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Portland

$153+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
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 December 18, 2024.

Round-trip from

$288
(Southwest)

One-way from

$153
(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 December 18, 2024.

This American Airlines deal was found by Cheapflights users on 12/17. 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 12/257:53 amBDL - PWM
2 stops7h 51mAmerican Airlines
Wed 1/15:25 amPWM - BDL
1 stop6h 02mAmerican Airlines
Deal found 12/17$427
This Southwest deal was found by Cheapflights users on 12/17. 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.
Wed 12/254:10 pmBDL - PWM
1 stop6h 20mSouthwest
Wed 1/16:00 amPWM - BDL
1 stop7h 35mSouthwest
Deal found 12/17$441
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/2510:22 amBDL - PWM
1 stop13h 37mUnited Airlines
Wed 1/15:20 amPWM - BDL
1 stop18h 39mUnited Airlines
Deal found 12/17$517
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Sun 12/295:42 amALB - PWM
1 stop10h 49mAmerican Airlines
Sun 1/52:17 pmPWM - ALB
1 stop9h 17mAmerican Airlines
Deal found 12/17$582
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/275:40 amALB - PWM
1 stop18h 19mUnited Airlines
Mon 12/304:05 pmPWM - ALB
1 stop3h 58mUnited Airlines
Deal found 12/17$612
This Delta deal was found by Cheapflights users on 12/17. 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 12/185:30 amALB - PWM
1 stop6h 19mDelta
Wed 12/184:30 pmPWM - ALB
1 stop6h 35mDelta
Deal found 12/17$656
This Mytrip deal was found by Cheapflights users on 12/18. 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 12/244:26 pmBDL - PWM
2 stops19h 03mBreeze Airways
Sun 12/295:15 pmPWM - BDL
3 stops29h 22mBreeze Airways
Deal found 12/18$693
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/285:45 amBOS - PWM
1 stop18h 14mUnited Airlines
Mon 12/305:20 amPWM - BOS
1 stop18h 39mUnited Airlines
Deal found 12/17$695
This Mytrip deal was found by Cheapflights users on 12/17. 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 12/2810:34 amBOS - PWM
3 stops30h 01mMultiple Airlines
Mon 12/305:56 pmPWM - BOS
3 stops23h 26mMultiple Airlines
Deal found 12/17$907
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Sun 12/225:54 amBOS - PWM
1 stop17h 07mAmerican Airlines
Sat 1/48:30 amPWM - BOS
2 stops10h 19mAmerican Airlines
Deal found 12/16$943
This Mytrip deal was found by Cheapflights users on 12/18. 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 12/247:00 amBDL - PWM
3 stops28h 29mMultiple Airlines
Sun 12/295:15 pmPWM - BDL
3 stops29h 22mMultiple Airlines
Deal found 12/18$962
This JetBlue deal was found by Cheapflights users on 12/17. 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 12/217:13 amBDL - PWM
1 stop7h 17mJetBlue
Mon 12/233:15 pmPWM - BDL
1 stop8h 06mJetBlue
Deal found 12/17$968

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Tue 2/25

6:30 am-3:00 pm

1 stop8h 30m

Portland

Thu 2/27

5:10 pm-11:55 pm

1 stop6h 45m

$288

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 1/9

7:40 pm-5:38 pm

3 stops21h 58m

Portland

Wed 1/15

12:00 pm-10:36 am

2 stops22h 36m

$330

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Fri 1/10

5:07 am-1:54 pm

1 stop8h 47m

Portland

Sun 1/12

5:24 am-11:44 pm

1 stop18h 20m

$367

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sat 1/11

9:00 am-8:11 pm

2 stops11h 11m

Portland

Mon 1/13

4:00 pm-7:27 am

2 stops15h 27m

$373

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 1/9

8:00 am-4:44 pm

1 stop8h 44m

Portland

Wed 1/15

5:23 am-6:53 pm

2 stops13h 30m

$406

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sat 1/11

2:45 pm-10:45 am

1 stop20h 00m

Portland

Mon 1/13

6:35 pm-7:00 pm

1 stop24h 25m

$445

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Sat 1/11

7:56 pm-10:45 am

1 stop14h 49m

Portland

Fri 1/17

6:35 pm-9:38 am

1 stop15h 03m

$487

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Thu 1/2

6:00 am-10:31 am

1 stop4h 31m

Portland

Sun 1/5

5:20 am-11:28 pm

1 stop18h 08m

$497

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Sun 12/29

5:42 am-4:31 pm

1 stop10h 49m

Portland

Sun 1/5

2:17 pm-11:34 pm

1 stop9h 17m

$582

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Sun 3/9

2:00 pm-11:26 am

2 stops21h 26m

Portland

Thu 3/13

5:23 pm-10:58 pm

3 stops29h 35m

$626

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 20 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 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 December 18, 2024.

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 December 18, 2024.
Read reviews from past customers who have flown American Airlines, United Airlines and Southwest 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
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

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
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

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
135 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

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
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

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
3,279 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

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
9,055 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

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 ($153), JetBlue ($176), and United Airlines ($249).

  • 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.

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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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$121Average$223FlexibilityNo cancel feeOn-time62%
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