HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$102+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$203
(Delta)

One-way from

$102
(Delta)

Popular in

December

Cheapest in

February

Average price

$316

Good round-trip deal

$384 or less

Good one-way deal

$216 or less
From Portland to Massachusetts
Search Deals
One-way flight from Portland to Massachusetts
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/11. 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 10/612:40 amPDX - BDL
1 stop6h 50mDelta
Wed 10/155:30 amBDL - PDX
1 stop7h 59mDelta
Deal found 9/11$203
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Mon 11/37:00 amPDX - BOS
1 stop7h 15mUnited Airlines
Fri 11/73:15 pmBOS - PDX
1 stop10h 41mUnited Airlines
Deal found 9/10$232
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/185:00 amPDX - BDL
1 stop7h 54mUnited Airlines
Sat 10/255:00 pmBDL - PDX
1 stop8h 30mUnited Airlines
Deal found 9/10$233
This Delta deal was found by Cheapflights users on 9/10. 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 10/2112:40 amPDX - BDL
1 stop6h 50mDelta
Mon 10/275:06 pmBDL - PDX
1 stop7h 42mDelta
Deal found 9/10$234
This Southwest deal was found by Cheapflights users on 9/11. 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.
Thu 11/135:45 amPDX - BOS
1 stop9h 55mSouthwest
Tue 11/182:10 pmBOS - PDX
2 stops10h 50mSouthwest
Deal found 9/11$234
This Delta deal was found by Cheapflights users on 9/11. 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 10/145:25 pmPDX - BOS
1 stop10h 10mDelta
Sat 10/185:34 amBOS - PDX
1 stop7h 55mDelta
Deal found 9/11$237
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/3011:58 pmPDX - BDL
2 stops10h 06mAmerican Airlines
Tue 11/1812:38 pmBDL - PDX
1 stop10h 40mAmerican Airlines
Deal found 9/11$239
This Delta deal was found by Cheapflights users on 9/11. 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 11/1011:15 pmPDX - ALB
1 stop9h 43mDelta
Wed 11/195:45 amALB - PDX
2 stops10h 03mDelta
Deal found 9/11$239
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 11/17:00 amPDX - BOS
1 stop7h 14mUnited Airlines
Tue 11/46:00 amBOS - PDX
2 stops10h 47mUnited Airlines
Deal found 9/10$242
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/812:53 pmPDX - BDL
1 stop7h 37mUnited Airlines
Wed 10/158:00 amBDL - PDX
1 stop10h 05mUnited Airlines
Deal found 9/10$243
This Southwest deal was found by Cheapflights users on 9/11. 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 12/106:15 amPDX - BOS
1 stop7h 30mSouthwest
Wed 12/1710:20 amBOS - PDX
2 stops11h 20mSouthwest
Deal found 9/11$250
This United Airlines deal was found by Cheapflights users on 9/11. 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 9/3011:59 pmPDX - ALB
1 stop7h 47mUnited Airlines
Thu 10/26:00 amALB - PDX
1 stop8h 41mUnited Airlines
Deal found 9/11$254

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 September 11, 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

