Cheap flights from Kentucky to Caribbean from $74

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SDF — SJU
May 21 — May 281

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

Find a great deal and save up to 116% by booking at least 39 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Kentucky to Caribbean within the next two weeks, with the cheapest ticket starting at $347.

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

Flights from Kentucky to Caribbean lean towards being more expensive in December. Prices are generally better when you fly from Kentucky to Caribbean in September, with the cheapest ticket starting at $143.

When is the cheapest time to fly from Kentucky to Caribbean (KY - CB)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Caribbean as you normally would.

Cheap Frontier flights from Kentucky to Caribbean

Explore cheap flight options specifically provided by Frontier for the route between Kentucky and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Sat 6/152:51 pmCVG - SJU
1 stop10h 04mFrontier
Wed 6/199:36 pmSJU - CVG
1 stop12h 33mFrontier
Deal found 5/14$218
Mon 6/36:35 pmCVG - SJU
1 stop11h 09mFrontier
Fri 6/710:48 amSJU - CVG
1 stop12h 14mFrontier
Deal found 5/14$219
Wed 5/294:38 pmCVG - PUJ
1 stop17h 10mFrontier
Wed 6/512:11 pmPUJ - CVG
1 stop10h 51mFrontier
Deal found 5/15$222
Wed 5/294:38 pmCVG - SJU
1 stop10h 58mFrontier
Sat 6/13:02 amSJU - CVG
1 stop10h 17mFrontier
Deal found 5/14$226
Sun 6/25:10 pmCVG - SJU
1 stop12h 34mFrontier
Fri 6/710:48 amSJU - CVG
1 stop12h 14mFrontier
Deal found 5/14$227
Fri 5/312:14 pmCVG - SJU
1 stop9h 45mFrontier
Tue 6/46:08 pmSJU - CVG
1 stop6h 30mFrontier
Deal found 5/15$228
Thu 6/65:37 pmCVG - SJU
1 stop8h 16mFrontier
Tue 6/114:07 pmSJU - CVG
2 stops18h 08mFrontier
Deal found 5/14$234
Wed 5/226:05 amCVG - SJU
1 stop8h 41mFrontier
Tue 5/286:43 pmSJU - CVG
1 stop17h 42mFrontier
Deal found 5/15$236
Wed 5/223:09 pmBNA - SJU
1 stop7h 50mFrontier
Sat 6/19:13 pmSJU - BNA
1 stop12h 26mFrontier
Deal found 5/16$276

Cheap Delta flights from Kentucky to Caribbean

Explore cheap flight options specifically provided by Delta for the route between Kentucky and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Tue 7/231:40 pmCVG - SJU
1 stop9h 19mDelta
Tue 7/3012:56 pmSJU - CVG
1 stop10h 57mDelta
Deal found 5/14$224
Mon 7/294:55 pmCVG - SJU
1 stop6h 04mDelta
Fri 8/26:10 amSJU - CVG
1 stop10h 46mDelta
Deal found 5/16$237
Sun 7/219:59 amCVG - SJU
1 stop10h 39mDelta
Fri 8/26:10 amSJU - CVG
1 stop10h 46mDelta
Deal found 5/14$244
Sun 9/158:40 amSDF - SJU
1 stop7h 24mDelta
Sat 9/215:07 pmSJU - SDF
1 stop6h 51mDelta
Deal found 5/15$254
Wed 7/246:00 amCVG - SJU
1 stop10h 44mDelta
Tue 7/3012:56 pmSJU - CVG
1 stop10h 57mDelta
Deal found 5/14$269
Sun 7/219:23 amBNA - MBJ
1 stop6h 13mDelta
Sat 7/275:01 pmMBJ - BNA
1 stop15h 16mDelta
Deal found 5/15$452
Thu 9/57:20 amCVG - PUJ
1 stop6h 14mDelta
Sun 9/84:09 pmPUJ - CVG
1 stop16h 34mDelta
Deal found 5/15$643
Sat 5/256:48 pmCVG - AUA
2 stops18h 12mDelta
Fri 5/313:40 pmAUA - CVG
1 stop17h 55mDelta
Deal found 5/16$727
Thu 5/237:11 amBNA - UVF
1 stop6h 16mDelta
Sun 5/263:47 pmUVF - BNA
1 stop17h 31mDelta
Deal found 5/16$1,070

