$323+ Cheap flights from New Haven to Boston (HVN - BOS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — BOS
Oct 19 — Oct 261
Round-trip
1 adult, Economy
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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
Best
Last-minute
One-way
Cheapest flights from New Haven to BostonExplore 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 19, 2026.
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 19, 2026.
This Mytrip deal was found by Cheapflights users on 9/17. 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 10/221:15 pm -
2 stops21h 47m
Sat 10/2411:42 am -
2 stops10h 02m
Deal found 9/17![Multiple Airlines logo]()
$517
This Mytrip deal was found by Cheapflights users on 9/18. 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.
Sat 10/311:15 am -
2 stops23h 43m
Wed 10/712:54 pm -
3 stops33h 25m
Deal found 9/18![Multiple Airlines logo]()
$642
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/47:54 pm -
1 stop14h 57m
Thu 10/812:57 pm -
2 stops28h 47m
Deal found 9/19![Multiple Airlines logo]()
$656
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:00 pm -
2 stops16h 51m
Fri 9/2512:54 pm -
3 stops25h 33m
Deal found 9/16![Multiple Airlines logo]()
$723
This Mytrip deal was found by Cheapflights users on 9/17. 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 9/216:09 pm -
2 stops17h 58m
Wed 9/2312:54 pm -
3 stops23h 31m
Deal found 9/17![Multiple Airlines logo]()
$765
Best flights from New Haven to BostonDiscover carefully curated flight deals from New Haven to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 19, 2026.
Discover carefully curated flight deals from New Haven to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 19, 2026.
This Mytrip deal was found by Cheapflights users on 9/17. 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 10/221:15 pm -
2 stops21h 47m
Sat 10/2411:47 am -
1 stop9h 57m
Deal found 9/17![Multiple Airlines logo]()
$518
This Mytrip deal was found by Cheapflights users on 9/18. 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.
Sat 10/311:15 am -
2 stops23h 43m
Wed 10/712:54 pm -
3 stops33h 25m
Deal found 9/18![Multiple Airlines logo]()
$642
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/47:54 pm -
1 stop14h 57m
Thu 10/812:57 pm -
2 stops28h 47m
Deal found 9/19![Multiple Airlines logo]()
$656
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:00 pm -
2 stops16h 51m
Fri 9/2512:54 pm -
3 stops25h 33m
Deal found 9/16![Multiple Airlines logo]()
$723
Last-minute flights from New Haven to BostonDiscover last-minute flight deals from New Haven to Boston. Data last updated September 19, 2026 and is based on user searches.
Discover last-minute flight deals from New Haven to Boston. Data last updated September 19, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 9/17. 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 9/216:09 pm -
2 stops17h 58m
Wed 9/2312:54 pm -
3 stops23h 31m
Deal found 9/17![Multiple Airlines logo]()
$765
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:00 pm -
2 stops16h 51m
Fri 9/2512:54 pm -
3 stops25h 33m
Deal found 9/16![Multiple Airlines logo]()
$723
This Mytrip deal was found by Cheapflights users on 9/18. 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.
Sat 10/311:15 am -
2 stops23h 43m
Wed 10/712:54 pm -
3 stops33h 25m
Deal found 9/18![Multiple Airlines logo]()
$642
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/47:54 pm -
1 stop14h 57m
Thu 10/812:57 pm -
2 stops28h 47m
Deal found 9/19![Multiple Airlines logo]()
$656
This Mytrip deal was found by Cheapflights users on 9/17. 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 10/221:15 pm -
2 stops21h 47m
Sat 10/2411:42 am -
2 stops10h 02m
Deal found 9/17![Multiple Airlines logo]()
$517
One-way flights from New Haven to BostonSearch for one-way flight options from New Haven to Boston. Find affordable one-way fares based on user searches. Data last updated September 19, 2026.
Search for one-way flight options from New Haven to Boston. Find affordable one-way fares based on user searches. Data last updated September 19, 2026.
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.
Wed 10/2112:04 pm -
3 stops46h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$323
This Mytrip deal was found by Cheapflights users on 9/18. 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 9/2311:15 am -
2 stops23h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Multiple Airlines logo]()
$359
This Mytrip deal was found by Cheapflights users on 9/18. 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 9/248:48 pm -
3 stops38h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Multiple Airlines logo]()
$489
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 September 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $517 (Mytrip) |
One-way from | $323 (Kiwi.com) |
Popular in | April |
Cheapest in | November |
Average price | $304 |
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 7,457,451 searches. Data last updated September 19, 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
Cheapest round-trip
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Wed 10/21
12:04 pm-11:02 am
3 stops46h 58m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$323
Quickest round-trip
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Wed 9/23
11:15 am-10:22 am
2 stops23h 07m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$359
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Thu 9/24
8:48 pm-10:51 am
3 stops38h 03m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$489
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Thu 10/22
1:15 pm-11:02 am
2 stops21h 47m
Boston Logan Intl
Sat 10/24
11:47 am-9:44 pm
1 stop9h 57m
$518
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Sat 10/3
11:15 am-10:58 am
2 stops23h 43m
Boston Logan Intl
Wed 10/7
12:54 pm-10:19 pm
3 stops33h 25m
$642
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Sun 10/4
7:54 pm-10:51 am
1 stop14h 57m
Boston Logan Intl
Thu 10/8
12:57 pm-5:44 pm
2 stops28h 47m
$656
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Thu 9/24
6:00 pm-10:51 am
2 stops16h 51m
Boston Logan Intl
Fri 9/25
12:54 pm-2:27 pm
3 stops25h 33m
$723
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.
HVN-BOS
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.
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
Concord
Cambridge
Brockton
Dedham
Cranston
Revere
Warwick
Pawtucket
Peabody
Auburn
Londonderry
York Beach
Fitchburg
North Falmouth
Swansea
Chelsea
Braintree
Sandwich
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