$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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
May 5 — May 121
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 April 30, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
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 April 30, 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 April 30, 2025.
This JetBlue deal was found by Cheapflights users on 4/29. 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 5/275:30 pmBOS - PWM
1 stop5h 30mJetBlue
Tue 6/33:06 pmPWM - BOS
1 stop3h 32mJetBlue
Deal found 4/29![JetBlue logo]()
$203
This JetBlue deal was found by Cheapflights users on 4/28. 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 5/247:14 amBDL - PWM
1 stop6h 06mJetBlue
Tue 5/273:35 pmPWM - BDL
1 stop7h 33mJetBlue
Deal found 4/28![JetBlue logo]()
$284
This Southwest deal was found by Cheapflights users on 4/27. 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 10/245:35 pmBDL - PWM
1 stop6h 30mSouthwest
Fri 10/3111:45 amPWM - BDL
1 stop4h 30mSouthwest
Deal found 4/27![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 4/29. 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 7/117:36 pmALB - PWM
1 stop4h 23mUnited Airlines
Mon 7/145:35 amPWM - ALB
1 stop4h 48mUnited Airlines
Deal found 4/29![United Airlines logo]()
$353
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 5/278:00 amBOS - PWM
2 stops7h 36mAmerican Airlines
Tue 6/311:07 amPWM - BOS
1 stop10h 13mAmerican Airlines
Deal found 4/29![American Airlines logo]()
$373
This Southwest deal was found by Cheapflights users on 4/29. 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 7/115:45 pmALB - PWM
1 stop6h 20mSouthwest
Mon 7/141:20 pmPWM - ALB
2 stops9h 45mSouthwest
Deal found 4/29![Southwest logo]()
$385
This American Airlines deal was found by Cheapflights users on 4/27. 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 10/255:30 amBDL - PWM
2 stops9h 35mAmerican Airlines
Mon 10/2712:33 pmPWM - BDL
1 stop10h 55mAmerican Airlines
Deal found 4/27![American Airlines logo]()
$430
This Mytrip deal was found by Cheapflights users on 4/28. 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 6/186:00 amBOS - PWM
2 stops29h 35mMultiple Airlines
Sun 6/228:56 pmPWM - BOS
3 stops36h 07mMultiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$485
This United Airlines deal was found by Cheapflights users on 4/28. 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 8/275:30 amBOS - PWM
1 stop4h 39mUnited Airlines
Wed 8/274:56 pmPWM - BOS
1 stop18h 05mUnited Airlines
Deal found 4/28![United Airlines logo]()
$517
This Booking.com deal was found by Cheapflights users on 4/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/241:30 pmBDL - PWM
2 stops21h 11mBreeze Airways
Fri 10/312:36 pmPWM - BDL
3 stops24h 40mBreeze Airways
Deal found 4/27![Breeze Airways logo]()
$548
This Mytrip deal was found by Cheapflights users on 4/29. 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 5/148:34 amBDL - PWM
3 stops34h 53mMultiple Airlines
Sun 5/188:07 pmPWM - BDL
1 stop26h 26mMultiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$558
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/172:59 pmBDL - PWM
1 stop9h 00mUnited Airlines
Mon 5/196:55 pmPWM - BDL
2 stops17h 05mUnited Airlines
Deal found 4/28![United Airlines logo]()
$562
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 April 30, 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 5/27
7:29 am-2:40 pm
1 stop7h 11m
Portland
Tue 6/3
3:06 pm-6:38 pm
1 stop3h 32m
$203
HartfordPortland
BDL - PWM
BDLPWM
Hartford Bradley Intl
Sat 5/24
7:14 am-1:20 pm
1 stop6h 06m
Portland
Tue 5/27
3:35 pm-11:08 pm
1 stop7h 33m
$284
HartfordPortland
BDL - PWM
BDLPWM
Hartford Bradley Intl
Fri 10/24
5:35 pm-12:05 am
1 stop6h 30m
Portland
Fri 10/31
11:45 am-4:15 pm
1 stop4h 30m
$307
AlbanyPortland
ALB - PWM
ALBPWM
Albany Intl
Fri 7/11
7:36 pm-11:59 pm
1 stop4h 23m
Portland
Mon 7/14
5:35 am-10:23 am
1 stop4h 48m
$353
BostonPortland
BOS - PWM
BOSPWM
Boston Logan Intl
Tue 5/27
8:00 am-3:36 pm
2 stops7h 36m
Portland
Tue 6/3
11:07 am-9:20 pm
1 stop10h 13m
$373
AlbanyPortland
ALB - PWM
ALBPWM
Albany Intl
Fri 7/11
5:45 pm-12:05 am
1 stop6h 20m
Portland
Mon 7/14
1:20 pm-11:05 pm
2 stops9h 45m
$385
HartfordPortland
BDL - PWM
BDLPWM
Hartford Bradley Intl
Sat 10/25
5:30 am-3:05 pm
2 stops9h 35m
Portland
Mon 10/27
12:33 pm-11:28 pm
1 stop10h 55m
$430
BostonPortland
BOS - PWM
BOSPWM
Boston Logan Intl
Wed 6/18
6:00 am-11:35 am
2 stops29h 35m
Portland
Sun 6/22
8:56 pm-9:03 am
3 stops36h 07m
$485
HartfordPortland
BDL - PWM
BDLPWM
Hartford Bradley Intl
Fri 10/24
1:30 pm-10:41 am
2 stops21h 11m
Portland
Fri 10/31
2:36 pm-3:16 pm
3 stops24h 40m
$548
HartfordPortland
BDL - PWM
BDLPWM
Hartford Bradley Intl
Wed 5/14
8:34 am-7:27 pm
3 stops34h 53m
Portland
Sun 5/18
8:07 pm-10:33 pm
1 stop26h 26m
$558
Showing 1-10 of 20 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 May is currently the most expensive (average of $405). 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 April 30, 2025.
Read reviews from past customers who have flown Breeze Airways, Southwest 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.
Crew
8.8
Boarding
8.3
Comfort
8.2
Entertainment
6.6
Food
6.7
Overall
8.1
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Crew
8.8
Boarding
8.3
Comfort
8.2
Entertainment
6.6
Food
6.7
Overall
8.1
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Crew
8.8
Boarding
8.3
Comfort
8.2
Entertainment
6.6
Food
6.7
Overall
8.1
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Crew
8.8
Boarding
8.3
Comfort
8.2
Entertainment
6.6
Food
6.7
Overall
8.1
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Crew
8.8
Boarding
8.3
Comfort
8.2
Entertainment
6.6
Food
6.7
Overall
8.1
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Crew
8.8
Boarding
8.3
Comfort
8.2
Entertainment
6.6
Food
6.7
Overall
8.1
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
Browse thousands of different options on Cheapflights for your next trip
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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 April 30, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$121 | Average$231 | FlexibilityNo cancel fee | On-time62% |