What airlines fly to Caribbean Islands?

American Airlines, Delta and Frontier are the top three most popular airlines that fly to Caribbean Islands from Louisville according to our data. American Airlines is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 6 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Louisville Intl to Caribbean Islands?

United Airlines, Breeze Airways, and Delta are the most popular carriers operating from Louisville Intl to Caribbean Islands

When did momondo last update prices for flights from Louisville Intl Airport to Caribbean Islands?

Prices for flights from Louisville Intl Airport to Caribbean Islands were last updated today.

How many operators does momondo search for flights from Louisville Intl Airport to Caribbean Islands?

As of June 2026, there are 4 operators available to choose from for flights from Louisville Intl Airport to Caribbean Islands.

How old do you have to be to fly from Louisville Intl Airport to Caribbean Islands?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Louisville Intl Airport to Caribbean Islands.

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

The necessary travel and health documents for your Caribbean Islands 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 Louisville to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Louisville to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:25 am - 3:42 pm

SDF

SJU

8h 17m

1 stop

3:56 pm - 11:59 pm

SJU

SDF

8h 03m

1 stop

$220United Airlines

Sun, Aug 30 - Wed, Sep 2

7:25 am - 3:42 pm

SDF

SJU

8h 17m

1 stop

2:20 pm - 10:15 pm

SJU

SDF

7h 55m

1 stop

$223United Airlines

Sat, Aug 29 - Mon, Aug 31

6:13 pm - 2:35 pm

SDF

STT

20h 22m

2 stops

5:40 pm - 12:45 pm

STT

SDF

19h 05m

2 stops

$224American Airlines

Mon, Oct 19 - Mon, Oct 26

1:17 pm - 10:29 pm

SDF

SJU

9h 12m

1 stop

12:56 pm - 9:33 pm

SJU

SDF

8h 37m

1 stop

$226Delta

Wed, Aug 12 - Wed, Aug 19

3:35 pm - 10:45 pm

SDF

SJU

7h 10m

1 stop

6:00 am - 1:35 pm

SJU

SDF

7h 35m

1 stop

$258Southwest

Sun, Aug 9 - Fri, Aug 14

11:12 am - 12:34 am

SDF

SJU

13h 22m

1 stop

5:37 pm - 10:32 am

SJU

SDF

16h 55m

1 stop

$264Multiple Airlines

Sun, Aug 30 - Wed, Sep 2

7:27 pm - 11:00 am

SDF

SJU

15h 33m

2 stops

2:58 pm - 11:22 pm

SJU

SDF

8h 24m

2 stops

$268American Airlines

Fri, Sep 25 - Wed, Sep 30

4:10 pm - 11:05 pm

SDF

SJU

6h 55m

1 stop

5:00 am - 3:30 pm

SJU

SDF

10h 30m

2 stops

$273Southwest

Fri, Sep 25 - Mon, Sep 28

6:00 am - 11:46 am

SDF

SJU

5h 46m

1 stop

7:00 am - 2:18 pm

SJU

SDF

7h 18m

1 stop

$283Delta

Tue, Aug 18 - Mon, Aug 31

9:24 pm - 8:25 pm

SDF

PUJ

23h 01m

1 stop

11:52 am - 10:32 am

PUJ

SDF

22h 40m

2 stops

$477Multiple Airlines

Thu, Aug 6 - Wed, Aug 12

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Delta flights from Louisville to Caribbean Islands

Our best Delta deals on Louisville to Caribbean Islands flight tickets

Delta

Aug 12

SDF1:17 pmLouisville Intl

9h 12m

1 stop

SJU10:29 pmSan Juan Luis Munoz Marin Intl

Aug 19

SJU12:56 pmSan Juan Luis Munoz Marin Intl

8h 37m

1 stop

SDF9:33 pmLouisville Intl

$226

Delta

Aug 18

SDF6:00 amLouisville Intl

5h 46m

1 stop

SJU11:46 amSan Juan Luis Munoz Marin Intl

Aug 31

SJU7:00 amSan Juan Luis Munoz Marin Intl

7h 18m

1 stop

SDF2:18 pmLouisville Intl

$283

Delta

Sep 25

SDF6:00 amLouisville Intl

5h 45m

1 stop

SJU11:45 amSan Juan Luis Munoz Marin Intl

Sep 30

SJU5:59 pmSan Juan Luis Munoz Marin Intl

6h 00m

1 stop

SDF11:59 pmLouisville Intl

$316

United Airlines flights from Louisville to Caribbean Islands

Our best United Airlines deals on Louisville to Caribbean Islands flight tickets

United Airlines

Aug 30

SDF7:25 amLouisville Intl

8h 17m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Sep 2

SJU3:56 pmSan Juan Luis Munoz Marin Intl

8h 03m

1 stop

SDF11:59 pmLouisville Intl

$220

United Airlines

Aug 29

SDF7:10 amLouisville Intl

13h 28m

2 stops

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Aug 31

SJU2:20 pmSan Juan Luis Munoz Marin Intl

7h 55m

1 stop

SDF10:15 pmLouisville Intl

$223

United Airlines

Oct 3

SDF7:00 amLouisville Intl

7h 44m

1 stop

SJU2:44 pmSan Juan Luis Munoz Marin Intl

Oct 9

SJU3:56 pmSan Juan Luis Munoz Marin Intl

8h 03m

1 stop

SDF11:59 pmLouisville Intl

$248

momondo Fare Finder

Use the filters below to find and compare flights from Louisville to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 8/30

