Cheap flights from Kentucky to Caribbean Islands from $87

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to Caribbean Islands departing on 3/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Kentucky to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
3:20 pm - 2:53 am
CVG
-
SJU
10h 33m
1 stop
Frontier Logo
6:30 am - 7:23 am
SJU
-
CVG
24h 53m
1 stop
$199Frontier
Wed, Mar 4 - Tue, Mar 10
Frontier Logo
6:00 am - 10:48 pm
CVG
-
SJU
16h 48m
1 stop
Frontier Logo
6:00 am - 9:54 pm
SJU
-
CVG
15h 54m
1 stop
$202Frontier
Thu, May 14 - Mon, May 18
Multiple Airlines Logo
1:07 pm - 3:31 pm
CVG
-
SJU
25h 24m
2 stops
Multiple Airlines Logo
11:52 am - 7:45 pm
SJU
-
CVG
8h 53m
1 stop
$208Multiple Airlines
Mon, Feb 23 - Fri, Feb 27
Multiple Airlines Logo
1:07 pm - 3:31 pm
CVG
-
SJU
25h 24m
2 stops
Multiple Airlines Logo
6:00 am - 4:37 pm
SJU
-
CVG
11h 37m
1 stop
$209Multiple Airlines
Mon, Feb 23 - Thu, Feb 26
Spirit Airlines Logo
8:52 pm - 3:31 pm
BNA
-
SJU
16h 39m
1 stop
Spirit Airlines Logo
3:36 pm - 7:25 am
SJU
-
BNA
16h 49m
1 stop
$223Spirit Airlines
Tue, Mar 3 - Tue, Mar 10
Spirit Airlines Logo
8:52 pm - 3:31 pm
BNA
-
SJU
16h 39m
1 stop
Spirit Airlines Logo
6:27 pm - 7:48 pm
SJU
-
BNA
27h 21m
2 stops
$227Spirit Airlines
Mon, Feb 23 - Tue, Mar 3
Delta Logo
8:10 am - 4:23 pm
SDF
-
SJU
8h 13m
1 stop
Delta Logo
7:30 am - 5:40 pm
SJU
-
SDF
10h 10m
1 stop
$246Delta
Thu, Apr 30 - Sun, May 3
American Airlines Logo
6:01 am - 12:29 pm
SDF
-
SJU
6h 28m
1 stop
American Airlines Logo
3:44 pm - 11:59 pm
SJU
-
SDF
8h 15m
1 stop
$251American Airlines
Tue, Apr 28 - Tue, Apr 28
American Airlines Logo
7:37 am - 6:10 pm
SDF
-
SJU
10h 33m
2 stops
American Airlines Logo
11:43 am - 11:59 pm
SJU
-
SDF
12h 16m
1 stop
$256American Airlines
Tue, Apr 21 - Tue, Apr 28
Delta Logo
3:33 pm - 11:58 pm
SDF
-
SJU
7h 25m
1 stop
Delta Logo
6:37 pm - 11:58 pm
SJU
-
SDF
6h 21m
1 stop
$286Delta
Tue, Feb 24 - Wed, Mar 4

Frontier flights from Kentucky to Caribbean Islands

Our best Frontier deals on Kentucky to Caribbean Islands flight tickets
Frontier
Mar 4
CVG3:20 pmCincinnati Cinci./N. Kentucky
10h 33m
1 stop
SJU2:53 amSan Juan Luis Munoz Marin Intl
Mar 10
SJU6:30 amSan Juan Luis Munoz Marin Intl
24h 53m
1 stop
CVG7:23 amCincinnati Cinci./N. Kentucky
$199
Frontier
Feb 27
CVG8:49 pmCincinnati Cinci./N. Kentucky
21h 54m
1 stop
SJU7:43 pmSan Juan Luis Munoz Marin Intl
Mar 5
SJU6:00 amSan Juan Luis Munoz Marin Intl
19h 15m
1 stop
CVG12:15 amCincinnati Cinci./N. Kentucky
$206
Frontier
Mar 3
CVG8:15 amCincinnati Cinci./N. Kentucky
15h 28m
1 stop
SJU12:43 amSan Juan Luis Munoz Marin Intl
Mar 10
SJU6:30 amSan Juan Luis Munoz Marin Intl
18h 11m
1 stop
CVG12:41 amCincinnati Cinci./N. Kentucky
$211

