What is the cheapest airline that flies from Caribbean to Kentucky?

Southwest, American Airlines, and Delta are the most popular carriers operating from Caribbean to Kentucky

What airlines fly to Kentucky?

American Airlines, Southwest and Delta are the top three most popular airlines that fly to Kentucky from Caribbean according to our data. American Airlines is the first choice among our users, with 58% of people opting to fly with this airline when traveling to Kentucky. Keep in mind that there are 3 different airlines that fly to Kentucky on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Caribbean to Kentucky?

Prices for flights from Caribbean to Kentucky are refreshed on a daily basis.

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

The number of operators available for flights from Caribbean to Kentucky is 6 as of June 2026.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Caribbean to Kentucky.

What documentation or ID do you need to fly to Kentucky?

The necessary travel and health documents for your Kentucky trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$110 Cheap Flights from Caribbean to Kentucky in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Caribbean to Kentucky

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:25 pm - 11:47 pm

SJU

CVG

10h 22m

1 stop

6:00 am - 1:45 pm

CVG

SJU

7h 45m

1 stop

$220United Airlines

Fri, Sep 11 - Mon, Sep 14

1:00 am - 11:06 am

SJU

CVG

10h 06m

2 stops

6:00 am - 1:45 pm

CVG

SJU

7h 45m

1 stop

$223United Airlines

Thu, Sep 10 - Mon, Sep 14

6:00 am - 8:20 pm

SJU

SDF

14h 20m

1 stop

9:10 pm - 4:11 pm

SDF

SJU

19h 01m

1 stop

$255Multiple Airlines

Fri, Aug 14 - Mon, Aug 17

2:22 pm - 9:56 pm

SJU

CVG

7h 34m

1 stop

5:00 am - 3:07 pm

CVG

SJU

10h 07m

1 stop

$268American Airlines

Fri, Sep 11 - Sun, Sep 13

5:30 am - 12:35 pm

SJU

SDF

7h 05m

1 stop

2:20 pm - 11:45 pm

SDF

SJU

9h 25m

2 stops

$268Southwest

Fri, Oct 2 - Tue, Oct 13

2:59 pm - 10:08 pm

SJU

SDF

7h 09m

1 stop

3:25 pm - 10:29 pm

SDF

SJU

7h 04m

1 stop

$271Delta

Thu, Aug 27 - Fri, Sep 4

6:00 am - 10:32 am

SJU

SDF

28h 32m

2 stops

9:10 pm - 4:11 pm

SDF

SJU

19h 01m

1 stop

$272Multiple Airlines

Wed, Aug 12 - Mon, Aug 17

6:00 am - 11:11 pm

SJU

SDF

17h 11m

2 stops

7:31 am - 10:24 pm

SDF

SJU

14h 53m

1 stop

$290American Airlines

Wed, Aug 12 - Thu, Aug 13

3:22 pm - 11:03 pm

NAS

BNA

8h 41m

1 stop

5:14 am - 11:51 am

BNA

NAS

5h 37m

1 stop

$295Delta

Thu, Aug 13 - Mon, Aug 17

5:30 am - 3:05 pm

SJU

BNA

10h 35m

2 stops

5:40 am - 12:20 pm

BNA

SJU

5h 40m

1 stop

$316Southwest

Thu, Sep 24 - Tue, Sep 29

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Delta flights from Caribbean to Kentucky

