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Cheap flights from Louisville to Caribbean Islands from $122

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 3/17. 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.
Delta Logo
3:33 pm - 11:58 pm
SDF
-
SJU
7h 25m
1 stop
Delta Logo
6:15 am - 2:34 pm
SJU
-
SDF
9h 19m
1 stop
$246Delta
Tue, Feb 24 - Wed, Mar 4
Spirit Airlines Logo
3:33 pm - 3:40 pm
SDF
-
STX
23h 07m
1 stop
Spirit Airlines Logo
4:37 pm - 11:05 am
STX
-
SDF
19h 28m
1 stop
$260Spirit Airlines
Sun, Feb 22 - Fri, Feb 27
Multiple Airlines Logo
12:00 pm - 11:13 pm
SDF
-
SJU
10h 13m
1 stop
Multiple Airlines Logo
7:54 pm - 2:33 pm
SJU
-
SDF
18h 39m
1 stop
$272Multiple Airlines
Sat, Mar 7 - Wed, Mar 18
Spirit Airlines Logo
1:19 pm - 11:09 pm
SDF
-
SJU
8h 50m
1 stop
Spirit Airlines Logo
5:00 am - 12:21 pm
SJU
-
SDF
7h 21m
1 stop
$275Spirit Airlines
Wed, Mar 4 - Mon, Mar 9
Multiple Airlines Logo
9:30 am - 3:31 pm
SDF
-
SJU
29h 01m
1 stop
Multiple Airlines Logo
8:05 pm - 12:21 pm
SJU
-
SDF
17h 16m
1 stop
$278Multiple Airlines
Mon, Feb 23 - Tue, Mar 3
Southwest Logo
11:50 am - 12:35 am
SDF
-
SJU
11h 45m
2 stops
Southwest Logo
5:15 am - 3:55 pm
SJU
-
SDF
10h 40m
2 stops
$286Southwest
Tue, Mar 3 - Tue, Mar 10
American Airlines Logo
6:10 am - 5:37 pm
SDF
-
STX
10h 27m
2 stops
American Airlines Logo
4:38 pm - 12:27 am
STX
-
SDF
8h 49m
1 stop
$328American Airlines
Thu, Feb 19 - Thu, Feb 26
American Airlines Logo
6:23 pm - 1:53 pm
SDF
-
STX
18h 30m
2 stops
American Airlines Logo
6:27 pm - 10:04 am
STX
-
SDF
16h 37m
2 stops
$353American Airlines
Mon, Feb 16 - Fri, Feb 20
United Airlines Logo
9:55 am - 4:25 pm
SDF
-
PUJ
6h 30m
1 stop
United Airlines Logo
11:56 am - 7:42 pm
PUJ
-
SDF
7h 46m
1 stop
$417United Airlines
Wed, Mar 18 - Wed, Mar 25
United Airlines Logo
5:35 am - 4:02 pm
SDF
-
PUJ
9h 27m
1 stop
United Airlines Logo
1:55 pm - 10:13 pm
PUJ
-
SDF
8h 18m
1 stop
$429United Airlines
Mon, Mar 2 - Mon, Mar 9

Spirit Airlines flights from Louisville to Caribbean Islands

Our best Spirit Airlines deals on Louisville to Caribbean Islands flight tickets
Spirit Airlines
Feb 22
SDF3:33 pmLouisville Intl
23h 07m
1 stop
STX3:40 pmChristiansted Henry Rohlsen
Feb 27
STX4:37 pmChristiansted Henry Rohlsen
19h 28m
1 stop
SDF11:05 amLouisville Intl
$260
Spirit Airlines
Mar 4
SDF1:19 pmLouisville Intl
8h 50m
1 stop
SJU11:09 pmSan Juan Luis Munoz Marin Intl
Mar 9
SJU5:00 amSan Juan Luis Munoz Marin Intl
7h 21m
1 stop
SDF12:21 pmLouisville Intl
$275
Spirit Airlines
Apr 7
SDF12:42 pmLouisville Intl
26h 46m
1 stop
STT3:28 pmSaint Thomas Island Cyril E King
Apr 13
STT4:35 pmSaint Thomas Island Cyril E King
19h 12m
1 stop
SDF11:47 amLouisville Intl
$281