Delta flights from Kentucky to Caribbean Islands

Our best Delta deals on Kentucky to Caribbean Islands flight tickets
Delta
Apr 11
CVG1:59 pmCincinnati Cinci./N. Kentucky
9h 16m
1 stop
SJU11:15 pmSan Juan Luis Munoz Marin Intl
Apr 28
SJU2:34 pmSan Juan Luis Munoz Marin Intl
9h 37m
1 stop
CVG12:11 amCincinnati Cinci./N. Kentucky
$246
Delta
Feb 24
SDF3:33 pmLouisville Intl
7h 25m
1 stop
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Mar 4
SJU6:37 pmSan Juan Luis Munoz Marin Intl
6h 21m
1 stop
SDF11:58 pmLouisville Intl
$286
Delta
Feb 24
SDF5:33 amLouisville Intl
7h 59m
1 stop
SJU2:32 pmSan Juan Luis Munoz Marin Intl
Mar 4
SJU6:37 pmSan Juan Luis Munoz Marin Intl
6h 21m
1 stop
SDF11:58 pmLouisville Intl
$296

momondo Fare Finder

 
Customize your flight search to find flights from Kentucky to Caribbean Islands 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, momondo users made 832,500 searches. Data last updated February 12, 2026.
Use the filters below to find and compare flights from Kentucky to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Wed 3/4

3:20 pm-2:53 am

1 stop10h 33m

San Juan Luis Munoz Marin Intl

Tue 3/10

6:30 am-7:23 am

1 stop24h 53m

$199

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Thu 5/14

6:00 am-10:48 pm

1 stop16h 48m

San Juan Luis Munoz Marin Intl

Mon 5/18

6:00 am-9:54 pm

1 stop15h 54m

$202

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 2/23

1:07 pm-3:31 pm

2 stops25h 24m

San Juan Luis Munoz Marin Intl

Fri 2/27

11:52 am-7:45 pm

1 stop8h 53m

$208

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 2/23

1:07 pm-3:31 pm

2 stops25h 24m

San Juan Luis Munoz Marin Intl

Thu 2/26

6:00 am-4:37 pm

1 stop11h 37m

$209

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Tue 3/3

8:52 pm-3:31 pm

1 stop16h 39m

San Juan Luis Munoz Marin Intl

Tue 3/10

3:36 pm-7:25 am

1 stop16h 49m

$223

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Mon 2/23

8:52 pm-3:31 pm

1 stop16h 39m

San Juan Luis Munoz Marin Intl

Tue 3/3

6:27 pm-7:48 pm

2 stops27h 21m

$227

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 4/30

8:10 am-4:23 pm

1 stop8h 13m

San Juan Luis Munoz Marin Intl

Sun 5/3

7:30 am-5:40 pm

1 stop10h 10m

$246

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 4/28

6:01 am-12:29 pm

1 stop6h 28m

San Juan Luis Munoz Marin Intl

Tue 4/28

3:44 pm-11:59 pm

1 stop8h 15m

$251

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 4/21

7:37 am-6:10 pm

2 stops10h 33m

San Juan Luis Munoz Marin Intl

Tue 4/28

11:43 am-11:59 pm

1 stop12h 16m

$256

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 2/24

3:33 pm-11:58 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:37 pm-11:58 pm

1 stop6h 21m

$286

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Kentucky to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Kentucky, with most prices found around $310. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Kentucky averaging around $323.

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

You are more likely to see cheaper flights to Caribbean Islands from Kentucky when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $425 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Kentucky for as low as $344 on momondo.

Can stopping save me money on Kentucky to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Kentucky to Caribbean Islands.

Cheap Kentucky to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kentucky to Caribbean Islands

Fastest flight time

3h 35m

Direct flights

Mon and Sun

Airports in Caribbean Islands

99 airports
The fastest flight from Kentucky to Caribbean Islands takes 3h 35m
Direct flights go from Kentucky to Caribbean Islands on Monday and Sunday. There are no airlines offering direct flights.
There are 99 airports in Caribbean Islands. From Kentucky there are direct flights to Punta Cana (PUJ), San Juan Luis Munoz Marin Intl (SJU).
  • When did momondo last update prices for flights from Kentucky to Caribbean Islands?

    Prices for flights from Kentucky to Caribbean Islands are updated daily.

  • How many operators does momondo search for flights from Kentucky to Caribbean Islands?

  • How old do you have to be to fly from Kentucky to Caribbean Islands?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Kentucky to Caribbean Islands?

Best airlines flying from Kentucky to Caribbean Islands

Compare and see reviews for airlines that fly from Kentucky to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $152Free CancellationRating
6.3
8,444 reviews
Search Spirit Airlines flights
DeltaPriceFrom $163Free CancellationRating
7.9
8,180 reviews
Search Delta flights
SouthwestPriceFrom $225Free CancellationRating
8.0
4,280 reviews
Search Southwest flights
American AirlinesPriceFrom $240Free CancellationRating
7.2
11,271 reviews
Search American Airlines flights
United AirlinesPriceFrom $259Free CancellationRating
7.4
9,279 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Kentucky to Caribbean Islands?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Kentucky.

Can I find flights from Kentucky to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Kentucky to Caribbean Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Kentucky to Caribbean Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Kentucky.

I’m not ready to book a flight from Kentucky to Caribbean Islands right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Kentucky to Caribbean Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean Islands and let you know when they change.

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1 adult
Sat 3/14
Sat 3/21

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Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo