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$144+ 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — BOS
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$366
(Kiwi.com)

One-way from

$144
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$197
From Tweed-New Haven to Boston Logan Intl
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One-way flight from Tweed-New Haven to Boston Logan Intl
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Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 17, 2025.

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 9/16. 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 10/173:02 pmHVN - BOS
2 stops22h 18mMultiple Airlines
Mon 10/202:15 pmBOS - HVN
1 stop23h 42mMultiple Airlines
Deal found 9/16$392
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/142:42 pmHVN - BOS
1 stop22h 38mMultiple Airlines
Tue 10/212:15 pmBOS - HVN
2 stops44h 11mMultiple Airlines
Deal found 9/16$421
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/173:02 pmHVN - BOS
2 stops22h 18mMultiple Airlines
Sun 10/199:18 amBOS - HVN
1 stop9h 28mMultiple Airlines
Deal found 9/16$565

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 September 17, 2025.
Use the filters below to find and compare flights from New Haven to Boston that are best for you.

Fly from

New Haven

Fly to

Boston

Route

Depart

Return

Price

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 10/17

3:02 pm-1:20 pm

2 stops22h 18m

Boston Logan Intl

Mon 10/20

2:15 pm-1:57 pm

1 stop23h 42m

$392

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Tue 10/14

2:42 pm-1:20 pm

1 stop22h 38m

Boston Logan Intl

Tue 10/21

2:15 pm-10:26 am

2 stops44h 11m

$421

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Fri 10/17

3:02 pm-1:20 pm

2 stops22h 18m

Boston Logan Intl

Sun 10/19

9:18 am-6:46 pm

1 stop9h 28m

$565

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Sun 10/19

5:52 pm-11:59 pm

2 stops30h 07m

$144

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Thu 10/9

11:06 am-11:26 am

2 stops48h 20m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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, January is the cheapest month in which you can book a flight from New Haven to Boston (average of $218). Flying from New Haven to Boston 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 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, January is the cheapest month in which you can book a flight from New Haven to Boston (average of $218). Flying from New Haven to Boston 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

Traveling to a place near Boston?

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

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