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$82+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
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

$163
(JetBlue)

One-way from

$82
(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 February 20, 2025.

This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/282:45 pmBOS - PWM
1 stop7h 12mJetBlue
Tue 6/37:15 amPWM - BOS
1 stop4h 27mJetBlue
Deal found 2/20$163
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.
Sat 3/227:10 pmBDL - PWM
1 stop5h 05mSouthwest
Sat 3/291:10 pmPWM - BDL
1 stop5h 15mSouthwest
Deal found 2/20$247
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.
Thu 3/2011:14 amBOS - PWM
2 stops29h 56mMultiple Airlines
Thu 3/275:23 pmPWM - BOS
1 stop29h 34mMultiple Airlines
Deal found 2/20$290
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/135:50 amALB - PWM
1 stop6h 45mSouthwest
Thu 6/195:40 pmPWM - ALB
1 stop6h 30mSouthwest
Deal found 2/19$317
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 3/57:05 amBDL - PWM
1 stop11h 00mBreeze Airways
Sat 3/88:07 pmPWM - BDL
2 stops24h 52mBreeze Airways
Deal found 2/20$341
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:00 amBOS - PWM
1 stop9h 36mAmerican Airlines
Tue 6/35:55 amPWM - BOS
2 stops12h 27mAmerican Airlines
Deal found 2/20$348
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2212:23 pmBDL - PWM
1 stop9h 36mAmerican Airlines
Sat 3/295:25 amPWM - BDL
2 stops17h 01mAmerican Airlines
Deal found 2/20$390
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/175:30 amBOS - PWM
1 stop18h 17mUnited Airlines
Tue 3/187:20 pmPWM - BOS
1 stop15h 05mUnited Airlines
Deal found 2/20$425
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 3/511:36 amBDL - PWM
3 stops29h 07mMultiple Airlines
Sat 3/88:07 pmPWM - BDL
2 stops24h 52mMultiple Airlines
Deal found 2/20$454
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/184:49 pmBDL - PWM
2 stops26h 57mUnited Airlines
Mon 4/2112:45 pmPWM - BDL
2 stops25h 20mUnited Airlines
Deal found 2/20$667

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 - PWM

BOSPWM

Boston Logan Intl

Wed 5/28

2:45 pm-9:57 pm

1 stop7h 12m

Portland

Tue 6/3

7:15 am-11:42 am

1 stop4h 27m

$163

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Sat 3/22

7:10 pm-12:15 am

1 stop5h 05m

Portland

Sat 3/29

1:10 pm-6:25 pm

1 stop5h 15m

$247

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 3/20

11:14 am-5:10 pm

2 stops29h 56m

Portland

Thu 3/27

5:23 pm-10:57 pm

1 stop29h 34m

$290

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Fri 6/13

5:50 am-12:35 pm

1 stop6h 45m

Portland

Thu 6/19

5:40 pm-12:10 am

1 stop6h 30m

$317

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Wed 3/5

7:05 am-6:05 pm

1 stop11h 00m

Portland

Sat 3/8

8:07 pm-8:59 pm

2 stops24h 52m

$341

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 5/28

6:00 am-3:36 pm

1 stop9h 36m

Portland

Tue 6/3

5:55 am-6:22 pm

2 stops12h 27m

$348

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Sat 3/22

12:23 pm-9:59 pm

1 stop9h 36m

Portland

Sat 3/29

5:25 am-10:26 pm

2 stops17h 01m

$390

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Mon 3/17

5:30 am-11:47 pm

1 stop18h 17m

Portland

Tue 3/18

7:20 pm-10:25 am

1 stop15h 05m

$425

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Wed 3/5

11:36 am-4:43 pm

3 stops29h 07m

Portland

Sat 3/8

8:07 pm-8:59 pm

2 stops24h 52m

$454

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Fri 4/18

4:49 pm-7:46 pm

2 stops26h 57m

Portland

Mon 4/21

12:45 pm-2:05 pm

2 stops25h 20m

$667

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 18 results
1
2

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, 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 April is currently the most expensive (average of $498). 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 PWM?

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, Maine, 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, 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 February 20, 2025.
Read reviews from past customers who have flown Southwest, Breeze Airways and Delta 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.
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

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

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

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.

Breeze Airways
8.1
Very good
150 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

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

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

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

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

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.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

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?

    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 ($82), Delta ($143), and American Airlines ($188).

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

    The most popular route from Massachusetts to Portland, Maine is Boston Logan Intl - Portland. You may also consider Albany Intl - Portland or Hartford Bradley 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 April is currently the most expensive (average of $498). 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$151Average$233FlexibilityNo cancel feeOn-time62%
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