What airlines fly to Caribbean?

American Airlines, Delta and Frontier are the top three most popular airlines that fly to Caribbean from Louisville according to our data. American Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 6 different airlines that fly to Caribbean 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?

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

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

Prices for flights from Louisville Intl Airport to Caribbean refresh daily.

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

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

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

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.

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

The travel and health documents you'll need for your trip to Caribbean 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. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$110 Cheap Flights from Louisville to Caribbean in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Louisville to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:15 am - 1:45 pm

SDF

SJU

7h 30m

1 stop

1:25 pm - 10:59 pm

SJU

SDF

9h 34m

1 stop

$220United Airlines

Thu, Sep 10 - Tue, Sep 15

7:05 am - 4:49 pm

SDF

SJU

9h 44m

1 stop

5:59 pm - 11:59 pm

SJU

SDF

6h 00m

1 stop

$226Delta

Wed, Sep 9 - Thu, Sep 17

6:00 am - 12:34 pm

SDF

SJU

6h 34m

1 stop

7:00 am - 8:36 pm

SJU

SDF

13h 36m

2 stops

$236United Airlines

Mon, Aug 10 - Thu, Aug 20

6:00 pm - 12:58 pm

SDF

STT

18h 58m

2 stops

3:46 pm - 12:11 pm

STT

SDF

20h 25m

2 stops

$256American Airlines

Mon, Oct 12 - Fri, Oct 16

8:30 pm - 12:41 am

SDF

SJU

28h 11m

1 stop

6:00 am - 8:20 pm

SJU

SDF

14h 20m

1 stop

$257Multiple Airlines

Mon, Aug 10 - Fri, Aug 14

7:31 am - 6:33 pm

SDF

SJU

11h 02m

2 stops

7:03 am - 5:59 pm

SJU

SDF

10h 56m

2 stops

$260American Airlines

Mon, Aug 10 - Thu, Aug 20

4:10 pm - 11:05 pm

SDF

SJU

6h 55m

1 stop

6:00 am - 1:35 pm

SJU

SDF

7h 35m

1 stop

$263Southwest

Mon, Aug 10 - Thu, Aug 20

6:20 am - 2:50 pm

SDF

SJU

8h 30m

1 stop

3:41 pm - 11:22 pm

SJU

SDF

7h 41m

1 stop

$267American Airlines

Wed, Sep 16 - Thu, Sep 24

7:50 am - 2:05 pm

SDF

SXM

6h 15m

1 stop

4:40 pm - 12:20 am

SXM

SDF

8h 40m

1 stop

$517Southwest

Mon, Oct 26 - Mon, Nov 2

11:12 am - 8:55 am

SDF

NAS

21h 43m

1 stop

4:00 pm - 11:26 am

NAS

SDF

19h 26m

1 stop

$525Multiple Airlines

Thu, Jul 23 - Tue, Jul 28

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United Airlines flights from Louisville to Caribbean

