$85 Find Cheap Flights from Connecticut to Caribbean - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Useful Info

Good to know

Low season

September

Cheapest flight

$85
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from New Haven to San Juan

FAQs for booking flights from Connecticut to Caribbean

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

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Connecticut to Caribbean 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?

    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 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?

    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 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?

    Connecticut and Caribbean are connected by different airlines. The airlines that fly that route the most regularly are JetBlue (20 flights per week), Avelo Airlines (4 flights per week), and Frontier (3 flights per week).

  • How many airports are there in Caribbean?

    There are 81 airports in Caribbean. The busiest airport is San Juan Airport (SJU), with 19% of all flights arriving there.

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

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

  • What is the cheapest day to fly to Caribbean?

    Based on KAYAK data, the cheapest day to fly to Caribbean is Tuesday where round-trip tickets can be as cheap as $357. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $391 on average.

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

    The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $337 on average. Morning departures are around 8% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $405.

  • What is the cheapest flight to Caribbean?

    The cheapest ticket to Caribbean from Connecticut found in the last 5 days was to San Juan Luis Munoz Marin Intl Airport, at $151 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 $151.

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

    The cheapest month for flights from Connecticut to Caribbean is January, when tickets cost $147 (return) on average. On the other hand, the most expensive months are December and October, when the average cost of round-trip tickets is $245 and $227 respectively.

  • How many cities have direct flights to Caribbean?

    From Connecticut, there are direct flights to Caribbean from 2 cities. The city with the most direct flights is Hartford, with 23 direct flights each week.

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

    There are around 4 direct flights from within Connecticut to Caribbean every day. Most flights (52%) depart in the morning.

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

    Each week there are around 27 direct flights from within Connecticut to Caribbean. The most common day for departures is Monday, with 22% of flights taking off on this day.

  • How long is the flight to Caribbean?

    An average nonstop flight from Connecticut to Caribbean takes 4h 32m, covering a distance of 1639 miles. The shortest route is New York LaGuardia Airport (LGA) to Nassau (NAS) with an average flight time of 3h 11m.

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

    Each week, there are 15 medium-haul flights (3-6 hour flight duration) and 12 short-haul flights (up to 3 hour flight duration) to Caribbean. There aren't any long-haul flights (6-12 hour flight duration).

  • What are the most popular destinations in Caribbean?

    Based on KAYAK flight searches, the most popular destination is Santo Domingo (24% of total searches to Caribbean). The next most popular destinations are Punta Cana (21%) and Santiago de los Caballeros (20%). Searches for flights to Montego Bay (12%), to Kingston (7%) and to Saint Thomas Island (5%) are also popular.

More options for your flight to Caribbean

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