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$163+ Cheap flights from New Haven (HVN) to Caribbean

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 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — SJU
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
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Cheap flight deals from New Haven to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from New Haven (HVN) to Caribbean (0CB). 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 December 22, 2024.

Round-trip from

$178
(Mytrip)

One-way from

$163
(Mytrip)
From Tweed-New Haven to Caribbean
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One-way flight from Tweed-New Haven to Caribbean
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Find flight deals from New Haven to Caribbean

Cheapest flights from New Haven to Caribbean
Explore the most affordable flight options available from New Haven to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This Mytrip deal was found by Cheapflights users on 12/21. 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.
Tue 12/312:30 pmHVN - SJU
1 stop9h 55mMultiple Airlines
Thu 1/22:32 amSJU - HVN
3 stops20h 42mMultiple Airlines
Deal found 12/21$476
This eDestinos deal was found by Cheapflights users on 12/21. 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.
Mon 12/232:20 pmHVN - SJU
Nonstop3h 53mAvelo Airlines
Mon 1/68:18 pmSJU - HVN
Nonstop3h 51mAvelo Airlines
Deal found 12/21$767
This Kiwi.com deal was found by Cheapflights users on 12/20. 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 12/237:30 amHVN - MBJ
2 stops35h 59mMultiple Airlines
Wed 12/252:45 pmMBJ - HVN
1 stop7h 10mMultiple Airlines
Deal found 12/20$1,063

Find flights from New Haven to Caribbean within your budget

Customize your flight search to find flights from New Haven to Caribbean 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 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Mon 1/13

8:15 am-1:16 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Fri 1/17

2:23 pm-5:14 pm

Nonstop3h 51m

$178

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Fri 1/31

8:15 am-1:16 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Mon 2/3

9:42 pm-2:25 pm

2 stops17h 43m

$213

New HavenMontego Bay

HVN - MBJ

HVNMBJ

Tweed-New Haven

Wed 2/5

6:20 pm-12:10 pm

2 stops17h 50m

Montego Bay Sangster Intl

Wed 2/12

2:41 pm-1:44 pm

3 stops23h 03m

$381

New HavenKingston

HVN - KIN

HVNKIN

Tweed-New Haven

Tue 2/4

7:15 am-1:33 pm

3 stops30h 18m

Kingston Norman Manley

Tue 2/11

2:38 pm-9:45 am

2 stops19h 07m

$457

New HavenPunta Cana

HVN - PUJ

HVNPUJ

Tweed-New Haven

Wed 1/8

6:30 am-3:55 pm

1 stop8h 25m

Punta Cana

Mon 1/13

10:50 pm-10:15 pm

3 stops24h 25m

$517

New HavenNassau

HVN - NAS

HVNNAS

Tweed-New Haven

Thu 1/23

10:23 am-7:15 pm

2 stops8h 52m

Nassau Intl

Mon 1/27

11:30 am-9:15 pm

1 stop9h 45m

$526

New HavenFreeport

HVN - FPO

HVNFPO

Tweed-New Haven

Tue 2/4

7:15 am-5:15 pm

3 stops34h 00m

Freeport Grand Bahama Intl

Tue 2/11

11:00 am-9:45 am

2 stops22h 45m

$778

New HavenSimpson Bay

HVN - SXM

HVNSXM

Tweed-New Haven

Wed 1/22

7:15 am-8:15 pm

3 stops36h 00m

Simpson Bay Princess Juliana

Wed 1/29

3:25 pm-12:54 pm

2 stops22h 29m

$925

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Sat 1/4

7:15 am-12:16 pm

Nonstop4h 01m

$163

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Sat 1/4

3:30 pm-1:25 am

1 stop8h 55m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Best time to book a flight from New Haven to Caribbean

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

Travel insights for flights from New Haven to Caribbean

Get recent, data-driven insights about flights from New Haven to Caribbean including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from New Haven to Caribbean (average of $254). Flying from New Haven to Caribbean in March is currently the most expensive (average of $380). 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 HVN to CB?

Find hourly flight availability from New Haven to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 22, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Haven to Caribbean as you normally would.

Rainfall in Caribbean by month

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

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated December 22, 2024.
Avelo Airlines
7.5
Good
74 reviews

Crew

8.4

Comfort

7.1

Entertainment

5.1

Food

5.2

Overall

7.5

Boarding

7.8

Reviews

1 / 6

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
74 reviews
Avelo Airlines
7.5
Good
74 reviews

Crew

8.4

Comfort

7.1

Entertainment

5.1

Food

5.2

Overall

7.5

Boarding

7.8

Reviews

1 / 6

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 New Haven to Caribbean. 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 from for flights from New Haven to Caribbean?

    Located just 3.6 mi from the city center, Tweed-New Haven (HVN) is the airport most travelers will use when flying to Caribbean from New Haven.

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

    Most travelers choose Tweed-New Haven - San Juan Luis Munoz Marin Intl, Tweed-New Haven - Punta Cana or Tweed-New Haven - Nassau Intl when deciding on the best route from New Haven to Caribbean.

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

    The cheapest flight price from New Haven to Caribbean is $96. On average you can expect to pay $201. The most popular route, (Tweed-New Haven - San Juan Luis Munoz Marin Intl), can usually be booked for $158.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from New Haven to Caribbean (average of $254). Flying from New Haven to Caribbean in March is currently the most expensive (average of $380). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from New Haven to Caribbean

Discover the top 3 airlines that operate flights from New Haven to Caribbean. 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 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$200FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$126Average$300FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$195Average$315FlexibilityNo cancel feeOn-timeN/A
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