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$214+ 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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — BOS
Jun 25 — Jul 21
Thu 6/25
Thu 7/2
1 adult, Economy
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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 May 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/22. 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.
Fri 6/196:31 pm
HVN
-
BOS
1 stop16h 34m
Multiple Airlines
Fri 6/268:47 am
BOS
-
HVN
1 stop9h 04m
Multiple Airlines
Deal found 5/22$402
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:55 pm
HVN
-
BOS
1 stop17h 06m
Multiple Airlines
Mon 7/138:41 am
BOS
-
HVN
1 stop9h 34m
Multiple Airlines
Deal found 5/21$409
This Kiwi.com deal was found by Cheapflights users on 5/25. 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 5/296:31 pm
HVN
-
BOS
1 stop16h 35m
Multiple Airlines
Sun 5/316:00 am
BOS
-
HVN
2 stops13h 56m
Multiple Airlines
Deal found 5/25$782

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 May 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$402
(Kiwi.com)

One-way from

$214
(Kiwi.com)

Popular in

April

Cheapest in

November

Average price

$241
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. 12% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in May 2026
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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 May 26, 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

Cheapest round-trip
Quickest round-trip

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Fri 6/19

6:31 pm-11:05 am

1 stop16h 34m

Boston Logan Intl

Fri 6/26

8:47 am-5:51 pm

1 stop9h 04m

$402

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Fri 7/10

6:55 pm-12:01 pm

1 stop17h 06m

Boston Logan Intl

Mon 7/13

8:41 am-6:15 pm

1 stop9h 34m

$409
Cheapest one-way

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Fri 8/14

6:55 pm-12:01 pm

1 stop17h 06m

$214

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Sat 6/6

3:42 pm-1:24 am

2 stops33h 42m

$229
Quickest one-way

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Thu 6/18

6:31 pm-11:05 am

3 stops16h 34m

$362

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/21

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.

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.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Waltham
Cambridge
Concord
Hampton Beach
Brockton
Watertown
Seekonk
Cranston
Chelsea
Warwick
Peabody
York Beach
Londonderry
Swansea
Old Orchard Beach
Auburn
Lowell
Smithfield
Braintree
Sandwich

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