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$112+ 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 6/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Jan 22 — Jan 291
Wed 1/22
Wed 1/29
1 adult, Economy
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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 (PWM). 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 17, 2025.

Round-trip from

$261
(Mytrip)

One-way from

$154
(Southwest)
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 January 17, 2025.

This Mytrip deal was found by Cheapflights users on 1/16. 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.
Fri 1/246:15 amBDL - PWM
2 stops10h 55mBreeze Airways
Mon 1/275:50 pmPWM - BDL
1 stop4h 51mBreeze Airways
Deal found 1/16$235
This Mytrip deal was found by Cheapflights users on 1/15. 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 1/307:40 pmBOS - PWM
2 stops21h 30mMultiple Airlines
Sun 2/25:23 pmPWM - BOS
2 stops21h 22mMultiple Airlines
Deal found 1/15$278
This JetBlue Airways deal was found by Cheapflights users on 1/16. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/155:30 amBOS - PWM
1 stop3h 57mJetBlue
Sun 5/1810:15 amPWM - BOS
1 stop4h 16mJetBlue
Deal found 1/16$298
This Southwest deal was found by Cheapflights users on 1/16. 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 2/155:15 pmBDL - PWM
1 stop6h 00mSouthwest
Sat 2/225:25 amPWM - BDL
1 stop8h 40mSouthwest
Deal found 1/16$307
This Delta deal was found by Cheapflights users on 1/15. 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.
Mon 2/109:45 pmBOS - PWM
2 stops13h 34mDelta
Wed 2/195:25 pmPWM - BOS
2 stops14h 15mDelta
Deal found 1/15$353
This American Airlines deal was found by Cheapflights users on 1/16. 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 2/77:00 pmBDL - PWM
1 stop18h 54mAmerican Airlines
Sun 2/95:24 amPWM - BDL
2 stops9h 57mAmerican Airlines
Deal found 1/16$397
This United Airlines deal was found by Cheapflights users on 1/15. 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 2/109:35 amBOS - PWM
1 stop24h 55mUnited Airlines
Wed 2/197:15 pmPWM - BOS
1 stop15h 05mUnited Airlines
Deal found 1/15$438
This Mytrip deal was found by Cheapflights users on 1/16. 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.
Fri 1/247:00 amBDL - PWM
3 stops28h 20mMultiple Airlines
Mon 1/275:50 pmPWM - BDL
2 stops19h 15mMultiple Airlines
Deal found 1/16$442
This American Airlines deal was found by Cheapflights users on 1/15. 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 4/247:56 amBOS - PWM
2 stops14h 46mAmerican Airlines
Wed 4/3012:09 pmPWM - BOS
1 stop9h 24mAmerican Airlines
Deal found 1/15$458
This United Airlines deal was found by Cheapflights users on 1/16. 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 1/3110:40 amBDL - PWM
2 stops23h 52mUnited Airlines
Tue 2/41:55 pmPWM - BDL
1 stop9h 54mUnited Airlines
Deal found 1/16$482
This United Airlines deal was found by Cheapflights users on 1/16. 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 1/245:45 amALB - PWM
1 stop4h 43mUnited Airlines
Sun 1/266:00 amPWM - ALB
1 stop5h 59mUnited Airlines
Deal found 1/16$507
This Southwest deal was found by Cheapflights users on 1/16. 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 1/245:45 amALB - PWM
2 stops9h 15mSouthwest
Mon 1/275:35 amPWM - ALB
1 stop7h 00mSouthwest
Deal found 1/16$512

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 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Thu 1/30

6:00 pm-5:10 pm

2 stops23h 10m

Portland

Mon 2/3

5:50 pm-10:41 pm

1 stop4h 51m

$261

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 1/30

7:40 pm-5:10 pm

2 stops21h 30m

Portland

Sun 2/2

5:23 pm-2:45 pm

2 stops21h 22m

$278

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 5/15

5:30 am-9:27 am

1 stop3h 57m

Portland

Sun 5/18

10:15 am-2:31 pm

1 stop4h 16m

$298

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Fri 2/14

5:50 am-11:05 am

1 stop5h 15m

Portland

Fri 2/21

2:50 pm-7:15 pm

1 stop4h 25m

$307

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Mon 2/10

9:45 pm-11:19 am

2 stops13h 34m

Portland

Wed 2/19

5:25 pm-7:40 am

2 stops14h 15m

$353

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Sat 3/1

7:05 am-6:05 pm

1 stop11h 00m

Portland

Sat 3/8

6:45 pm-12:02 pm

1 stop17h 17m

$392

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Fri 2/7

7:00 pm-1:54 pm

1 stop18h 54m

Portland

Sun 2/9

5:24 am-3:21 pm

2 stops9h 57m

$397

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Mon 2/10

9:35 am-10:30 am

1 stop24h 55m

Portland

Wed 2/19

7:15 pm-10:20 am

1 stop15h 05m

$438

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 4/24

7:56 am-10:42 pm

2 stops14h 46m

Portland

Wed 4/30

12:09 pm-9:33 pm

1 stop9h 24m

$458

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Sat 3/1

7:48 pm-10:42 am

1 stop14h 54m

Portland

Tue 3/4

7:15 pm-2:13 pm

1 stop18h 58m

$477

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

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.

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 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 January 17, 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 January 17, 2025.
Read reviews from past customers who have flown Breeze Airways, Delta 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.
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

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.

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

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

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.

Breeze Airways
8.1
Very good
142 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

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.

Delta
8.0
Very good
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

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.

JetBlue
7.4
Good
3,199 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

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.

United Airlines
7.4
Good
8,965 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

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?

    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 Southwest ($154), JetBlue ($186), and United Airlines ($200).

  • 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 Hartford Bradley 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 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
Bath
North Conway
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 January 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$151Average$231FlexibilityNo cancel feeOn-time62%
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