Cheap Kentucky to Caribbean flights in May & June 2024

Find cheap flight options from Kentucky to Caribbean specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Prices were last updated on May 16, 2024.
Tue 6/46:00 amBNA - SJU
1 stop12h 11mSpirit Airlines
Mon 7/83:33 amSJU - BNA
1 stop8h 38mSpirit Airlines
Deal found 5/15$139
Tue 6/46:00 amBNA - SJU
1 stop12h 11mSpirit Airlines
Tue 7/97:00 amSJU - BNA
1 stop6h 07mSpirit Airlines
Deal found 5/15$160
Tue 5/214:30 pmBNA - SJU
1 stop14h 55mMultiple Airlines
Mon 6/33:30 amSJU - BNA
1 stop7h 37mMultiple Airlines
Deal found 5/15$164
Tue 5/214:30 pmBNA - SJU
1 stop14h 55mMultiple Airlines
Tue 6/46:08 pmSJU - BNA
1 stop20h 30mMultiple Airlines
Deal found 5/15$172
Tue 6/412:17 pmBNA - SJU
1 stop13h 48mSpirit Airlines
Tue 6/118:06 pmSJU - BNA
1 stop15h 17mSpirit Airlines
Deal found 5/15$179
Sun 6/167:30 pmBNA - SJU
1 stop16h 05mSpirit Airlines
Thu 6/2012:30 pmSJU - BNA
1 stop7h 05mSpirit Airlines
Deal found 5/16$185
Tue 6/118:32 pmBNA - STT
1 stop12h 08mSpirit Airlines
Wed 6/193:35 pmSTT - BNA
1 stop16h 40mSpirit Airlines
Deal found 5/15$186
Tue 6/118:32 pmBNA - STT
1 stop12h 08mSpirit Airlines
Tue 6/1810:30 amSTT - BNA
1 stop10h 12mSpirit Airlines
Deal found 5/15$187
Tue 6/46:00 amBNA - SJU
1 stop12h 11mSpirit Airlines
Tue 7/94:56 pmSJU - BNA
2 stops19h 36mSpirit Airlines
Deal found 5/15$188

Kentucky to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between Kentucky and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Tue 6/46:00 amBNA - SJU
1 stop12h 11mSpirit Airlines
Mon 7/83:33 amSJU - BNA
1 stop8h 38mSpirit Airlines
Deal found 5/15$139
Tue 6/46:00 amBNA - SJU
1 stop12h 11mSpirit Airlines
Tue 7/97:00 amSJU - BNA
1 stop6h 07mSpirit Airlines
Deal found 5/15$160
Sat 9/286:00 amBNA - SJU
1 stop10h 45mSpirit Airlines
Mon 9/303:38 amSJU - BNA
1 stop8h 27mSpirit Airlines
Deal found 5/15$162
Sat 9/286:30 pmBNA - SJU
1 stop6h 02mSpirit Airlines
Tue 10/17:57 pmSJU - BNA
1 stop14h 23mSpirit Airlines
Deal found 5/15$164
Tue 5/214:30 pmBNA - SJU
1 stop14h 55mMultiple Airlines
Tue 6/46:08 pmSJU - BNA
1 stop20h 30mMultiple Airlines
Deal found 5/15$172
Tue 6/412:17 pmBNA - SJU
1 stop13h 48mSpirit Airlines
Tue 6/118:06 pmSJU - BNA
1 stop15h 17mSpirit Airlines
Deal found 5/15$179
Sat 9/146:30 pmBNA - SJU
1 stop6h 02mSpirit Airlines
Fri 9/202:40 amSJU - BNA
1 stop6h 26mSpirit Airlines
Deal found 5/15$184
Sun 6/167:30 pmBNA - SJU
1 stop16h 05mSpirit Airlines
Thu 6/2012:30 pmSJU - BNA
1 stop7h 05mSpirit Airlines
Deal found 5/16$185
Tue 6/118:32 pmBNA - STT
1 stop12h 08mSpirit Airlines
Wed 6/193:35 pmSTT - BNA
1 stop16h 40mSpirit Airlines
Deal found 5/15$186

