HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$108+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$215
(Southwest)

One-way from

$108
(Southwest)

Popular in

March

Cheapest in

August

Average price

$455
From Louisville Intl to Caribbean
Search Deals
One-way flight from Louisville Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 17, 2025.

This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/811:15 amSDF - SJU
1 stop10h 50mSouthwest
Sun 5/117:05 amSJU - SDF
1 stop11h 30mSouthwest
Deal found 4/17$215
This FlightHub deal was found by Cheapflights users on 4/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/285:45 amSDF - SJU
1 stop9h 50mSpirit Airlines
Tue 5/69:25 amSJU - SDF
1 stop12h 52mSpirit Airlines
Deal found 4/17$237
This Delta deal was found by Cheapflights users on 4/17. 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 10/132:59 pmSDF - SJU
1 stop7h 22mDelta
Tue 10/282:28 pmSJU - SDF
1 stop9h 28mDelta
Deal found 4/17$245
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/26:48 pmSDF - STT
1 stop15h 09mSpirit Airlines
Fri 6/610:52 amSTT - SDF
1 stop7h 01mSpirit Airlines
Deal found 4/17$276
This American Airlines deal was found by Cheapflights users on 4/17. 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 10/138:28 pmSDF - SJU
1 stop14h 22mAmerican Airlines
Tue 10/281:55 pmSJU - SDF
2 stops7h 59mAmerican Airlines
Deal found 4/17$285
This Delta deal was found by Cheapflights users on 4/17. 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.
Sat 9/138:20 amSDF - STT
1 stop6h 20mDelta
Sat 9/203:50 pmSTT - SDF
1 stop6h 40mDelta
Deal found 4/17$311
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/172:07 pmSDF - SJU
3 stops20h 38mMultiple Airlines
Sat 5/248:12 pmSJU - SDF
2 stops18h 51mMultiple Airlines
Deal found 4/17$329
This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/306:45 amSDF - SJU
1 stop7h 00mUnited Airlines
Fri 5/91:05 amSJU - SDF
2 stops12h 20mUnited Airlines
Deal found 4/17$335
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2712:58 pmSDF - MBJ
2 stops23h 04mMultiple Airlines
Tue 6/312:07 pmMBJ - SDF
1 stop19h 37mMultiple Airlines
Deal found 4/16$354
This Spirit Airlines deal was found by Cheapflights users on 4/17. 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 Spirit Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/35:05 amSDF - MBJ
1 stop6h 50mSpirit Airlines
Wed 5/712:07 pmMBJ - SDF
2 stops21h 11mSpirit Airlines
Deal found 4/17$362
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/166:48 pmSDF - PUJ
1 stop19h 29mSpirit Airlines
Sat 5/2412:42 pmPUJ - SDF
1 stop21h 36mSpirit Airlines
Deal found 4/16$376
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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.
Sat 5/316:25 pmSDF - AUA
2 stops20h 15mSpirit Airlines
Sat 6/73:45 pmAUA - SDF
2 stops18h 33mSpirit Airlines
Deal found 4/16$384

Cheapflights Fare Finder

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 April 17, 2025.
Use the filters below to find and compare flights from Louisville to Caribbean that are best for you.

Fly from

Louisville

Fly to

Caribbean

Route

Depart

Return

Price

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 5/8

11:15 am-10:05 pm

1 stop10h 50m

San Juan Luis Munoz Marin Intl

Sun 5/11

7:05 am-6:35 pm

1 stop11h 30m

$215

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 4/28

5:45 am-3:35 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Tue 5/6

9:25 am-10:17 pm

1 stop12h 52m

$237

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 10/13

2:59 pm-10:21 pm

1 stop7h 22m

San Juan Luis Munoz Marin Intl

Tue 10/28

2:28 pm-11:56 pm

1 stop9h 28m

$245

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 4/29

6:00 am-2:27 pm

1 stop8h 27m

San Juan Luis Munoz Marin Intl

Tue 5/6

5:25 am-5:55 pm

1 stop12h 30m

$275

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Mon 6/2

6:48 pm-9:57 am

1 stop15h 09m

Saint Thomas Island Cyril E King

Fri 6/6

10:52 am-5:53 pm

1 stop7h 01m

$276

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Sat 9/13

8:20 am-2:40 pm

1 stop6h 20m

Saint Thomas Island Cyril E King

Sat 9/20

3:50 pm-10:30 pm

1 stop6h 40m

$311

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 5/17

2:07 pm-10:45 am

3 stops20h 38m

San Juan Luis Munoz Marin Intl

Sat 5/24

8:12 pm-3:03 pm

2 stops18h 51m

$329

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 4/30

6:45 am-1:45 pm

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Fri 5/9

1:05 am-1:25 pm

2 stops12h 20m

$335

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Sat 5/3

5:05 am-10:55 am

1 stop6h 50m

Montego Bay Sangster Intl

Wed 5/7

12:07 pm-10:18 am

2 stops21h 11m

$362

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Fri 5/16

6:48 pm-2:17 pm

1 stop19h 29m

Punta Cana

Sat 5/24

12:42 pm-10:18 am

1 stop21h 36m

$376

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 41 results
1
2
3
...
5

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.

Cheapflights Insights

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

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 December is currently the most expensive (average of $336). 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 April 17, 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 April 17, 2025.
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,916 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.6
Good
1,409 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
LATAM Airlines
7.5
Good
1,761 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 Southwest, with whom users have recently found tickets for as low as $108. However, be on the lookout for offers from United Airlines and Spirit 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 - San Juan Luis Munoz Marin Intl. You may also consider Louisville Intl - Punta Cana or Louisville Intl - Montego Bay Sangster Intl.

  • 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 December is currently the most expensive (average of $336). 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 Seattle flights
Cincinnati to Dallas/Fort Worth flights
Cincinnati to Orlando flights
Cincinnati to John F Kennedy Intl flights
Nashville to Seattle flights
Nashville to Newark flights
Nashville to John F Kennedy Intl flights
Cincinnati to Denver flights
Cincinnati to LaGuardia flights
Nashville to LaGuardia flights
Cincinnati to Boston flights
Nashville to Los Angeles flights
Cincinnati to Hobby flights
Cincinnati to Newark flights
Nashville to Las Vegas flights
Nashville to Heathrow flights
Cincinnati to Heathrow flights
Nashville to Denver flights
Nashville to Dallas/Fort Worth flights
Cincinnati to Fort Lauderdale flights
Nashville to Fort Lauderdale flights
Cincinnati to Tampa flights
Cincinnati to George Bush Intcntl flights
Nashville to Orlando flights
Cincinnati to Miami flights
Cincinnati to O'Hare Intl flights
Cincinnati to Los Angeles flights
Nashville to Boston flights
Louisville to Boston flights
Cincinnati to Fort Myers flights
Nashville to Miami flights
Nashville to O'Hare Intl flights
Cincinnati to Cancún flights
Nashville to Cancún flights
Cincinnati to Baltimore flights
Nashville to Sky Harbor Intl flights
Nashville to San Francisco flights
Louisville to Las Vegas flights
Cincinnati to Charles de Gaulle flights
Cincinnati to Sky Harbor Intl flights
Cincinnati to Reagan-National flights
Cincinnati to San Francisco flights
Nashville to Dublin flights
Cincinnati to Atlanta flights
Cincinnati to Charlotte flights
Nashville to Reagan-National flights
Louisville to Orlando flights
Cincinnati to Salt Lake City flights
Nashville to Dulles Intl 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$179Average$396FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$560FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$273Average$628FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$663FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$326Average$740FlexibilityNo 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.