HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$205+ Cheap flights from New Haven to Boston (HVN - BOS)

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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — BOS
Mar 27 — Apr 31
Fri 3/27
Fri 4/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from New Haven to Boston 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 Boston

Cheapest flights from New Haven to Boston
Explore the most affordable flight options available from New Haven to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 25, 2026.

This Mytrip deal was found by Cheapflights users on 2/24. 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 3/246:30 am
HVN
-
BOS
1 stop10h 24m
Multiple Airlines
Tue 3/315:45 am
BOS
-
HVN
2 stops28h 03m
Multiple Airlines
Deal found 2/24$226
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 3/2312:07 pm
HVN
-
BOS
2 stops33h 26m
Multiple Airlines
Mon 3/309:45 am
BOS
-
HVN
1 stop28h 16m
Multiple Airlines
Deal found 2/23$270
This Mytrip deal was found by Cheapflights users on 2/21. 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 4/86:30 am
HVN
-
BOS
1 stop8h 58m
Multiple Airlines
Wed 4/155:40 am
BOS
-
HVN
1 stop16h 24m
Multiple Airlines
Deal found 2/21$331
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 7/276:31 pm
HVN
-
BOS
1 stop16h 16m
Multiple Airlines
Wed 8/57:00 am
BOS
-
HVN
1 stop7h 57m
Multiple Airlines
Deal found 2/23$337
This Mytrip deal was found by Cheapflights users on 2/24. 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 3/128:00 am
HVN
-
BOS
2 stops15h 59m
Multiple Airlines
Sat 3/145:49 pm
BOS
-
HVN
2 stops20h 11m
Multiple Airlines
Deal found 2/24$341
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 3/223:26 pm
HVN
-
BOS
2 stops44h 15m
Multiple Airlines
Sun 3/2912:56 pm
BOS
-
HVN
1 stop22h 31m
Multiple Airlines
Deal found 2/22$369
This Mytrip deal was found by Cheapflights users on 2/23. 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 3/106:30 am
HVN
-
BOS
3 stops32h 57m
Multiple Airlines
Sat 3/145:49 pm
BOS
-
HVN
2 stops20h 11m
Multiple Airlines
Deal found 2/23$374

Find flight deals from New Haven to Boston

Discover tips and strategies to find the most affordable flight options for your journey from New Haven (HVN) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$226
(Mytrip)

One-way from

$205
(Kiwi.com)

Popular in

February

Cheapest in

November

Average price

$277
Provider with most accurate pricing for Tweed-New Haven-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tweed-New Haven-Boston Logan Intl flights.
Search Deals
From Tweed-New Haven to Boston Logan Intl
Search Deals
One-way flight from Tweed-New Haven to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from New Haven to Boston 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 25, 2026.
Use the filters below to find and compare flights from New Haven to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Tue 3/24

6:30 am-11:59 pm

2 stops17h 29m

Boston Logan Intl

Tue 3/31

5:45 am-9:48 am

2 stops28h 03m

$290

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Wed 4/8

6:30 am-3:28 pm

1 stop8h 58m

Boston Logan Intl

Wed 4/15

5:40 am-10:04 pm

1 stop16h 24m

$331

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Tue 3/10

6:30 am-3:27 pm

3 stops32h 57m

Boston Logan Intl

Sat 3/14

5:49 pm-2:00 pm

2 stops20h 11m

$374

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Wed 3/11

3:10 pm-11:44 pm

1 stop8h 34m

Boston Logan Intl

Sun 3/15

5:49 pm-10:19 pm

2 stops28h 30m

$398

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Thu 3/12

7:00 am-11:59 pm

1 stop16h 59m

Boston Logan Intl

Sat 3/14

5:49 pm-2:00 pm

2 stops20h 11m

$463

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Sun 3/22

8:44 pm-9:33 pm

1 stop24h 49m

Boston Logan Intl

Sun 3/29

12:56 pm-11:27 am

1 stop22h 31m

$509

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Mon 3/23

7:30 am-9:33 pm

1 stop14h 03m

Boston Logan Intl

Mon 3/30

5:45 am-3:04 pm

1 stop9h 19m

$512

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Mon 4/13

2:57 pm-10:21 am

2 stops19h 24m

Boston Logan Intl

Thu 4/16

12:31 pm-11:27 am

1 stop22h 56m

$517

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Thu 4/9

8:44 pm-4:54 pm

1 stop20h 10m

Boston Logan Intl

Thu 4/16

12:31 pm-11:27 am

1 stop22h 56m

$528

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Fri 5/22

6:31 pm-11:18 pm

2 stops28h 47m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/23

Sorted by cheapest first
  • Most accurate provider: When it comes to deals on New Haven-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Haven-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Haven-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Haven-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Haven-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from New Haven to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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 Boston

What is the cheapest month to book a flight from New Haven to Boston?

Currently, May is the cheapest month in which you can book a flight from New Haven to Boston (average of $70). Flying from New Haven to Boston in September is currently the most expensive (average of $120). 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 Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from New Haven to Boston (average of $70). Flying from New Haven to Boston in September is currently the most expensive (average of $120). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Medford
Cambridge
Hampton Beach
Watertown
Seekonk
Brockton
Concord
Seabrook
Cranston
Lincoln
Smithfield
Warwick
Peabody
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy
Lowell
Chelsea

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.

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.
Site
©2026 Cheapflights