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$102+ Cheap flights from Massachusetts to Portland, ME (PWM)

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 — PWM
Apr 29 — May 61
Tue 4/29
Tue 5/6
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 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$204
(JetBlue)

One-way from

$102
(JetBlue)
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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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 24, 2025.

This JetBlue deal was found by Cheapflights users on 4/23. 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.
Sun 6/15:30 pmBOS - PWM
1 stop5h 54mJetBlue
Mon 6/27:12 amPWM - BOS
1 stop7h 02mJetBlue
Deal found 4/23$204
This Southwest deal was found by Cheapflights users on 4/23. 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.
Tue 6/106:00 amBDL - PWM
1 stop3h 45mSouthwest
Fri 6/135:40 pmPWM - BDL
1 stop6h 30mSouthwest
Deal found 4/23$261
This JetBlue deal was found by Cheapflights users on 4/23. 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 5/177:14 amBDL - PWM
1 stop6h 06mJetBlue
Mon 5/193:35 pmPWM - BDL
1 stop7h 33mJetBlue
Deal found 4/23$273
This United Airlines deal was found by Cheapflights users on 4/23. 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 5/157:30 pmALB - PWM
1 stop4h 29mUnited Airlines
Tue 5/206:13 amPWM - ALB
1 stop8h 03mUnited Airlines
Deal found 4/23$334
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Sat 6/75:45 amBOS - PWM
2 stops32h 58mMultiple Airlines
Sat 6/1412:58 pmPWM - BOS
2 stops34h 21mMultiple Airlines
Deal found 4/23$363
This American Airlines deal was found by Cheapflights users on 4/23. 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 5/218:00 amBOS - PWM
2 stops7h 36mAmerican Airlines
Wed 5/2811:07 amPWM - BOS
1 stop7h 15mAmerican Airlines
Deal found 4/23$373
This Southwest deal was found by Cheapflights users on 4/23. 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.
Sat 5/105:10 pmALB - PWM
1 stop6h 15mSouthwest
Sun 5/185:40 amPWM - ALB
1 stop3h 45mSouthwest
Deal found 4/23$417
This FlightHub deal was found by Cheapflights users on 4/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/177:00 amBDL - PWM
1 stop10h 38mBreeze Airways
Mon 5/192:52 pmPWM - BDL
2 stops26h 50mBreeze Airways
Deal found 4/23$540
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Fri 6/206:00 amBDL - PWM
1 stop17h 57mUnited Airlines
Wed 7/2310:05 amPWM - BDL
1 stop13h 54mUnited Airlines
Deal found 4/23$596
This American Airlines deal was found by Cheapflights users on 4/23. 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 4/2612:14 pmALB - PWM
1 stop9h 51mAmerican Airlines
Sun 4/275:18 pmPWM - ALB
1 stop18h 10mAmerican Airlines
Deal found 4/23$716

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 24, 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 - PWM

BOSPWM

Boston Logan Intl

Sun 6/1

5:30 pm-11:24 pm

1 stop5h 54m

Portland

Mon 6/2

7:12 am-2:14 pm

1 stop7h 02m

$204

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Tue 6/10

6:00 am-9:45 am

1 stop3h 45m

Portland

Fri 6/13

5:40 pm-12:10 am

1 stop6h 30m

$261

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Sat 5/17

7:14 am-1:20 pm

1 stop6h 06m

Portland

Mon 5/19

3:35 pm-11:08 pm

1 stop7h 33m

$273

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sat 6/7

5:45 am-2:43 pm

2 stops32h 58m

Portland

Sat 6/14

12:58 pm-11:19 pm

2 stops34h 21m

$363

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 5/21

8:00 am-3:36 pm

2 stops7h 36m

Portland

Wed 5/28

11:07 am-6:22 pm

1 stop7h 15m

$373

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Thu 5/15

7:30 pm-11:59 pm

1 stop4h 29m

Portland

Tue 5/20

5:30 am-10:05 am

1 stop4h 35m

$437

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Fri 7/11

5:45 pm-12:05 am

1 stop6h 20m

Portland

Sun 7/13

5:40 am-11:10 am

1 stop5h 30m

$467

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Fri 5/23

9:36 pm-5:38 pm

1 stop20h 02m

Portland

Thu 5/29

3:17 pm-6:06 pm

2 stops26h 49m

$509

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Sat 5/17

7:00 am-5:38 pm

1 stop10h 38m

Portland

Mon 5/19

2:52 pm-5:42 pm

2 stops26h 50m

$540

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Fri 5/23

2:48 pm-11:55 pm

1 stop9h 07m

Portland

Thu 5/29

5:50 am-5:06 pm

1 stop11h 16m

$573

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 21 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, Maine?

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Portland, Maine (average of $296). Flying from Massachusetts to Portland, Maine in May is currently the most expensive (average of $416). 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.

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, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 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, Maine, 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 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 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 24, 2025.
Read reviews from past customers who have flown Breeze Airways, Southwest and United Airlines from Massachusetts to Portland. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
159 reviews

Entertainment

6.7

Crew

8.8

Comfort

8.2

Overall

8.1

Food

6.7

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
159 reviews
Breeze Airways
8.1
Very good
159 reviews

Entertainment

6.7

Crew

8.8

Comfort

8.2

Overall

8.1

Food

6.7

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,286 reviews
Breeze Airways
8.1
Very good
159 reviews

Entertainment

6.7

Crew

8.8

Comfort

8.2

Overall

8.1

Food

6.7

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,685 reviews
Breeze Airways
8.1
Very good
159 reviews

Entertainment

6.7

Crew

8.8

Comfort

8.2

Overall

8.1

Food

6.7

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,924 reviews
Breeze Airways
8.1
Very good
159 reviews

Entertainment

6.7

Crew

8.8

Comfort

8.2

Overall

8.1

Food

6.7

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
159 reviews

Entertainment

6.7

Crew

8.8

Comfort

8.2

Overall

8.1

Food

6.7

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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?

    Portland (PWM), located 2.9 mi from the city center, is the airport you fly into when you book flights from Massachusetts to Portland.

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

    The cheapest airlines for a one-way flight from Massachusetts to Portland, Maine are JetBlue ($102), Southwest ($133), and American Airlines ($177).

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

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

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Portland, Maine (average of $296). Flying from Massachusetts to Portland, Maine in May is currently the most expensive (average of $416). 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
North Conway
Bath
Brunswick
Auburn
Conway
Lewiston

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Top airline flying from Massachusetts to Portland

Discover the top airline 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 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$121Average$231FlexibilityNo cancel feeOn-time62%

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