Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Kentucky to Caribbean Islands from $88

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 11/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Kentucky to Caribbean Islands

Cheap round-trip flights

Spirit Airlines Logo
8:17 am - 9:48 pmBNA-SJU
12h 31m1 stop
Spirit Airlines Logo
3:19 pm - 11:23 pmSJU-BNA
9h 04m1 stop
$181Spirit Airlines
Find Deal
Mon, Aug 18 - Wed, Sep 10
Spirit Airlines Logo
10:37 am - 12:44 amBNA-SJU
13h 07m1 stop
Spirit Airlines Logo
6:00 am - 5:04 pmSJU-BNA
13h 04m1 stop
$189Spirit Airlines
Find Deal
Thu, Oct 30 - Mon, Nov 10
Southwest Logo
6:55 am - 2:15 pmBNA-SJU
6h 20m1 stop
Southwest Logo
5:45 am - 10:25 amSJU-BNA
6h 40m1 stop
$195Southwest
Find Deal
Fri, Oct 31 - Wed, Nov 5
American Airlines Logo
3:35 pm - 11:59 pmSDF-SJU
8h 24m1 stop
American Airlines Logo
7:05 am - 5:54 pmSJU-SDF
10h 49m2 stops
$205American Airlines
Find Deal
Mon, Oct 13 - Tue, Oct 28
Delta Logo
5:15 am - 11:41 amBNA-SJU
5h 26m1 stop
Delta Logo
1:51 pm - 10:39 pmSJU-BNA
10h 48m1 stop
$205Delta
Find Deal
Sat, Nov 1 - Thu, Nov 6
Delta Logo
7:00 am - 4:17 pmCVG-SJU
9h 17m1 stop
Delta Logo
7:00 am - 4:45 pmSJU-CVG
9h 45m1 stop
$205Delta
Find Deal
Tue, Sep 16 - Tue, Sep 23
Frontier Logo
8:00 am - 3:54 pmCVG-SJU
7h 54m1 stop
Frontier Logo
9:30 pm - 10:47 amSJU-CVG
13h 17m1 stop
$233Frontier
Find Deal
Sat, Aug 16 - Sat, Aug 16
American Airlines Logo
10:00 am - 11:37 pmSDF-SJU
13h 37m2 stops
American Airlines Logo
3:50 pm - 11:59 pmSJU-SDF
8h 09m1 stop
$235American Airlines
Find Deal
Sun, Sep 7 - Thu, Sep 11
Frontier Logo
9:30 am - 6:02 pmCVG-SJU
8h 32m1 stop
Frontier Logo
9:30 pm - 10:47 amSJU-CVG
13h 17m1 stop
$238Frontier
Find Deal
Tue, Aug 12 - Sat, Aug 16
Southwest Logo
3:35 pm - 11:00 pmCVG-SJU
6h 25m1 stop
Southwest Logo
6:15 am - 12:20 pmSJU-CVG
7h 05m1 stop
$242Southwest
Find Deal
Sat, Nov 8 - Sat, Nov 15

American Airlines flights from Kentucky to Caribbean Islands

Our best American Airlines deals on Kentucky to Caribbean Islands flight tickets
American Airlines
Oct 13
SDF3:35 pmLouisville Intl
8h 24m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
Oct 28
SJU7:05 amSan Juan Luis Munoz Marin Intl
10h 49m
2 stops
SDF5:54 pmLouisville Intl
$205
Find similar
American Airlines
Oct 10
CVG1:05 pmCincinnati Cinci./N. Kentucky
10h 54m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
Oct 18
SJU5:30 amSan Juan Luis Munoz Marin Intl
7h 05m
1 stop
CVG12:35 pmCincinnati Cinci./N. Kentucky
$235
Find similar
American Airlines
Oct 10
CVG11:00 amCincinnati Cinci./N. Kentucky
12h 59m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
Oct 18
SJU5:30 amSan Juan Luis Munoz Marin Intl
10h 00m
1 stop
CVG3:30 pmCincinnati Cinci./N. Kentucky
$240
Find similar

