$66 Find Cheap Flights from Connecticut to Caribbean Islands

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$66
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Newark Liberty Airport to San Juan Airport

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 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 $197.

  • 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 $284. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $319 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 evening, when round-trip flights cost $245 on average. Morning departures are around 52% 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 $372.

  • What is the cheapest flight to Caribbean Islands?

    The cheapest ticket to Caribbean Islands from Connecticut found in the last 72 hours was to San Juan Luis Munoz Marin Intl Airport, at $116 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 72 hours was $116.

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

    The cheapest month for flights from Connecticut to Caribbean Islands is August, when tickets cost $464 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $901 and $604 respectively.

  • How long is the flight to Caribbean Islands?

    An average nonstop flight from Connecticut to Caribbean Islands takes 4h 40m, covering a distance of 1662 miles. The shortest route is New York John F Kennedy Intl Airport (JFK) to Nassau (NAS) with an average flight time of 3h 03m.

  • What are the most popular destinations in Caribbean Islands?

    Based on KAYAK flight searches, the most popular destination is Santiago de los Caballeros (17% of total searches to Caribbean Islands). The next most popular destinations are Punta Cana (13%) and Santo Domingo (13%). Searches for flights to Montego Bay (11%), to Oranjestad (11%) and to Nassau (4%) are also popular.

Book cheap flights from Connecticut to Caribbean Islands

Recent round-trip flight deals

9/9Tue
nonstopFrontier
3h 58mEWR-SJU
9/17Wed
nonstopFrontier
4h 11mSJU-EWR
$131
9/9Tue
nonstopFrontier
3h 58mEWR-SJU
9/17Wed
nonstopFrontier
4h 11mSJU-EWR
$141
9/9Tue
1 stopAmerican Airlines
9h 19mJFK-SJU
9/12Fri
1 stopAmerican Airlines
17h 55mSJU-JFK
$145
9/8Mon
1 stopAmerican Airlines
6h 52mLGA-SJU
9/12Fri
1 stopAmerican Airlines
7h 02mSJU-LGA
$145
7/21Mon
nonstop
4h 03mEWR-SJU
7/27Sun
1 stop
11h 03mSJU-EWR
$154
8/4Mon
nonstop
4h 03mEWR-SJU
8/8Fri
nonstop
4h 12mSJU-EWR
$156
8/3Sun
nonstopSpirit Airlines
4h 00mEWR-SJU
8/8Fri
nonstopSpirit Airlines
4h 12mSJU-EWR
$162
7/21Mon
1 stopSpirit Airlines
15h 24mEWR-SJU
7/31Thu
nonstopSpirit Airlines
4h 12mSJU-EWR
$166
7/22Tue
nonstopJetBlue
4h 14mJFK-SJU
7/30Wed
nonstopJetBlue
3h 57mSJU-JFK
$171
7/22Tue
nonstopJetBlue
4h 14mJFK-SJU
7/25Fri
nonstopJetBlue
3h 54mSJU-JFK
$176

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Recent one-way flight deals

8/31Sun
nonstopFrontier
4h 03mEWR-SJU
$66
8/31Sun
nonstopFrontier
4h 03mEWR-SJU
$68
9/13Sat
1 stopSpirit Airlines
15h 58mEWR-SJU
$69
9/9Tue
1 stopAmerican Airlines
9h 19mJFK-SJU
$73
9/9Tue
1 stopAmerican Airlines
6h 52mLGA-SJU
$73
8/4Mon
nonstopJetBlue
4h 14mJFK-SJU
$83
7/29Tue
1 stopSpirit Airlines
6h 05mEWR-SJU
$86
8/11Mon
nonstopJetBlue
4h 14mJFK-SJU
$87
10/7Tue
nonstopArajet
4h 30mEWR-SDQ
$101
10/30Thu
nonstopArajet
4h 26mEWR-SDQ
$119

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Last minute flights from Connecticut to Caribbean Islands

Last minute flight, train and bus deals

7/14Mon
nonstopSpirit Airlines
4h 00mEWR-SJU
7/18Fri
nonstopSpirit Airlines
4h 12mSJU-EWR
$154
7/14Mon
nonstopSpirit Airlines
4h 00mEWR-SJU
7/18Fri
nonstopSpirit Airlines
4h 12mSJU-EWR
$156
7/13Sun
nonstop
4h 03mEWR-SJU
7/18Fri
nonstop
4h 12mSJU-EWR
$157
7/14Mon
nonstop
4h 03mEWR-SJU
7/18Fri
nonstop
4h 12mSJU-EWR
$158
7/13Sun
nonstopFrontier
4h 03mEWR-SJU
7/17Thu
nonstopFrontier
4h 12mSJU-EWR
$168
7/14Mon
nonstopFrontier
4h 03mEWR-SJU
7/18Fri
nonstopFrontier
4h 12mSJU-EWR
$170
7/16Wed
nonstopJetBlue
4h 05mJFK-SJU
7/17Thu
nonstopJetBlue
3h 59mSJU-JFK
$171
7/14Mon
multi-stopAmerican Airlines
15h 55mJFK-SJU
7/22Tue
multi-stopAmerican Airlines
12h 57mSJU-JFK
$180
7/13Sun
multi-stopAmerican Airlines
15h 51mEWR-SJU
7/17Thu
multi-stopAmerican Airlines
12h 28mSJU-EWR
$180
7/15Tue
nonstopJetBlue
4h 21mJFK-SJU
7/18Fri
nonstopJetBlue
3h 57mSJU-JFK
$211

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Everything you need to know for your flight to Caribbean Islands

Cabin class types available on flights to Connecticut

Cabin classes available on flights to Connecticut. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Caribbean Islandsfrom $140
Business Class flights to Caribbean Islandsfrom $164
Prem Econ Class flights to Caribbean Islandsfrom $83
Economy Class flights to Caribbean Islandsfrom $41

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