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$131+ 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — BOS
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from New Haven to Massachusetts

Cheapest flights from New Haven to Massachusetts
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 February 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/212:07 pm
HVN
-
BOS
2 stops13h 06m
Multiple Airlines
Wed 3/44:22 pm
BOS
-
HVN
1 stop27h 42m
Multiple Airlines
Deal found 2/3$206
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/212:07 pm
HVN
-
BOS
2 stops13h 06m
Multiple Airlines
Mon 3/94:22 pm
BOS
-
HVN
1 stop21h 39m
Multiple Airlines
Deal found 2/2$210
This Mytrip deal was found by Cheapflights users on 2/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/178:50 am
HVN
-
BOS
1 stop14h 54m
Multiple Airlines
Sat 2/218:32 pm
BOS
-
HVN
2 stops20h 08m
Multiple Airlines
Deal found 2/2$300
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/55:58 pm
HVN
-
ALB
1 stop15h 22m
Breeze Airways
Sat 2/710:55 am
ALB
-
HVN
1 stop24h 03m
Breeze Airways
Deal found 2/1$452
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/1612:07 pm
HVN
-
ALB
1 stop23h 26m
Breeze Airways
Fri 2/2010:00 am
ALB
-
HVN
2 stops28h 48m
Breeze Airways
Deal found 2/1$548

Find 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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$206
(Kiwi.com)

One-way from

$131
(Mytrip)

Popular in

January

Cheapest in

November

Average price

$233
Provider with most accurate pricing for New York (NYC)-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Boston Logan Intl flights.
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From Tweed-New Haven to Massachusetts
Search Deals
One-way flight from Tweed-New Haven to Massachusetts
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in February 2026
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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 February 3, 2026.
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

Mon 3/2

12:07 pm-1:13 am

2 stops13h 06m

Boston Logan Intl

Wed 3/4

4:22 pm-8:04 pm

1 stop27h 42m

$206

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Mon 3/2

12:07 pm-1:13 am

2 stops13h 06m

Boston Logan Intl

Mon 3/9

4:22 pm-2:01 pm

1 stop21h 39m

$210

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Tue 2/17

8:50 am-11:44 pm

1 stop14h 54m

Boston Logan Intl

Sat 2/21

3:54 pm-4:40 pm

3 stops24h 46m

$315

New HavenAlbany

HVN - ALB

HVNALB

Tweed-New Haven

Mon 2/16

12:07 pm-11:33 am

1 stop23h 26m

Albany Intl

Fri 2/20

10:00 am-2:48 pm

2 stops28h 48m

$548

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Mon 2/16

11:21 am-11:44 pm

2 stops12h 23m

$131

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Thu 3/5

8:00 am-11:44 pm

2 stops15h 44m

$134

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Wed 2/11

6:30 am-11:57 pm

1 stop17h 27m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

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, April is the cheapest month in which you can book a flight from New Haven to Massachusetts (average of $88). 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.

Related info for your journey

Find useful and relevant information for your journey from New Haven to Massachusetts. 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 from for flights from New Haven to Massachusetts?

    Tweed-New Haven (HVN), located 3.6 mi from the city center, is the airport you fly out of when you book flights from New Haven to Massachusetts.

  • How long is the flight from New Haven to Massachusetts?

    For as low as $548, Breeze Airways can have you in Massachusetts from New Haven in 23h 26m. The distance between New Haven and Massachusetts is about 113 mi.

  • Can I find deals for flights from New Haven to Massachusetts that include hotel bookings?

    Yes. In addition to deals on New Haven to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New Haven to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New Haven to Massachusetts.

  • Can I find deals for business class flights from New Haven to Massachusetts?

    Yes. Cheapflights offers flight deals from New Haven to Massachusetts 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 New Haven to Massachusetts?

    Currently, April is the cheapest month in which you can book a flight from New Haven to Massachusetts (average of $88). 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.

See more FAQs

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