Cheap flights from Kentucky to Caribbean Islands from $117

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 7/8. 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

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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
11:02 am - 12:41 am
CVG
-
SJU
13h 39m
1 stop
Frontier Logo
4:05 pm - 11:41 pm
SJU
-
CVG
7h 36m
1 stop
$235Frontier
Tue, Jul 28 - Mon, Aug 17
Frontier Logo
5:09 pm - 7:57 am
BNA
-
SJU
13h 48m
1 stop
Frontier Logo
6:00 am - 4:20 pm
SJU
-
BNA
11h 20m
1 stop
$236Frontier
Wed, Aug 12 - Wed, Aug 19
Multiple Airlines Logo
8:27 pm - 4:05 pm
BNA
-
SJU
18h 38m
1 stop
Multiple Airlines Logo
6:00 am - 7:37 pm
SJU
-
BNA
14h 37m
1 stop
$264Multiple Airlines
Thu, Aug 6 - Thu, Aug 13
JetBlue Logo
5:45 am - 11:15 am
BNA
-
NAS
4h 30m
1 stop
JetBlue Logo
6:24 pm - 10:22 pm
NAS
-
BNA
4h 58m
1 stop
$284JetBlue
Sat, Jul 18 - Sat, Jul 25
Multiple Airlines Logo
6:00 am - 2:34 pm
BNA
-
SJU
7h 34m
1 stop
Multiple Airlines Logo
6:00 am - 7:37 pm
SJU
-
BNA
14h 37m
1 stop
$294Multiple Airlines
Sun, Aug 9 - Thu, Aug 13
Delta Logo
10:00 am - 8:45 pm
SDF
-
SJU
10h 45m
1 stop
Delta Logo
2:59 pm - 9:29 pm
SJU
-
SDF
6h 30m
1 stop
$316Delta
Thu, Jul 30 - Tue, Aug 4
American Airlines Logo
6:08 pm - 11:10 am
SDF
-
SJU
17h 02m
1 stop
American Airlines Logo
2:05 pm - 11:58 pm
SJU
-
SDF
9h 53m
1 stop
$325American Airlines
Mon, Sep 14 - Thu, Sep 17
American Airlines Logo
7:38 am - 11:01 pm
SDF
-
SJU
15h 23m
1 stop
American Airlines Logo
6:21 am - 11:08 pm
SJU
-
SDF
16h 47m
1 stop
$326American Airlines
Mon, Jun 1 - Thu, Jun 4
JetBlue Logo
5:45 am - 5:14 pm
BNA
-
NAS
10h 29m
1 stop
JetBlue Logo
6:24 pm - 10:22 pm
NAS
-
BNA
4h 58m
1 stop
$355JetBlue
Fri, Jul 10 - Tue, Jul 14
Delta Logo
7:05 am - 1:32 pm
SDF
-
SJU
6h 27m
1 stop
Delta Logo
5:49 pm - 12:34 am
SJU
-
SDF
6h 45m
1 stop
$355Delta
Thu, Jul 30 - Tue, Aug 4

Frontier flights from Kentucky to Caribbean Islands

Our best Frontier deals on Kentucky to Caribbean Islands flight tickets
Frontier
Jul 28
CVG11:02 amCincinnati Cinci./N. Kentucky
13h 39m
1 stop
SJU12:41 amSan Juan Luis Munoz Marin Intl
Aug 17
SJU4:05 pmSan Juan Luis Munoz Marin Intl
7h 36m
1 stop
CVG11:41 pmCincinnati Cinci./N. Kentucky
$235
Frontier
Aug 12
BNA5:09 pmNashville Intl
13h 48m
1 stop
SJU7:57 amSan Juan Luis Munoz Marin Intl
Aug 19
SJU6:00 amSan Juan Luis Munoz Marin Intl
11h 20m
1 stop
BNA4:20 pmNashville Intl
$236
Frontier
Aug 13
BNA5:09 pmNashville Intl
13h 48m
1 stop
SJU7:57 amSan Juan Luis Munoz Marin Intl
Aug 19
SJU6:00 amSan Juan Luis Munoz Marin Intl
11h 20m
1 stop
BNA4:20 pmNashville Intl
$238

