$91 Find Cheap Flights from Kentucky to Caribbean

1 adult
1 adult, Economy

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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Useful Info
Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$91
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Nashville to San Juan

FAQs for booking flights from Kentucky to Caribbean

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

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

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

  • 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 $372. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $459 on average.

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

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $339 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $441.

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

    The cheapest month for flights from Kentucky to Caribbean is November, when tickets cost $445 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $675 and $665 respectively.

  • How far in advance should I book a flight from Kentucky to Caribbean?

    To get a below average price on the flight from Kentucky to Caribbean, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

  • How long is the flight to Caribbean?

    An average nonstop flight from Kentucky to Caribbean takes 6h 20m, covering a distance of 1635 miles. The shortest route is Nashville (BNA) to San Juan Luis Munoz Marin Intl Airport (SJU) with an average flight time of 3h 55m.

  • What are the most popular destinations in Caribbean?

    Based on KAYAK flight searches, the most popular destination is Montego Bay (18% of total searches to Caribbean). The next most popular destinations are Oranjestad (13%) and Punta Cana (12%). Searches for flights to Saint Thomas Island (9%), to Nassau (8%) and to Providenciales (6%) are also popular.

Book cheap flights from Kentucky to Caribbean

Recent round-trip flight deals

7/6Sun
1 stopFrontier
28h 50mBNA-SJU
7/10Thu
1 stopFrontier
27h 31mSJU-BNA
$189
7/4Fri
1 stopFrontier
26h 01mBNA-SJU
7/12Sat
1 stopFrontier
23h 24mSJU-BNA
$194
7/13Sun
1 stop
11h 15mBNA-SJU
7/17Thu
1 stop
10h 57mSJU-BNA
$199
7/13Sun
1 stop
11h 15mBNA-SJU
7/16Wed
1 stop
10h 12mSJU-BNA
$219
10/3Fri
1 stopDelta
9h 08mSDF-SJU
10/9Thu
1 stopDelta
6h 26mSJU-SDF
$225
10/1Wed
2 stopsAmerican Airlines
16h 22mCVG-SJU
10/7Tue
1 stopAmerican Airlines
15h 54mSJU-CVG
$225
9/16Tue
1 stopSouthwest
9h 25mBNA-SJU
9/22Mon
1 stopSouthwest
9h 50mSJU-BNA
$239
9/9Tue
1 stopDelta
9h 26mSDF-SJU
9/18Thu
1 stopDelta
6h 37mSJU-SDF
$250
9/26Fri
2 stopsAmerican Airlines
8h 45mCVG-SJU
10/3Fri
2 stopsAmerican Airlines
11h 03mSJU-CVG
$250
9/17Wed
2 stopsSouthwest
10h 55mSDF-SJU
9/24Wed
1 stopSouthwest
6h 10mSJU-SDF
$290

Search by stops

Search by airline

Search by price

Recent one-way flight deals

9/22Mon
1 stopSpirit Airlines
8h 41mBNA-SJU
$91
7/21Mon
1 stopSpirit Airlines
10h 53mBNA-SJU
$92
6/28Sat
1 stopFrontier
8h 04mCVG-SJU
$97
7/10Thu
1 stopFrontier
29h 05mCVG-SJU
$100
8/25Mon
1 stopDelta
9h 26mSDF-SJU
$113
7/17Thu
1 stopSouthwest
10h 55mCVG-SJU
$113
9/6Sat
2 stopsAmerican Airlines
16h 02mSDF-SJU
$119
9/9Tue
1 stopDelta
5h 55mBNA-SJU
$120
10/1Wed
2 stopsAmerican Airlines
15h 49mBNA-SJU
$126
9/10Wed
2 stopsSouthwest
7h 50mBNA-SJU
$178

Search by stops

Search by airline

Search by price

Last minute flights from Kentucky to Caribbean

Last minute flight, train and bus deals

6/20Fri
multi-stopFrontier
14h 17mBNA-SJU
6/22Sun
multi-stopFrontier
28h 31mSJU-BNA
$212
6/19Thu
multi-stopFrontier
24h 58mCVG-SJU
6/22Sun
multi-stopFrontier
20h 39mSJU-CVG
$212
6/21Sat
multi-stop
14h 31mBNA-SJU
6/26Thu
multi-stop
15h 15mSJU-BNA
$330
6/19Thu
multi-stop
22h 35mBNA-SJU
6/23Mon
multi-stop
8h 54mSJU-BNA
$343
6/21Sat
multi-stopSpirit Airlines
14h 31mBNA-SJU
6/25Wed
multi-stopSpirit Airlines
5h 50mSJU-BNA
$362
6/19Thu
multi-stopAmerican Airlines
10h 28mCVG-SJU
6/24Tue
multi-stopAmerican Airlines
9h 21mSJU-CVG
$368
6/20Fri
multi-stopAmerican Airlines
9h 16mSDF-SJU
6/23Mon
multi-stopAmerican Airlines
12h 58mSJU-SDF
$373
6/20Fri
multi-stopSpirit Airlines
14h 27mSDF-SJU
6/23Mon
multi-stopSpirit Airlines
27h 14mSJU-SDF
$398
6/17Tue
multi-stopUnited Airlines
7h 44mCVG-SJU
6/23Mon
multi-stopUnited Airlines
8h 46mSJU-CVG
$458
6/19Thu
multi-stopUnited Airlines
7h 44mCVG-SJU
6/24Tue
multi-stopUnited Airlines
9h 11mSJU-CVG
$547

Search by stops

Search by airline

Search by price

Everything you need to know for your flight to Caribbean

Cabin class types available on flights to Kentucky

Cabin classes available on flights to Kentucky. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.