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$121+ Cheap flights from Caribbean Islands to New Haven (HVN)

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HVN
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
1 adult, Economy
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Cheap flight deals from Caribbean Islands to New Haven

Cheapest flights from Caribbean Islands to New Haven
Explore the most affordable flight options available from Caribbean Islands to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 31, 2025.

This eDestinos deal was found by Cheapflights users on 12/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/283:44 amSJU - HVN
Nonstop4h 01mAvelo Airlines
Sun 1/48:59 pmHVN - SJU
Nonstop3h 54mAvelo Airlines
Deal found 12/28$269
This Kiwi.com deal was found by Cheapflights users on 12/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:37 pmSJU - HVN
1 stop17h 20mMultiple Airlines
Sun 1/47:26 pmHVN - SJU
2 stops18h 35mMultiple Airlines
Deal found 12/28$423
This Kiwi.com deal was found by Cheapflights users on 12/29. 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 12/318:36 pmSJU - HVN
2 stops21h 36mMultiple Airlines
Mon 1/56:26 pmHVN - SJU
1 stop22h 27mMultiple Airlines
Deal found 12/29$436
This Kiwi.com deal was found by Cheapflights users on 12/29. 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 12/317:50 pmSJU - HVN
2 stops22h 22mMultiple Airlines
Tue 6/22:47 pmHVN - SJU
1 stop18h 00mMultiple Airlines
Deal found 12/29$465

Find flight deals from Caribbean Islands to New Haven

Keep the following information in mind while searching for Caribbean Islands to New Haven flight deals. Data was last updated December 31, 2025.

Round-trip from

$205
(Booking.com)

One-way from

$121
(Trip.com)
From Caribbean Islands to Tweed-New Haven
Search Deals
One-way flight from Caribbean Islands to Tweed-New Haven
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to New Haven 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 December 31, 2025.
Use the filters below to find and compare flights from Caribbean Islands to New Haven that are best for you.

Fly from

Caribbean Islands

Fly to

New Haven

Route

Depart

Return

Price

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Thu 4/9

2:40 am-6:45 am

Nonstop4h 05m

Tweed-New Haven

Thu 4/16

8:59 pm-12:49 am

Nonstop3h 50m

$205

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Fri 1/30

7:54 pm-10:59 pm

Nonstop4h 05m

Tweed-New Haven

Wed 2/4

8:00 am-11:33 pm

1 stop14h 33m

$262

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Thu 1/29

8:05 pm-12:56 pm

1 stop17h 51m

Tweed-New Haven

Mon 2/2

1:55 pm-6:53 pm

Nonstop3h 58m

$262

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Wed 2/4

6:00 am-2:23 pm

1 stop9h 23m

Tweed-New Haven

Sat 2/7

8:00 am-11:33 pm

1 stop14h 33m

$329

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Fri 1/9

6:00 am-10:19 pm

2 stops17h 19m

Tweed-New Haven

Sat 1/17

6:30 am-11:28 am

Nonstop3h 58m

$340

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Fri 1/9

7:54 pm-10:59 pm

Nonstop4h 05m

Tweed-New Haven

Sat 1/17

6:30 am-11:28 am

Nonstop3h 58m

$341

Santo DomingoNew Haven

SDQ - HVN

SDQHVN

Santo Domingo Las Americas

Tue 1/20

3:32 pm-2:23 pm

2 stops23h 51m

Tweed-New Haven

Sun 2/8

3:05 pm-2:27 pm

2 stops22h 22m

$447

KingstonNew Haven

KIN - HVN

KINHVN

Kingston Norman Manley

Thu 1/22

9:40 am-10:17 pm

1 stop12h 37m

Tweed-New Haven

Sun 1/25

6:30 am-6:20 pm

1 stop11h 50m

$536

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Fri 1/9

6:00 am-10:19 pm

1 stop17h 19m

$121

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Thu 1/8

5:23 pm-11:27 am

1 stop19h 04m

$149

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Showing 1-10 of 20 results
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Best time to book a flight from Caribbean Islands to New Haven

Have a flexible travel schedule? Discover the best time to fly to New Haven from Caribbean Islands 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 Caribbean Islands to New Haven

What is the cheapest month to book a flight from Caribbean Islands to New Haven?

Currently, April is the cheapest month in which you can book a flight from Caribbean Islands to New Haven (average of $79). Flying from Caribbean Islands to New Haven in September is currently the most expensive (average of $113). 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.

What is the cheapest time of day to fly from EPX to HVN?

Find hourly flight availability from Caribbean Islands to New Haven. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 31, 2025.

One of the essential ways to save on airfare from Caribbean Islands to New Haven is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 49% on airfare.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to New Haven. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to New Haven from Caribbean Islands?

    If you book a flight to New Haven from Caribbean Islands, you will be flying to Tweed-New Haven, which is the city’s only airport. Tweed-New Haven (HVN) is located 3.6 mi from the center of New Haven.

  • How long is the flight from Caribbean Islands to New Haven?

    Avelo Airlines can get you from Caribbean Islands to New Haven in just under 4h 05m. Your travel time will be generally consistent. The distance from Caribbean Islands to New Haven is about 1628 mi. All flights are typically nonstop.

  • What are the most popular routes from Caribbean Islands to New Haven?

    Most travelers choose San Juan Luis Munoz Marin Intl - Tweed-New Haven, Santo Domingo Las Americas - Tweed-New Haven or Port of Spain Piarco Intl - Tweed-New Haven when deciding on the best route from Caribbean Islands to New Haven.

  • What are the cheapest flights from Caribbean Islands to New Haven?

    Looking at all options, your cheapest flight can be booked for $122. While the most popular route (San Juan Luis Munoz Marin Intl - Tweed-New Haven) can be booked for $262 on average, our data indicates $230 when flying from Caribbean Islands to New Haven.

  • Can I find deals for flights from Caribbean Islands to New Haven that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to New Haven flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to New Haven?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to New Haven.

  • Can I find deals for business class flights from Caribbean Islands to New Haven?

    Yes. Cheapflights offers flight deals from Caribbean Islands to New Haven 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 Caribbean Islands to New Haven?

    Currently, April is the cheapest month in which you can book a flight from Caribbean Islands to New Haven (average of $79). Flying from Caribbean Islands to New Haven in September is currently the most expensive (average of $113). 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

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Top airline flying from Caribbean Islands to New Haven

Discover the top airline that operate flights from Caribbean Islands to New Haven. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$163Average$270FlexibilityNo cancel feeOn-timeN/A

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