Kentucky to Caribbean flights leaving soon

Find last-minute flight options from Kentucky to Caribbean for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Tue 5/214:30 pmBNA - SJU
1 stop14h 55mMultiple Airlines
Mon 6/33:30 amSJU - BNA
1 stop7h 37mMultiple Airlines
Deal found 5/15$164
Tue 5/214:30 pmBNA - SJU
1 stop14h 55mMultiple Airlines
Tue 6/46:08 pmSJU - BNA
1 stop20h 30mMultiple Airlines
Deal found 5/15$172
Tue 5/216:00 amBNA - SJU
1 stop12h 11mSpirit Airlines
Mon 6/33:30 amSJU - BNA
1 stop8h 57mSpirit Airlines
Deal found 5/15$202
Wed 5/223:09 pmBNA - SJU
1 stop7h 50mMultiple Airlines
Wed 5/299:07 pmSJU - BNA
1 stop27h 52mMultiple Airlines
Deal found 5/15$211
Wed 5/226:05 amCVG - SJU
1 stop8h 41mFrontier
Fri 5/317:00 amSJU - CVG
1 stop8h 43mFrontier
Deal found 5/14$218
Tue 5/216:00 amCVG - SJU
1 stop10h 40mAmerican Airlines
Thu 5/308:00 amSJU - CVG
1 stop15h 51mAmerican Airlines
Deal found 5/14$223
Tue 5/217:00 amCVG - SJU
1 stop6h 51mFrontier
Thu 5/306:43 pmSJU - CVG
1 stop17h 42mFrontier
Deal found 5/14$228
Wed 5/226:05 amCVG - SJU
1 stop8h 41mFrontier
Tue 5/286:43 pmSJU - CVG
1 stop17h 42mFrontier
Deal found 5/15$236
Wed 5/223:09 pmBNA - SJU
1 stop7h 50mMultiple Airlines
Tue 5/281:30 amSJU - BNA
1 stop8h 38mMultiple Airlines
Deal found 5/15$238

One-way flights to Caribbean from Kentucky

Search for one-way flight options from Kentucky to Caribbean. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Tue 5/284:30 pmBNA - SJU
1 stop7h 45mMultiple Airlines
Deal found 5/15$74
Tue 7/96:00 amBNA - SJU
1 stop12h 15mSpirit Airlines
Deal found 5/15$77
Tue 6/114:30 pmBNA - SJU
1 stop9h 38mMultiple Airlines
Deal found 5/14$81
Tue 6/256:00 amBNA - SJU
1 stop12h 15mSpirit Airlines
Deal found 5/15$89
Tue 5/214:30 pmBNA - SJU
1 stop14h 55mMultiple Airlines
Deal found 5/15$92
Sun 6/27:10 amBNA - SJU
1 stop24h 25mMultiple Airlines
Deal found 5/14$99
Tue 8/276:00 amBNA - MBJ
1 stop5h 41mSpirit Airlines
Deal found 5/14$100
Wed 5/294:45 pmBNA - SJU
1 stop6h 45mSpirit Airlines
Deal found 5/15$104
Sat 6/16:00 amBNA - SJU
1 stop10h 45mSpirit Airlines
Deal found 5/14$108

Find flights from Kentucky to Caribbean within your budget

Customize your flight search to find flights from Kentucky to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$126 - $280

