HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$104+ 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
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Massachusetts with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$197
(Delta)

One-way from

$104
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$485

Good round-trip deal

$243 or less

Good one-way deal

$143 or less
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Boston Logan Intl flights.
Search Deals
From Portland to Massachusetts
Search Deals
One-way flight from Portland to Massachusetts
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals
Price to beat on a round-trip flight from Portland to Massachusetts.
Search Deals
Price to beat on a one-way flight from Portland to Massachusetts.
Search Deals

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 March 28, 2025.

This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/77:05 amPDX - BOS
1 stop9h 47mDelta
Wed 4/166:15 amBOS - PDX
1 stop9h 13mDelta
Deal found 3/27$197
This Southwest deal was found by Cheapflights users on 3/27. 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.
Fri 8/226:10 amPDX - BOS
1 stop10h 55mSouthwest
Sat 8/305:50 amBOS - PDX
1 stop7h 40mSouthwest
Deal found 3/27$212
This Alaska Airlines deal was found by Cheapflights users on 3/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/48:30 amPDX - BOS
1 stop20h 10mAlaska Airlines
Sun 6/86:00 amBOS - PDX
Nonstop6h 12mAlaska Airlines
Deal found 3/28$217
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1910:00 pmPDX - BOS
1 stop10h 01mAmerican Airlines
Sat 5/35:30 pmBOS - PDX
1 stop8h 32mAmerican Airlines
Deal found 3/27$222
This JetBlue deal was found by Cheapflights users on 3/27. 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.
Thu 6/1211:35 pmPDX - BOS
Nonstop5h 20mJetBlue
Wed 6/186:50 pmBOS - PDX
Nonstop6h 20mJetBlue
Deal found 3/27$232
This Hawaiian Airlines deal was found by Cheapflights users on 3/28. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/89:37 pmPDX - BOS
Nonstop5h 23mHawaiian Airlines
Tue 8/125:06 pmBOS - PDX
Nonstop6h 18mHawaiian Airlines
Deal found 3/28$252
This FlightHub deal was found by Cheapflights users on 3/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/167:01 pmPDX - BOS
2 stops14h 35mSpirit Airlines
Wed 4/238:30 amBOS - PDX
2 stops27h 42mSpirit Airlines
Deal found 3/27$264
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/111:37 pmPDX - BOS
2 stops26h 21mMultiple Airlines
Sun 5/186:00 amBOS - PDX
Nonstop6h 12mMultiple Airlines
Deal found 3/27$286
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/85:40 pmPDX - BDL
2 stops14h 42mSpirit Airlines
Mon 5/1212:27 pmBDL - PDX
2 stops31h 18mSpirit Airlines
Deal found 3/27$289
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1510:50 amPDX - BOS
2 stops10h 09mUnited Airlines
Thu 4/247:10 amBOS - PDX
1 stop8h 56mUnited Airlines
Deal found 3/27$309
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/611:39 amPDX - BDL
1 stop9h 01mAmerican Airlines
Tue 5/137:01 amBDL - PDX
1 stop10h 33mAmerican Airlines
Deal found 3/27$343
This United Airlines deal was found by Cheapflights users on 3/26. 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 8/1311:30 pmPDX - BDL
1 stop7h 13mUnited Airlines
Wed 8/273:25 pmBDL - PDX
1 stop8h 24mUnited Airlines
Deal found 3/26$347

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 March 28, 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 4/7