Our best United Airlines deals on Louisville to Caribbean flight tickets

United Airlines

Sep 10

SDF6:15 amLouisville Intl

7h 30m

1 stop

SJU1:45 pmSan Juan Luis Munoz Marin Intl

Sep 15

SJU1:25 pmSan Juan Luis Munoz Marin Intl

9h 34m

1 stop

SDF10:59 pmLouisville Intl

$220

United Airlines

Aug 10

SDF6:00 amLouisville Intl

6h 34m

1 stop

SJU12:34 pmSan Juan Luis Munoz Marin Intl

Aug 20

SJU7:00 amSan Juan Luis Munoz Marin Intl

13h 36m

2 stops

SDF8:36 pmLouisville Intl

$236

United Airlines

Sep 18

SDF6:00 amLouisville Intl

6h 54m

1 stop

SJU12:54 pmSan Juan Luis Munoz Marin Intl

Sep 27

SJU1:25 pmSan Juan Luis Munoz Marin Intl

10h 24m

1 stop

SDF11:49 pmLouisville Intl

$300

Southwest flights from Louisville to Caribbean

Our best Southwest deals on Louisville to Caribbean flight tickets

Southwest

Aug 10

SDF4:10 pmLouisville Intl

6h 55m

1 stop

SJU11:05 pmSan Juan Luis Munoz Marin Intl

Aug 20

SJU6:00 amSan Juan Luis Munoz Marin Intl

7h 35m

1 stop

SDF1:35 pmLouisville Intl

$263

Southwest

Aug 10

SDF4:10 pmLouisville Intl

6h 55m

1 stop

SJU11:05 pmSan Juan Luis Munoz Marin Intl

Aug 20

SJU6:00 amSan Juan Luis Munoz Marin Intl

9h 30m

2 stops

SDF3:30 pmLouisville Intl

$303

Southwest

Sep 8

SDF12:50 pmLouisville Intl

6h 10m

1 stop

SJU7:00 pmSan Juan Luis Munoz Marin Intl

Sep 12

SJU5:55 amSan Juan Luis Munoz Marin Intl

6h 45m

1 stop

SDF12:40 pmLouisville Intl

$315

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 9/10

6:15 am-1:45 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Tue 9/15

1:25 pm-10:59 pm

1 stop9h 34m

$220

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 9/9

7:05 am-4:49 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Thu 9/17

5:59 pm-11:59 pm

1 stop6h 00m

$226

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 8/10

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Thu 8/20

7:00 am-8:36 pm

2 stops13h 36m

$236

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Mon 10/12

6:00 pm-12:58 pm

2 stops18h 58m

Saint Thomas Island Cyril E King

Fri 10/16

3:46 pm-12:11 pm

2 stops20h 25m

$256

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 8/10

8:30 pm-12:41 am

1 stop28h 11m

San Juan Luis Munoz Marin Intl

Fri 8/14

6:00 am-8:20 pm

1 stop14h 20m

$257

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 8/10

7:31 am-6:33 pm

2 stops11h 02m

San Juan Luis Munoz Marin Intl

Thu 8/20

7:03 am-5:59 pm

2 stops10h 56m

$260

Quickest round-trip

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 8/10

4:10 pm-11:05 pm

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Thu 8/20

6:00 am-1:35 pm

1 stop7h 35m

$263

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 9/16

6:20 am-2:50 pm

1 stop8h 30m

San Juan Luis Munoz Marin Intl

Thu 9/24

3:41 pm-11:22 pm

1 stop7h 41m

$267

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Mon 10/26

7:50 am-2:05 pm

1 stop6h 15m

Simpson Bay Princess Juliana

Mon 11/2

4:40 pm-12:20 am

1 stop8h 40m

$517

LouisvilleNassau

SDF - NAS

SDFNAS

Louisville Intl

Thu 7/23

11:12 am-8:55 am

1 stop21h 43m

Nassau Intl

Tue 7/28

4:00 pm-11:26 am

1 stop19h 26m

$525

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

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?

In general, January is the cheapest month to fly from Louisville to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $113. If you don’t want to visit Caribbean in January, then you should wait until February to fly from Louisville, when ticket prices are also cheap, with an average price of $128.

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

You are more likely to see cheaper flights to Caribbean from Louisville when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $438 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Louisville for as low as $359 on momondo.

Can stopping save me money on Louisville to Caribbean flights?

You could potentially save up to 55% on your flight if you consider stops on a Louisville to Caribbean flight.

Cheap Louisville to Caribbean flight deals and tips

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

Fastest flight time	4h 37m
Direct flights	None

The fastest flight from Louisville to Caribbean takes 4h 37m

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

Search flight deals

Frequently asked questions about flying from Louisville to Caribbean

When did momondo last update prices for flights from Louisville Intl Airport to Caribbean?
Prices for flights from Louisville Intl Airport to Caribbean refresh daily.
How many operators does momondo search for flights from Louisville Intl Airport to Caribbean?
As of July 2026, there are 4 operators available to choose from for flights from Louisville Intl Airport to Caribbean.
How old do you have to be to fly from Louisville Intl Airport to Caribbean?
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.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents you'll need for your trip to Caribbean 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. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Louisville to Caribbean

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $160	Free Cancellation	Rating 7.8 8,462 reviews	Search Delta flights
Southwest	PriceFrom $230	Free Cancellation	Rating 8.0 4,249 reviews	Search Southwest flights
American Airlines	PriceFrom $238	Free Cancellation	Rating 7.1 11,811 reviews	Search American Airlines flights
United Airlines	PriceFrom $259	Free Cancellation	Rating 7.4 9,983 reviews	Search United Airlines flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Louisville to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo enables you to select and highlight flights to Caribbean from Louisville with this policy.

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

momondo provides multiple filters to help you find the best flight to Caribbean from Louisville. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Louisville to Caribbean 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.