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$109+ Cheap flights from Massachusetts to Portland (PDX)

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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Massachusetts to Portland

Keep the following information in mind while searching for Massachusetts to Portland flight deals. Data was last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(JetBlue)

One-way from

$109
(Alaska Airlines)

Popular in

December

Cheapest in

January

Average price

$441

Good round-trip deal

$244 or less

Good one-way deal

$158 or less
Provider with most accurate pricing for Boston Logan Intl-Portland flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Portland flights.
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From Massachusetts to Portland
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One-way flight from Massachusetts to Portland
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Massachusetts to Portland.
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Price to beat on a one-way flight from Massachusetts to Portland.
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Find flight deals from Massachusetts to Portland

Cheapest flights from Massachusetts to Portland
Explore the most affordable flight options available from Massachusetts to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

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 5/110:10 amBOS - PDX
Nonstop6h 02mJetBlue
Tue 5/62:30 pmPDX - BOS
Nonstop5h 19mJetBlue
Deal found 3/27$177
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.
Thu 5/296:00 amBOS - PDX
Nonstop6h 12mHawaiian Airlines
Sun 6/19:42 pmPDX - BOS
Nonstop5h 28mHawaiian Airlines
Deal found 3/28$197
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/166:15 amBOS - PDX
1 stop9h 13mDelta
Wed 4/231:55 pmPDX - BOS
1 stop6h 58mDelta
Deal found 3/28$202
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.
Thu 5/297:30 amBOS - PDX
1 stop7h 48mAlaska Airlines
Tue 6/39:42 pmPDX - BOS
Nonstop5h 28mAlaska Airlines
Deal found 3/28$207
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 4/265:30 pmBOS - PDX
1 stop8h 32mAmerican Airlines
Fri 5/210:00 pmPDX - BOS
1 stop8h 31mAmerican Airlines
Deal found 3/27$222
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/127:47 pmBOS - PDX
2 stops23h 58mMultiple Airlines
Mon 5/199:42 pmPDX - BOS
Nonstop5h 28mMultiple Airlines
Deal found 3/26$241
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/168:59 amBOS - PDX
2 stops27h 13mSpirit Airlines
Tue 4/227:01 pmPDX - BOS
3 stops20h 13mSpirit Airlines
Deal found 3/28$253
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.
Thu 4/242:48 pmBOS - PDX
1 stop8h 26mUnited Airlines
Thu 5/16:30 pmPDX - BOS
1 stop8h 43mUnited Airlines
Deal found 3/27$281
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.
Wed 4/3010:22 amBDL - PDX
2 stops26h 35mSpirit Airlines
Sun 5/47:01 pmPDX - BDL
3 stops26h 14mSpirit Airlines
Deal found 3/27$313
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 4/295:25 amALB - PDX
1 stop10h 34mAmerican Airlines
Mon 5/59:38 pmPDX - ALB
1 stop10h 32mAmerican Airlines
Deal found 3/27$343
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.
Tue 5/136:00 amBDL - PDX
1 stop10h 00mDelta
Tue 5/2011:11 pmPDX - BDL
1 stop6h 44mDelta
Deal found 3/27$343
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.
Wed 5/147:01 amBDL - PDX
1 stop10h 33mAmerican Airlines
Sat 5/1711:59 pmPDX - BDL
1 stop8h 48mAmerican Airlines
Deal found 3/27$345

Cheapflights Fare Finder

Customize your flight search to find flights from Massachusetts to Portland 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 Massachusetts to Portland that are best for you.

Fly from

Massachusetts

Fly to

Portland

Route

Depart

Return

Price

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 5/1

10:10 am-1:12 pm

Nonstop6h 02m

Portland

Tue 5/6

2:30 pm-10:49 pm

Nonstop5h 19m

$177

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 5/29

6:00 am-9:12 am

Nonstop6h 12m

Portland

Sat 5/31

9:42 pm-6:10 am

Nonstop5h 28m

$197

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 4/16

6:15 am-12:28 pm

1 stop9h 13m

Portland

Wed 4/23

1:55 pm-11:53 pm

1 stop6h 58m

$202

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 5/29

7:30 am-12:18 pm

1 stop7h 48m

Portland

Tue 6/3

9:42 pm-6:10 am

Nonstop5h 28m

$207

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 4/26

5:30 pm-11:02 pm

1 stop8h 32m

Portland

Fri 5/2

10:00 pm-9:31 am

1 stop8h 31m

$222

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 5/12

7:47 pm-4:45 pm

2 stops23h 58m

Portland

Mon 5/19

9:42 pm-6:10 am

Nonstop5h 28m

$241

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 4/16

8:59 am-9:12 am

2 stops27h 13m

Portland

Tue 4/22

7:01 pm-6:14 pm

3 stops20h 13m

$253

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 4/24

2:48 pm-8:14 pm

1 stop8h 26m

Portland

Thu 5/1

6:30 pm-6:13 am

1 stop8h 43m

$281

HartfordPortland

BDL - PDX

BDLPDX

Hartford Bradley Intl

Wed 4/30

10:22 am-9:57 am

2 stops26h 35m

Portland

Sun 5/4

7:01 pm-12:15 am

3 stops26h 14m

$313

AlbanyPortland

ALB - PDX

ALBPDX

Albany Intl

Tue 4/29

5:25 am-12:59 pm

1 stop10h 34m

Portland

Mon 5/5

9:38 pm-11:10 am

1 stop10h 32m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 45 results
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Best time to book a flight from Massachusetts to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Massachusetts 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 Massachusetts to Portland

What is the cheapest month to book a flight from Massachusetts to Portland?

Currently, November is the cheapest month in which you can book a flight from Massachusetts to Portland (average of $277). Flying from Massachusetts to Portland in March is currently the most expensive (average of $370). 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 MA to PDX?

Find hourly flight availability from Massachusetts to Portland. 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 Massachusetts to Portland, 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 Massachusetts to Portland

Explore weekly flight availability from Massachusetts to Portland. 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 USMA to PDX are scheduled on a Wednesday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Portland when rainfall is around 0.7 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, 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 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated March 28, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines and Delta from Massachusetts to Portland to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,274 reviews

Comfort

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.1

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

Comfort

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.1

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

Comfort

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.1

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

Comfort

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.1

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

Comfort

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.1

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

Comfort

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.1

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 Massachusetts to Portland. 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 into for flights to Portland from Massachusetts?

    Most people fly into Portland (PDX) if they book a flight to Portland from Massachusetts. Portland is conveniently located just 6.0 mi from Portland’s city center.

  • How popular is this Massachusetts to Portland flight route?

    Within the past month, 9 users have taken a look at flights from Massachusetts to Portland.

  • What are the cheapest airlines to fly from Massachusetts to Portland one-way?

    One-way options have recently been found by users for as low as $109 on Alaska Airlines. Other airlines that offer cheap prices include American Airlines from $119 and Spirit Airlines from $120 one-way.

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

    The most popular route from Massachusetts to Portland is Boston Logan Intl - Portland. You may also consider Hartford Bradley Intl - Portland or Albany Intl - Portland.

  • What are the most reliable airlines from Massachusetts to Portland?

    Before booking your flight to Portland from Massachusetts, check out the most reliable airlines to get you to your destination on time: Qatar Airways (71%), Alaska Airlines (71%), Hawaiian Airlines( 71%).

  • What are the cheapest flights from Massachusetts to Portland?

    Looking at all options, your cheapest flight can be booked for $98. While the most popular route (Boston Logan Intl - Portland) can be booked for $176 on average our data indicates $797 when flying from Massachusetts to Portland.

  • Can I find deals for flights from Massachusetts to Portland that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Portland.

  • Can I find deals for business class flights from Massachusetts to Portland?

    Yes. Cheapflights offers flight deals from Massachusetts to Portland 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 Massachusetts to Portland?

    Currently, November is the cheapest month in which you can book a flight from Massachusetts to Portland (average of $277). Flying from Massachusetts to Portland in March is currently the most expensive (average of $370). 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

Traveling to a place near Massachusetts?

Book flights to Massachusetts if you plan to visit one of these locations
Lincoln City
Beaverton
Seaside
Clackamas
Vancouver
McMinnville
Lake Oswego
Hillsboro
Gresham
Long Beach
Cannon Beach
Tigard
Astoria
Hood River
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Longview

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Alternative routes for Massachusetts to Portland

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Top 9 airlines flying from Massachusetts to Portland

Discover the top 9 airlines that operate flights from Massachusetts to Portland. 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$102Average$244FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$118Average$306FlexibilityNo cancel feeOn-time85%
JetBlueCheapest$177Average$375FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$181Average$400FlexibilityNo cancel feeOn-time83%
DeltaCheapest$189Average$360FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$243Average$431FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$246Average$401FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$250Average$469FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$301Average$584FlexibilityNo cancel feeOn-time63%
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