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$135+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
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 December 18, 2024.

Round-trip from

$267
(Mytrip)

One-way from

$135
(FlightHub)
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 December 18, 2024.

This Mytrip deal was found by Cheapflights users on 12/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/315:00 amPDX - BOS
2 stops13h 20mSpirit Airlines
Tue 1/79:34 amBOS - PDX
3 stops31h 15mSpirit Airlines
Deal found 12/17$342
This Trip.com deal was found by Cheapflights users on 12/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:37 pmPDX - BOS
1 stop13h 14mMultiple Airlines
Tue 1/76:00 amBOS - PDX
2 stops21h 15mMultiple Airlines
Deal found 12/17$356
This Alaska Airlines deal was found by Cheapflights users on 12/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/317:00 amPDX - BOS
1 stop13h 59mAlaska Airlines
Tue 1/75:24 pmBOS - PDX
1 stop20h 21mAlaska Airlines
Deal found 12/17$357
This Delta deal was found by Cheapflights users on 12/17. 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.
Wed 12/256:20 amPDX - BOS
1 stop9h 51mDelta
Wed 1/16:00 amBOS - PDX
1 stop9h 39mDelta
Deal found 12/17$448
This Delta deal was found by Cheapflights users on 12/17. 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.
Tue 12/2412:11 pmPDX - BDL
1 stop9h 00mDelta
Thu 1/26:00 amBDL - PDX
1 stop9h 58mDelta
Deal found 12/17$507
This United Airlines deal was found by Cheapflights users on 12/18. 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 12/257:45 pmPDX - BOS
1 stop8h 32mUnited Airlines
Sat 1/47:15 amBOS - PDX
1 stop18h 30mUnited Airlines
Deal found 12/18$515
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/258:28 amPDX - BOS
1 stop8h 55mAmerican Airlines
Wed 1/15:15 amBOS - PDX
1 stop10h 30mAmerican Airlines
Deal found 12/16$542
This Southwest deal was found by Cheapflights users on 12/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/241:10 pmPDX - BOS
1 stop7h 30mSouthwest
Tue 12/312:00 pmBOS - PDX
2 stops11h 40mSouthwest
Deal found 12/17$591
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2611:59 pmPDX - BOS
1 stop7h 52mSun Country Air
Sun 12/2911:46 amBOS - PDX
1 stop14h 07mSun Country Air
Deal found 12/17$593
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Mon 12/231:45 pmPDX - BDL
1 stop16h 32mAmerican Airlines
Mon 1/205:43 amBDL - PDX
1 stop10h 33mAmerican Airlines
Deal found 12/17$619
This Southwest deal was found by Cheapflights users on 12/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/315:50 amPDX - ALB
2 stops12h 20mSouthwest
Sun 1/52:40 pmALB - PDX
2 stops12h 50mSouthwest
Deal found 12/17$646
This Mytrip deal was found by Cheapflights users on 12/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/306:24 pmPDX - BDL
2 stops18h 17mMultiple Airlines
Sat 1/46:00 amBDL - PDX
2 stops20h 34mMultiple Airlines
Deal found 12/17$684

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandHartford

PDX - BDL

PDXBDL

Portland

Tue 1/7

5:00 am-8:53 pm

1 stop12h 53m

Hartford Bradley Intl

Mon 1/13

6:00 pm-4:35 pm

3 stops25h 35m

$267

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 2/18

10:16 am-8:28 am

2 stops19h 12m

Boston Logan Intl

Thu 2/20

6:00 am-7:13 pm

2 stops16h 13m

$274

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 1/7

1:36 pm-6:55 am

1 stop14h 19m

Boston Logan Intl

Sun 1/12

5:35 am-12:55 pm

1 stop10h 20m

$275

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 1/16

7:00 am-3:29 pm

Nonstop5h 29m

Boston Logan Intl

Thu 1/30

7:00 am-12:35 pm

1 stop8h 35m

$277

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 1/24

5:30 pm-9:28 am

2 stops12h 58m

Boston Logan Intl

Fri 1/31

7:00 am-12:35 pm

1 stop8h 35m

$291

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 1/9

7:00 am-5:23 pm

1 stop7h 23m

Boston Logan Intl

Mon 1/13

1:50 pm-10:57 pm

2 stops12h 07m

$311

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 1/2

12:59 am-1:21 pm

1 stop9h 22m

Boston Logan Intl

Sat 1/11

8:42 am-4:51 pm

1 stop11h 09m

$322

PortlandHartford

PDX - BDL

PDXBDL

Portland

Tue 2/18

10:01 pm-9:20 am

1 stop8h 19m

Hartford Bradley Intl

Wed 2/26

1:39 pm-8:58 pm

1 stop10h 19m

$346

PortlandAlbany

PDX - ALB

PDXALB

Portland

Wed 1/29

7:35 pm-12:00 pm

2 stops13h 25m

Albany Intl

Mon 2/3

5:08 pm-11:58 pm

2 stops9h 50m

$381

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 1/24

9:00 am-10:30 pm

2 stops10h 30m

Boston Logan Intl

Fri 1/31

2:05 pm-11:00 pm

2 stops11h 55m

$386

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 40 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 December 18, 2024.

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 December 18, 2024.
Get a feel of what it's like to fly with Spirit Airlines, United Airlines and Sun Country Air 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
4,848 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Overall

8.1

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
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Overall

8.1

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
9,552 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Overall

8.1

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
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Overall

8.1

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
3,279 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Overall

8.1

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
9,059 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Overall

8.1

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 Spirit Airlines, which is currently one of the cheapest options available, starting at $135. Alaska Airlines flights start at $141 while deals on United Airlines start at $143 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 EL AL (100%), Alaska Airlines (98%) or Qatar Airways (97%) 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 $867 for a flight from Portland to Massachusetts. The cheapest flight overall is $129 while the most popular route, (Portland - Boston Logan Intl) is currently priced at $199.

  • 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$86Average$223FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$149Average$412FlexibilityNo cancel feeOn-time71%
DeltaCheapest$161Average$373FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$169Average$382FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$226Average$470FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$241Average$462FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$254Average$508FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$294Average$491FlexibilityNo cancel feeOn-time63%
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