HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$164+ 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — BOS
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from New Haven to Massachusetts 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 New Haven to Massachusetts

Keep the following information in mind while searching for New Haven to Massachusetts flight deals. Data was last updated September 15, 2025.

Round-trip from

$295
(Kiwi.com)

One-way from

$164
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$197
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. 7% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find 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 September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/13. 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 9/287:48 pmHVN - BOS
1 stop18h 00mMultiple Airlines
Thu 10/26:10 amBOS - HVN
2 stops32h 07mMultiple Airlines
Deal found 9/13$295
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 9/302:42 pmHVN - BOS
1 stop23h 06mMultiple Airlines
Sat 10/412:20 pmBOS - HVN
1 stop30h 26mMultiple Airlines
Deal found 9/15$366
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Fri 10/243:02 pmHVN - BOS
2 stops22h 18mMultiple Airlines
Sun 10/269:18 amBOS - HVN
1 stop9h 28mMultiple Airlines
Deal found 9/14$399
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/1211:06 amHVN - BOS
1 stop24h 48mMultiple Airlines
Sun 10/196:16 amBOS - HVN
2 stops32h 01mMultiple Airlines
Deal found 9/14$459
This Mytrip deal was found by Cheapflights users on 9/15. 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.
Mon 10/139:30 amHVN - ALB
1 stop7h 22mMultiple Airlines
Thu 10/168:53 pmALB - HVN
1 stop12h 41mMultiple Airlines
Deal found 9/15$499
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Tue 10/282:42 pmHVN - BOS
1 stop22h 38mMultiple Airlines
Tue 11/46:19 pmBOS - HVN
2 stops46h 53mMultiple Airlines
Deal found 9/13$531
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Sat 10/112:46 pmHVN - BOS
2 stops42h 09mMultiple Airlines
Sat 10/182:15 pmBOS - HVN
1 stop28h 31mMultiple Airlines
Deal found 9/13$604

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 September 15, 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

Sun 9/28

7:48 pm-1:48 pm

1 stop18h 00m

Boston Logan Intl

Thu 10/2

6:10 am-2:17 pm

2 stops32h 07m

$295

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Tue 9/30

2:42 pm-1:48 pm

1 stop23h 06m

Boston Logan Intl

Sat 10/4

12:20 pm-6:46 pm

1 stop30h 26m

$366

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Fri 10/24

3:02 pm-1:20 pm

2 stops22h 18m

Boston Logan Intl

Sun 10/26

9:18 am-6:46 pm

1 stop9h 28m

$399

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Sun 10/12

11:06 am-11:54 am

1 stop24h 48m

Boston Logan Intl

Sun 10/19

6:16 am-2:17 pm

2 stops32h 01m

$459

New HavenAlbany

HVN - ALB

HVNALB

Tweed-New Haven

Mon 10/13

9:30 am-4:52 pm

1 stop7h 22m

Albany Intl

Thu 10/16

8:53 pm-9:34 am

1 stop12h 41m

$499

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Tue 10/28

2:42 pm-1:20 pm

1 stop22h 38m

Boston Logan Intl

Tue 11/4

6:19 pm-5:12 pm

2 stops46h 53m

$531

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Sat 10/11

2:46 pm-8:55 am

2 stops42h 09m

Boston Logan Intl

Sat 10/18

2:15 pm-6:46 pm

1 stop28h 31m

$604

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Thu 10/9

11:06 am-11:26 am

2 stops48h 20m

$164

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Fri 9/19

3:02 pm-12:04 pm

3 stops45h 02m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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, January is the cheapest month in which you can book a flight from New Haven to Massachusetts (average of $218). Flying from New Haven to Massachusetts in July is currently the most expensive (average of $311). 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.

  • 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, January is the cheapest month in which you can book a flight from New Haven to Massachusetts (average of $218). Flying from New Haven to Massachusetts in July is currently the most expensive (average of $311). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for New Haven to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Miami flights
LaGuardia to Dallas/Fort Worth flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to O'Hare Intl flights
Newark to Las Vegas flights
LaGuardia to O'Hare Intl flights
LaGuardia to Fort Lauderdale flights
Newark to O'Hare Intl flights
Newark to Miami flights
John F Kennedy Intl to Atlanta flights
John F Kennedy Intl to Orlando flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to Dallas/Fort Worth flights
John F Kennedy Intl to San Francisco flights
Newark to Los Angeles flights
LaGuardia to Miami flights
Newark to Orlando flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Sky Harbor Intl flights
John F Kennedy Intl to Hobby flights
LaGuardia to Orlando flights
Newark to Hobby flights
John F Kennedy Intl to New Orleans flights
Newark to Sky Harbor Intl flights
Newark to San Francisco flights
LaGuardia to Los Angeles flights
John F Kennedy Intl to Denver flights
LaGuardia to Hobby flights
LaGuardia to Las Vegas flights
LaGuardia to Atlanta flights
LaGuardia to New Orleans flights
John F Kennedy Intl to George Bush Intcntl flights
John F Kennedy Intl to West Palm Beach flights
Newark to Denver flights
LaGuardia to Denver flights
Newark to Atlanta flights
John F Kennedy Intl to Austin flights
Newark to George Bush Intcntl flights
John F Kennedy Intl to Charlotte flights
John F Kennedy Intl to Seattle flights
Newark to West Palm Beach flights
John F Kennedy Intl to Ontario flights
John F Kennedy Intl to Nashville flights
Newark to New Orleans flights
John F Kennedy Intl to Honolulu flights
LaGuardia to Nashville flights
LaGuardia to Tampa flights
John F Kennedy Intl to Tampa flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.