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

American Airlines, Southwest, and Delta 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 55% 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.

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 September 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.

$116 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.

10:13 am - 9:13 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

10h 00m2 stops Chicago O'Hare Intl Charlotte Douglas

8:30 am - 10:03 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

14h 33m1 stop Philadelphia

$232American Airlines

Mon, Nov 9 - Mon, Nov 16

8:18 pm - 9:46 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

13h 28m2 stops Charlotte Douglas Miami

6:28 am - 6:09 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

12h 41m1 stop Dallas/Fort Worth

$232American Airlines

Thu, Oct 29 - Mon, Nov 2

9:09 pm - 11:57 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

26h 48m1 stop Tampa

3:00 am - 3:06 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

12h 06m1 stop Orlando

$350Multiple Airlines

Thu, Oct 8 - Mon, Oct 12

4:06 pm - 10:15 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

17h 09m2 stops Raleigh-Durham Orlando

7:00 am - 6:03 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

12h 03m1 stop Fort Lauderdale

$352Multiple Airlines

Wed, Nov 4 - Mon, Nov 9

6:15 pm - 1:25 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

7h 10m2 stops Nashville Intl Orlando

4:00 pm - 12:20 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

9h 20m2 stops Orlando Baltimore/Washington

$356Southwest

Thu, Oct 29 - Mon, Nov 2

6:00 am - 3:05 pmSDF Louisville Intl-STT Saint Thomas Island Cyril E King

8h 05m1 stop Atlanta Hartsfield-Jackson

3:10 pm - 8:51 pmSTT Saint Thomas Island Cyril E King-SDF Louisville Intl

6h 41m1 stop Atlanta Hartsfield-Jackson

$380Delta

Sun, Feb 21 - Mon, Mar 1

7:00 am - 3:05 pmSDF Louisville Intl-STT Saint Thomas Island Cyril E King

7h 05m1 stop Atlanta Hartsfield-Jackson

3:10 pm - 12:02 amSTT Saint Thomas Island Cyril E King-SDF Louisville Intl

9h 52m1 stop Atlanta Hartsfield-Jackson

$380Delta

Tue, Feb 23 - Wed, Mar 3

1:45 pm - 12:36 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

9h 51m1 stop Newark

8:05 am - 6:32 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

11h 27m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl

$390United Airlines

Fri, Nov 6 - Sun, Nov 22

5:35 am - 1:30 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

6h 55m1 stop Baltimore/Washington

10:30 pm - 10:45 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

12h 15m1 stop Orlando

$396Southwest

Mon, Mar 1 - Sun, Mar 14

6:50 am - 4:20 pmSDF Louisville Intl-STT Saint Thomas Island Cyril E King

8h 30m1 stop Houston George Bush Intcntl

3:00 pm - 11:15 pmSTT Saint Thomas Island Cyril E King-SDF Louisville Intl

9h 15m1 stop Newark

$422United Airlines

Sun, Dec 13 - Wed, Dec 16

Cheap last minute flights

Enter your travel dates to find the best prices.

5:59 pm - 1:30 pmSDF Louisville Intl-AUA Oranjestad Reina Beatrix

19h 31m2 stops Chicago O'Hare Intl Miami

2:30 pm - 9:43 amAUA Oranjestad Reina Beatrix-SDF Louisville Intl

19h 13m2 stops Charlotte Douglas Chicago O'Hare Intl

$560American Airlines

Thu, Sep 10 - Sat, Sep 12

6:00 am - 12:54 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

6h 54m1 stop Washington, D.C. Dulles Intl

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

12h 11m2 stops Newark Chicago O'Hare Intl

$586United Airlines

Sun, Sep 13 - Sat, Sep 19

5:15 am - 8:38 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

15h 23m2 stops Chicago O'Hare Intl 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

