$84 Find Cheap Flights from Caribbean to Kentucky

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Low seasonMarch
High seasonDecember
Cheapest flight$84
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from San Juan to Cincinnati

FAQs for booking flights from Caribbean to Kentucky

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

    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 Caribbean to Kentucky.

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

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

    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 Caribbean to Kentucky 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 Caribbean to Kentucky?

    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 Caribbean to Kentucky 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 Kentucky?

    Based on KAYAK data, the cheapest day to fly to Kentucky is Thursday where round-trip tickets can be as cheap as $353. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $500 on average.

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

    The cheapest time of day to fly to Kentucky is generally at night, when round-trip flights cost $227 on average. Morning departures are around 5% more expensive than evening flights, on average. The most expensive time of day to fly to Kentucky is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $491.

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

    The cheapest month for flights from Caribbean to Kentucky is January, when tickets cost $284 (return) on average. On the other hand, the most expensive months are May and November, when the average cost of round-trip tickets is $465 and $449 respectively.

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

    To get a below average price on the flight from Caribbean to Kentucky, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

  • How long is the flight to Kentucky?

    An average nonstop flight from Caribbean to Kentucky takes 12h 12m, covering a distance of 1597 miles. The shortest route is San Juan Luis Munoz Marin Intl Airport (SJU) to Nashville (BNA) with an average flight time of 4h 20m.

  • What are the most popular destinations in Kentucky?

    Based on KAYAK flight searches, the most popular destination is Nashville (47% of total searches to Kentucky). The next most popular destinations are Louisville (16%) and Cincinnati (14%). Searches for flights to Knoxville (13%), to Lexington (9%) and to Blountville (1%) are also popular.

Top airlines flying from Caribbean to Kentucky

Need help choosing which airline to fly with from Caribbean to Kentucky? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7936 reviews
7.3Food
7.9Comfort
8.5Crew
7.9Entertainment
8.2Boarding
Airline reviews

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

10.0 ExcellentAnonymous, Apr 2025AMS - ATL
Read more Delta reviews

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Delta is a cut above the others in customer service.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

Paid $35 and not able to access the internet at all.

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Flight was delayed bc of mechanical issue. New plane had different configuration so some seats had to be switched. They called all passengers who needed new boarding cards. They did not call us so we thought our seats were the same and fine. When we boarded they informed us our receipts had changed and we are now all sitting separate and in the back row. Both my daughters had meltdowns and started to cry and once we got on the flight, we figured out how we could sit closer to each other, but this was very upsetting.

Took off on time and successfully avoided weather that looked to be a problem along the way

Book cheap flights from Caribbean to Kentucky

Recent round-trip flight deals

8/20Wed
1 stopAmerican Airlines
7h 09mSJU-SDF
8/25Mon
1 stopAmerican Airlines
6h 08mSDF-SJU
$225
5/11Sun
1 stopAmerican Airlines
7h 33mSJU-CVG
5/16Fri
1 stopAmerican Airlines
16h 07mCVG-SJU
$225
8/21Thu
1 stopDelta
11h 00mSJU-LEX
8/24Sun
1 stopDelta
8h 42mLEX-SJU
$225
5/30Fri
1 stopSpirit Airlines
13h 08mSJU-BNA
6/3Tue
1 stopSpirit Airlines
16h 24mBNA-SJU
$232
5/17Sat
1 stopSpirit Airlines
13h 08mSJU-BNA
5/28Wed
1 stopSpirit Airlines
9h 54mBNA-SJU
$235
8/21Thu
1 stopDelta
9h 36mSJU-SDF
8/25Mon
1 stopDelta
7h 29mSDF-SJU
$255
5/29Thu
1 stop
13h 08mSJU-BNA
6/1Sun
1 stop
11h 48mBNA-SJU
$269
5/28Wed
1 stop
6h 16mSJU-BNA
6/1Sun
1 stop
11h 48mBNA-SJU
$286
5/13Tue
1 stopFrontier
14h 38mSJU-CVG
5/18Sun
1 stopFrontier
26h 51mCVG-SJU
$299
5/10Sat
1 stopFrontier
7h 40mSJU-CVG
5/16Fri
1 stopFrontier
7h 09mCVG-SJU
$304

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Recent one-way flight deals

6/6Fri
1 stop
17h 41mSJU-CVG
$84
6/6Fri
1 stopSpirit Airlines
13h 08mSJU-BNA
$89
10/15Wed
1 stopAmerican Airlines
8h 40mSJU-CVG
$113
8/22Fri
1 stopDelta
6h 02mSJU-SDF
$113
8/22Fri
1 stopDelta
6h 01mSJU-LEX
$113
5/28Wed
1 stopUnited Airlines
8h 34mSJU-BNA
$115
8/20Wed
1 stopAmerican Airlines
7h 09mSJU-SDF
$133
6/8Sun
1 stopUnited Airlines
7h 10mSJU-BNA
$139
5/14Wed
1 stopFrontier
7h 40mSJU-CVG
$147
5/8Thu
1 stopFrontier
6h 13mSJU-BNA
$147

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Last minute flights from Caribbean to Kentucky

Last minute flight, train and bus deals

5/5Mon
multi-stopFrontier
7h 41mSJU-CVG
5/7Wed
multi-stopFrontier
6h 44mCVG-SJU
$323
5/1Thu
multi-stopFrontier
12h 34mSJU-CVG
5/5Mon
multi-stopFrontier
7h 09mCVG-SJU
$328
5/5Mon
multi-stopSpirit Airlines
12h 52mSJU-SDF
5/10Sat
multi-stopSpirit Airlines
6h 29mSDF-SJU
$367
5/5Mon
multi-stopAmerican Airlines
9h 13mSJU-SDF
5/10Sat
multi-stopAmerican Airlines
9h 15mSDF-SJU
$373
5/5Mon
multi-stopAmerican Airlines
6h 58mSJU-CVG
5/7Wed
multi-stopAmerican Airlines
9h 12mCVG-SJU
$378
5/1Thu
multi-stopUnited Airlines
26h 35mNAS-BNA
5/5Mon
multi-stopUnited Airlines
8h 58mBNA-NAS
$405
5/1Thu
multi-stopDelta
11h 01mNAS-BNA
5/5Mon
multi-stopDelta
8h 35mBNA-NAS
$415
5/1Thu
multi-stopDelta
6h 48mSJU-SDF
5/5Mon
multi-stopDelta
7h 14mSDF-SJU
$461
5/3Sat
multi-stopSpirit Airlines
13h 38mSJU-BNA
5/7Wed
multi-stopSpirit Airlines
23h 27mBNA-SJU
$470
5/5Mon
multi-stopUnited Airlines
15h 57mSJU-CVG
5/8Thu
multi-stopUnited Airlines
9h 44mCVG-SJU
$485

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Everything you need to know for your flight to Kentucky

Cabin class types available on flights to Caribbean

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

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