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

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

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 7 different airlines that fly to Caribbean 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?

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 November 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.

$134 Cheap Flights from Louisville to Caribbean in 2026/27

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.

6:48 pm - 12:37 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

16h 49m1 stop Fort Lauderdale

3:54 am - 2:31 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

35h 37m2 stops Miami Raleigh-Durham

$321Multiple Airlines

Sun, Jan 31 - Fri, Feb 5

6:48 pm - 12:37 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

16h 49m1 stop Fort Lauderdale

3:48 pm - 2:31 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

23h 43m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham

$347Multiple Airlines

Thu, Jan 28 - Sat, Feb 6

6:00 am - 4:58 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

9h 58m2 stops Washington, D.C. Reagan-National Charlotte Douglas

12:00 pm - 9:28 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

10h 28m2 stops Miami Washington, D.C. Reagan-National

$416American Airlines

Tue, Mar 2 - Tue, Mar 9

10:45 am - 11:57 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

12h 12m1 stop Philadelphia

1:54 pm - 10:11 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

9h 17m1 stop Charlotte Douglas

$416American Airlines

Fri, Nov 27 - Wed, Dec 2

5:40 am - 5:25 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

10h 45m1 stop Atlanta Hartsfield-Jackson

6:35 pm - 11:59 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

6h 24m1 stop Atlanta Hartsfield-Jackson

$416Delta

Sun, Jan 10 - Tue, Jan 19

12:55 pm - 12:50 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

10h 55m1 stop Orlando

4:20 pm - 12:55 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

9h 35m1 stop Orlando

$416Southwest

Mon, Dec 14 - Fri, Dec 18

3:50 pm - 12:50 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

8h 00m2 stops Nashville Intl Orlando

5:40 am - 3:15 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

10h 35m2 stops Orlando Dallas Love Field

$416Southwest

Thu, Dec 3 - Wed, Dec 9

10:20 am - 10:22 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

11h 02m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

7:40 am - 6:29 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

11h 49m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$416United Airlines

Sat, Jan 23 - Sat, Jan 30

6:15 am - 2:40 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

7h 25m1 stop Newark

2:05 am - 1:24 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

12h 19m2 stops Newark Chicago O'Hare Intl

$416United Airlines

Wed, Dec 9 - Sat, Dec 12

7:00 am - 2:20 pmSDF Louisville Intl-AUA Oranjestad Reina Beatrix

7h 20m1 stop Atlanta Hartsfield-Jackson

3:35 pm - 12:02 amAUA Oranjestad Reina Beatrix-SDF Louisville Intl

8h 27m1 stop Atlanta Hartsfield-Jackson

$476Delta

Tue, Mar 23 - Tue, Mar 30

Cheap last minute flights

Enter your travel dates to find the best prices.

6:04 am - 1:03 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

5h 59m1 stop Charlotte Douglas

3:17 pm - 12:25 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

10h 08m1 stop Miami

$556American Airlines

Mon, Nov 9 - Mon, Nov 16

11:17 am - 9:38 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

9h 21m2 stops Washington, D.C. Reagan-National Miami

6:05 am - 3:45 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

10h 40m2 stops Miami Charlotte Douglas

$556American Airlines

Mon, Nov 9 - Mon, Nov 16

11:17 am - 9:38 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

9h 21m2 stops Washington, D.C. Reagan-National Miami

7:05 am - 5:12 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

11h 07m1 stop Charlotte Douglas

$556American Airlines

Mon, Nov 9 - Mon, Nov 16

9:09 pm - 11:59 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

25h 50m1 stop Tampa

7:15 am - 8:29 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

38h 14m2 stops Philadelphia Tampa

$564Multiple Airlines

Sun, Nov 8 - Wed, Nov 11

7:05 am - 5:50 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

9h 45m2 stops Nashville Intl Orlando

12:30 pm - 8:40 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

9h 10m2 stops Orlando Nashville Intl

$592Southwest

Sun, Nov 8 - Wed, Nov 11

6:00 am - 1:15 pmSDF Louisville Intl-AUA Oranjestad Reina Beatrix

6h 15m1 stop Atlanta Hartsfield-Jackson

2:30 pm - 11:13 pmAUA Oranjestad Reina Beatrix-SDF Louisville Intl

9h 43m1 stop Atlanta Hartsfield-Jackson

$596Delta

Sat, Nov 7 - Sat, Nov 14

5:57 pm - 1:40 pmSDF Louisville Intl-AUA Oranjestad Reina Beatrix

18h 43m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

1:05 pm - 11:30 pmAUA Oranjestad Reina Beatrix-SDF Louisville Intl

11h 25m1 stop Newark

$596United Airlines

Sat, Nov 7 - Sat, Nov 14

7:00 am - 3:40 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

7h 40m1 stop Chicago O'Hare Intl

1:00 pm - 8:34 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

8h 34m1 stop Newark

$656United Airlines

Mon, Nov 9 - Wed, Nov 11

5:10 am - 3:40 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

9h 30m1 stop Chicago O'Hare Intl

8:05 am - 2:47 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

7h 42m1 stop Washington, D.C. Dulles Intl

$656United Airlines

Mon, Nov 9 - Wed, Nov 11

6:00 am - 3:40 pmSDF Louisville Intl-PUJ Punta Cana

8h 40m1 stop Atlanta Hartsfield-Jackson

4:55 pm - 12:10 amPUJ Punta Cana-SDF Louisville Intl

8h 15m1 stop Atlanta Hartsfield-Jackson

$795Delta

Fri, Nov 6 - Fri, Nov 13

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United Airlines flights from Louisville to Caribbean

Our best United Airlines deals on Louisville to Caribbean flight tickets

United Airlines

Dec 12

SDF9:00 amLouisville Intl

12h 22m

2 stops

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Dec 19

SJU2:52 pmSan Juan Luis Munoz Marin Intl

10h 06m

1 stop

SDF11:58 pmLouisville Intl

$435

United Airlines

Dec 14

SDF1:59 pmLouisville Intl

22h 41m

2 stops

AUA1:40 pmOranjestad Reina Beatrix

Dec 21

AUA3:00 pmOranjestad Reina Beatrix

8h 39m

1 stop

SDF10:39 pmLouisville Intl

$476

United Airlines

Dec 14

SDF2:25 pmLouisville Intl

22h 15m

1 stop

AUA1:40 pmOranjestad Reina Beatrix

Dec 21

AUA3:00 pmOranjestad Reina Beatrix

8h 39m

1 stop

SDF10:39 pmLouisville Intl

$483

American Airlines flights from Louisville to Caribbean

Our best American Airlines deals on Louisville to Caribbean flight tickets

American Airlines

Dec 9

SDF11:04 amLouisville Intl

9h 30m

2 stops

SJU9:34 pmSan Juan Luis Munoz Marin Intl

Dec 14

SJU3:11 pmSan Juan Luis Munoz Marin Intl

9h 48m

1 stop

SDF11:59 pmLouisville Intl

$421

American Airlines

Jan 22

SDF11:03 amLouisville Intl

9h 27m

2 stops

SJU9:30 pmSan Juan Luis Munoz Marin Intl

Jan 28

SJU4:02 pmSan Juan Luis Munoz Marin Intl

8h 25m

1 stop

SDF11:27 pmLouisville Intl

$436

American Airlines

Feb 19

SDF6:00 amLouisville Intl

8h 58m

1 stop

STT3:58 pmSaint Thomas Island Cyril E King

Feb 26

STT6:20 pmSaint Thomas Island Cyril E King

7h 39m

1 stop

SDF12:59 amLouisville Intl

$440

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

Sun 1/31

6:48 pm-12:37 pm

1 stop16h 49m

San Juan Luis Munoz Marin Intl

Fri 2/5

3:54 am-2:31 pm

2 stops35h 37m

$321

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Thu 1/28

6:48 pm-12:37 pm

1 stop16h 49m

San Juan Luis Munoz Marin Intl

Sat 2/6

3:48 pm-2:31 pm

2 stops23h 43m

$347

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Tue 3/2

6:00 am-4:58 pm

2 stops9h 58m

San Juan Luis Munoz Marin Intl

Tue 3/9

12:00 pm-9:28 pm

2 stops10h 28m

$416

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Fri 11/27

10:45 am-11:57 pm

1 stop12h 12m

San Juan Luis Munoz Marin Intl

Wed 12/2

1:54 pm-10:11 pm

1 stop9h 17m

$416

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Sun 1/10

5:40 am-5:25 pm

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Tue 1/19

6:35 pm-11:59 pm

1 stop6h 24m

$416

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Mon 12/14

12:55 pm-12:50 am

1 stop10h 55m

San Juan Luis Munoz Marin Intl

Fri 12/18

4:20 pm-12:55 am

1 stop9h 35m

$416

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Thu 12/3

3:50 pm-12:50 am

2 stops8h 00m

San Juan Luis Munoz Marin Intl

Wed 12/9

5:40 am-3:15 pm

2 stops10h 35m

$416

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Sat 1/23

10:20 am-10:22 pm

2 stops11h 02m

San Juan Luis Munoz Marin Intl

Sat 1/30

7:40 am-6:29 pm

2 stops11h 49m

$416

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Wed 12/9

6:15 am-2:40 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Sat 12/12

2:05 am-1:24 pm

2 stops12h 19m

$416

Quickest round-trip

LouisvilleOranjestad

SDF Louisville Intl - AUA Oranjestad Reina Beatrix

SDFAUA

Louisville Intl

Tue 3/23

7:00 am-2:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Tue 3/30

3:35 pm-12:02 am

1 stop8h 27m

$476

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 $481. 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 $523.

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 $458 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 $410 on momondo.

Can stopping save me money on Louisville to Caribbean flights?

You could potentially save up to 54% 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

Best Price Found	$134
Fastest flight time	5h 20m
Direct flights	None

The best one-way flight to Caribbean from Louisville in the past 72 hours is $134. The best round-trip flight deal from Louisville to Caribbean found on momondo in the last 72 hours is $321.

The fastest flight from Louisville to Caribbean takes 5h 20m

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 November 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 $225	Free Cancellation	Rating 7.8 8,696 reviews	Search Delta flights
American Airlines	PriceFrom $246	Free Cancellation	Rating 7.0 12,230 reviews	Search American Airlines flights
United Airlines	PriceFrom $270	Free Cancellation	Rating 7.3 10,460 reviews	Search United Airlines flights
Southwest	PriceFrom $326	Free Cancellation	Rating 8.0 4,215 reviews	Search Southwest 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.