$126 Find Cheap Flights from Connecticut to Caribbean Islands - Compare and Save

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Cheap Flights from Connecticut to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
San Juan
3h 45mNonstop
from $184per person
Simpson Bay
4h 11mNonstop
from $249per person
Willemstad
4h 44mNonstop
from $271per person
Punta Cana
3h 54mNonstop
from $279per person
Oranjestad
4h 40mNonstop
from $291per person
Santo Domingo
3h 47mNonstop
from $308per person
Nassau
3h 10mNonstop
from $326per person
Providenciales
3h 30mNonstop
from $342per person
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Useful Info

Good to know

Low season

September

Cheapest flight

$126
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from New York John F Kennedy Airport to Santo Domingo

FAQs for booking flights from Connecticut to Caribbean Islands

  • How does KAYAK find such low prices on flights from Connecticut 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 Connecticut to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Connecticut 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 Connecticut 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 Connecticut 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 Connecticut 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 Connecticut to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines fly most frequently to Caribbean Islands?

    Connecticut and Caribbean Islands are connected by different airlines. The airlines that fly that route the most regularly are JetBlue (7 flights per week), Avelo Airlines (4 flights per week), and Frontier (3 flights per week).

  • How many airports are there in Caribbean Islands?

    There are 21 airports in Caribbean Islands. The busiest airport is San Juan Airport (SJU), with 24% of all flights arriving there.

  • Which is the cheapest airport to fly into in Caribbean Islands?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Caribbean Islands is Punta Cana Airport (PUJ), with an average flight price of $153.

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

    Based on KAYAK data, the cheapest day to fly to Caribbean Islands is Tuesday where round-trip tickets can be as cheap as $352. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $389 on average.

  • 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 afternoon, when round-trip flights cost $336 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $404.

  • What is the cheapest flight to Caribbean Islands?

    The cheapest ticket to Caribbean Islands from Connecticut found in the last 5 days was to San Juan Luis Munoz Marin Intl Airport, at $154 round-trip. The most popular route is Hartford (BDL) to San Juan Luis Munoz Marin Intl Airport (SJU) and the cheapest round-trip airline ticket found on this route in the last 5 days was $154.

  • What is the cheapest month to fly from Connecticut to Caribbean Islands?

    The cheapest month for flights from Connecticut to Caribbean Islands is January, when tickets cost $183 (return) on average. On the other hand, the most expensive months are October and December, when the average cost of round-trip tickets is $312 and $310 respectively.

  • How many cities have direct flights to Caribbean Islands?

    From Connecticut, there are direct flights to Caribbean Islands from 2 cities. The city with the most direct flights is Hartford, with 10 direct flights each week.

  • How many direct flights to Caribbean Islands are there each day?

    There are around 2 direct flights from within Connecticut to Caribbean Islands every day. Most flights (64%) depart in the afternoon.

  • How many direct flights to Caribbean Islands are there each week?

    Each week there are around 14 direct flights from within Connecticut to Caribbean Islands. The most common day for departures is Monday, with 21% of flights taking off on this day.

  • How long is the flight to Caribbean Islands?

    An average nonstop flight from Connecticut to Caribbean Islands takes 4h 39m, covering a distance of 1653 miles. The shortest route is Newark Airport (EWR) to Nassau (NAS) with an average flight time of 3h 12m.

  • How many long-haul flights are there to Caribbean Islands each week?

    There are not any long-haul (6-12 hour flight duration) or medium-haul (3-6 hour flight duration) flights to Caribbean Islands. Instead, there are 14 short-haul flights (up to 3 hour flight duration), with the most arriving from Hartford.

  • What are the most popular destinations in Caribbean Islands?

    Based on KAYAK flight searches, the most popular destination is Punta Cana (24% of total searches to Caribbean Islands). The next most popular destinations are Santo Domingo (23%) and Santiago de los Caballeros (21%). Searches for flights to Montego Bay (14%), to Kingston (6%) and to Saint Thomas Island (3%) are also popular.

More options for your flight to Caribbean Islands

Complete your trip to Caribbean Islands with a hotel stay or car rental