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Cheap flights from Louisville to Caribbean Islands from $113

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Louisville to Caribbean Islands departing on 1/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Louisville to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
8:29 am - 10:22 pmSDF-SJU
12h 53m2 stops
United Airlines Logo
8:10 am - 2:48 pmSJU-SDF
7h 38m1 stop
$225United Airlines
Find Deal
Sun, Feb 1 - Wed, Feb 4
American Airlines Logo
1:15 pm - 11:56 pmSDF-SJU
9h 41m2 stops
American Airlines Logo
7:00 am - 6:21 pmSJU-SDF
12h 21m2 stops
$265American Airlines
Find Deal
Thu, Jan 29 - Sat, Feb 7
American Airlines Logo
6:00 am - 4:09 pmSDF-SJU
9h 09m1 stop
American Airlines Logo
9:25 am - 9:17 pmSJU-SDF
12h 52m1 stop
$285American Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
United Airlines Logo
9:00 am - 10:22 pmSDF-SJU
12h 22m2 stops
United Airlines Logo
8:30 am - 2:45 pmSJU-SDF
7h 15m1 stop
$305United Airlines
Find Deal
Fri, Nov 14 - Wed, Nov 19
Spirit Airlines Logo
6:00 am - 3:11 pmSDF-STT
8h 11m1 stop
Spirit Airlines Logo
4:06 pm - 11:45 pmSTT-SDF
8h 39m1 stop
$335Spirit Airlines
Find Deal
Fri, Feb 20 - Wed, Feb 25
Spirit Airlines Logo
11:55 am - 12:45 amSDF-SJU
11h 50m1 stop
Spirit Airlines Logo
4:10 am - 11:00 amSJU-SDF
7h 50m1 stop
$342Spirit Airlines
Find Deal
Fri, Dec 5 - Sun, Dec 7
Delta Logo
10:10 am - 8:06 pmSDF-SJU
9h 56m1 stop
Delta Logo
6:15 am - 12:36 pmSJU-SDF
6h 21m1 stop
$353Delta
Find Deal
Thu, Apr 30 - Sun, May 3
Delta Logo
8:55 am - 3:54 pmSDF-STT
5h 59m1 stop
Delta Logo
3:00 pm - 8:25 pmSTT-SDF
6h 25m1 stop
$371Delta
Find Deal
Wed, Feb 18 - Wed, Feb 25
Southwest Logo
5:30 am - 1:30 pmSDF-NAS
8h 00m1 stop
Southwest Logo
8:45 am - 7:25 pmNAS-SDF
10h 40m2 stops
$470Southwest
Find Deal
Sat, Mar 21 - Fri, Mar 27
Southwest Logo
6:40 am - 6:30 pmSDF-NAS
11h 50m2 stops
Southwest Logo
8:45 am - 7:25 pmNAS-SDF
10h 40m2 stops
$527Southwest
Find Deal
Sat, Mar 21 - Fri, Mar 27

United Airlines flights from Louisville to Caribbean Islands

Our best United Airlines deals on Louisville to Caribbean Islands flight tickets
United Airlines
Feb 1
SDF8:29 amLouisville Intl
12h 53m
2 stops
SJU10:22 pmSan Juan Luis Munoz Marin Intl
Feb 4
SJU8:10 amSan Juan Luis Munoz Marin Intl
7h 38m
1 stop
SDF2:48 pmLouisville Intl
$225
Find similar
United Airlines
Nov 14
SDF9:00 amLouisville Intl
12h 22m
2 stops
SJU10:22 pmSan Juan Luis Munoz Marin Intl
Nov 19
SJU8:30 amSan Juan Luis Munoz Marin Intl
7h 15m
1 stop
SDF2:45 pmLouisville Intl
$305
Find similar
United Airlines
Mar 3
SDF9:00 amLouisville Intl
12h 22m
2 stops
SJU10:22 pmSan Juan Luis Munoz Marin Intl
Mar 4
SJU8:10 amSan Juan Luis Munoz Marin Intl
7h 37m
1 stop
SDF2:47 pmLouisville Intl
$310
Find similar

