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$165+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — BOS
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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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 October 29, 2025.

This Mytrip deal was found by Cheapflights users on 10/27. 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 11/108:30 amHVN - BOS
3 stops26h 35mMultiple Airlines
Wed 11/126:16 amBOS - HVN
1 stop8h 03mMultiple Airlines
Deal found 10/27$265
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Sun 11/163:50 pmHVN - BOS
2 stops19h 45mMultiple Airlines
Tue 11/186:16 amBOS - HVN
2 stops30h 28mMultiple Airlines
Deal found 10/28$399

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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$265
(Mytrip)

One-way from

$165
(Mytrip)

Popular in

April

Cheapest in

November

Average price

$207
Provider with most accurate pricing for Tweed-New Haven-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Tweed-New Haven-Boston Logan Intl flights.
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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. 5% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 29, 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

Mon 11/10

8:30 am-11:05 am

3 stops26h 35m

Boston Logan Intl

Wed 11/12

6:16 am-2:19 pm

1 stop8h 03m

$265

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Sun 11/16

3:50 pm-11:35 am

2 stops19h 45m

Boston Logan Intl

Tue 11/18

6:16 am-12:44 pm

2 stops30h 28m

$399

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

Mon 12/1

4:06 pm-8:49 pm

3 stops28h 43m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Compare providers for flights from New Haven to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from New Haven to Boston in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Haven-Boston flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Haven-Boston flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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, November is the cheapest month in which you can book a flight from New Haven to Boston (average of $58). Flying from New Haven to Boston in February is currently the most expensive (average of $124). 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, November is the cheapest month in which you can book a flight from New Haven to Boston (average of $58). Flying from New Haven to Boston in February is currently the most expensive (average of $124). 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
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

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