JetBlue flights from Kentucky to Caribbean Islands

Our best JetBlue deals on Kentucky to Caribbean Islands flight tickets
JetBlue
Jul 18
BNA5:45 amNashville Intl
4h 30m
1 stop
NAS11:15 amNassau Intl
Jul 25
NAS6:24 pmNassau Intl
4h 58m
1 stop
BNA10:22 pmNashville Intl
$284
JetBlue
Jul 10
BNA5:45 amNashville Intl
10h 29m
1 stop
NAS5:14 pmNassau Intl
Jul 14
NAS6:24 pmNassau Intl
4h 58m
1 stop
BNA10:22 pmNashville Intl
$355
JetBlue
May 30
BNA6:05 amNashville Intl
9h 15m
1 stop
SJU4:20 pmSan Juan Luis Munoz Marin Intl
Jun 9
SJU3:30 amSan Juan Luis Munoz Marin Intl
7h 50m
1 stop
BNA10:20 amNashville Intl
$375

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 May 10, 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

Cheapest round-trip

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 7/28

11:02 am-12:41 am

1 stop13h 39m

San Juan Luis Munoz Marin Intl

Mon 8/17

4:05 pm-11:41 pm

1 stop7h 36m

$235

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Wed 8/12

5:09 pm-7:57 am

1 stop13h 48m

San Juan Luis Munoz Marin Intl

Wed 8/19

6:00 am-4:20 pm

1 stop11h 20m

$236

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Thu 8/6

8:27 pm-4:05 pm

1 stop18h 38m

San Juan Luis Munoz Marin Intl

Thu 8/13

6:00 am-7:37 pm

1 stop14h 37m

$264
Quickest round-trip

NashvilleNassau

BNA - NAS

BNANAS

Nashville Intl

Sat 7/18

5:45 am-11:15 am

1 stop4h 30m

Nassau Intl

Sat 7/25

6:24 pm-10:22 pm

1 stop4h 58m

$284

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Sun 8/9

6:00 am-2:34 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Thu 8/13

6:00 am-7:37 pm

1 stop14h 37m

$294

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 7/30

10:00 am-8:45 pm

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Tue 8/4

2:59 pm-9:29 pm

1 stop6h 30m

$316

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 9/14

6:08 pm-11:10 am

1 stop17h 02m

San Juan Luis Munoz Marin Intl

Thu 9/17

2:05 pm-11:58 pm

1 stop9h 53m

$325

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 6/1

7:38 am-11:01 pm

1 stop15h 23m

San Juan Luis Munoz Marin Intl

Thu 6/4

6:21 am-11:08 pm

1 stop16h 47m

$326

NashvilleNassau

BNA - NAS

BNANAS

Nashville Intl

Fri 7/10

5:45 am-5:14 pm

1 stop10h 29m

Nassau Intl

Tue 7/14

6:24 pm-10:22 pm

1 stop4h 58m

$355

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 7/30

7:05 am-1:32 pm

1 stop6h 27m

San Juan Luis Munoz Marin Intl

Tue 8/4

5:49 pm-12:34 am

1 stop6h 45m

$355

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 January is, on average, the cheapest month to fly to Caribbean Islands from Kentucky, with most prices found around $160. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Kentucky averaging around $163.

How far in advance should I book a flight from Kentucky 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 $380 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 45m

Direct flights

Every day

Airports in Caribbean Islands

99 airports
The fastest flight from Kentucky to Caribbean Islands takes 3h 45m
Direct flights go from Kentucky to Caribbean Islands every day.
There are 99 airports in Caribbean Islands. From Kentucky there are direct flights to Punta Cana (PUJ), San Juan Luis Munoz Marin Intl (SJU).

Frequently asked questions about flying from Kentucky to Caribbean Islands

  • 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
DeltaPriceFrom $160Free CancellationRating
7.9
8,454 reviews
Search Delta flights
Spirit AirlinesPriceFrom $176Free CancellationRating
6.3
8,636 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $225Free CancellationRating
8.0
4,304 reviews
Search Southwest flights
American AirlinesPriceFrom $238Free CancellationRating
7.1
11,667 reviews
Search American Airlines flights
United AirlinesPriceFrom $259Free CancellationRating
7.4
9,694 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
Tue 6/9
Tue 6/16

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Popular cities in Caribbean Islands

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