HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$80+ Cheap flights from Louisville (SDF) to Caribbean

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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Louisville to Caribbean with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Louisville to Caribbean

Keep the following information in mind while searching for Louisville to Caribbean flight deals. Data was last updated February 20, 2025.

Round-trip from

$179
(FlightHub)

One-way from

$97
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$394
From Louisville Intl to Caribbean
Search Deals
One-way flight from Louisville Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals

Find flight deals from Louisville to Caribbean

Cheapest flights from Louisville to Caribbean
Explore the most affordable flight options available from Louisville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/36:00 amSDF - STT
1 stop27h 40mSpirit Airlines
Sat 5/101:06 pmSTT - SDF
1 stop6h 57mSpirit Airlines
Deal found 2/20$263
This FlightHub deal was found by Cheapflights users on 2/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/266:00 amSDF - SJU
1 stop10h 34mSpirit Airlines
Thu 3/273:05 amSJU - SDF
1 stop13h 33mSpirit Airlines
Deal found 2/19$264
This Delta deal was found by Cheapflights users on 2/20. 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 3/42:43 pmSDF - SJU
1 stop8h 03mDelta
Tue 3/116:15 amSJU - SDF
1 stop7h 46mDelta
Deal found 2/20$275
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1011:03 amSDF - SJU
3 stops27h 41mMultiple Airlines
Mon 3/173:38 amSJU - SDF
3 stops43h 20mMultiple Airlines
Deal found 2/20$276
This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/187:16 pmSDF - PUJ
1 stop19h 26mSpirit Airlines
Tue 4/13:47 pmPUJ - SDF
1 stop7h 11mSpirit Airlines
Deal found 2/20$317
This FlightHub deal was found by Cheapflights users on 2/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/246:00 amSDF - SXM
1 stop7h 28mSpirit Airlines
Wed 3/262:33 pmSXM - SDF
1 stop8h 25mSpirit Airlines
Deal found 2/19$317
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Sun 11/1612:26 pmSDF - SJU
1 stop15h 39mAmerican Airlines
Fri 11/218:14 amSJU - SDF
1 stop14h 19mAmerican Airlines
Deal found 2/20$320
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/62:20 pmSDF - SJU
1 stop9h 16mUnited Airlines
Wed 3/121:05 amSJU - SDF
2 stops11h 53mUnited Airlines
Deal found 2/20$330
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
Sun 3/236:00 amSDF - AUA
1 stop8h 45mSpirit Airlines
Thu 3/273:50 pmAUA - SDF
1 stop7h 08mSpirit Airlines
Deal found 2/20$343
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/315:33 pmSDF - PUJ
1 stop18h 44mMultiple Airlines
Mon 4/72:46 pmPUJ - SDF
2 stops21h 07mMultiple Airlines
Deal found 2/20$350
This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/186:00 amSDF - MBJ
1 stop5h 55mSpirit Airlines
Mon 4/2112:00 pmMBJ - SDF
1 stop9h 17mSpirit Airlines
Deal found 2/20$370
This Southwest deal was found by Cheapflights users on 2/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/512:05 pmSDF - SJU
2 stops9h 00mSouthwest
Wed 5/146:05 amSJU - SDF
1 stop7h 25mSouthwest
Deal found 2/19$405

Find flights from Louisville to Caribbean within your budget

Customize your flight search to find flights from Louisville to Caribbean 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 February 20, 2025.