7:25 am-3:42 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Wed 9/2

3:56 pm-11:59 pm

1 stop8h 03m

$220

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 8/29

7:25 am-3:42 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Mon 8/31

2:20 pm-10:15 pm

1 stop7h 55m

$223

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Mon 10/19

6:13 pm-2:35 pm

2 stops20h 22m

Saint Thomas Island Cyril E King

Mon 10/26

5:40 pm-12:45 pm

2 stops19h 05m

$224

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 8/12

1:17 pm-10:29 pm

1 stop9h 12m

San Juan Luis Munoz Marin Intl

Wed 8/19

12:56 pm-9:33 pm

1 stop8h 37m

$226

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 8/9

3:35 pm-10:45 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Fri 8/14

6:00 am-1:35 pm

1 stop7h 35m

$258

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 8/30

11:12 am-12:34 am

1 stop13h 22m

San Juan Luis Munoz Marin Intl

Wed 9/2

5:37 pm-10:32 am

1 stop16h 55m

$264

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 9/25

7:27 pm-11:00 am

2 stops15h 33m

San Juan Luis Munoz Marin Intl

Wed 9/30

2:58 pm-11:22 pm

2 stops8h 24m

$268

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 9/25

4:10 pm-11:05 pm

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Mon 9/28

5:00 am-3:30 pm

2 stops10h 30m

$273

Quickest round-trip

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 8/18

6:00 am-11:46 am

1 stop5h 46m

San Juan Luis Munoz Marin Intl

Mon 8/31

7:00 am-2:18 pm

1 stop7h 18m

$283

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Thu 8/6

9:24 pm-8:25 pm

1 stop23h 01m

Punta Cana

Wed 8/12

11:52 am-10:32 am

2 stops22h 40m

$477

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 Louisville 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

Prices

Airlines

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 Louisville, with most prices found around $160. The month of December is another great option to travel to Caribbean Islands, with average flight prices from Louisville averaging around $181.

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

You are more likely to see cheaper flights to Caribbean Islands from Louisville when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $431 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Louisville for as low as $387 on momondo.

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

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

Cheap Louisville to Caribbean Islands flight deals and tips

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

Fastest flight time	4h 25m
Direct flights	None

The fastest flight from Louisville to Caribbean Islands takes 4h 25m

There are no direct flights from Louisville to Caribbean Islands. There are no popular flight routes from Louisville to Caribbean Islands.

Search flight deals

Frequently asked questions about flying from Louisville to Caribbean Islands

When did momondo last update prices for flights from Louisville Intl Airport to Caribbean Islands?
Prices for flights from Louisville Intl Airport to Caribbean Islands were last updated today.
How many operators does momondo search for flights from Louisville Intl Airport to Caribbean Islands?
As of June 2026, there are 4 operators available to choose from for flights from Louisville Intl Airport to Caribbean Islands.
How old do you have to be to fly from Louisville Intl Airport to Caribbean Islands?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Louisville Intl Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands 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.
What is the most popular plane model from Louisville to Caribbean Islands?
Based on momondo bookings for flights between Louisville and Caribbean Islands, the leading plane model is Boeing 737 MAX 8, making up 16.30% of the total bookings. Other popular models include Embraer 175 with 16.07%, Airbus A319 with 10.71%, and Airbus A320-100/200 with 10.39%.

Best airlines flying from Louisville to Caribbean Islands

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $160	Free Cancellation	Rating 7.8 8,451 reviews	Search Delta flights
Southwest	PriceFrom $225	Free Cancellation	Rating 7.9 4,246 reviews	Search Southwest flights
American Airlines	PriceFrom $238	Free Cancellation	Rating 7.1 11,779 reviews	Search American Airlines flights
United Airlines	PriceFrom $259	Free Cancellation	Rating 7.4 9,896 reviews	Search United Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Louisville to Caribbean Islands. momondo saves you time and could save you money on your trip.

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

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

How can momondo help me find flights from Louisville 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 Louisville.

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

If you are simply researching potential flights to Caribbean Islands, momondo offers a useful price alert feature which will track prices for flights to Caribbean Islands from Louisville and alert you when they change.