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Portland

$94+ 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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$182
(Southwest)

One-way from

$94
(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 July 3, 2025.

This Southwest deal was found by Cheapflights users on 7/2. 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 9/176:00 amBDL - PWM
1 stop3h 50mSouthwest
Mon 9/228:25 amPWM - BDL
1 stop7h 15mSouthwest
Deal found 7/2$182
This JetBlue deal was found by Cheapflights users on 7/2. 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.
Fri 8/15:05 pmBOS - PWM
1 stop7h 12mJetBlue
Tue 8/56:10 amPWM - BOS
1 stop3h 41mJetBlue
Deal found 7/2$203
This Southwest deal was found by Cheapflights users on 7/2. 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 9/184:40 pmALB - PWM
1 stop6h 40mSouthwest
Mon 9/228:25 amPWM - ALB
1 stop3h 35mSouthwest
Deal found 7/2$252
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Mon 9/16:14 amALB - PWM
1 stop10h 32mAmerican Airlines
Thu 9/46:00 amPWM - ALB
1 stop17h 59mAmerican Airlines
Deal found 7/2$283
This Trip.com deal was found by Cheapflights users on 6/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/67:12 amBDL - PWM
1 stop17h 05mJetBlue
Sat 8/96:05 amPWM - BDL
1 stop15h 54mJetBlue
Deal found 6/30$304
This Delta deal was found by Cheapflights users on 7/3. 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.
Fri 7/256:05 amBOS - PWM
1 stop18h 52mDelta
Thu 7/312:34 pmPWM - BOS
1 stop17h 28mDelta
Deal found 7/3$324
This American Airlines deal was found by Cheapflights users on 7/2. 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 9/175:15 amBDL - PWM
1 stop8h 16mAmerican Airlines
Mon 9/221:09 pmPWM - BDL
2 stops10h 18mAmerican Airlines
Deal found 7/2$329
This American Airlines deal was found by Cheapflights users on 7/1. 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 7/3112:15 pmBOS - PWM
1 stop8h 09mAmerican Airlines
Sat 8/28:15 amPWM - BOS
1 stop8h 44mAmerican Airlines
Deal found 7/1$343
This United Airlines deal was found by Cheapflights users on 7/1. 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 9/201:00 pmBOS - PWM
1 stop20h 58mUnited Airlines
Wed 9/2410:39 amPWM - BOS
2 stops13h 18mUnited Airlines
Deal found 7/1$431
This Mytrip deal was found by Cheapflights users on 7/3. 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 7/259:32 amBOS - PWM
2 stops26h 03mMultiple Airlines
Thu 7/318:52 pmPWM - BOS
1 stop15h 04mMultiple Airlines
Deal found 7/3$455
This Delta deal was found by Cheapflights users on 7/1. 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.
Tue 7/85:45 amALB - PWM
1 stop5h 17mDelta
Wed 7/96:05 amPWM - ALB
1 stop6h 02mDelta
Deal found 7/1$507
This United Airlines deal was found by Cheapflights users on 7/2. 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 7/177:36 pmALB - PWM
1 stop4h 23mUnited Airlines
Mon 7/217:15 pmPWM - ALB
1 stop4h 43mUnited Airlines
Deal found 7/2$548

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 July 3, 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

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Wed 9/17

6:00 am-9:50 am

1 stop3h 50m

Portland

Mon 9/22

8:25 am-3:40 pm

1 stop7h 15m

$182

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Fri 8/1

5:05 pm-12:17 am

1 stop7h 12m

Portland

Fri 8/22

6:10 am-9:51 am

1 stop3h 41m

$203

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Thu 9/18

4:40 pm-11:20 pm

1 stop6h 40m

Portland

Mon 9/22

8:25 am-12:00 pm

1 stop3h 35m

$252

AlbanyPortland

ALB - PWM

ALBPWM

Albany Intl

Mon 9/1

6:14 am-4:46 pm

1 stop10h 32m

Portland

Thu 9/4

6:00 am-11:59 pm

1 stop17h 59m

$283

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Wed 8/6

7:12 am-12:17 am

1 stop17h 05m

Portland

Sat 8/9

6:05 am-9:59 pm

1 stop15h 54m

$304

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Fri 7/25

6:05 am-12:57 am

1 stop18h 52m

Portland

Thu 7/31

2:34 pm-8:02 am

1 stop17h 28m

$324

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Wed 9/17

5:15 am-1:31 pm

1 stop8h 16m

Portland

Mon 9/22

1:09 pm-11:27 pm

2 stops10h 18m

$329

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 7/31

12:15 pm-8:24 pm

1 stop8h 09m

Portland

Sat 8/2

8:15 am-4:59 pm

1 stop8h 44m

$343

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sat 9/20

1:00 pm-9:58 am

1 stop20h 58m

Portland

Wed 9/24

10:39 am-11:57 pm

2 stops13h 18m

$431

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Fri 7/25

9:32 am-11:35 am

2 stops26h 03m

Portland

Thu 7/31

8:52 pm-11:56 am

1 stop15h 04m

$455

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 29 results
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2
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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 July is currently the most expensive (average of $394). 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.

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 July 3, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Southwest, and Delta from Massachusetts to Portland to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Boarding

8.3

Overall

8.1

Entertainment

6.6

Crew

8.8

Food

6.8

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
183 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Boarding

8.3

Overall

8.1

Entertainment

6.6

Crew

8.8

Food

6.8

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
4,270 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Boarding

8.3

Overall

8.1

Entertainment

6.6

Crew

8.8

Food

6.8

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!
Delta
8.0
Very good
7,970 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Boarding

8.3

Overall

8.1

Entertainment

6.6

Crew

8.8

Food

6.8

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
8,845 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Boarding

8.3

Overall

8.1

Entertainment

6.6

Crew

8.8

Food

6.8

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
2,916 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Boarding

8.3

Overall

8.1

Entertainment

6.6

Crew

8.8

Food

6.8

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 Southwest ($94), JetBlue ($102), and Frontier ($265).

  • 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 July is currently the most expensive (average of $394). 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
Brunswick
North Conway
Auburn
Conway
Lewiston

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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 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$121Average$236FlexibilityNo cancel feeOn-time62%

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