$74 Find Cheap Flights from New Haven to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Haven to Caribbean Islands departing on 10/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Haven to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Haven to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from New Haven to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$407
Montego Bay
Montego Bay2 stops$549
Oranjestad
Oranjestad2 stops$831
Nassau
Nassau3 stops$533
Saint Thomas Island
Saint Thomas Island2 stops$494
Simpson Bay
Simpson Bay2 stops$464
Providenciales
Providenciales2 stops$974
Punta Cana
Punta Cana2 stops$407
Montego Bay
Montego Bay2 stops$549
Oranjestad
Oranjestad2 stops$831
Nassau
Nassau3 stops$533
Saint Thomas Island
Saint Thomas Island2 stops$494
Simpson Bay
Simpson Bay2 stops$464
Providenciales
Providenciales2 stops$974

Book Cheap New Haven to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New Haven to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from New Haven to Caribbean Islands

Wed, Oct 22 - Wed, Oct 29
Avelo Airlines Logo
8:50 am - 12:41 pmHVN-SJU
3h 51mnonstop
Avelo Airlines Logo
1:41 pm - 5:48 pmSJU-HVN
4h 07mnonstop
$161Avelo Airlines
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Sat, Oct 4 - Wed, Oct 8
Avelo Airlines Logo
8:50 am - 12:41 pmHVN-SJU
3h 51mnonstop
Avelo Airlines Logo
1:41 pm - 5:48 pmSJU-HVN
4h 07mnonstop
$181Avelo Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
Avelo Airlines Logo
2:00 pm - 6:54 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
7:54 pm - 10:55 pmSJU-HVN
4h 01mnonstop
$182Avelo Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 18
Avelo Airlines Logo
8:50 am - 12:41 pmHVN-SJU
3h 51mnonstop
Avelo Airlines Logo
1:41 pm - 5:48 pmSJU-HVN
4h 07mnonstop
$190Avelo Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
Avelo Airlines Logo
8:50 am - 12:41 pmHVN-SJU
3h 51mnonstop
Avelo Airlines Logo
1:41 pm - 5:48 pmSJU-HVN
4h 07mnonstop
$211Avelo Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 18
Avelo Airlines Logo
8:50 am - 12:41 pmHVN-SJU
3h 51mnonstop
Avelo Airlines Logo
1:41 pm - 5:48 pmSJU-HVN
4h 07mnonstop
$223Avelo Airlines
Find Deal
Sat, Nov 22 - Wed, Nov 26
Avelo Airlines Logo
7:30 am - 12:24 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
1:24 pm - 4:25 pmSJU-HVN
4h 01mnonstop
$224Avelo Airlines
Find Deal
Wed, Nov 5 - Wed, Nov 12
Avelo Airlines Logo
2:00 pm - 6:54 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
7:54 pm - 10:55 pmSJU-HVN
4h 01mnonstop
$225Avelo Airlines
Find Deal
Sun, Sep 14 - Thu, Nov 20
Logo
7:00 am - 12:54 amHVN-SJU
17h 54m2 stops
Logo
3:44 am - 6:45 amSJU-HVN
4h 01mnonstop
$272
Find Deal
Wed, Oct 1 - Sun, Oct 5
Logo
8:50 am - 12:41 pmHVN-SJU
3h 51mnonstop
Logo
8:00 am - 10:52 pmSJU-HVN
14h 52m1 stop
$279
Find Deal
Booking Insights

KAYAK's insights & trends for New Haven to Caribbean Islands flights

Get data-powered insights and trends into flights from New Haven to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New Haven to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from New Haven found in the last 72 hours was to San Juan, at $53 round-trip. The most popular route is from New Haven (HVN) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $53.

Can I save money by flying with a layover from New Haven to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $150, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from New Haven to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New Haven to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from New Haven to Caribbean Islands is October, when tickets cost $206 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $540 and $386 respectively.

What’s the cheapest day of the week to fly from New Haven to Caribbean Islands?

The average price of all round-trip flights from New Haven to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from New Haven to Caribbean Islands, look for departures on Sundays and avoid leaving on a Tuesday, as it's usually the priciest day. When flying back from Caribbean Islands, Friday is the cheapest day to fly and Wednesday is the most expensive.

How far in advance should I book a flight from New Haven to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from New Haven to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from New Haven to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

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Good to know

Low seasonSeptember
Cheapest flight$74
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from New Haven to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from New Haven to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from New Haven to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New Haven to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from New Haven to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from New Haven to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from New Haven to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New Haven to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from New Haven to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost $170 on average. Morning departures are around 64% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $322.

  • How many flights are there between New Haven and Caribbean Islands per day?

    There is a maximum of 1 nonstop flight a day that takes off from New Haven and lands in Caribbean Islands, with an average flight time of 3h 51m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 2 flights.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

New Haven (HVN)

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