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Massachusetts

$119+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Jan 21 — Jan 281
Tue 1/21
Tue 1/28
1 adult, Economy
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Cheap flight deals from Portland to Massachusetts

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Massachusetts (USMA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 16, 2025.

Round-trip from

$237
(United Airlines)

One-way from

$119
(Delta)
From Portland to Massachusetts
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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 January 16, 2025.

This United Airlines deal was found by Cheapflights users on 1/15. 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.
Wed 1/2910:48 pmPDX - BOS
1 stop7h 28mUnited Airlines
Mon 2/31:30 pmBOS - PDX
1 stop10h 07mUnited Airlines
Deal found 1/15$237
This Alaska Airlines deal was found by Cheapflights users on 1/15. 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.
Thu 2/277:00 amPDX - BOS
Nonstop5h 23mAlaska Airlines
Sun 3/27:59 pmBOS - PDX
Nonstop6h 36mAlaska Airlines
Deal found 1/15$238
This Fly & Visit Rome deal was found by Cheapflights users on 1/16. 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 Fly & Visit Rome is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2710:16 amPDX - BOS
2 stops19h 12mSpirit Airlines
Wed 3/510:21 pmBOS - PDX
2 stops23h 16mSpirit Airlines
Deal found 1/16$239
This Delta deal was found by Cheapflights users on 1/15. 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.
Thu 2/207:05 amPDX - BOS
1 stop8h 55mDelta
Mon 2/244:55 pmBOS - PDX
1 stop9h 34mDelta
Deal found 1/15$243
This Orbitz deal was found by Cheapflights users on 1/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/310:16 amPDX - BOS
2 stops19h 12mMultiple Airlines
Thu 3/67:59 pmBOS - PDX
Nonstop6h 36mMultiple Airlines
Deal found 1/15$250
This JetBlue deal was found by Cheapflights users on 1/15. 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.
Wed 4/3011:10 pmPDX - BOS
Nonstop5h 19mJetBlue
Mon 5/56:45 pmBOS - PDX
Nonstop6h 10mJetBlue
Deal found 1/15$267
This Southwest deal was found by Cheapflights users on 1/15. 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.
Wed 2/266:50 amPDX - BOS
2 stops11h 50mSouthwest
Sun 3/24:15 pmBOS - PDX
1 stop11h 00mSouthwest
Deal found 1/15$308
This American Airlines deal was found by Cheapflights users on 1/15. 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.
Fri 8/155:54 amPDX - BOS
1 stop10h 13mAmerican Airlines
Tue 8/191:16 pmBOS - PDX
1 stop11h 14mAmerican Airlines
Deal found 1/15$332
This American Airlines deal was found by Cheapflights users on 1/16. 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.
Sat 2/1510:01 pmPDX - BDL
1 stop8h 19mAmerican Airlines
Sat 2/225:41 amBDL - PDX
1 stop10h 33mAmerican Airlines
Deal found 1/16$347
This Mytrip deal was found by Cheapflights users on 1/15. 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 2/1910:16 amPDX - BDL
3 stops21h 06mMultiple Airlines
Fri 2/216:00 amBDL - PDX
3 stops30h 21mMultiple Airlines
Deal found 1/15$350
This American Airlines deal was found by Cheapflights users on 1/16. 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.
Sat 2/1510:01 pmPDX - ALB
1 stop9h 54mAmerican Airlines
Sat 2/225:14 amALB - PDX
2 stops12h 59mAmerican Airlines
Deal found 1/16$352
This Sun Country Air deal was found by Cheapflights users on 1/15. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/111:59 pmPDX - BOS
1 stop7h 38mSun Country Air
Tue 8/1211:34 amBOS - PDX
1 stop9h 12mSun Country Air
Deal found 1/15$360

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 January 16, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 1/29

10:48 pm-9:16 am

1 stop7h 28m

Boston Logan Intl

Mon 2/3

1:30 pm-8:37 pm

1 stop10h 07m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 2/27

7:00 am-3:23 pm

Nonstop5h 23m

Boston Logan Intl

Sun 3/2

7:59 pm-11:35 pm

Nonstop6h 36m

$238

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 2/27

10:16 am-8:28 am

2 stops19h 12m

Boston Logan Intl

Wed 3/5

10:21 pm-6:37 pm

2 stops23h 16m

$239

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 2/20

7:05 am-7:00 pm

1 stop8h 55m

Boston Logan Intl

Mon 2/24

4:55 pm-11:29 pm

1 stop9h 34m

$243

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 3/3

10:16 am-8:28 am

2 stops19h 12m

Boston Logan Intl

Thu 3/6

7:59 pm-11:35 pm

Nonstop6h 36m

$250

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 4/30

11:10 pm-7:29 am

Nonstop5h 19m

Boston Logan Intl

Mon 5/5

6:45 pm-9:55 pm

Nonstop6h 10m

$267

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 2/26

6:50 am-9:40 pm

2 stops11h 50m

Boston Logan Intl

Sun 3/2

4:15 pm-12:15 am

1 stop11h 00m

$308

PortlandHartford

PDX - BDL

PDXBDL

Portland

Sat 2/15

10:01 pm-9:20 am

1 stop8h 19m

Hartford Bradley Intl

Sat 2/22

5:41 am-1:14 pm

1 stop10h 33m

$347

PortlandHartford

PDX - BDL

PDXBDL

Portland

Wed 2/19

10:16 am-10:22 am

3 stops21h 06m

Hartford Bradley Intl

Fri 2/21

6:00 am-9:21 am

3 stops30h 21m

$350

PortlandAlbany

PDX - ALB

PDXALB

Portland

Sat 2/15

10:01 pm-10:55 am

1 stop9h 54m

Albany Intl

Sat 2/22

5:14 am-3:13 pm

2 stops12h 59m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 46 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 January 16, 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 January 16, 2025.
Get a feel of what it's like to fly with American Airlines, Delta and Alaska Airlines 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
4,659 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,681 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,199 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,964 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Delta, which is currently one of the cheapest options available, starting at $119. Spirit Airlines flights start at $120 while deals on United Airlines start at $124 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 (96%), Hawaiian Airlines (93%) or Qatar Airways (89%) 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 $409 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 $205.

  • 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 January 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$84Average$223FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$149Average$417FlexibilityNo cancel feeOn-time71%
DeltaCheapest$159Average$373FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$169Average$380FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$226Average$480FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$246Average$457FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$252Average$513FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$294Average$492FlexibilityNo cancel feeOn-time63%
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