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

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

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.

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 August 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.

$116 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.

7:15 am - 10:57 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

15h 42m1 stop Philadelphia

6:00 am - 8:28 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

14h 28m1 stop Dallas/Fort Worth

$232American Airlines

Mon, Oct 19 - Tue, Oct 27

7:27 pm - 11:00 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

15h 33m2 stops Charlotte Douglas Miami

10:16 am - 12:04 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

13h 48m2 stops Miami Charlotte Douglas

$232American Airlines

Thu, Sep 17 - Sun, Sep 20

5:10 pm - 12:05 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

6h 55m1 stop Baltimore/Washington

5:40 am - 12:20 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

6h 40m1 stop Baltimore/Washington

$232Southwest

Thu, Oct 1 - Sat, Oct 3

9:09 pm - 11:58 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

26h 49m1 stop Tampa

7:00 am - 10:35 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

27h 35m1 stop Fort Lauderdale

$283Multiple Airlines

Thu, Sep 17 - Thu, Sep 24

5:10 pm - 12:05 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

6h 55m1 stop Baltimore/Washington

5:40 am - 2:55 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

9h 15m2 stops Baltimore/Washington Nashville Intl

$284Southwest

Thu, Oct 1 - Sat, Oct 3

9:09 pm - 11:58 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

26h 49m1 stop Tampa

4:39 pm - 8:29 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

27h 50m1 stop Tampa

$303Multiple Airlines

Thu, Sep 10 - Wed, Sep 16

6:00 am - 11:46 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

5h 46m1 stop Atlanta Hartsfield-Jackson

5:59 pm - 11:59 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

6h 00m1 stop Atlanta Hartsfield-Jackson

$336Delta

Tue, Sep 1 - Thu, Sep 10

7:05 am - 1:45 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

6h 40m1 stop Atlanta Hartsfield-Jackson

2:00 pm - 9:13 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

7h 13m1 stop Detroit Metropolitan Wayne County

$356Delta

Sun, Oct 4 - Sat, Oct 10

9:45 am - 8:38 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

10h 53m1 stop Houston George Bush Intcntl

1:00 am - 1:11 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

12h 11m2 stops Newark Chicago O'Hare Intl

$356United Airlines

Sat, Sep 5 - Fri, Sep 11

10:37 am - 9:00 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

9h 23m1 stop Chicago O'Hare Intl

7:40 am - 6:32 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

11h 52m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$356United Airlines

Fri, Nov 6 - Sat, Nov 14

Cheap last minute flights

Enter your travel dates to find the best prices.

9:10 pm - 4:11 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

19h 01m1 stop Fort Lauderdale

6:35 am - 9:49 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

27h 14m1 stop Fort Lauderdale

$363Multiple Airlines

Mon, Aug 17 - Sun, Aug 23

9:10 pm - 4:11 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

19h 01m1 stop Fort Lauderdale

6:35 am - 9:49 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

27h 14m1 stop Fort Lauderdale

$373Multiple Airlines

Mon, Aug 17 - Sun, Aug 23

9:10 pm - 4:11 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

19h 01m1 stop Fort Lauderdale

7:00 am - 9:49 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

26h 49m2 stops Jacksonville Fort Lauderdale

$516Multiple Airlines

Mon, Aug 17 - Sun, Aug 23

2:15 pm - 11:05 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

8h 50m2 stops Chicago Midway Tampa

6:35 am - 2:10 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

7h 35m2 stops Orlando Nashville Intl

$589Southwest

Mon, Aug 17 - Sun, Aug 23

6:45 am - 4:55 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

10h 10m2 stops Nashville Intl Orlando

6:35 am - 2:10 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

7h 35m2 stops Orlando Nashville Intl

$589Southwest

Mon, Aug 17 - Sun, Aug 23

4:10 pm - 11:05 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

6h 55m1 stop Tampa

6:35 am - 2:10 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

7h 35m2 stops Orlando Nashville Intl

$589Southwest

Mon, Aug 17 - Sun, Aug 23

9:00 am - 8:38 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

11h 38m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

2:20 pm - 10:15 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

7h 55m1 stop Houston George Bush Intcntl

$651United Airlines

Tue, Aug 18 - Fri, Aug 21

7:10 am - 2:44 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

7h 34m1 stop Chicago O'Hare Intl

2:20 pm - 10:15 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

7h 55m1 stop Houston George Bush Intcntl

$651United Airlines

Tue, Aug 18 - Fri, Aug 21

8:16 am - 2:06 pmSDF Louisville Intl-PUJ Punta Cana

5h 50m1 stop Charlotte Douglas

1:03 pm - 11:11 pmPUJ Punta Cana-SDF Louisville Intl

10h 08m1 stop Charlotte Douglas

$810American Airlines

Mon, Aug 17 - Thu, Aug 20

7:12 pm - 12:47 pmSDF Louisville Intl-PUJ Punta Cana

17h 35m2 stops Charlotte Douglas Miami

1:03 pm - 11:11 pmPUJ Punta Cana-SDF Louisville Intl

10h 08m1 stop Charlotte Douglas

$815American Airlines

Mon, Aug 17 - Thu, Aug 20

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American Airlines flights from Louisville to Caribbean Islands