PortlandHartford

PDX - BDL

PDXBDL

Portland

Tue 2/17

11:59 pm-11:31 am

1 stop8h 32m

Hartford Bradley Intl

Tue 2/24

1:32 pm-8:52 pm

1 stop10h 20m

$203

PortlandHartford

PDX - BDL

PDXBDL

Portland

Sat 10/18

5:00 am-3:54 pm

1 stop7h 54m

Hartford Bradley Intl

Sat 10/25

5:00 pm-10:30 pm

1 stop8h 30m

$233

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 10/19

5:25 pm-6:35 am

1 stop10h 10m

Boston Logan Intl

Sat 10/25

7:20 am-12:49 pm

1 stop8h 29m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 10/23

5:00 am-3:00 pm

1 stop7h 00m

Boston Logan Intl

Tue 10/28

5:15 am-10:00 am

1 stop7h 45m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 10/20

10:58 pm-9:02 am

1 stop7h 04m

Boston Logan Intl

Wed 10/29

6:15 am-12:20 pm

1 stop9h 05m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 10/24

12:40 am-10:48 am

1 stop7h 08m

Boston Logan Intl

Sat 11/1

5:45 am-12:50 pm

1 stop10h 05m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 12/10

6:15 am-4:45 pm

1 stop7h 30m

Boston Logan Intl

Wed 12/17

10:20 am-6:40 pm

2 stops11h 20m

$250

PortlandAlbany

PDX - ALB

PDXALB

Portland

Tue 9/30

11:59 pm-10:46 am

1 stop7h 47m

Albany Intl

Thu 10/2

6:00 am-11:41 am

1 stop8h 41m

$254

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 10/27

7:35 pm-8:25 am

2 stops9h 50m

Boston Logan Intl

Thu 10/30

5:15 am-10:10 am

1 stop7h 55m

$256

PortlandAlbany

PDX - ALB

PDXALB

Portland

Tue 9/30

10:05 pm-1:14 pm

2 stops12h 09m

Albany Intl

Thu 10/2

12:20 pm-6:58 pm

1 stop9h 38m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 60 results
1
2
3
...
6

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 September 11, 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 September 11, 2025.

The most flights from PDX to USMA are scheduled on a Thursday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

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 September 11, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and Hawaiian Airlines from Portland to Massachusetts to help guide your decision. 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

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,960 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Hawaiian Airlines
7.8
Good
2,723 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,937 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
JetBlue
7.2
Good
2,913 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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 4 times in the past calendar month.

  • How long is the flight from Portland to Massachusetts?

    Airlines like American Airlines, United Airlines, and Delta fly from Portland to Massachusetts in about 7h 54m. The time it takes to get you to your destination can typically vary by up to 2h 16m. Portland and Massachusetts are separated by a distance of 2461 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $102. Southwest flights start at $105 while deals on American Airlines start at $117 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 (86%), Qatar Airways (81%) or Alaska Airlines (81%) 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 $415 for a flight from Portland to Massachusetts. The cheapest flight overall is $138 while the most popular route, (Portland - Boston Logan Intl) is currently priced at $211.

  • 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 Ontario flights
Portland to Sky Harbor Intl flights
Portland to John F Kennedy Intl flights
Portland to Dallas/Fort Worth flights
Portland to O'Hare Intl flights
Portland to San Francisco flights
Portland to Newark flights
Portland to Honolulu flights
Portland to Denver flights
Portland to Santa Ana flights
Portland to Boston flights
Portland to San Diego flights
Portland to Orlando flights
Portland to Kahului flights
Portland to Palm Springs flights
Portland to LaGuardia flights
Portland to Kailua-Kona flights
Portland to Burbank flights
Portland to Reagan-National flights
Portland to Nashville flights
Boise to Las Vegas flights
Portland to Hobby flights
Portland to Detroit flights
Portland to Austin flights
Boise to Seattle flights
Portland to Midway flights
Portland to Dulles Intl flights
Portland to Atlanta flights
Portland to Salt Lake City flights
Portland to New Orleans flights
Eugene to Los Angeles flights
Portland to Miami flights
Boise to Los Angeles flights
Portland to Oakland flights
Portland to San Jose flights
Boise to Sky Harbor Intl flights
Portland to George Bush Intcntl flights
Portland to Sacramento flights
Portland to Philadelphia flights
Portland to Lihue flights
Boise to Denver flights
Eugene to Las Vegas flights
Portland to Baltimore flights
Portland to Reno flights
Boise to Portland flights
Portland to Minneapolis flights
Boise to Dallas/Fort Worth flights
Portland to Seattle 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$335FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$115Average$352FlexibilityNo cancel feeOn-time85%
DeltaCheapest$129Average$320FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$143Average$311FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$316FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$180Average$470FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$216Average$406FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$400FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$258Average$485FlexibilityNo cancel feeOn-time75%

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.