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

American Airlines, United Airlines, 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 55% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 7 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 May 2026, there are 5 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.

$156 Cheap Flights from Louisville to Caribbean Islands in 2026

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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.

10:33 am - 3:55 pm

SDF

SJU

29h 22m

1 stop

8:04 pm - 9:28 am

SJU

SDF

13h 24m

1 stop

$311Multiple Airlines

Mon, May 25 - Thu, May 28

8:48 pm - 12:47 am

SDF

SJU

27h 59m

2 stops

6:00 am - 8:20 pm

SJU

SDF

14h 20m

1 stop

$314Multiple Airlines

Mon, Jul 20 - Fri, Aug 7

6:00 am - 11:46 am

SDF

SJU

5h 46m

1 stop

5:56 pm - 12:26 am

SJU

SDF

6h 30m

1 stop

$316Delta

Tue, Jul 21 - Thu, Aug 6

9:10 am - 5:00 pm

SDF

STT

7h 50m

1 stop

1:22 pm - 9:59 pm

STT

SDF

8h 37m

1 stop

$320United Airlines

Sat, May 16 - Tue, May 19

7:37 am - 10:57 pm

SDF

SJU

15h 20m

1 stop

7:00 am - 11:04 pm

SJU

SDF

16h 04m

1 stop

$326American Airlines

Thu, Jul 30 - Tue, Aug 4

7:31 am - 10:24 pm

SDF

SJU

14h 53m

1 stop

6:51 am - 11:00 pm

SJU

SDF

16h 09m

1 stop

$331American Airlines

Wed, Aug 5 - Fri, Aug 14

6:00 am - 12:34 pm

SDF

SJU

6h 34m

1 stop

1:25 pm - 11:15 pm

SJU

SDF

9h 50m

1 stop

$346United Airlines

Wed, Oct 14 - Wed, Oct 21

6:00 am - 11:46 am

SDF

SJU

5h 46m

1 stop

5:56 pm - 12:26 am

SJU

SDF

6h 30m

1 stop

$355Delta

Mon, Jul 20 - Fri, Aug 7

9:09 pm - 8:30 am

SDF

NAS

11h 21m

1 stop

10:15 am - 8:29 pm

NAS

SDF

10h 14m

1 stop

$531Breeze Airways

Thu, Oct 8 - Sun, Oct 11

9:09 pm - 8:30 am

SDF

NAS

11h 21m

1 stop

10:15 am - 8:29 pm

NAS

SDF

10h 14m

1 stop

$540Breeze Airways

Thu, Oct 8 - Sun, Oct 11

American Airlines flights from Louisville to Caribbean Islands

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

American Airlines

Jul 30

SDF7:37 amLouisville Intl

15h 20m

1 stop

SJU10:57 pmSan Juan Luis Munoz Marin Intl

Aug 4

SJU7:00 amSan Juan Luis Munoz Marin Intl

16h 04m

1 stop

SDF11:04 pmLouisville Intl

$326

American Airlines

Aug 5

SDF7:31 amLouisville Intl

14h 53m

1 stop

SJU10:24 pmSan Juan Luis Munoz Marin Intl

Aug 14

SJU6:51 amSan Juan Luis Munoz Marin Intl

16h 09m

1 stop

SDF11:00 pmLouisville Intl

$331

American Airlines

May 16

SDF7:52 pmLouisville Intl

14h 55m

1 stop

STT10:47 amSaint Thomas Island Cyril E King

May 19

STT5:05 pmSaint Thomas Island Cyril E King

6h 54m

1 stop

SDF11:59 pmLouisville Intl

$345

Southwest flights from Louisville to Caribbean Islands

Our best Southwest deals on Louisville to Caribbean Islands flight tickets

Southwest

Aug 18

SDF7:05 amLouisville Intl

9h 20m

2 stops

SJU4:25 pmSan Juan Luis Munoz Marin Intl

Aug 22

SJU5:05 amSan Juan Luis Munoz Marin Intl

6h 05m

1 stop

SDF11:10 amLouisville Intl

$365

Southwest

Sep 24

SDF11:50 amLouisville Intl

11h 00m

1 stop

SJU10:50 pmSan Juan Luis Munoz Marin Intl

Oct 3

SJU5:30 amSan Juan Luis Munoz Marin Intl

