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Caribbean Islands

$112+ Cheap flights from Louisville (SDF) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Louisville to Caribbean Islands

Cheapest flights from Louisville to Caribbean Islands
Explore the most affordable flight options available from Louisville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:05 amSDF - SJU
1 stop16h 00mSpirit Airlines
Mon 12/296:28 pmSJU - SDF
1 stop6h 31mSpirit Airlines
Deal found 12/17$374
This Cheapflightsfares deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:05 amSDF - SJU
1 stop16h 00mSpirit Airlines
Sun 12/286:28 pmSJU - SDF
1 stop6h 31mSpirit Airlines
Deal found 12/16$375
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2112:21 pmSDF - SJU
1 stop9h 59mDelta
Fri 12/261:07 pmSJU - SDF
1 stop8h 44mDelta
Deal found 12/17$393
This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:40 amSDF - MBJ
1 stop8h 10mDelta
Tue 12/308:00 amMBJ - SDF
1 stop15h 56mDelta
Deal found 12/16$393
This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/224:44 pmSDF - MBJ
2 stops22h 06mDelta
Tue 12/308:00 amMBJ - SDF
1 stop12h 51mDelta
Deal found 12/16$398
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:40 amSDF - MBJ
1 stop8h 10mDelta
Thu 2/262:19 pmMBJ - SDF
1 stop6h 09mDelta
Deal found 12/17$416
This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:30 amSDF - MBJ
1 stop12h 11mDelta
Wed 12/314:15 pmMBJ - SDF
2 stops20h 57mDelta
Deal found 12/16$421
This Delta deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2310:14 amSDF - MBJ
1 stop10h 27mDelta
Sat 12/2712:30 pmMBJ - SDF
1 stop8h 21mDelta
Deal found 12/18$423
This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/222:20 pmSDF - MBJ
1 stop6h 21mDelta
Mon 12/294:15 pmMBJ - SDF
2 stops20h 57mDelta
Deal found 12/16$428
This Cheapflightsfares deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:05 amSDF - SJU
1 stop5h 53mSpirit Airlines
Sun 12/286:28 pmSJU - SDF
1 stop6h 31mSpirit Airlines
Deal found 12/16$430
This Priceline deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:05 amSDF - SXM
1 stop8h 10mSpirit Airlines
Mon 12/293:20 pmSXM - SDF
1 stop9h 39mSpirit Airlines
Deal found 12/18$439
This American Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:24 pmSDF - MBJ
2 stops14h 39mAmerican Airlines
Thu 2/265:20 pmMBJ - SDF
1 stop7h 04mAmerican Airlines
Deal found 12/17$444

Find flight deals from Louisville to Caribbean Islands

Keep the following information in mind while searching for Louisville to Caribbean Islands flight deals. Data was last updated December 18, 2025.

Round-trip from

$225
(American Airlines)

One-way from

$112
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$565
From Louisville Intl to Caribbean Islands
Search Deals
One-way flight from Louisville Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Louisville to Caribbean Islands that are best for you.

Fly from

Louisville

Fly to

Caribbean Islands

Route

Depart

Return

Price

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/27

7:00 am-2:31 pm

1 stop6h 31m

San Juan Luis Munoz Marin Intl

Tue 2/3

6:27 pm-11:50 pm

1 stop6h 23m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/13

9:15 am-9:26 pm

1 stop11h 11m

San Juan Luis Munoz Marin Intl

Thu 1/15

2:05 am-1:24 pm

2 stops12h 19m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/27

11:08 am-8:50 pm

2 stops8h 42m

San Juan Luis Munoz Marin Intl

Tue 2/3

7:00 am-9:16 pm

1 stop15h 16m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/13

6:00 am-1:05 pm

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Thu 1/22

6:27 pm-11:50 pm

1 stop6h 23m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 2/24

5:33 am-1:04 pm

1 stop6h 31m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:27 pm-11:58 pm

1 stop6h 31m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 1/12

6:00 am-5:17 pm

1 stop10h 17m

San Juan Luis Munoz Marin Intl

Fri 1/23

7:30 am-2:36 pm

1 stop8h 06m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 1/12

6:00 am-5:17 pm

1 stop10h 17m

San Juan Luis Munoz Marin Intl

Thu 1/22

3:55 pm-11:50 pm

1 stop8h 55m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/6

5:05 am-11:44 pm

1 stop17h 39m

San Juan Luis Munoz Marin Intl

Thu 1/22

8:31 pm-6:04 pm

2 stops22h 33m

$253

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 1/17

2:10 pm-10:22 pm

1 stop7h 12m

San Juan Luis Munoz Marin Intl

Sat 1/24

7:45 am-8:28 pm

2 stops13h 43m

$264

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 3/5

7:47 pm-11:41 am

1 stop14h 54m

San Juan Luis Munoz Marin Intl

Sat 3/7

1:30 am-9:09 am

1 stop8h 39m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 60 results
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Best time to book a flight from Louisville to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Louisville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Louisville to Caribbean Islands

What is the cheapest month to book a flight from Louisville to Caribbean Islands?

Currently, January is the cheapest month in which you can book a flight from Louisville to Caribbean Islands (average of $128). Flying from Louisville to Caribbean Islands in June is currently the most expensive (average of $252). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SDF to EPX?

Find hourly flight availability from Louisville to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

It’s typically best to fly out from Louisville to Caribbean Islands in the evening. Doing so could potentially save you 24% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Louisville to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Louisville to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Louisville to Caribbean Islands flight should consider departing on Thursday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated December 18, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Louisville to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Overall

7.9

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Overall

7.9

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,007 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Overall

7.9

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,092 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Overall

7.9

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,055 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Overall

7.9

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,189 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Overall

7.9

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Louisville to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Louisville to Caribbean Islands?

    Louisville Intl (SDF) is the airport you will fly out of if you book a flight from Louisville to Caribbean Islands. It is only a 5.3 mi journey to Louisville Intl (SDF) from Louisville’s city center.

  • How long is the flight from Louisville to Caribbean Islands?

    There are many flights that can get you from Louisville to Caribbean Islands in 6h 31m. Fly via Delta, United Airlines, or Spirit Airlines to get the fastest option. Louisville and Caribbean Islands are separated by a distance of 1807 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Louisville to Caribbean Islands one-way?

    The cheapest airlines for a one-way flight from Louisville to Caribbean Islands are Spirit Airlines ($86), American Airlines ($109), and Delta ($138).

  • What are the most popular routes from Louisville to Caribbean Islands?

    While some choose either Louisville Intl - Punta Cana or Louisville Intl - Saint Thomas Island Cyril E King, Louisville Intl - San Juan Luis Munoz Marin Intl is the most popular route from Louisville to Caribbean Islands.

  • Can I find deals for flights from Louisville to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Louisville to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Louisville to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Louisville to Caribbean Islands.

  • Can I find deals for business class flights from Louisville to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Louisville to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Louisville to Caribbean Islands?

    Currently, January is the cheapest month in which you can book a flight from Louisville to Caribbean Islands (average of $128). Flying from Louisville to Caribbean Islands in June is currently the most expensive (average of $252). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Louisville to Caribbean Islands

Discover the top 5 airlines that operate flights from Louisville to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$387FlexibilityNo cancel feeOn-time65%
DeltaCheapest$218Average$589FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$225Average$685FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$259Average$589FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$262Average$596FlexibilityNo cancel feeOn-time71%

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