$165+ Cheap flights from New Haven (HVN) to Massachusetts
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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — BOS
Nov 29 — Dec 61
1 adult, Economy
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Cheapest flights from New Haven to MassachusettsExplore the most affordable flight options available from New Haven to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.
Explore the most affordable flight options available from New Haven to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/277:00 amHVN - BOS
1 stop13h 49mMultiple Airlines
Thu 12/48:11 pmBOS - HVN
2 stops26h 08mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/211:06 amHVN - BOS
1 stop24h 29mMultiple Airlines
Mon 12/15:45 pmBOS - HVN
1 stop20h 12mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3011:06 amHVN - BOS
1 stop24h 29mMultiple Airlines
Thu 11/612:20 pmBOS - HVN
2 stops29h 26mMultiple Airlines
Deal found 10/29![Multiple Airlines logo]()
$353
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/710:05 amHVN - BOS
1 stop12h 17mMultiple Airlines
Sun 11/93:55 pmBOS - HVN
1 stop6h 09mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$409
Cheap flight deals from New Haven to Massachusetts
Keep the following information in mind while searching for New Haven to Massachusetts flight deals. Data was last updated October 30, 2025.
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $328 (Mytrip) |
One-way from | $165 (Mytrip) |
Popular in | April |
Cheapest in | November |
Average price | $207 |
Cheapflights Fare Finder
Customize your flight search to find flights from New Haven to Massachusetts 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 October 30, 2025.
Use the filters below to find and compare flights from New Haven to Massachusetts that are best for you.
Fly from
New Haven
Fly to
Massachusetts
Route
Depart
Return
Price
New HavenBoston
HVN - BOS
HVNBOS
Tweed-New Haven
Thu 11/27
7:00 am-8:49 pm
1 stop13h 49m
Boston Logan Intl
Thu 12/4
8:11 pm-10:19 pm
2 stops26h 08m
$328
New HavenBoston
HVN - BOS
HVNBOS
Tweed-New Haven
Fri 2/13
8:50 am-6:02 pm
1 stop9h 12m
Boston Logan Intl
Sun 2/15
9:39 pm-6:50 pm
2 stops21h 11m
$495
New HavenBoston
HVN - BOS
HVNBOS
Tweed-New Haven
Mon 11/24
8:50 am-4:50 pm
1 stop8h 00m
Boston Logan Intl
Sun 11/30
9:54 pm-2:19 pm
2 stops16h 25m
$533
New HavenBoston
HVN - BOS
HVNBOS
Tweed-New Haven
Thu 2/19
9:30 am-9:52 am
2 stops24h 22m
$165
New HavenBoston
HVN - BOS
HVNBOS
Tweed-New Haven
Tue 11/25
11:05 am-11:53 pm
2 stops12h 48m
$185
Best time to book a flight from New Haven to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from New Haven 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 New Haven to Massachusetts
What is the cheapest month to book a flight from New Haven to Massachusetts?
Currently, November is the cheapest month in which you can book a flight from New Haven to Massachusetts (average of $58). Flying from New Haven to Massachusetts in July is currently the most expensive (average of $177). 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.