Fly from

Louisville

Fly to

Caribbean

Route

Depart

Return

Price

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Sat 5/3

6:00 am-9:40 am

1 stop27h 40m

Saint Thomas Island Cyril E King

Sat 5/10

1:06 pm-8:03 pm

1 stop6h 57m

$263

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 3/26

6:00 am-4:34 pm

1 stop10h 34m

San Juan Luis Munoz Marin Intl

Thu 3/27

3:05 am-4:38 pm

1 stop13h 33m

$264

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 4/18

4:59 pm-11:15 pm

1 stop6h 16m

San Juan Luis Munoz Marin Intl

Tue 4/22

5:11 pm-11:59 pm

1 stop6h 48m

$275

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 3/7

6:22 pm-1:23 am

2 stops30h 01m

San Juan Luis Munoz Marin Intl

Sat 3/8

4:38 am-6:21 pm

2 stops37h 43m

$281

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Tue 3/18

7:16 pm-2:42 pm

1 stop19h 26m

Punta Cana

Tue 4/1

3:47 pm-10:58 pm

1 stop7h 11m

$317

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Mon 3/24

6:00 am-1:28 pm

1 stop7h 28m

Simpson Bay Princess Juliana

Wed 3/26

2:33 pm-10:58 pm

1 stop8h 25m

$317

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 3/6

2:20 pm-12:36 am

1 stop9h 16m

San Juan Luis Munoz Marin Intl

Wed 3/12

1:05 am-12:58 pm

2 stops11h 53m

$330

LouisvilleOranjestad

SDF - AUA

SDFAUA

Louisville Intl

Sun 3/23

6:00 am-2:45 pm

1 stop8h 45m

Oranjestad Reina Beatrix

Thu 3/27

3:50 pm-10:58 pm

1 stop7h 08m

$343

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Fri 4/18

6:00 am-10:55 am

1 stop5h 55m

Montego Bay Sangster Intl

Mon 4/21

12:00 pm-10:17 pm

1 stop9h 17m

$370

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 2/26

6:17 am-3:45 pm

2 stops8h 28m

San Juan Luis Munoz Marin Intl

Mon 3/3

4:44 pm-12:21 am

1 stop8h 37m

$388

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 40 results
1
2
3
4

Best time to book a flight from Louisville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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.

Travel insights for flights from Louisville to Caribbean

Get recent, data-driven insights about flights from Louisville to Caribbean including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Louisville to Caribbean (average of $254). Flying from Louisville to Caribbean in March is currently the most expensive (average of $363). 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 CB?

Find hourly flight availability from Louisville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Louisville to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated February 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

LATAM Airlines
7.5
Good
1,795 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Louisville to Caribbean. 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?

    If you book a flight to Caribbean from Louisville, you will be flying from Louisville Intl, which is the city’s only airport. Louisville Intl (SDF) is located 5.3 mi from the center of Louisville.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $97. However, be on the lookout for offers from Delta and American Airlines, as they are both options that can get you from Louisville to Caribbean for a low price.

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

    The most popular route from Louisville to Caribbean is Louisville Intl - Montego Bay Sangster Intl. You may also consider Louisville Intl - San Juan Luis Munoz Marin Intl or Louisville Intl - Saint Thomas Island Cyril E King.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Louisville to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Louisville to Caribbean (average of $254). Flying from Louisville to Caribbean in March is currently the most expensive (average of $363). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Louisville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Cincinnati to Las Vegas flights
Cincinnati to Orlando flights
Cincinnati to Denver flights
Cincinnati to Sky Harbor Intl flights
Cincinnati to John F Kennedy Intl flights
Nashville to LaGuardia flights
Cincinnati to LaGuardia flights
Cincinnati to Tampa flights
Cincinnati to Fort Lauderdale flights
Nashville to Orlando flights
Cincinnati to Fort Myers flights
Nashville to Las Vegas flights
Cincinnati to Seattle flights
Nashville to Miami flights
Cincinnati to Dallas/Fort Worth flights
Nashville to Los Angeles flights
Cincinnati to Hobby flights
Nashville to John F Kennedy Intl flights
Nashville to Denver flights
Nashville to Seattle flights
Nashville to Newark flights
Nashville to Fort Lauderdale flights
Nashville to Dallas/Fort Worth flights
Cincinnati to Boston flights
Nashville to O'Hare Intl flights
Cincinnati to Orlando Sanford Intl flights
Nashville to Heathrow flights
Cincinnati to Cancún flights
Cincinnati to George Bush Intcntl flights
Nashville to Sky Harbor Intl flights
Cincinnati to Newark flights
Louisville to Las Vegas flights
Nashville to Cancún flights
Cincinnati to Los Angeles flights
Nashville to Reagan-National flights
Cincinnati to O'Hare Intl flights
Cincinnati to Heathrow flights
Cincinnati to St Petersburg flights
Cincinnati to Sarasota flights
Nashville to Tampa flights
Louisville to Orlando flights
Nashville to San Francisco flights
Nashville to Dulles Intl flights
Cincinnati to Atlanta flights
Cincinnati to San Francisco flights
Cincinnati to Salt Lake City flights
Louisville to Newark flights
Cincinnati to Dulles Intl flights
Nashville to Baltimore flights
Nashville to Salt Lake City flights

Top 5 airlines flying from Louisville to Caribbean

Discover the top 5 airlines that operate flights from Louisville to Caribbean. 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$166Average$395FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$535FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$267Average$625FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$656FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$378Average$724FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.