Spirit Airlines flights from Kentucky to Caribbean Islands

Our best Spirit Airlines deals on Kentucky to Caribbean Islands flight tickets
Spirit Airlines
Aug 18
BNA8:17 amNashville Intl
12h 31m
1 stop
SJU9:48 pmSan Juan Luis Munoz Marin Intl
Sep 10
SJU3:19 pmSan Juan Luis Munoz Marin Intl
9h 04m
1 stop
BNA11:23 pmNashville Intl
$181
Find similar
Spirit Airlines
Oct 30
BNA10:37 amNashville Intl
13h 07m
1 stop
SJU12:44 amSan Juan Luis Munoz Marin Intl
Nov 10
SJU6:00 amSan Juan Luis Munoz Marin Intl
13h 04m
1 stop
BNA5:04 pmNashville Intl
$189
Find similar
Spirit Airlines
Nov 1
BNA8:03 pmNashville Intl
16h 53m
1 stop
STT1:56 pmSaint Thomas Island Cyril E King
Nov 11
STT4:06 pmSaint Thomas Island Cyril E King
7h 06m
1 stop
BNA9:12 pmNashville Intl
$190
Find similar

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 July 31, 2025.
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

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Mon 8/18

8:17 am-9:48 pm

1 stop12h 31m

San Juan Luis Munoz Marin Intl

Wed 9/10

3:19 pm-11:23 pm

1 stop9h 04m

$181

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Thu 10/30

10:37 am-12:44 am

1 stop13h 07m

San Juan Luis Munoz Marin Intl

Mon 11/10

6:00 am-5:04 pm

1 stop13h 04m

$189

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Fri 10/31

6:55 am-2:15 pm

1 stop6h 20m

San Juan Luis Munoz Marin Intl

Wed 11/5

5:45 am-10:25 am

1 stop6h 40m

$195

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 10/13

3:35 pm-11:59 pm

1 stop8h 24m

San Juan Luis Munoz Marin Intl

Tue 10/28

7:05 am-5:54 pm

2 stops10h 49m

$205

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Sat 11/1

5:15 am-11:41 am

1 stop5h 26m

San Juan Luis Munoz Marin Intl

Thu 11/6

1:51 pm-10:39 pm

1 stop10h 48m

$205

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 9/16

7:00 am-4:17 pm

1 stop9h 17m

San Juan Luis Munoz Marin Intl

Tue 9/23

7:00 am-4:45 pm

1 stop9h 45m

$205

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 8/16

8:00 am-3:54 pm

1 stop7h 54m

San Juan Luis Munoz Marin Intl

Sat 8/16

9:30 pm-10:47 am

1 stop13h 17m

$233

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 9/7

10:00 am-11:37 pm

2 stops13h 37m

San Juan Luis Munoz Marin Intl

Thu 9/11

3:50 pm-11:59 pm

1 stop8h 09m

$235

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 8/12

9:30 am-6:02 pm

1 stop8h 32m

San Juan Luis Munoz Marin Intl

Sat 8/16

9:30 pm-10:47 am

1 stop13h 17m

$238

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 11/8

3:35 pm-11:00 pm

1 stop6h 25m

San Juan Luis Munoz Marin Intl

Sat 11/15

6:15 am-12:20 pm

1 stop7h 05m

$242

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $371. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Kentucky averaging around $374.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Kentucky to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $372. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $459. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Kentucky to Caribbean Islands in the evening for as low as $339. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $441. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 $442 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 $379 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

Best Price Found

$88

Fastest flight time

3h 55m

Direct flights

Sun

Airports in Caribbean Islands

6 airports
The best one-way flight to Caribbean Islands from Kentucky in the past 72 hours is $88. The best round-trip flight deal from Kentucky to Caribbean Islands found on momondo in the last 72 hours is $181.
The fastest flight from Kentucky to Caribbean Islands takes 3h 55m
Direct flights go from Kentucky to Caribbean Islands on Sunday. Airlines offering direct flights are: Southwest and Frontier.
There are 6 airports near Caribbean Islands: Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ), Providenciales (PLS), San Juan Luis Munoz Marin Intl (SJU)
Search flight deals

  • 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
8,048 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $225Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
DeltaPriceFrom $225Free CancellationRating
8.0
7,981 reviews
Search Delta flights
United AirlinesPriceFrom $275Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
American AirlinesPriceFrom $276Free CancellationRating
7.2
10,000 reviews
Search American 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.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 8/5
Tue 8/12
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $39
Flights to Londonfrom $283
Flights to Bangkokfrom $515
Flights to Tokyofrom $493
Flights to Los Angelesfrom $37
Flights to Parisfrom $255
Flights to Copenhagenfrom $268
Flights to Istanbulfrom $435
Flights to Manilafrom $523
Flights to Miamifrom $58
Flights to Romefrom $178
Flights to Chicagofrom $59