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$104+ 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 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$216
(Expedia)

One-way from

$104
(Delta)

Popular in

December

Cheapest in

January

Average price

$368

Good round-trip deal

$337 or less

Good one-way deal

$187 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
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Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Orbitz deal was found by Cheapflights users on 2/19. 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.
Tue 4/86:30 pmBOS - PDX
Nonstop6h 25mMultiple Airlines
Mon 4/142:33 pmPDX - BOS
2 stops21h 22mMultiple Airlines
Deal found 2/19$216
This Mytrip deal was found by Cheapflights users on 2/19. 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 4/111:14 amBOS - PDX
3 stops26h 06mSpirit Airlines
Tue 4/811:15 amPDX - BOS
2 stops17h 08mSpirit Airlines
Deal found 2/19$221
This Delta deal was found by Cheapflights users on 2/20. 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.
Fri 8/296:00 pmBOS - PDX
1 stop8h 36mDelta
Sat 9/65:10 pmPDX - BOS
1 stop9h 56mDelta
Deal found 2/20$233
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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.
Sat 3/226:30 pmBOS - PDX
Nonstop6h 25mAlaska Airlines
Sat 4/57:12 amPDX - BOS
Nonstop5h 27mAlaska Airlines
Deal found 2/19$237
This JetBlue deal was found by Cheapflights users on 2/19. 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.
Sat 8/236:50 pmBOS - PDX
Nonstop6h 20mJetBlue
Tue 9/910:10 pmPDX - BOS
Nonstop5h 19mJetBlue
Deal found 2/19$242
This Mytrip deal was found by Cheapflights users on 2/20. 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 4/210:45 amBDL - PDX
2 stops26h 35mMultiple Airlines
Tue 4/811:15 amPDX - BDL
3 stops32h 27mMultiple Airlines
Deal found 2/20$259
This Hawaiian Airlines deal was found by Cheapflights users on 2/19. 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.
Tue 4/86:30 pmBOS - PDX
Nonstop6h 25mHawaiian Airlines
Sat 4/127:12 amPDX - BOS
Nonstop5h 27mHawaiian Airlines
Deal found 2/19$267
This Mytrip deal was found by Cheapflights users on 2/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1111:36 amBDL - PDX
3 stops29h 02mSpirit Airlines
Sat 3/152:33 pmPDX - BDL
2 stops17h 08mSpirit Airlines
Deal found 2/18$275
This Southwest deal was found by Cheapflights users on 2/20. 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 3/65:50 amBOS - PDX
1 stop10h 45mSouthwest
Mon 3/106:15 pmPDX - BOS
2 stops10h 50mSouthwest
Deal found 2/20$322
This American Airlines deal was found by Cheapflights users on 2/19. 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 7/84:15 pmBOS - PDX
1 stop8h 16mAmerican Airlines
Tue 7/1511:41 pmPDX - BOS
1 stop7h 24mAmerican Airlines
Deal found 2/19$323
This Booking.com deal was found by Cheapflights users on 2/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1311:42 amBDL - PDX
1 stop14h 04mSun Country Air
Wed 7/166:45 pmPDX - BDL
1 stop13h 02mSun Country Air
Deal found 2/19$325
This Delta deal was found by Cheapflights users on 2/19. 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 4/83:00 pmBDL - PDX
1 stop8h 39mDelta
Mon 4/2111:19 pmPDX - BDL
1 stop8h 03mDelta
Deal found 2/19$337

Find flights from Massachusetts to Portland within your budget

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 February 20, 2025.

Fly from

Massachusetts

Fly to

Portland

Route

Depart

Return

Price

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 4/8

6:30 pm-9:55 pm

Nonstop6h 25m

Portland

Mon 4/14

2:33 pm-2:55 pm

2 stops21h 22m

$216

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 4/1

11:14 am-10:20 am

3 stops26h 06m

Portland

Tue 4/8

11:15 am-7:23 am

2 stops17h 08m

$221

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 4/8

6:05 pm-11:56 pm

1 stop8h 51m

Portland

Sun 4/13

12:50 am-11:00 am

1 stop7h 10m

$233

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 3/22

6:30 pm-9:55 pm

Nonstop6h 25m

Portland

Sat 4/5

7:12 am-3:39 pm

Nonstop5h 27m

$237

HartfordPortland

BDL - PDX

BDLPDX

Hartford Bradley Intl

Wed 4/2

10:45 am-10:20 am

2 stops26h 35m

Portland

Tue 4/8

11:15 am-10:42 pm

3 stops32h 27m

$259

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 4/8

6:30 pm-9:55 pm

Nonstop6h 25m

Portland

Sat 4/12

7:12 am-3:39 pm

Nonstop5h 27m

$267

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 5/17

10:10 am-1:12 pm

Nonstop6h 02m

Portland

Sun 5/25

2:30 pm-10:49 pm

Nonstop5h 19m

$272

HartfordPortland

BDL - PDX

BDLPDX

Hartford Bradley Intl

Tue 3/11

11:36 am-1:38 pm

3 stops29h 02m

Portland

Sat 3/15

2:33 pm-10:41 am

2 stops17h 08m

$275

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 3/6

5:50 am-1:35 pm

1 stop10h 45m

Portland

Mon 3/10

6:15 pm-8:05 am

2 stops10h 50m

$322

HartfordPortland

BDL - PDX

BDLPDX

Hartford Bradley Intl

Sun 7/13

11:42 am-10:46 pm

1 stop14h 04m

Portland

Wed 7/16

6:45 pm-10:47 am

1 stop13h 02m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Massachusetts to Portland

Get recent, data-driven insights about flights from Massachusetts to Portland including ideal travel times, pricing trends, and more.

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 $376). 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 February 20, 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.

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 February 20, 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
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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, 14 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 $104 on Delta. Other airlines that offer cheap prices include Spirit Airlines from $105 and Hawaiian Airlines from $119 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: Alaska Airlines (88%), Qatar Airways (86%), Hawaiian Airlines( 82%).

  • What are the cheapest flights from Massachusetts to Portland?

    Looking at all options, your cheapest flight can be booked for $119. While the most popular route (Boston Logan Intl - Portland) can be booked for $196 on average our data indicates $727 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 $376). 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
Seaside
Lincoln City
Beaverton
McMinnville
Lake Oswego
Hillsboro
Vancouver
Gresham
Long Beach
Cannon Beach
Tigard
Astoria
Hood River
Woodburn
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Stevenson
Troutdale
Longview
Wilsonville

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Alternative routes for Massachusetts to Portland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Massachusetts to Portland

Discover the top 8 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$103Average$241FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$178Average$384FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$181Average$400FlexibilityNo cancel feeOn-time83%
DeltaCheapest$199Average$361FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$245Average$446FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$247Average$424FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$250Average$473FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$318Average$599FlexibilityNo cancel feeOn-time63%
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