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$108+ Cheap flights from Caribbean 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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HVN
Jan 25 — Feb 11
Sun 1/25
Sun 2/1
1 adult, Economy
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Cheap flight deals from Caribbean to New Haven

Cheapest flights from Caribbean to New Haven
Explore the most affordable flight options available from Caribbean to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 26, 2025.

This eDestinos deal was found by Cheapflights users on 12/25. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/271:39 pmSJU - HVN
Nonstop4h 01mAvelo Airlines
Wed 12/317:30 amHVN - SJU
Nonstop3h 54mAvelo Airlines
Deal found 12/25$378
This eDestinos deal was found by Cheapflights users on 12/25. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/271:39 pmSJU - HVN
Nonstop4h 01mMultiple Airlines
Wed 12/315:10 pmHVN - SJU
2 stops30h 27mMultiple Airlines
Deal found 12/25$494

Find flight deals from Caribbean to New Haven

Keep the following information in mind while searching for Caribbean to New Haven flight deals. Data was last updated December 26, 2025.

Round-trip from

$230
(eDestinos)

One-way from

$108
(Super.com)

Popular in

August

Cheapest in

February

Average price

$261
From Caribbean to Tweed-New Haven
Search Deals
One-way flight from Caribbean to Tweed-New Haven
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Highest demand for flights based on searches. 11% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean 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 26, 2025.
Use the filters below to find and compare flights from Caribbean to New Haven that are best for you.

Fly from

Caribbean

Fly to

New Haven

Route

Depart

Return

Price

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Wed 4/1

11:30 am-3:35 pm

Nonstop4h 05m

Tweed-New Haven

Sun 4/5

8:59 pm-12:49 am

Nonstop3h 50m

$242

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Wed 1/21

12:28 pm-3:33 pm

Nonstop4h 05m

Tweed-New Haven

Mon 1/26

1:55 pm-6:53 pm

Nonstop3h 58m

$250

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Wed 1/21

7:00 pm-12:56 pm

2 stops42h 56m

Tweed-New Haven

Mon 1/26

1:55 pm-6:53 pm

Nonstop3h 58m

$267

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Wed 4/1

7:00 am-2:51 pm

1 stop7h 51m

Tweed-New Haven

Sun 4/5

8:59 pm-12:49 am

Nonstop3h 50m

$378

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Sun 3/8

5:05 am-2:20 pm

1 stop9h 15m

Tweed-New Haven

Sun 3/15

8:59 pm-12:49 am

Nonstop3h 50m

$388

Santo DomingoNew Haven

SDQ - HVN

SDQHVN

Santo Domingo Las Americas

Sat 1/24

3:32 pm-12:51 pm

2 stops22h 19m

Tweed-New Haven

Sat 1/31

7:00 am-5:25 am

2 stops21h 25m

$476

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Sat 3/7

12:30 pm-3:35 pm

Nonstop4h 05m

$108

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Wed 1/21

7:00 pm-11:27 am

2 stops41h 27m

$134

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Sat 1/24

7:00 pm-11:27 am

2 stops41h 27m

$140

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Wed 1/14

12:28 pm-3:33 pm

Nonstop4h 05m

$145

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 15 results
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Best time to book a flight from Caribbean to New Haven

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

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

Currently, April is the cheapest month in which you can book a flight from Caribbean to New Haven (average of $79). Flying from Caribbean 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 CB to HVN?

Find hourly flight availability from Caribbean 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 26, 2025.

One of the essential ways to save on airfare from Caribbean to New Haven is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 65% on airfare.

Reviews of airlines servicing New Haven

Get insights into the airlines that provide service to New Haven. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to New Haven. Reviews last updated December 26, 2025.
Read through reviews of airlines operating flights from Caribbean to New Haven, such as Avelo Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Avelo Airlines
7.5
Good

Crew

8.2

Overall

7.5

Boarding

7.7

Food

5.0

Entertainment

5.0

Comfort

7.1

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.
Avelo Airlines
7.5
Good
Avelo Airlines
7.5
Good

Crew

8.2

Overall

7.5

Boarding

7.7

Food

5.0

Entertainment

5.0

Comfort

7.1

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.

Related info for your journey

Find useful and relevant information for your journey from Caribbean 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?

    Tweed-New Haven (HVN) is the airport you will fly into if you book a flight from Caribbean to New Haven. It is only a 3.6 mi journey from Tweed-New Haven (HVN) to New Haven’s city center.

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

    Avelo Airlines can get you from Caribbean to New Haven in just under 4h 05m. Your travel time will be generally consistent. Airlines will cover a distance of 1628 mi. Generally, flights for this route are nonstop.

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

    The most popular route from Caribbean to New Haven is San Juan Luis Munoz Marin Intl - Tweed-New Haven. You may also consider Port of Spain Piarco Intl - Tweed-New Haven or Punta Cana - Tweed-New Haven.

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

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

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

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

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

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

Discover the top airline that operate flights from Caribbean 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 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$163Average$257FlexibilityNo cancel feeOn-timeN/A

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