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$128+ 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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HVN
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$266
(CheapOair)

One-way from

$128
(eDestinos)

Popular in

July

Cheapest in

February

Average price

$214

Good round-trip deal

$98 or less

Good one-way deal

$119 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. 12% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from Caribbean to Tweed-New Haven.
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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 May 1, 2025.

This CheapOair deal was found by Cheapflights users on 4/30. 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 8/2011:41 amSJU - HVN
Nonstop4h 03mAvelo Airlines
Mon 8/256:30 amHVN - SJU
Nonstop3h 46mAvelo Airlines
Deal found 4/30$266
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Fri 5/308:12 pmSJU - HVN
1 stop18h 39mMultiple Airlines
Sun 6/13:00 pmHVN - SJU
2 stops20h 31mMultiple Airlines
Deal found 4/30$274
This Mytrip deal was found by Cheapflights users on 5/1. 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 6/94:50 pmSDQ - HVN
2 stops29h 38mMultiple Airlines
Wed 6/256:30 amHVN - SDQ
1 stop8h 59mMultiple Airlines
Deal found 5/1$512
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/512:00 pmMBJ - HVN
2 stops33h 28mMultiple Airlines
Mon 5/128:00 amHVN - MBJ
1 stop28h 02mMultiple Airlines
Deal found 4/30$624
This Mytrip deal was found by Cheapflights users on 4/30. 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 6/510:10 amPOS - HVN
2 stops36h 44mMultiple Airlines
Mon 6/163:00 pmHVN - POS
3 stops27h 10mMultiple Airlines
Deal found 4/30$663
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/57:05 amKIN - HVN
2 stops38h 23mMultiple Airlines
Mon 5/123:30 pmHVN - KIN
3 stops21h 59mMultiple Airlines
Deal found 4/30$679

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 May 1, 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 8/20

11:41 am-3:44 pm

Nonstop4h 03m

Tweed-New Haven

Mon 8/25

6:30 am-10:16 am

Nonstop3h 46m

$266

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Fri 5/30

8:12 pm-2:51 pm

1 stop18h 39m

Tweed-New Haven

Sun 6/1

3:00 pm-11:31 am

2 stops20h 31m

$274

Santo DomingoNew Haven

SDQ - HVN

SDQHVN

Santo Domingo Las Americas

Mon 6/9

4:50 pm-10:28 pm

2 stops29h 38m

Tweed-New Haven

Wed 6/25

6:30 am-3:29 pm

1 stop8h 59m

$512

Port of SpainNew Haven

POS - HVN

POSHVN

Port of Spain Piarco Intl

Thu 6/5

10:10 am-10:54 pm

2 stops36h 44m

Tweed-New Haven

Mon 6/16

3:00 pm-6:10 pm

3 stops27h 10m

$663

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Wed 5/21

11:15 am-3:20 pm

Nonstop4h 05m

$128

San JuanNew Haven

SJU - HVN

SJUHVN

San Juan Luis Munoz Marin Intl

Tue 5/20

3:56 am-9:04 pm

1 stop17h 08m

$190

Montego BayNew Haven

MBJ - HVN

MBJHVN

Montego Bay Sangster Intl

Wed 6/4

12:07 pm-8:45 am

2 stops19h 38m

$197

KingstonNew Haven

KIN - HVN

KINHVN

Kingston Norman Manley

Mon 8/4

12:21 pm-8:45 am

2 stops19h 24m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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 $186). 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 May 1, 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.

Rainfall in New Haven by month

Plan your trip to New Haven by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in New Haven ranges from 3.1 - 4.5 inches per month. May is typically the wettest month, when rainfall can reach 4.5 in. February is typically the driest time to visit New Haven when rainfall is around 3.1 in.

Temperature in New Haven by month

Plan your trip to New Haven by taking into account the average temperature totals by month.

If weather is an important factor for your trip to New Haven, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 May 1, 2025.
Avelo Airlines
7.5
Good

Entertainment

5.1

Overall

7.5

Food

5.1

Comfort

7.1

Crew

8.3

Boarding

7.7

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

Entertainment

5.1

Overall

7.5

Food

5.1

Comfort

7.1

Crew

8.3

Boarding

7.7

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.

  • 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 Kingston Norman Manley - 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 $132 for a flight from Caribbean to New Haven. The cheapest flight overall is $98 while the most popular route, (San Juan Luis Munoz Marin Intl - Tweed-New Haven) is currently priced at $266.

  • 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 $186). 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 Caribbean?

Book flights to Caribbean 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$185Average$285FlexibilityNo cancel feeOn-timeN/A

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