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$113+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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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 September 16, 2025.

Round-trip from

$225
(Delta)

One-way from

$113
(Southwest)

Popular in

December

Cheapest in

October

Average price

$368
From Louisville Intl to Caribbean
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One-way flight from Louisville Intl to Caribbean
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Highest demand for flights based on searches. 1% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 12/86:50 amSDF - SJU
1 stop16h 02mAmerican Airlines
Thu 12/112:50 pmSJU - SDF
2 stops7h 58mAmerican Airlines
Deal found 9/14$225
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 10/308:18 amSDF - SJU
1 stop13h 52mAmerican Airlines
Thu 11/64:56 pmSJU - SDF
1 stop7h 47mAmerican Airlines
Deal found 9/15$226
This Priceline deal was found by Cheapflights users on 9/14. 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.
Sat 11/16:58 pmSDF - STT
1 stop15h 53mSpirit Airlines
Thu 11/64:06 pmSTT - SDF
1 stop8h 39mSpirit Airlines
Deal found 9/14$264
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 10/165:02 pmSDF - SJU
1 stop6h 52mAmerican Airlines
Wed 10/225:30 amSJU - SDF
1 stop15h 47mAmerican Airlines
Deal found 9/15$265
This Delta deal was found by Cheapflights users on 9/16. 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.
Tue 9/3012:48 pmSDF - SJU
1 stop9h 12mDelta
Thu 10/22:26 pmSJU - SDF
1 stop9h 26mDelta
Deal found 9/16$305
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 10/226:05 amSDF - SJU
2 stops9h 50mAmerican Airlines
Sun 10/265:30 amSJU - SDF
1 stop12h 13mAmerican Airlines
Deal found 9/15$312
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 10/163:35 pmSDF - SJU
1 stop8h 24mAmerican Airlines
Sun 10/195:30 amSJU - SDF
1 stop12h 13mAmerican Airlines
Deal found 9/14$325
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 11/1310:55 amSDF - SDQ
1 stop5h 55mSpirit Airlines
Mon 11/176:55 pmSDQ - SDF
1 stop16h 04mSpirit Airlines
Deal found 9/13$326
This KAYAK deal was found by Cheapflights users on 9/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:58 pmSDF - STT
1 stop14h 58mSpirit Airlines
Thu 10/2311:01 amSTT - SDF
1 stop7h 02mSpirit Airlines
Deal found 9/16$327
This Mytrip deal was found by Cheapflights users on 9/15. 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 9/298:23 amSDF - SJU
3 stops29h 48mSpirit Airlines
Thu 10/211:59 amSJU - SDF
1 stop10h 05mSpirit Airlines
Deal found 9/15$328
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sat 11/16:58 pmSDF - PUJ
1 stop21h 02mSpirit Airlines
Wed 11/51:21 pmPUJ - SDF
1 stop21h 38mSpirit Airlines
Deal found 9/14$340
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/133:46 pmSDF - SJU
1 stop8h 08mAmerican Airlines
Tue 10/287:05 amSJU - SDF
2 stops10h 48mAmerican Airlines
Deal found 9/14$342

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 September 16, 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 10/30

8:18 am-10:10 pm

1 stop13h 52m

San Juan Luis Munoz Marin Intl

Thu 11/6

4:56 pm-11:43 pm

1 stop7h 47m

$226

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Sat 11/1

6:58 pm-10:51 am

1 stop15h 53m

Saint Thomas Island Cyril E King

Thu 11/6

4:06 pm-11:45 pm

1 stop8h 39m

$264

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 9/30

1:15 pm-10:30 pm

2 stops9h 15m

San Juan Luis Munoz Marin Intl

Thu 10/2

5:50 am-7:25 pm

1 stop13h 35m

$305

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 9/30

12:48 pm-10:00 pm

1 stop9h 12m

San Juan Luis Munoz Marin Intl

Thu 10/2

2:26 pm-11:52 pm

1 stop9h 26m

$305

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 9/30

7:20 am-2:44 pm

1 stop7h 24m

San Juan Luis Munoz Marin Intl

Thu 10/2

1:30 pm-11:00 pm

1 stop9h 30m

$305

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 10/16

8:22 am-11:54 pm

1 stop15h 32m

San Juan Luis Munoz Marin Intl

Sun 10/19

5:30 am-5:43 pm

1 stop12h 13m

$305

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 10/18

3:46 pm-11:54 pm

1 stop8h 08m

San Juan Luis Munoz Marin Intl

Sat 10/25

5:25 am-3:06 pm

2 stops9h 41m

$305

LouisvilleSanto Domingo

SDF - SDQ

SDFSDQ

Louisville Intl

Thu 11/13

10:55 am-5:50 pm

1 stop5h 55m

Santo Domingo Las Americas

Mon 11/17

6:55 pm-9:59 am

1 stop16h 04m

$326

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Sat 11/1

6:58 pm-4:00 pm

1 stop21h 02m

Punta Cana

Wed 11/5

1:21 pm-9:59 am

1 stop21h 38m

$340

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 11/23

12:55 pm-1:25 am

1 stop11h 30m

San Juan Luis Munoz Marin Intl

Wed 11/26

6:15 pm-12:30 am

1 stop7h 15m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 48 results
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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 June is currently the most expensive (average of $339). 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 September 16, 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.

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 September 16, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Louisville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,019 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Louisville to Caribbean?

    A quick flight from Louisville to Caribbean can take about 9h 15m. American Airlines provides one of the quickest options available for as low as $305. There are 1807 mi between Louisville and Caribbean. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $113. However, be on the lookout for offers from American 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 - 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 June is currently the most expensive (average of $339). 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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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$389FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$225Average$693FlexibilityNo cancel feeOn-time63%
DeltaCheapest$225Average$574FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$263Average$597FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$596FlexibilityNo cancel feeOn-time69%

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