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$114+ 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 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — BOS
Mai 9 — Mai 161
Sa 5/9
Sa 5/16
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 April 9, 2026.

This Mytrip deal was found by Cheapflights users on 4/5. 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.
Fr 5/82:15 pm
HVN
-
BOS
1 stop9h 39m
Multiple Airlines
Di 5/125:45 am
BOS
-
HVN
1 stop8h 40m
Multiple Airlines
Deal found 4/5$286
This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Do 5/212:39 pm
HVN
-
BOS
2 stops33h 15m
Multiple Airlines
Do 5/287:00 am
BOS
-
HVN
1 stop12h 56m
Multiple Airlines
Deal found 4/5$311
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Mi 5/63:42 pm
HVN
-
BOS
1 stop17h 30m
Multiple Airlines
Mi 5/1312:01 pm
BOS
-
HVN
2 stops25h 38m
Multiple Airlines
Deal found 4/8$315
This Mytrip deal was found by Cheapflights users on 4/5. 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.
So 4/191:20 pm
HVN
-
BOS
1 stop10h 05m
Multiple Airlines
Mo 4/208:16 pm
BOS
-
HVN
2 stops17h 44m
Multiple Airlines
Deal found 4/5$316
This Mytrip deal was found by Cheapflights users on 4/7. 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.
Mi 4/226:30 am
HVN
-
BOS
2 stops25h 28m
Multiple Airlines
So 4/266:30 am
BOS
-
HVN
1 stop9h 49m
Multiple Airlines
Deal found 4/7$324
This Mytrip deal was found by Cheapflights users on 4/6. 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.
Di 4/218:50 am
HVN
-
BOS
1 stop15h 07m
Multiple Airlines
Sa 4/258:42 am
BOS
-
HVN
1 stop12h 50m
Multiple Airlines
Deal found 4/6$330

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 April 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$202
(Mytrip)

One-way from

$114
(Kiwi.com)

Popular in

March

Cheapest in

November

Average price

$277
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
Search Deals
One-way flight from Tweed-New Haven to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 9, 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

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Do 5/21

2:39 pm-11:54 pm

2 stops33h 15m

Boston Logan Intl

Do 5/28

7:00 am-7:56 pm

1 stop12h 56m

$311

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Mi 5/6

3:42 pm-9:12 am

1 stop17h 30m

Boston Logan Intl

Mi 5/13

12:01 pm-1:39 pm

2 stops25h 38m

$315
Quickest round-trip

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Mi 4/22

6:30 am-7:58 am

2 stops25h 28m

Boston Logan Intl

So 4/26

8:16 pm-1:11 pm

2 stops16h 55m

$336

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Fr 5/8

11:50 am-9:42 pm

3 stops33h 52m

Boston Logan Intl

Di 5/12

5:45 am-2:25 pm

1 stop8h 40m

$349

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Di 4/21

8:00 am-10:15 am

2 stops26h 15m

Boston Logan Intl

Sa 4/25

6:00 pm-3:45 pm

2 stops21h 45m

$350

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

So 4/19

8:00 am-10:15 am

3 stops26h 15m

Boston Logan Intl

Mo 4/20

8:16 pm-2:00 pm

2 stops17h 44m

$402
Cheapest one-way
Quickest one-way

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Fr 5/8

2:15 pm-11:54 pm

1 stop9h 39m

$155

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Fr 6/12

6:31 pm-1:27 am

2 stops30h 56m

$155

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

Mi 8/12

3:42 pm-9:45 am

1 stop18h 03m

$205

New HavenBoston

HVN - BOS

HVNBOS

Tweed-New Haven

So 8/9

8:36 pm-1:27 am

2 stops28h 51m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 12 resultsSorted by cheapest first
1
2
  • 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, July is the cheapest month in which you can book a flight from New Haven to Boston (average of $83). Flying from New Haven to Boston in March is currently the most expensive (average of $138). 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, July is the cheapest month in which you can book a flight from New Haven to Boston (average of $83). Flying from New Haven to Boston in March is currently the most expensive (average of $138). 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
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Cranston
Chelsea
Seabrook
Warwick
Peabody
York Beach
Londonderry
Swansea
Old Orchard Beach
Lincoln
Quincy
Waltham
Lowell

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