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

American Airlines

Oct 19

SDF8:18 pmLouisville Intl

13h 28m

2 stops

SJU9:46 amSan Juan Luis Munoz Marin Intl

Oct 27

SJU6:30 amSan Juan Luis Munoz Marin Intl

11h 57m

2 stops

SDF6:27 pmLouisville Intl

$232

American Airlines

Jan 31

SDF7:20 pmLouisville Intl

19h 36m

2 stops

STT3:56 pmSaint Thomas Island Cyril E King

Feb 4

STT4:46 pmSaint Thomas Island Cyril E King

8h 13m

1 stop

SDF11:59 pmLouisville Intl

$236

American Airlines

Sep 12

SDF7:27 pmLouisville Intl

15h 33m

2 stops

SJU11:00 amSan Juan Luis Munoz Marin Intl

Sep 18

SJU3:41 pmSan Juan Luis Munoz Marin Intl

7h 41m

1 stop

SDF11:22 pmLouisville Intl

$237

United Airlines flights from Louisville to Caribbean Islands

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

United Airlines

Sep 5

SDF9:45 amLouisville Intl

10h 53m

1 stop

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Sep 11

SJU1:25 pmSan Juan Luis Munoz Marin Intl

9h 34m

1 stop

SDF10:59 pmLouisville Intl

$356

United Airlines

Oct 17

SDF10:13 amLouisville Intl

13h 37m

2 stops

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Oct 24

SJU1:25 pmSan Juan Luis Munoz Marin Intl

10h 34m

2 stops

SDF11:59 pmLouisville Intl

$376

United Airlines

Nov 7

SDF5:40 amLouisville Intl

7h 40m

1 stop

STX2:20 pmChristiansted Henry Rohlsen

Nov 14

STX3:25 pmChristiansted Henry Rohlsen

9h 05m

1 stop

SDF11:30 pmLouisville Intl

$404

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 Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Mon 10/19

7:15 am-10:57 pm

1 stop15h 42m

San Juan Luis Munoz Marin Intl

Tue 10/27

6:00 am-8:28 pm

1 stop14h 28m

$232

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Thu 9/17

7:27 pm-11:00 am

2 stops15h 33m

San Juan Luis Munoz Marin Intl

Sun 9/20

10:16 am-12:04 am

2 stops13h 48m

$232

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Thu 10/1

5:10 pm-12:05 am

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Sat 10/3

5:40 am-12:20 pm

1 stop6h 40m

$232

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Thu 9/17

9:09 pm-11:58 pm

1 stop26h 49m

San Juan Luis Munoz Marin Intl

Thu 9/24

7:00 am-10:35 am

1 stop27h 35m

$283

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Thu 10/1

5:10 pm-12:05 am

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Sat 10/3

5:40 am-2:55 pm

2 stops9h 15m

$284

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Thu 9/10

9:09 pm-11:58 pm

1 stop26h 49m

San Juan Luis Munoz Marin Intl

Wed 9/16

4:39 pm-8:29 pm

1 stop27h 50m

$303

Quickest round-trip

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Tue 9/1

6:00 am-11:46 am

1 stop5h 46m

San Juan Luis Munoz Marin Intl

Thu 9/10

5:59 pm-11:59 pm

1 stop6h 00m

$336

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Sun 10/4

7:05 am-1:45 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Sat 10/10

2:00 pm-9:13 pm

1 stop7h 13m

$356

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Sat 9/5

9:45 am-8:38 pm

1 stop10h 53m

San Juan Luis Munoz Marin Intl

Fri 9/11

1:00 am-1:11 pm

2 stops12h 11m

$356

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Fri 11/6

10:37 am-9:00 pm

1 stop9h 23m

San Juan Luis Munoz Marin Intl

Sat 11/14

7:40 am-6:32 pm

2 stops11h 52m

$356

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 $542. The month of February is another great option to travel to Caribbean Islands, with average flight prices from Louisville averaging around $559.

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 $446 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 $359 on momondo.

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

You could potentially save up to 2% on your flight if you consider stops on a Louisville to Caribbean Islands flight.

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 40m
Direct flights	None

The fastest flight from Louisville to Caribbean Islands takes 4h 40m

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 August 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 Embraer 175, making up 16.72% of the total bookings. Other popular models include Boeing 737 MAX 8 with 16.39%, Airbus A320-100/200 with 10.86%, and Airbus A319 with 10.48%.

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 8,508 reviews	Search Delta flights
American Airlines	PriceFrom $238	Free Cancellation	Rating 7.1 11,941 reviews	Search American Airlines flights
United Airlines	PriceFrom $259	Free Cancellation	Rating 7.4 10,111 reviews	Search United Airlines flights
Southwest	PriceFrom $265	Free Cancellation	Rating 8.0 4,219 reviews	Search Southwest 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.