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$118+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$211
(Alaska Airlines)

One-way from

$118
(Alaska Airlines)

Popular in

December

Cheapest in

January

Average price

$392

Good round-trip deal

$279 or less

Good one-way deal

$183 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. 6% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 29, 2025.

This Alaska Airlines deal was found by Cheapflights users on 4/28. 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 5/287:00 amBOS - PDX
1 stop9h 36mAlaska Airlines
Wed 5/285:30 pmPDX - BOS
1 stop11h 10mAlaska Airlines
Deal found 4/28$211
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/245:45 pmBOS - PDX
Nonstop6h 05mHawaiian Airlines
Fri 5/309:42 pmPDX - BOS
Nonstop5h 28mHawaiian Airlines
Deal found 4/29$214
This Southwest deal was found by Cheapflights users on 4/29. 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 9/46:40 amBOS - PDX
1 stop10h 15mSouthwest
Mon 9/86:10 amPDX - BOS
1 stop10h 55mSouthwest
Deal found 4/29$222
This Delta deal was found by Cheapflights users on 4/28. 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 5/287:25 amBOS - PDX
1 stop8h 16mDelta
Thu 5/295:35 amPDX - BOS
1 stop7h 25mDelta
Deal found 4/28$237
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/247:30 amBOS - PDX
1 stop7h 48mMultiple Airlines
Fri 5/305:55 pmPDX - BOS
1 stop8h 45mMultiple Airlines
Deal found 4/29$244
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/45:00 amBOS - PDX
1 stop12h 24mAmerican Airlines
Thu 7/1011:54 pmPDX - BOS
1 stop7h 59mAmerican Airlines
Deal found 4/28$251
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/247:31 amBOS - PDX
1 stop8h 29mUnited Airlines
Mon 5/2610:55 pmPDX - BOS
1 stop8h 28mUnited Airlines
Deal found 4/29$269
This Mytrip deal was found by Cheapflights users on 4/29. 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 6/310:04 amBOS - PDX
2 stops29h 38mSpirit Airlines
Tue 6/105:40 pmPDX - BOS
2 stops19h 44mSpirit Airlines
Deal found 4/29$276
This JetBlue deal was found by Cheapflights users on 4/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/36:55 pmBOS - PDX
Nonstop6h 20mJetBlue
Thu 7/1011:35 pmPDX - BOS
Nonstop5h 20mJetBlue
Deal found 4/28$292
This Delta deal was found by Cheapflights users on 4/29. 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 9/36:00 amALB - PDX
1 stop7h 24mDelta
Wed 9/1011:20 amPDX - ALB
1 stop8h 48mDelta
Deal found 4/29$307
This United Airlines deal was found by Cheapflights users on 4/29. 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 8/141:10 pmALB - PDX
1 stop8h 35mUnited Airlines
Tue 8/1910:51 amPDX - ALB
1 stop7h 57mUnited Airlines
Deal found 4/29$325
This Southwest deal was found by Cheapflights users on 4/29. 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 8/146:25 pmALB - PDX
1 stop7h 40mSouthwest
Tue 8/196:00 pmPDX - ALB
2 stops11h 05mSouthwest
Deal found 4/29$330

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 April 29, 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

Wed 5/28

7:00 am-1:36 pm

1 stop9h 36m

Portland

Wed 5/28

5:30 pm-7:40 am

1 stop11h 10m

$211

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 5/24

5:45 pm-8:50 pm

Nonstop6h 05m

Portland

Fri 5/30

9:42 pm-6:10 am

Nonstop5h 28m

$214

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 5/28

7:25 am-12:41 pm

1 stop8h 16m

Portland

Thu 5/29

5:35 am-4:00 pm

1 stop7h 25m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 5/24

7:30 am-12:18 pm

1 stop7h 48m

Portland

Fri 5/30

5:55 pm-5:40 am

1 stop8h 45m

$244

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 7/4

5:00 am-2:24 pm

1 stop12h 24m

Portland

Thu 7/10

11:54 pm-10:53 am

1 stop7h 59m

$251

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 5/24

7:31 am-1:00 pm

1 stop8h 29m

Portland

Mon 5/26

10:55 pm-10:23 am

1 stop8h 28m

$269

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 6/3

10:04 am-12:42 pm

2 stops29h 38m

Portland

Tue 6/10

5:40 pm-4:24 pm

2 stops19h 44m

$276

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 7/3

6:55 pm-10:15 pm

Nonstop6h 20m

Portland

Tue 7/8

11:35 pm-7:55 am

Nonstop5h 20m

$292

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 6/2

4:40 pm-12:15 am

2 stops10h 35m

Portland

Fri 6/6

8:30 am-6:55 pm

1 stop7h 25m

$303

AlbanyPortland

ALB - PDX

ALBPDX

Albany Intl

Wed 9/3

6:00 am-10:24 am

1 stop7h 24m

Portland

Wed 9/10

11:20 am-11:08 pm

1 stop8h 48m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 48 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 $369). 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 April 29, 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 April 29, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest 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.
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Overall

8.0

Food

7.1

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Overall

8.0

Food

7.1

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,295 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Overall

8.0

Food

7.1

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,936 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Overall

8.0

Food

7.1

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,406 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Overall

8.0

Food

7.1

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Overall

8.0

Food

7.1

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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, 15 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 $118 on Alaska Airlines. Other airlines that offer cheap prices include Delta from $119 and Hawaiian Airlines from $128 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 (82%), Alaska Airlines (82%), Hawaiian Airlines( 82%).

  • What are the cheapest flights from Massachusetts to Portland?

    Looking at all options, your cheapest flight can be booked for $118. While the most popular route (Boston Logan Intl - Portland) can be booked for $211 on average our data indicates $997 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 $369). 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
Beaverton
Lincoln City
Seaside
Clackamas
Vancouver
McMinnville
Lake Oswego
Hillsboro
Gresham
Astoria
Long Beach
Cannon Beach
Tigard
Hood River
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Longview

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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 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$98Average$236FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$125Average$345FlexibilityNo cancel feeOn-time85%
DeltaCheapest$166Average$340FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$178Average$369FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$181Average$410FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$237Average$387FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$241Average$424FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$250Average$460FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$292Average$557FlexibilityNo cancel feeOn-time63%

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