Our best Delta deals on Caribbean to Kentucky flight tickets

Delta

Aug 27

SJU2:59 pmSan Juan Luis Munoz Marin Intl

7h 09m

1 stop

SDF10:08 pmLouisville Intl

Sep 4

SDF3:25 pmLouisville Intl

7h 04m

1 stop

SJU10:29 pmSan Juan Luis Munoz Marin Intl

$271

Delta

Aug 13

NAS3:22 pmNassau Intl

8h 41m

1 stop

BNA11:03 pmNashville Intl

Aug 17

BNA5:14 amNashville Intl

5h 37m

1 stop

NAS11:51 amNassau Intl

$295

Delta

Aug 13

NAS1:16 pmNassau Intl

5h 58m

1 stop

BNA6:14 pmNashville Intl

Aug 17

BNA5:14 amNashville Intl

7h 43m

1 stop

NAS1:57 pmNassau Intl

$305

JetBlue flights from Caribbean to Kentucky

Our best JetBlue deals on Caribbean to Kentucky flight tickets

JetBlue

Aug 20

NAS3:02 pmNassau Intl

8h 35m

1 stop

BNA10:37 pmNashville Intl

Aug 25

BNA5:45 amNashville Intl

4h 35m

1 stop

NAS11:20 amNassau Intl

$313

JetBlue

Jul 10

SDQ5:01 amSanto Domingo Las Americas

9h 31m

1 stop

BNA1:32 pmNashville Intl

Aug 1

BNA2:27 pmNashville Intl

8h 32m

1 stop

SDQ11:59 pmSanto Domingo Las Americas

$398

JetBlue

Aug 27

SDQ4:44 pmSanto Domingo Las Americas

6h 53m

1 stop

BNA10:37 pmNashville Intl

Aug 31

BNA5:45 amNashville Intl

8h 38m

1 stop

SDQ3:23 pmSanto Domingo Las Americas

$422

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Fri 9/11

1:25 pm-11:47 pm

1 stop10h 22m

Cincinnati Cinci./N. Kentucky

Mon 9/14

6:00 am-1:45 pm

1 stop7h 45m

$220

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 9/10

1:00 am-11:06 am

2 stops10h 06m

Cincinnati Cinci./N. Kentucky

Mon 9/14

6:00 am-1:45 pm

1 stop7h 45m

$223

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Fri 8/14

6:00 am-8:20 pm

1 stop14h 20m

Louisville Intl

Mon 8/17

9:10 pm-4:11 pm

1 stop19h 01m

$255

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Fri 9/11

2:22 pm-9:56 pm

1 stop7h 34m

Cincinnati Cinci./N. Kentucky

Sun 9/13

5:00 am-3:07 pm

1 stop10h 07m

$268

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Fri 10/2

5:30 am-12:35 pm

1 stop7h 05m

Louisville Intl

Tue 10/13

2:20 pm-11:45 pm

2 stops9h 25m

$268

Quickest round-trip

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 8/27

2:59 pm-10:08 pm

1 stop7h 09m

Louisville Intl

Fri 9/4

3:25 pm-10:29 pm

1 stop7h 04m

$271

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Wed 8/12

6:00 am-10:32 am

2 stops28h 32m

Louisville Intl

Mon 8/17

9:10 pm-4:11 pm

1 stop19h 01m

$272

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Wed 8/12

6:00 am-11:11 pm

2 stops17h 11m

Louisville Intl

Thu 8/13

7:31 am-10:24 pm

1 stop14h 53m

$290

NassauNashville

NAS - BNA

NASBNA

Nassau Intl

Thu 8/13

3:22 pm-11:03 pm

1 stop8h 41m

Nashville Intl

Mon 8/17

5:14 am-11:51 am

1 stop5h 37m

$295

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Thu 9/24

5:30 am-3:05 pm

2 stops10h 35m

Nashville Intl

Tue 9/29

5:40 am-12:20 pm

1 stop5h 40m

$316

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Caribbean to Kentucky

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

Prices

Airlines

What is the cheapest month to fly to Kentucky?

If you’re not able to fly to Kentucky in March, then December is your next best option. Flight prices from Caribbean to Kentucky during December average around $113.

Can stopping save me money on Caribbean to Kentucky flights?

You could potentially save up to 21% on your flight if you consider stops on a Caribbean to Kentucky flight.

Cheap Caribbean to Kentucky flight deals and tips

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

Fastest flight time	5h 30m
Direct flights	Mon and Sun
Airports in Kentucky	43 airports

The fastest flight from Caribbean to Kentucky takes 5h 30m

Direct flights go from Caribbean to Kentucky on Monday and Sunday. There are no airlines offering direct flights.

There are 43 airports in Kentucky. From Caribbean there are direct flights to Nashville Intl (BNA).

Search flight deals

Frequently asked questions about flying from Caribbean to Kentucky

When did momondo last update prices for flights from Caribbean to Kentucky?
Prices for flights from Caribbean to Kentucky are refreshed on a daily basis.
How many operators does momondo search for flights from Caribbean to Kentucky?
The number of operators available for flights from Caribbean to Kentucky is 6 as of June 2026.
How old do you have to be to fly from Caribbean to Kentucky?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Caribbean to Kentucky.
What documentation or ID do you need to fly to Kentucky?
The necessary travel and health documents for your Kentucky trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Caribbean to Kentucky

Compare and see reviews for airlines that fly from Caribbean to Kentucky with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $199	Free Cancellation	Rating 7.8 8,432 reviews	Search Delta flights
Southwest	PriceFrom $205	Free Cancellation	Rating 7.9 4,242 reviews	Search Southwest flights
American Airlines	PriceFrom $226	Free Cancellation	Rating 7.1 11,751 reviews	Search American Airlines flights

Why use momondo?

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

Finding the right flight to Kentucky from Caribbean is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Kentucky quick and easy, saving you time and money.

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

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

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

momondo helps you find the best flight between Caribbean and Kentucky by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Caribbean to Kentucky flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.