Route

Depart

Return

Price

Nashville IntlSan Juan Luis Munoz Marin Intl

BNA - SJU

BNASJU

Nashville Intl

Wed 6/5

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Wed 6/12

1 stop22h 11m

$126

Nashville IntlSan Juan Luis Munoz Marin Intl

BNA - SJU

BNASJU

Nashville Intl

Tue 6/4

1 stop12h 11m

San Juan Luis Munoz Marin Intl

Mon 7/8

1 stop8h 38m

$139

Nashville IntlSan Juan Luis Munoz Marin Intl

BNA - SJU

BNASJU

Nashville Intl

Wed 6/5

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Thu 6/13

1 stop7h 05m

$142

Nashville IntlSan Juan Luis Munoz Marin Intl

BNA - SJU

BNASJU

Nashville Intl

Wed 6/5

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Wed 6/12

2 stops17h 22m

$144

Nashville IntlSan Juan Luis Munoz Marin Intl

BNA - SJU

BNASJU

Nashville Intl

Wed 6/5

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Thu 6/13

2 stops19h 01m

$213

Cincinnati Cinci./N. KentuckySan Juan Luis Munoz Marin Intl

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 6/15

1 stop10h 04m

San Juan Luis Munoz Marin Intl

Wed 6/19

1 stop12h 33m

$218

Cincinnati Cinci./N. KentuckySan Juan Luis Munoz Marin Intl

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 7/23

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Tue 7/30

1 stop10h 57m

$224

Nashville IntlSan Juan Luis Munoz Marin Intl

BNA - SJU

BNASJU

Nashville Intl

Sat 9/28

2 stops7h 49m

San Juan Luis Munoz Marin Intl

Mon 9/30

1 stop15h 40m

$247

Cincinnati Cinci./N. KentuckySan Juan Luis Munoz Marin Intl

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Wed 6/12

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Tue 6/18

1 stop9h 56m

$280

Flights are sorted by cheapest first

Deals found on 5/16

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated May 16, 2024.
8.0
Very good
10,673 reviews

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

8.0
Very good
10,673 reviews
8.0
Very good
10,673 reviews

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

8.0
Very good
2,707 reviews
8.0
Very good
10,673 reviews

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.6
Good
4,472 reviews
8.0
Very good
10,673 reviews

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.5
Good
2,919 reviews
8.0
Very good
10,673 reviews

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.4
Good
10,924 reviews
8.0
Very good
10,673 reviews

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find flights from Kentucky to Caribbean for under $200 on Cheapflights?

    Yes, there are multiple flights from Kentucky to Caribbean for under $200. The cheapest flight booked recently is on Spirit Airlines for just $126, but on average you can expect to pay $168.

  • Are there last-minute flights available from Kentucky to Caribbean for under $200?

    There are currently 20+ open flights from Kentucky to Caribbean within the next 7 days for less than $200.

  • What are the cheapest airlines to fly from Kentucky to Caribbean one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $77. Delta flights start at $112 while deals on Frontier start at $114 one-way.

  • What does SDF to SJU mean?

    SDF stands for Louisville Intl Airport, while SJU stands for San Juan Luis Munoz Marin Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Santiago de los Caballeros Airport (STI).

  • Can I find deals for flights from Kentucky to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring on your Kentucky to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Kentucky to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter Kentucky to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Kentucky to Caribbean that include hotel bookings?

    Yes. In addition to deals on Kentucky to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to Caribbean.

  • Can I find deals for business class flights from Kentucky to Caribbean?

    Yes. Cheapflights offers flight deals from Kentucky to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Kentucky to Caribbean that allow pets onboard?

    Many airlines flying from Kentucky to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Kentucky to Caribbean?

    Yes, you can often find last-minute deals on Kentucky to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Kentucky to Caribbean flight deals updated?

    The Kentucky to Caribbean flight deals you see on this page were last updated on 5/16.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kentucky to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Kentucky to Caribbean

Discover the top 4 airlines that operate flights from Kentucky to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$172Average$404FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$208Average$703FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$271Average$628FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$271Average$609FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Search flights from Kentucky to Caribbean by cabin class

Find flights from Kentucky to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Kentucky to Caribbean?

Cheapflights helps you search for flights from Kentucky to Caribbean via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Kentucky to Caribbean?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Kentucky to Caribbean.

Can Cheapflights find flights from Kentucky to Caribbean with no change fees?

Certainly. Search results for flights to Caribbean from Kentucky shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Kentucky to Caribbean become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.