Portland

$119+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Jan 26 — Feb 21
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Cheap flight deals from Massachusetts to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Portland (PDX). 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 January 21, 2025.

Round-trip from

$246
(Mytrip)

One-way from

$119
(Alaska Airlines)
From Massachusetts to Portland
One-way flight from Massachusetts to Portland

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 January 21, 2025.

This Mytrip deal was found by Cheapflights users on 1/20. 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 3/1211:36 amBDL - PDX
2 stops29h 02mSpirit Airlines
Tue 3/182:33 pmPDX - BDL
2 stops16h 43mSpirit Airlines
Deal found 1/20$246
This Delta deal was found by Cheapflights users on 1/20. 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.
Tue 3/187:15 amBOS - PDX
1 stop11h 08mDelta
Tue 3/2512:59 amPDX - BOS
1 stop6h 56mDelta
Deal found 1/20$257
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/153:30 pmBOS - PDX
1 stop8h 30mUnited Airlines
Tue 4/2211:59 pmPDX - BOS
2 stops9h 55mUnited Airlines
Deal found 1/20$262
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/205:24 amBOS - PDX
1 stop10h 50mAmerican Airlines
Sun 2/2310:01 pmPDX - BOS
1 stop9h 57mAmerican Airlines
Deal found 1/20$267
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/277:59 pmBOS - PDX
Nonstop6h 36mAlaska Airlines
Fri 2/287:00 amPDX - BOS
Nonstop5h 23mAlaska Airlines
Deal found 1/20$268
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Thu 2/611:31 amBOS - PDX
2 stops24h 50mSpirit Airlines
Mon 2/1010:16 amPDX - BOS
2 stops21h 20mSpirit Airlines
Deal found 1/20$271
This Expedia deal was found by Cheapflights users on 1/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/55:55 pmBOS - PDX
1 stop8h 48mMultiple Airlines
Sat 2/85:30 pmPDX - BOS
2 stops12h 58mMultiple Airlines
Deal found 1/20$278
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Tue 2/48:00 amBDL - PDX
1 stop11h 35mMultiple Airlines
Wed 2/268:28 pmPDX - BDL
3 stops34h 54mMultiple Airlines
Deal found 1/20$279
This Southwest deal was found by Cheapflights users on 1/20. 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.
Mon 2/108:30 amBOS - PDX
2 stops13h 50mSouthwest
Thu 2/135:05 amPDX - BOS
1 stop7h 25mSouthwest
Deal found 1/20$308
This Booking.com deal was found by Cheapflights users on 1/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/411:42 amBDL - PDX
1 stop14h 04mSun Country Air
Sat 8/96:45 pmPDX - BDL
1 stop13h 02mSun Country Air
Deal found 1/20$335
This JetBlue deal was found by Cheapflights users on 1/19. 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.
Wed 5/2810:10 amBOS - PDX
Nonstop6h 02mJetBlue
Fri 5/302:30 pmPDX - BOS
Nonstop5h 19mJetBlue
Deal found 1/19$337
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/46:09 amALB - PDX
1 stop8h 45mUnited Airlines
Tue 3/1111:00 amPDX - ALB
1 stop7h 14mUnited Airlines
Deal found 1/20$343

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HartfordPortland

BDL - PDX

BDLPDX

Hartford Bradley Intl

Wed 3/12

11:36 am-1:38 pm

2 stops29h 02m

Portland

Tue 3/18

2:33 pm-10:16 am

2 stops16h 43m

$246

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 3/18

7:15 am-3:23 pm

1 stop11h 08m

Portland

Tue 3/25

12:59 am-10:55 am

1 stop6h 56m

$257

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 4/15

3:30 pm-9:00 pm

1 stop8h 30m

Portland

Tue 4/22

11:59 pm-12:54 pm

2 stops9h 55m

$262

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 2/20

5:24 am-1:14 pm

1 stop10h 50m

Portland

Sun 2/23

10:01 pm-10:58 am

1 stop9h 57m

$267

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 2/27

7:59 pm-11:35 pm

Nonstop6h 36m

Portland

Fri 2/28

7:00 am-3:23 pm

Nonstop5h 23m

$268

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 2/6

11:31 am-9:21 am

2 stops24h 50m

Portland

Mon 2/10

10:16 am-10:36 am

2 stops21h 20m

$271

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 2/5

5:55 pm-11:43 pm

1 stop8h 48m

Portland

Sat 2/8

5:30 pm-9:28 am

2 stops12h 58m

$278

HartfordPortland

BDL - PDX

BDLPDX

Hartford Bradley Intl

Tue 2/4

8:00 am-4:35 pm

1 stop11h 35m

Portland

Wed 2/26

8:28 pm-10:22 am

3 stops34h 54m

$279

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 2/10

8:30 am-7:20 pm

2 stops13h 50m

Portland

Thu 2/13

5:05 am-3:30 pm

1 stop7h 25m

$308

AlbanyPortland

ALB - PDX

ALBPDX

Albany Intl

Tue 3/4

6:09 am-11:54 am

1 stop8h 45m

Portland

Tue 3/11

11:00 am-9:14 pm

1 stop7h 14m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 41 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 January 21, 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 January 21, 2025.
Peruse reviews from past customers who have flown with Spirit Airlines, United Airlines and Southwest 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.
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

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.

8.1
Very good
4,659 reviews
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

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.

8.0
Very good
9,696 reviews
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

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.

8.0
Very good
8,521 reviews
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

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.

7.4
Good
3,201 reviews
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

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.

7.4
Good
8,982 reviews
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

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 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?

  • 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 $119 on Alaska Airlines. Other airlines that offer cheap prices include Spirit Airlines from $121 and Frontier from $123 one-way.

  • What are the most popular routes from Massachusetts to 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( 84%).

  • 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 $189 on average our data indicates $397 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
Vancouver
McMinnville
Lake Oswego
Hillsboro
Gresham
Long Beach
Cannon Beach
Tigard
Hood River
Astoria
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Wilsonville
Silverton

Browse thousands of different options on Cheapflights for your next trip

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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.

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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$103Average$241FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$178Average$389FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$181Average$400FlexibilityNo cancel feeOn-time83%
DeltaCheapest$200Average$353FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$246Average$449FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$246Average$475FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$247Average$416FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$347Average$621FlexibilityNo cancel feeOn-time63%
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