$613United Airlines

Sun, Sep 13 - Sat, Sep 19

6:00 am - 4:49 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

10h 49m1 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

$616Delta

Sun, Sep 13 - Sun, Sep 20

6:28 am - 2:05 pmSDF Louisville Intl-PUJ Punta Cana

7h 37m1 stop Chicago O'Hare Intl

4:12 pm - 10:43 amPUJ Punta Cana-SDF Louisville Intl

18h 31m2 stops Charlotte Douglas Philadelphia

$627American Airlines

Tue, Sep 8 - Thu, Sep 10

5:30 am - 12:50 pmSDF Louisville Intl-PUJ Punta Cana

7h 20m1 stop Baltimore/Washington

2:35 pm - 10:40 pmPUJ Punta Cana-SDF Louisville Intl

8h 05m1 stop Baltimore/Washington

$662Southwest

Tue, Sep 8 - Thu, Sep 10

5:30 am - 12:50 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

7h 20m1 stop Baltimore/Washington

5:00 am - 11:10 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

6h 10m1 stop Orlando

$682Southwest

Tue, Sep 8 - Thu, Sep 10

6:15 am - 3:43 pmSDF Louisville Intl-STT Saint Thomas Island Cyril E King

9h 28m1 stop Newark

5:40 pm - 10:15 pmSTT Saint Thomas Island Cyril E King-SDF Louisville Intl

28h 35m2 stops San Juan Luis Munoz Marin Intl Houston George Bush Intcntl

$751Multiple Airlines

Sat, Sep 12 - Sun, Sep 20

6:00 am - 11:40 amSDF Louisville Intl-GCM George Town Owen Roberts Intl

6h 40m1 stop Atlanta Hartsfield-Jackson

1:00 pm - 9:59 pmGCM George Town Owen Roberts Intl-SDF Louisville Intl

7h 59m1 stop Atlanta Hartsfield-Jackson

$787Delta

Tue, Sep 8 - Thu, Sep 10

6:15 am - 4:15 pmSDF Louisville Intl-STT Saint Thomas Island Cyril E King

10h 00m2 stops Newark San Juan Luis Munoz Marin Intl

5:40 pm - 10:15 pmSTT Saint Thomas Island Cyril E King-SDF Louisville Intl

28h 35m2 stops San Juan Luis Munoz Marin Intl Houston George Bush Intcntl

$895Multiple Airlines

Sat, Sep 12 - Sun, Sep 20

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American Airlines flights from Louisville to Caribbean