American Airlines flights from Louisville to Caribbean Islands

Our best American Airlines deals on Louisville to Caribbean Islands flight tickets
American Airlines
Feb 19
SDF6:10 amLouisville Intl
10h 27m
2 stops
STX5:37 pmChristiansted Henry Rohlsen
Feb 26
STX4:38 pmChristiansted Henry Rohlsen
8h 49m
1 stop
SDF12:27 amLouisville Intl
$328
American Airlines
Apr 30
SDF11:20 amLouisville Intl
10h 04m
2 stops
SJU9:24 pmSan Juan Luis Munoz Marin Intl
May 2
SJU6:01 pmSan Juan Luis Munoz Marin Intl
15h 44m
1 stop
SDF9:45 amLouisville Intl
$346
American Airlines
Feb 12
SDF10:49 amLouisville Intl
11h 42m
1 stop
SJU11:31 pmSan Juan Luis Munoz Marin Intl
Feb 24
SJU8:00 amSan Juan Luis Munoz Marin Intl
16h 59m
1 stop
SDF11:59 pmLouisville Intl
$351

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 February 3, 2026.
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

Tue 2/24

3:33 pm-11:58 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:15 am-2:34 pm

1 stop9h 19m

$246

LouisvilleChristiansted

SDF - STX

SDFSTX

Louisville Intl

Sun 2/22

3:33 pm-3:40 pm

1 stop23h 07m

Christiansted Henry Rohlsen

Fri 2/27

4:37 pm-11:05 am

1 stop19h 28m

$260

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 3/7

12:00 pm-11:13 pm

1 stop10h 13m

San Juan Luis Munoz Marin Intl

Wed 3/18

7:54 pm-2:33 pm

1 stop18h 39m

$272

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 3/4

1:19 pm-11:09 pm

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Mon 3/9

5:00 am-12:21 pm

1 stop7h 21m

$275

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 2/23

9:30 am-3:31 pm

1 stop29h 01m

San Juan Luis Munoz Marin Intl

Tue 3/3

8:05 pm-12:21 pm

1 stop17h 16m

$278

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 3/3

11:50 am-12:35 am

2 stops11h 45m

San Juan Luis Munoz Marin Intl

Tue 3/10

5:15 am-3:55 pm

2 stops10h 40m

$286

LouisvilleChristiansted

SDF - STX

SDFSTX

Louisville Intl

Thu 2/19

6:10 am-5:37 pm

2 stops10h 27m

Christiansted Henry Rohlsen

Thu 2/26

4:38 pm-12:27 am

1 stop8h 49m

$328

LouisvilleChristiansted

SDF - STX

SDFSTX

Louisville Intl

Mon 2/16

6:23 pm-1:53 pm

2 stops18h 30m

Christiansted Henry Rohlsen

Fri 2/20

6:27 pm-10:04 am

2 stops16h 37m

$353

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Wed 3/18

9:55 am-4:25 pm

1 stop6h 30m

Punta Cana

Wed 3/25

11:56 am-7:42 pm

1 stop7h 46m

$417

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Mon 3/2

5:35 am-4:02 pm

1 stop9h 27m

Punta Cana

Mon 3/9

1:55 pm-10:13 pm

1 stop8h 18m

$429

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 $315.

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 $430 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 $385 on momondo.

Can stopping save me money on Louisville to Caribbean Islands flights?

You could potentially save up to 4% on your flight if you consider stops on a Louisville to Caribbean Islands flight.

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

5h 29m

Direct flights

None
The fastest flight from Louisville to Caribbean Islands takes 5h 29m
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
8,407 reviews
Search Spirit Airlines flights
DeltaPriceFrom $205Free CancellationRating
7.9
8,138 reviews
Search Delta flights
SouthwestPriceFrom $225Free CancellationRating
8.0
4,272 reviews
Search Southwest flights
American AirlinesPriceFrom $240Free CancellationRating
7.2
11,216 reviews
Search American Airlines flights
United AirlinesPriceFrom $246Free CancellationRating
7.4
9,236 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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