7:05 am-7:52 pm

1 stop9h 47m

Boston Logan Intl

Wed 4/16

6:15 am-12:28 pm

1 stop9h 13m

$197

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 8/22

6:10 am-8:05 pm

1 stop10h 55m

Boston Logan Intl

Sat 8/30

5:50 am-10:30 am

1 stop7h 40m

$212

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 6/4

8:30 am-7:40 am

1 stop20h 10m

Boston Logan Intl

Sun 6/8

6:00 am-9:12 am

Nonstop6h 12m

$217

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 4/19

10:00 pm-11:01 am

1 stop10h 01m

Boston Logan Intl

Sat 5/3

5:30 pm-11:02 pm

1 stop8h 32m

$222

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 6/12

11:35 pm-7:55 am

Nonstop5h 20m

Boston Logan Intl

Wed 6/18

6:50 pm-10:10 pm

Nonstop6h 20m

$232

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 8/8

9:37 pm-6:00 am

Nonstop5h 23m

Boston Logan Intl

Tue 8/12

5:06 pm-8:24 pm

Nonstop6h 18m

$252

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 4/16

7:01 pm-12:36 pm

2 stops14h 35m

Boston Logan Intl

Wed 4/23

8:30 am-9:12 am

2 stops27h 42m

$264

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 5/11

1:37 pm-6:58 pm

2 stops26h 21m

Boston Logan Intl

Sun 5/18

6:00 am-9:12 am

Nonstop6h 12m

$286

PortlandHartford

PDX - BDL

PDXBDL

Portland

Thu 5/8

5:40 pm-11:22 am

2 stops14h 42m

Hartford Bradley Intl

Mon 5/12

12:27 pm-4:45 pm

2 stops31h 18m

$289

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 4/15

10:50 am-11:59 pm

2 stops10h 09m

Boston Logan Intl

Thu 4/24

7:10 am-1:06 pm

1 stop8h 56m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Showing 1-10 of 47 results
1
2
3
...
5

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 March 28, 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 March 28, 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 March 28, 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
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,274 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Alaska Airlines
8.0
Very good
9,798 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Hawaiian Airlines
7.9
Good
2,336 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,603 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 American Airlines, which is currently one of the cheapest options available, starting at $104. Alaska Airlines flights start at $108 while deals on JetBlue start at $109 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 (92%), Qatar Airways (92%) or Alaska 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 $268 for a flight from Portland to Massachusetts. The cheapest flight overall is $98 while the most popular route, (Portland - Boston Logan Intl) is currently priced at $177.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
Portland to Los Angeles flights
Portland to Las Vegas flights
Portland to Sky Harbor Intl flights
Portland to Newark flights
Portland to John F Kennedy Intl flights
Portland to Dallas/Fort Worth flights
Portland to Honolulu flights
Portland to San Diego flights
Portland to Denver flights
Portland to O'Hare Intl flights
Portland to Ontario flights
Portland to Orlando flights
Portland to Dulles Intl flights
Portland to Santa Ana flights
Portland to LaGuardia flights
Portland to Reagan-National flights
Portland to Burbank flights
Portland to Kahului flights
Portland to Minneapolis flights
Portland to Boston flights
Portland to Hobby flights
Portland to Palm Springs flights
Portland to Kailua-Kona flights
Portland to Midway flights
Portland to San Francisco flights
Portland to Nashville flights
Portland to Salt Lake City flights
Portland to New Orleans flights
Boise to Las Vegas flights
Portland to Atlanta flights
Portland to George Bush Intcntl flights
Portland to San Jose flights
Portland to Austin flights
Eugene to Los Angeles flights
Portland to Miami flights
Redmond to Denver flights
Portland to Detroit flights
Boise to Seattle flights
Portland to Oakland flights
Portland to Sacramento flights
Portland to Baltimore flights
Portland to Albuquerque flights
Eugene to Denver flights
Portland to Reno flights
Boise to Los Angeles flights
Eugene to Dallas/Fort Worth flights
Portland to Love Field flights
Boise to Sky Harbor Intl flights
Boise to Denver flights
Portland to Lihue flights

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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$211FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$143Average$344FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$149Average$415FlexibilityNo cancel feeOn-time71%
DeltaCheapest$150Average$354FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$169Average$357FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$208Average$453FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$247Average$440FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$259Average$502FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$294Average$467FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.