29h 12m

$213

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 4/1

6:13 pm-5:14 pm

2 stops20h 01m

Boston Logan Intl

Mon 4/7

6:13 pm-8:12 pm

1 stop28h 59m

$217

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 5/7

11:35 am-11:59 pm

1 stop9h 24m

Boston Logan Intl

Wed 5/14

12:33 pm-6:31 pm

1 stop8h 58m

$232

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 4/23

5:15 pm-6:31 am

1 stop10h 16m

Boston Logan Intl

Sat 4/26

5:25 pm-11:56 pm

1 stop9h 31m

$233

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 4/9

7:12 am-3:39 pm

Nonstop5h 27m

Boston Logan Intl

Sat 4/12

6:30 pm-9:55 pm

Nonstop6h 25m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 5/22

2:30 pm-10:49 pm

Nonstop5h 19m

Boston Logan Intl

Sun 5/25

10:10 am-1:12 pm

Nonstop6h 02m

$242

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 3/25

7:07 pm-5:49 am

1 stop7h 42m

Boston Logan Intl

Tue 4/1

5:30 pm-12:30 am

1 stop10h 00m

$281

PortlandHartford

PDX - BDL

PDXBDL

Portland

Wed 5/7

11:10 am-4:01 pm

2 stops25h 51m

Hartford Bradley Intl

Wed 5/14

6:36 pm-9:51 am

1 stop18h 15m

$303

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 3/28

11:50 am-11:59 pm

1 stop9h 09m

Boston Logan Intl

Wed 4/2

6:30 pm-9:55 pm

Nonstop6h 25m

$310

PortlandHartford

PDX - BDL

PDXBDL

Portland

Mon 3/10

10:01 pm-9:25 am

1 stop8h 24m

Hartford Bradley Intl

Tue 3/11

1:53 pm-8:50 pm

1 stop9h 57m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 49 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.

Travel insights for flights from Portland to Massachusetts

Get recent, data-driven insights about flights from Portland to Massachusetts including ideal travel times, pricing trends, and more.

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 February 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.

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 February 20, 2025.
Get a feel of what it's like to fly with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 8 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 Frontier, which is currently one of the cheapest options available, starting at $118. Alaska Airlines flights start at $119 while deals on Spirit Airlines start at $126 one-way.

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

    While some choose either Portland - Albany Intl or Portland - Hartford Bradley 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 Alaska Airlines (92%), Qatar Airways (88%) or Hawaiian Airlines (79%) 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 $330 for a flight from Portland to Massachusetts. The cheapest flight overall is $119 while the most popular route, (Portland - Boston Logan Intl) is currently priced at $197.

  • 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 8 airlines flying from Portland to Massachusetts

Discover the top 8 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$207FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$149Average$426FlexibilityNo cancel feeOn-time71%
DeltaCheapest$152Average$367FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$168Average$372FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$218Average$453FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$246Average$455FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$258Average$507FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$294Average$479FlexibilityNo cancel feeOn-time63%
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