$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 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Jun 17 — Jun 241
1 adult, Economy
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Find cheap flights from Massachusetts to Portland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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 June 12, 2025.
Round-trip from | $203 (JetBlue) |
|---|---|
One-way from | $102 (JetBlue) |
Find flight deals from Massachusetts to Portland
Cheapest flights from Massachusetts to PortlandExplore 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 June 12, 2025.
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 June 12, 2025.
This JetBlue deal was found by Cheapflights users on 6/10. 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.
Tue 7/87:40 pmBOS - PWM
1 stop4h 37mJetBlue
Thu 7/106:10 amPWM - BOS
1 stop3h 41mJetBlue
Deal found 6/10![JetBlue logo]()
$203
This Southwest deal was found by Cheapflights users on 6/11. 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 9/121:55 pmBDL - PWM
1 stop6h 05mSouthwest
Wed 9/173:40 pmPWM - BDL
1 stop6h 20mSouthwest
Deal found 6/11![Southwest logo]()
$272
This Southwest deal was found by Cheapflights users on 6/11. 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 7/175:45 pmALB - PWM
1 stop6h 20mSouthwest
Fri 7/185:40 pmPWM - ALB
1 stop6h 30mSouthwest
Deal found 6/11![Southwest logo]()
$358
This Delta deal was found by Cheapflights users on 6/10. 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 7/291:05 pmBOS - PWM
2 stops10h 24mDelta
Tue 8/52:34 pmPWM - BOS
1 stop8h 17mDelta
Deal found 6/10![Delta logo]()
$364
This American Airlines deal was found by Cheapflights users on 6/11. 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 9/127:19 pmBDL - PWM
1 stop16h 27mAmerican Airlines
Wed 9/177:05 amPWM - BDL
2 stops10h 02mAmerican Airlines
Deal found 6/11![American Airlines logo]()
$391
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/89:58 amBOS - PWM
2 stops23h 45mMultiple Airlines
Thu 7/1012:40 pmPWM - BOS
1 stop10h 46mMultiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 6/11. 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 6/255:45 amALB - PWM
1 stop5h 05mDelta
Tue 7/15:35 pmPWM - ALB
1 stop5h 31mDelta
Deal found 6/11![Delta logo]()
$443
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/155:30 amBOS - PWM
1 stop18h 29mUnited Airlines
Tue 8/1910:50 amPWM - BOS
2 stops13h 07mUnited Airlines
Deal found 6/10![United Airlines logo]()
$467
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 8/196:00 amBDL - PWM
1 stop8h 25mUnited Airlines
Mon 8/257:26 pmPWM - BDL
1 stop14h 10mUnited Airlines
Deal found 6/10![United Airlines logo]()
$503
This American Airlines deal was found by Cheapflights users on 6/10. 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 8/48:00 amBOS - PWM
1 stop12h 24mAmerican Airlines
Tue 8/57:00 amPWM - BOS
2 stops11h 40mAmerican Airlines
Deal found 6/10![American Airlines logo]()
$505
This United Airlines deal was found by Cheapflights users on 6/11. 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 6/259:35 amALB - PWM
2 stops13h 52mUnited Airlines
Tue 7/16:10 amPWM - ALB
1 stop8h 59mUnited Airlines
Deal found 6/11![United Airlines logo]()
$518
This Mytrip deal was found by Cheapflights users on 6/10. 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 6/273:59 pmBDL - PWM
2 stops19h 54mMultiple Airlines
Mon 6/3012:16 pmPWM - BDL
3 stops26h 38mMultiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$524
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 June 12, 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
Tue 7/8
7:40 pm-12:17 am
1 stop4h 37m
Portland
Thu 7/10
6:10 am-9:51 am
1 stop3h 41m
$203
HartfordPortland
BDL - PWM
BDLPWM
Hartford Bradley Intl
Fri 9/12
1:55 pm-8:00 pm
1 stop6h 05m
Portland
Wed 9/17
3:40 pm-10:00 pm
1 stop6h 20m
$272
AlbanyPortland
ALB - PWM
ALBPWM
Albany Intl
Thu 7/17
5:45 pm-12:05 am
1 stop6h 20m
Portland
Fri 7/18
5:40 pm-12:10 am
1 stop6h 30m
$358
BostonPortland
BOS - PWM
BOSPWM
Boston Logan Intl
Tue 7/29
1:05 pm-11:29 pm
2 stops10h 24m
Portland
Tue 8/5
2:34 pm-10:51 pm
1 stop8h 17m
$364
HartfordPortland
BDL - PWM
BDLPWM
Hartford Bradley Intl
Fri 9/12
7:19 pm-11:46 am
1 stop16h 27m
Portland
Wed 9/17
7:05 am-5:07 pm
2 stops10h 02m
$391
BostonPortland
BOS - PWM
BOSPWM
Boston Logan Intl
Tue 7/8
9:58 am-9:43 am
2 stops23h 45m
Portland
Thu 7/10
12:40 pm-11:26 pm
1 stop10h 46m
$421
AlbanyPortland
ALB - PWM
ALBPWM
Albany Intl
Wed 6/25
5:45 am-10:50 am
1 stop5h 05m
Portland
Tue 7/1
5:35 pm-11:06 pm
1 stop5h 31m
$443
BostonPortland
BOS - PWM
BOSPWM
Boston Logan Intl
Fri 8/15
5:30 am-11:59 pm
1 stop18h 29m
Portland
Tue 8/19
10:50 am-11:57 pm
2 stops13h 07m
$467
HartfordPortland
BDL - PWM
BDLPWM
Hartford Bradley Intl
Tue 8/19
6:00 am-2:25 pm
1 stop8h 25m
Portland
Mon 8/25
7:26 pm-9:36 am
1 stop14h 10m
$503
BostonPortland
BOS - PWM
BOSPWM
Boston Logan Intl
Mon 8/4
8:00 am-8:24 pm
1 stop12h 24m
Portland
Tue 8/5
7:00 am-6:40 pm
2 stops11h 40m
$505
Showing 1-10 of 29 results
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.
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 June 12, 2025.
Read reviews from past customers who have flown Breeze Airways, Southwest 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.
Entertainment
6.6
Boarding
8.3
Comfort
8.2
Food
6.7
Overall
8.1
Crew
8.8
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Entertainment
6.6
Boarding
8.3
Comfort
8.2
Food
6.7
Overall
8.1
Crew
8.8
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Entertainment
6.6
Boarding
8.3
Comfort
8.2
Food
6.7
Overall
8.1
Crew
8.8
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Entertainment
6.6
Boarding
8.3
Comfort
8.2
Food
6.7
Overall
8.1
Crew
8.8
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Entertainment
6.6
Boarding
8.3
Comfort
8.2
Food
6.7
Overall
8.1
Crew
8.8
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Entertainment
6.6
Boarding
8.3
Comfort
8.2
Food
6.7
Overall
8.1
Crew
8.8
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
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.
Traveling to a place near Massachusetts?
Book flights to Massachusetts if you plan to visit one of these locationsNorth Conway
Bath
Brunswick
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.
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 June 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$121 | Average$231 | FlexibilityNo cancel fee | On-time62% |