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Cheap flights from Louisville to Caribbean Islands from $103

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 10/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Louisville to Caribbean Islands

Cheap round-trip flights

American Airlines Logo
3:35 pm - 11:59 pmSDF-SJU
8h 24m1 stop
American Airlines Logo
7:45 am - 5:54 pmSJU-SDF
10h 09m2 stops
$205American Airlines
Find Deal
Mon, Oct 13 - Tue, Oct 28
United Airlines Logo
10:55 am - 11:57 pmSDF-SJU
13h 02m2 stops
United Airlines Logo
7:30 am - 2:45 pmSJU-SDF
7h 15m1 stop
$224United Airlines
Find Deal
Sat, Oct 25 - Sat, Nov 1
American Airlines Logo
5:00 am - 2:02 pmSDF-SJU
8h 02m1 stop
American Airlines Logo
6:25 am - 2:57 pmSJU-SDF
9h 32m2 stops
$238American Airlines
Find Deal
Sun, Nov 2 - Sat, Nov 8
United Airlines Logo
10:55 am - 11:57 pmSDF-SJU
13h 02m2 stops
United Airlines Logo
7:30 am - 5:16 pmSJU-SDF
9h 46m2 stops
$239United Airlines
Find Deal
Sat, Oct 25 - Sat, Nov 1
Southwest Logo
3:50 pm - 10:30 pmSDF-SJU
6h 40m1 stop
Southwest Logo
7:20 am - 7:55 pmSJU-SDF
12h 35m1 stop
$245Southwest
Find Deal
Wed, Sep 17 - Wed, Sep 24
Delta Logo
6:00 am - 4:33 pmSDF-SJU
10h 33m1 stop
Delta Logo
12:46 pm - 10:34 pmSJU-SDF
9h 48m1 stop
$260Delta
Find Deal
Tue, Oct 7 - Fri, Oct 17
Spirit Airlines Logo
6:58 pm - 9:56 amSDF-STT
14h 58m1 stop
Spirit Airlines Logo
2:04 pm - 10:47 pmSTT-SDF
8h 43m1 stop
$268Spirit Airlines
Find Deal
Thu, Oct 16 - Thu, Oct 23
Spirit Airlines Logo
10:14 am - 8:56 pmSDF-SJU
10h 42m1 stop
Spirit Airlines Logo
3:19 pm - 9:19 amSJU-SDF
18h 00m1 stop
$270Spirit Airlines
Find Deal
Wed, Sep 17 - Wed, Sep 24
Southwest Logo
1:15 pm - 10:30 pmSDF-SJU
9h 15m2 stops
Southwest Logo
7:20 am - 7:55 pmSJU-SDF
12h 35m1 stop
$282Southwest
Find Deal
Wed, Sep 17 - Wed, Sep 24
Delta Logo
6:00 am - 1:21 pmSDF-SJU
7h 21m1 stop
Delta Logo
5:43 pm - 11:59 pmSJU-SDF
6h 16m1 stop
$293Delta
Find Deal
Mon, Oct 6 - Wed, Oct 15

United Airlines flights from Louisville to Caribbean Islands

Our best United Airlines deals on Louisville to Caribbean Islands flight tickets
United Airlines
Oct 25
SDF10:55 amLouisville Intl
13h 02m
2 stops
SJU11:57 pmSan Juan Luis Munoz Marin Intl
Nov 1
SJU7:30 amSan Juan Luis Munoz Marin Intl
7h 15m
1 stop
SDF2:45 pmLouisville Intl
$224
Find similar
United Airlines
Oct 25
SDF10:55 amLouisville Intl
13h 02m
2 stops
SJU11:57 pmSan Juan Luis Munoz Marin Intl
Nov 1
SJU7:30 amSan Juan Luis Munoz Marin Intl
9h 46m
2 stops
SDF5:16 pmLouisville Intl
$239
Find similar
United Airlines
Jan 25
SDF7:30 amLouisville Intl
12h 58m
2 stops
SJU9:28 pmSan Juan Luis Munoz Marin Intl
Jan 28
SJU2:05 amSan Juan Luis Munoz Marin Intl
15h 44m
2 stops
SDF4:49 pmLouisville Intl
$295
Find similar

