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$74+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HVN
Aug 24 — Aug 311
Sun 8/24
Sun 8/31
1 adult, Economy
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Cheap 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 August 19, 2025.

Round-trip from

$159
(OneTravel)

One-way from

$74
(eDestinos)

Popular in

August

Cheapest in

February

Average price

$270

Good one-way deal

$110 or less
From Caribbean to Tweed-New Haven
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One-way flight from Caribbean to Tweed-New Haven
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Highest demand for flights based on searches. 10% potential increase in price ($24 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 August 2025
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Price to beat on a one-way flight from Caribbean to Tweed-New Haven.
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Find 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 August 19, 2025.

This OneTravel deal was found by Cheapflights users on 8/16. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/183:44 amSJU - HVN
Nonstop4h 01mAvelo Airlines
Thu 1/18:59 pmHVN - SJU
Nonstop3h 54mAvelo Airlines
Deal found 8/16$159
This Booking.com deal was found by Cheapflights users on 8/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/81:41 pmSJU - HVN
Nonstop4h 07mAvelo Airlines
Wed 10/158:50 amHVN - SJU
Nonstop3h 51mAvelo Airlines
Deal found 8/17$164
This OneTravel deal was found by Cheapflights users on 8/17. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/12:41 pmSJU - HVN
Nonstop4h 07mAvelo Airlines
Fri 1/161:55 pmHVN - SJU
Nonstop3h 58mAvelo Airlines
Deal found 8/17$182
This CheapOair deal was found by Cheapflights users on 8/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/261:24 pmSJU - HVN
Nonstop4h 01mAvelo Airlines
Sun 11/308:49 pmHVN - SJU
Nonstop3h 54mAvelo Airlines
Deal found 8/18$185
This Trip.com deal was found by Cheapflights users on 8/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/214:12 pmSJU - HVN
1 stop27h 08mMultiple Airlines
Thu 8/288:59 pmHVN - SJU
Nonstop3h 46mMultiple Airlines
Deal found 8/18$278
This OneTravel deal was found by Cheapflights users on 8/18. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/253:44 amSJU - HVN
Nonstop4h 01mAvelo Airlines
Sun 12/288:59 pmHVN - SJU
Nonstop3h 54mAvelo Airlines
Deal found 8/18$313
This eDestinos deal was found by Cheapflights users on 8/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/253:44 amSJU - HVN
Nonstop4h 01mMultiple Airlines
Thu 11/277:00 amHVN - SJU
2 stops13h 12mMultiple Airlines
Deal found 8/18$324
This Mytrip deal was found by Cheapflights users on 8/17. 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.
Sun 9/282:38 pmSJU - HVN
2 stops21h 28mMultiple Airlines
Mon 9/293:40 pmHVN - SJU
1 stop9h 14mMultiple Airlines
Deal found 8/17$335
This Trip.com deal was found by Cheapflights users on 8/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/272:11 amSJU - HVN
1 stop20h 48mMultiple Airlines
Mon 9/83:40 pmHVN - SJU
1 stop9h 14mMultiple Airlines
Deal found 8/17$362
This Mytrip deal was found by Cheapflights users on 8/18. 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.
Sun 8/243:30 pmSDQ - HVN
3 stops27h 50mMultiple Airlines
Wed 8/276:30 amHVN - SDQ
1 stop9h 30mMultiple Airlines
Deal found 8/18$514
This Mytrip deal was found by Cheapflights users on 8/18. 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.
Mon 8/251:01 pmSDQ - HVN
1 stop9h 38mMultiple Airlines
Thu 8/286:30 amHVN - SDQ
1 stop9h 30mMultiple Airlines
Deal found 8/18$631

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 August 19, 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

Thu 12/18

3:44 am-6:45 am

Nonstop4h 01m

Tweed-New Haven

Thu 1/1

8:59 pm-1:53 am

Nonstop3h 54m

$159

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Wed 10/8

1:41 pm-5:48 pm

Nonstop4h 07m

Tweed-New Haven

Wed 10/15

8:50 am-12:41 pm

Nonstop3h 51m

$164

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Tue 11/25

3:44 am-6:45 am

Nonstop4h 01m

Tweed-New Haven

Sun 11/30

8:49 pm-1:43 am

Nonstop3h 54m

$164

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Sat 11/1

2:41 pm-6:48 pm

Nonstop4h 07m

Tweed-New Haven

Fri 1/16

1:55 pm-6:53 pm

Nonstop3h 58m

$182

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Thu 12/25

3:44 am-6:45 am

Nonstop4h 01m

Tweed-New Haven

Sun 12/28

8:59 pm-1:53 am

Nonstop3h 54m

$313

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Tue 11/25

3:44 am-6:45 am

Nonstop4h 01m

Tweed-New Haven

Thu 11/27

7:00 am-9:12 pm

2 stops13h 12m

$324

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Sun 9/28

2:38 pm-12:06 pm

2 stops21h 28m

Tweed-New Haven

Mon 9/29

3:40 pm-12:54 am

1 stop9h 14m

$335

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Thu 9/25

3:39 am-9:50 pm

1 stop18h 11m

Tweed-New Haven

Sun 9/28

4:25 pm-8:02 am

1 stop15h 37m

$372

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Wed 11/5

7:54 pm-10:55 pm

Nonstop4h 01m

$74

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Mon 12/8

7:58 pm-10:59 pm

Nonstop4h 01m

$82

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 20 results
1
2

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, February is the cheapest month in which you can book a flight from Caribbean to New Haven (average of $91). Flying from Caribbean to New Haven in December is currently the most expensive (average of $184). 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 August 19, 2025.

When flying from Caribbean to New Haven, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 19, 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

Food

5.1

Boarding

7.6

Overall

7.5

Comfort

7.1

Crew

8.2

Entertainment

5.0

Reviews

1 / 6
2.0
Mediocre

Cindy,Sep 2023

MCO - DAY

I was emailed and told that if I check my luggage early I get a 10 dollar discount, also on the website, if it's under 50 lbs. it would be $40.00 I was charged $65.00 on first flight and $60.00 on second flight (second flight I checked in early, did not receive the discount, both flights my luggage was under 40 lbs.). Avelo destroyed my luggage, wheels were tore off, and plastic was ripped off.
Avelo Airlines
7.5
Good
Avelo Airlines
7.5
Good

Food

5.1

Boarding

7.6

Overall

7.5

Comfort

7.1

Crew

8.2

Entertainment

5.0

Reviews

1 / 6
2.0
Mediocre

Cindy,Sep 2023

MCO - DAY

I was emailed and told that if I check my luggage early I get a 10 dollar discount, also on the website, if it's under 50 lbs. it would be $40.00 I was charged $65.00 on first flight and $60.00 on second flight (second flight I checked in early, did not receive the discount, both flights my luggage was under 40 lbs.). Avelo destroyed my luggage, wheels were tore off, and plastic was ripped off.

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 01m. 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 George Town Owen Roberts Intl - Tweed-New Haven.

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

    On average you can expect to pay $198 for a flight from Caribbean to New Haven. The cheapest flight overall is $94 while the most popular route, (San Juan Luis Munoz Marin Intl - Tweed-New Haven) is currently priced at $160.

  • 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, February is the cheapest month in which you can book a flight from Caribbean to New Haven (average of $91). Flying from Caribbean to New Haven in December is currently the most expensive (average of $184). 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 New Haven?

Book flights to New Haven if you plan to visit one of these locations
Wallingford

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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 August 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$156Average$257FlexibilityNo cancel feeOn-timeN/A

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