American Airlines flights from Louisville to Caribbean Islands

Our best American Airlines deals on Louisville to Caribbean Islands flight tickets
American Airlines
Jan 29
SDF1:15 pmLouisville Intl
9h 41m
2 stops
SJU11:56 pmSan Juan Luis Munoz Marin Intl
Feb 7
SJU7:00 amSan Juan Luis Munoz Marin Intl
12h 21m
2 stops
SDF6:21 pmLouisville Intl
$265
Find similar
American Airlines
Mar 3
SDF6:00 amLouisville Intl
9h 09m
1 stop
SJU4:09 pmSan Juan Luis Munoz Marin Intl
Mar 4
SJU9:25 amSan Juan Luis Munoz Marin Intl
12h 52m
1 stop
SDF9:17 pmLouisville Intl
$285
Find similar
American Airlines
Dec 5
SDF8:47 amLouisville Intl
12h 22m
1 stop
SJU10:09 pmSan Juan Luis Munoz Marin Intl
Dec 8
SJU6:25 amSan Juan Luis Munoz Marin Intl
16h 17m
1 stop
SDF9:42 pmLouisville Intl
$325
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Louisville to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 4, 2025.
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

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 2/1

8:29 am-10:22 pm

2 stops12h 53m

San Juan Luis Munoz Marin Intl

Wed 2/4

8:10 am-2:48 pm

1 stop7h 38m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 1/29

1:15 pm-11:56 pm

2 stops9h 41m

San Juan Luis Munoz Marin Intl

Sat 2/7

7:00 am-6:21 pm

2 stops12h 21m

$265

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 3/3

6:00 am-4:09 pm

1 stop9h 09m

San Juan Luis Munoz Marin Intl

Wed 3/4

9:25 am-9:17 pm

1 stop12h 52m

$285

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 11/14

9:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Wed 11/19

8:30 am-2:45 pm

1 stop7h 15m

$305

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Fri 2/20

6:00 am-3:11 pm

1 stop8h 11m

Saint Thomas Island Cyril E King

Wed 2/25

4:06 pm-11:45 pm

1 stop8h 39m

$335

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 12/5

11:55 am-12:45 am

1 stop11h 50m

San Juan Luis Munoz Marin Intl

Sun 12/7

4:10 am-11:00 am

1 stop7h 50m

$342

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 4/30

10:10 am-8:06 pm

1 stop9h 56m

San Juan Luis Munoz Marin Intl

Sun 5/3

6:15 am-12:36 pm

1 stop6h 21m

$353

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Wed 2/18

8:55 am-3:54 pm

1 stop5h 59m

Saint Thomas Island Cyril E King

Wed 2/25

3:00 pm-8:25 pm

1 stop6h 25m

$371

LouisvilleNassau

SDF - NAS

SDFNAS

Louisville Intl

Sat 3/21

5:30 am-1:30 pm

1 stop8h 00m

Nassau Intl

Fri 3/27

8:45 am-7:25 pm

2 stops10h 40m

$470

LouisvilleNassau

SDF - NAS

SDFNAS

Louisville Intl

Sat 3/21

6:40 am-6:30 pm

2 stops11h 50m

Nassau Intl

Fri 3/27

8:45 am-7:25 pm

2 stops10h 40m

$527

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

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

What is the cheapest month to fly to Caribbean Islands?

The month of September is, on average, the cheapest month to fly to Caribbean Islands from Louisville, with most prices found around $313. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Louisville averaging around $344.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Louisville to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $372. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $459. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Louisville to Caribbean Islands in the evening for as low as $339. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $441. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight 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 $434 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 $386 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

Direct flights

None
There are no direct flights from Louisville to Caribbean Islands. There are no popular flight routes from Louisville to Caribbean Islands.
Search flight deals

  • 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?

  • 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?

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 AirlinesPriceFrom $152Free CancellationRating
6.3
8,113 reviews
Search Spirit Airlines flights
DeltaPriceFrom $223Free CancellationRating
7.9
8,003 reviews
Search Delta flights
SouthwestPriceFrom $225Free CancellationRating
8.0
4,239 reviews
Search Southwest flights
American AirlinesPriceFrom $257Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights
United AirlinesPriceFrom $275Free CancellationRating
7.4
9,002 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.

An easier way to manage your Caribbean Islands trip

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