Southwest flights from Louisville to Caribbean Islands

Our best Southwest deals on Louisville to Caribbean Islands flight tickets
Southwest
Sep 17
SDF3:50 pmLouisville Intl
6h 40m
1 stop
SJU10:30 pmSan Juan Luis Munoz Marin Intl
Sep 24
SJU7:20 amSan Juan Luis Munoz Marin Intl
12h 35m
1 stop
SDF7:55 pmLouisville Intl
$245
Find similar
Southwest
Sep 17
SDF1:15 pmLouisville Intl
9h 15m
2 stops
SJU10:30 pmSan Juan Luis Munoz Marin Intl
Sep 24
SJU7:20 amSan Juan Luis Munoz Marin Intl
12h 35m
1 stop
SDF7:55 pmLouisville Intl
$282
Find similar
Southwest
Oct 2
SDF5:30 pmLouisville Intl
7h 15m
1 stop
SJU12:45 amSan Juan Luis Munoz Marin Intl
Oct 6
SJU5:50 amSan Juan Luis Munoz Marin Intl
13h 35m
1 stop
SDF7:25 pmLouisville Intl
$285
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 August 17, 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

Mon 10/13

3:35 pm-11:59 pm

1 stop8h 24m

San Juan Luis Munoz Marin Intl

Tue 10/28

7:45 am-5:54 pm

2 stops10h 09m

$205

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 10/25

10:55 am-11:57 pm

2 stops13h 02m

San Juan Luis Munoz Marin Intl

Sat 11/1

7:30 am-2:45 pm

1 stop7h 15m

$224

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 11/2

5:00 am-2:02 pm

1 stop8h 02m

San Juan Luis Munoz Marin Intl

Sat 11/8

6:25 am-2:57 pm

2 stops9h 32m

$238

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 10/25

10:55 am-11:57 pm

2 stops13h 02m

San Juan Luis Munoz Marin Intl

Sat 11/1

7:30 am-5:16 pm

2 stops9h 46m

$239

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 9/17

3:50 pm-10:30 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Wed 9/24

7:20 am-7:55 pm

1 stop12h 35m

$245

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 10/7

6:00 am-4:33 pm

1 stop10h 33m

San Juan Luis Munoz Marin Intl

Fri 10/17

12:46 pm-10:34 pm

1 stop9h 48m

$260

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Thu 10/16

6:58 pm-9:56 am

1 stop14h 58m

Saint Thomas Island Cyril E King

Thu 10/23

2:04 pm-10:47 pm

1 stop8h 43m

$268

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 9/17

10:14 am-8:56 pm

1 stop10h 42m

San Juan Luis Munoz Marin Intl

Wed 9/24

3:19 pm-9:19 am

1 stop18h 00m

$270

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 9/17

1:15 pm-10:30 pm

2 stops9h 15m

San Juan Luis Munoz Marin Intl

Wed 9/24

7:20 am-7:55 pm

1 stop12h 35m

$282

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 10/6

6:00 am-1:21 pm

1 stop7h 21m

San Juan Luis Munoz Marin Intl

Wed 10/15

5:43 pm-11:59 pm

1 stop6h 16m

$293

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 October is, on average, the cheapest month to fly to Caribbean Islands from Louisville, with most prices found around $356. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Louisville averaging around $374.

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 $444 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 $378 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

Best Price Found

$103

Fastest flight time

4h 19m

Direct flights

None

Airports in Caribbean Islands

8 airports
The best one-way flight to Caribbean Islands from Louisville in the past 72 hours is $103. The best round-trip flight deal from Louisville to Caribbean Islands found on momondo in the last 72 hours is $205.
The fastest flight from Louisville to Caribbean Islands takes 4h 19m
There are no direct flights from Louisville to Caribbean Islands. Popular non-direct routes for this connection are Louisville Intl Airport - San Juan Luis Munoz Marin Intl Airport, Louisville Intl Airport - Saint Thomas Island Cyril E King Airport and Louisville Intl Airport - Oranjestad Reina Beatrix Airport.
There are 8 airports near Caribbean Islands: George Town Owen Roberts Intl (GCM), Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), Providenciales (PLS), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)
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  • 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
8,040 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $225Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
DeltaPriceFrom $225Free CancellationRating
8.0
7,986 reviews
Search Delta flights
American AirlinesPriceFrom $264Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $316Free CancellationRating
7.4
8,919 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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