Our best American Airlines deals on Louisville to Caribbean flight tickets

American Airlines

Sep 25

SDF7:27 pmLouisville Intl

15h 33m

2 stops

SJU11:00 amSan Juan Luis Munoz Marin Intl

Sep 30

SJU3:41 pmSan Juan Luis Munoz Marin Intl

7h 41m

1 stop

SDF11:22 pmLouisville Intl

$232

American Airlines

Feb 2

SDF5:49 pmLouisville Intl

17h 24m

2 stops

STT12:13 pmSaint Thomas Island Cyril E King

Feb 9

STT4:55 pmSaint Thomas Island Cyril E King

19h 08m

2 stops

SDF11:03 amLouisville Intl

$236

American Airlines

Feb 27

SDF3:49 pmLouisville Intl

6h 59m

1 stop

SJU11:48 pmSan Juan Luis Munoz Marin Intl

Mar 3

SJU11:38 amSan Juan Luis Munoz Marin Intl

13h 21m

1 stop

SDF11:59 pmLouisville Intl

$294

United Airlines flights from Louisville to Caribbean

Our best United Airlines deals on Louisville to Caribbean flight tickets

United Airlines

Nov 6

SDF1:45 pmLouisville Intl

9h 51m

1 stop

SJU12:36 amSan Juan Luis Munoz Marin Intl

Nov 22

SJU8:05 amSan Juan Luis Munoz Marin Intl

11h 27m

2 stops

SDF6:32 pmLouisville Intl

$390

United Airlines

Dec 13

SDF6:50 amLouisville Intl

8h 30m

1 stop

STT4:20 pmSaint Thomas Island Cyril E King

Dec 16

STT3:00 pmSaint Thomas Island Cyril E King

9h 15m

1 stop

SDF11:15 pmLouisville Intl

$422

United Airlines

Nov 21

SDF1:45 pmLouisville Intl

9h 51m

1 stop

SJU12:36 amSan Juan Luis Munoz Marin Intl

Dec 5

SJU4:55 pmSan Juan Luis Munoz Marin Intl

7h 54m

1 stop

SDF11:49 pmLouisville Intl

$424

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 11/9

10:13 am-9:13 pm

2 stops10h 00m

San Juan Luis Munoz Marin Intl

Mon 11/16

8:30 am-10:03 pm

1 stop14h 33m

$232

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Thu 10/29

8:18 pm-9:46 am

2 stops13h 28m

San Juan Luis Munoz Marin Intl

Mon 11/2

6:28 am-6:09 pm

1 stop12h 41m

$232

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Thu 10/8

9:09 pm-11:57 pm

1 stop26h 48m

San Juan Luis Munoz Marin Intl

Mon 10/12

3:00 am-3:06 pm

1 stop12h 06m

$350

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Wed 11/4

4:06 pm-10:15 am

2 stops17h 09m

San Juan Luis Munoz Marin Intl

Mon 11/9

7:00 am-6:03 pm

1 stop12h 03m

$352

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Thu 10/29

6:15 pm-1:25 am

2 stops7h 10m

San Juan Luis Munoz Marin Intl

Mon 11/2

4:00 pm-12:20 am

2 stops9h 20m

$356

Quickest round-trip

LouisvilleSaint Thomas Island

SDF Louisville Intl - STT Saint Thomas Island Cyril E King

SDFSTT

Louisville Intl

Sun 2/21

6:00 am-3:05 pm

1 stop8h 05m

Saint Thomas Island Cyril E King

Mon 3/1

3:10 pm-8:51 pm

1 stop6h 41m

$380

LouisvilleSaint Thomas Island

SDF Louisville Intl - STT Saint Thomas Island Cyril E King

SDFSTT

Louisville Intl

Tue 2/23

7:00 am-3:05 pm

1 stop7h 05m

Saint Thomas Island Cyril E King

Wed 3/3

3:10 pm-12:02 am

1 stop9h 52m

$380

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Fri 11/6

1:45 pm-12:36 am

1 stop9h 51m

San Juan Luis Munoz Marin Intl

Sun 11/22

8:05 am-6:32 pm

2 stops11h 27m

$390

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Mon 3/1

5:35 am-1:30 pm

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Sun 3/14

10:30 pm-10:45 am

1 stop12h 15m

$396

LouisvilleSaint Thomas Island

SDF Louisville Intl - STT Saint Thomas Island Cyril E King

SDFSTT

Louisville Intl

Sun 12/13

6:50 am-4:20 pm

1 stop8h 30m

Saint Thomas Island Cyril E King

Wed 12/16

3:00 pm-11:15 pm

1 stop9h 15m

$422

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 $518.

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 $452 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 $362 on momondo.

Can stopping save me money on Louisville to Caribbean flights?

You could potentially save up to 44% 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	$116
Fastest flight time	4h 50m
Direct flights	None

The best one-way flight to Caribbean from Louisville in the past 72 hours is $116. The best round-trip flight deal from Louisville to Caribbean found on momondo in the last 72 hours is $232.

The fastest flight from Louisville to Caribbean takes 4h 50m

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 September 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 $205	Free Cancellation	Rating 7.8 8,548 reviews	Search Delta flights
American Airlines	PriceFrom $246	Free Cancellation	Rating 7.1 12,042 reviews	Search American Airlines flights
United Airlines	PriceFrom $270	Free Cancellation	Rating 7.4 10,175 reviews	Search United Airlines flights
Southwest	PriceFrom $309	Free Cancellation	Rating 8.0 4,195 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.