6h 50m

1 stop

SDF12:20 pmLouisville Intl

$394

Southwest

Jul 21

SDF12:40 pmLouisville Intl

11h 05m

1 stop

SJU11:45 pmSan Juan Luis Munoz Marin Intl

Aug 8

SJU6:25 amSan Juan Luis Munoz Marin Intl

10h 50m

2 stops

SDF5:15 pmLouisville Intl

$401

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

Mon 5/25

10:33 am-3:55 pm

1 stop29h 22m

San Juan Luis Munoz Marin Intl

Thu 5/28

8:04 pm-9:28 am

1 stop13h 24m

$311

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 7/20

8:48 pm-12:47 am

2 stops27h 59m

San Juan Luis Munoz Marin Intl

Fri 8/7

6:00 am-8:20 pm

1 stop14h 20m

$314

Quickest round-trip

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 7/21

6:00 am-11:46 am

1 stop5h 46m

San Juan Luis Munoz Marin Intl

Thu 8/6

5:56 pm-12:26 am

1 stop6h 30m

$316

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Sat 5/16

9:10 am-5:00 pm

1 stop7h 50m

Saint Thomas Island Cyril E King

Tue 5/19

1:22 pm-9:59 pm

1 stop8h 37m

$320

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 7/30

7:37 am-10:57 pm

1 stop15h 20m

San Juan Luis Munoz Marin Intl

Tue 8/4

7:00 am-11:04 pm

1 stop16h 04m

$326

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 8/5

7:31 am-10:24 pm

1 stop14h 53m

San Juan Luis Munoz Marin Intl

Fri 8/14

6:51 am-11:00 pm

1 stop16h 09m

$331

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 10/14

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Wed 10/21

1:25 pm-11:15 pm

1 stop9h 50m

$346

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 7/20

6:00 am-11:46 am

1 stop5h 46m

San Juan Luis Munoz Marin Intl

Fri 8/7

5:56 pm-12:26 am

1 stop6h 30m

$355

LouisvilleNassau

SDF - NAS

SDFNAS

Louisville Intl

Thu 10/8

9:09 pm-8:30 am

1 stop11h 21m

Nassau Intl

Sun 10/11

10:15 am-8:29 pm

1 stop10h 14m

$531

LouisvilleNassau

SDF - NAS

SDFNAS

Louisville Intl

Thu 10/8

9:09 pm-8:30 am

1 stop11h 21m

Nassau Intl

Sun 10/11

10:15 am-8:29 pm

1 stop10h 14m

$540

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 $426 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 $377 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 32m
Direct flights	None

The fastest flight from Louisville to Caribbean Islands takes 4h 32m

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 May 2026, there are 5 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 19.21% of the total bookings. Other popular models include Embraer 175 with 14.47%, Boeing 737-800 Passenger/BBJ2 (winglets) with 11.50%, and Airbus A320-100/200 with 10.02%.

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
Spirit Airlines	PriceFrom $176	Free Cancellation	Rating 6.3 8,634 reviews	Search Spirit Airlines flights
Delta	PriceFrom $198	Free Cancellation	Rating 7.9 8,460 reviews	Search Delta flights
Southwest	PriceFrom $225	Free Cancellation	Rating 7.9 4,305 reviews	Search Southwest flights
American Airlines	PriceFrom $238	Free Cancellation	Rating 7.1 11,667 reviews	Search American Airlines flights
United Airlines	PriceFrom $259	Free Cancellation	Rating 7.4 9,683 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.