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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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Jan 29 — Feb 51
Thu 1/29
Thu 2/5
1 adult, Economy
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Cheap 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 December 30, 2025.

This American Airlines deal was found by Cheapflights users on 12/28. 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 - SJU
1 stop15h 15mAmerican Airlines
Wed 12/317:00 amSJU - SDF
1 stop15h 44mAmerican Airlines
Deal found 12/28$481
This American Airlines deal was found by Cheapflights users on 12/27. 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 12/315:00 amSDF - NAS
1 stop8h 53mAmerican Airlines
Tue 1/610:47 amNAS - SDF
1 stop13h 12mAmerican Airlines
Deal found 12/27$503
This American Airlines deal was found by Cheapflights users on 12/28. 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 12/295:49 pmSDF - SJU
1 stop10h 11mAmerican Airlines
Thu 1/16:00 amSJU - SDF
1 stop8h 30mAmerican Airlines
Deal found 12/28$506
This Southwest deal was found by Cheapflights users on 12/29. 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.
Tue 12/305:35 pmSDF - SJU
1 stop6h 50mSouthwest
Wed 1/76:10 amSJU - SDF
1 stop8h 25mSouthwest
Deal found 12/29$523
This American Airlines deal was found by Cheapflights users on 12/27. 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 12/296:27 amSDF - NAS
1 stop6h 18mAmerican Airlines
Wed 12/314:55 pmNAS - SDF
1 stop5h 19mAmerican Airlines
Deal found 12/27$528
This Delta deal was found by Cheapflights users on 12/29. 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 12/296:51 pmSDF - MBJ
1 stop16h 14mDelta
Thu 2/264:44 pmMBJ - SDF
1 stop7h 14mDelta
Deal found 12/29$539
This United Airlines deal was found by Cheapflights users on 12/28. 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.
Mon 12/296:11 pmSDF - SJU
2 stops11h 00mUnited Airlines
Wed 12/3110:15 amSJU - SDF
2 stops13h 15mUnited Airlines
Deal found 12/28$599
This American Airlines deal was found by Cheapflights users on 12/29. 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.
Tue 12/3010:59 amSDF - SJU
1 stop12h 00mAmerican Airlines
Fri 1/210:25 amSJU - SDF
1 stop14h 34mAmerican Airlines
Deal found 12/29$630
This American Airlines deal was found by Cheapflights users on 12/28. 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 12/295:49 pmSDF - SJU
1 stop10h 11mAmerican Airlines
Mon 1/57:00 amSJU - SDF
1 stop15h 41mAmerican Airlines
Deal found 12/28$663
This United Airlines deal was found by Cheapflights users on 12/28. 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.
Tue 12/305:40 amSDF - SJU
1 stop9h 00mUnited Airlines
Fri 1/28:30 amSJU - SDF
1 stop7h 14mUnited Airlines
Deal found 12/28$669
This Expedia deal was found by Cheapflights users on 12/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:05 amSDF - SJU
1 stop16h 00mSpirit Airlines
Fri 1/26:28 pmSJU - SDF
1 stop6h 31mSpirit Airlines
Deal found 12/29$709
This Delta deal was found by Cheapflights users on 12/28. 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 12/296:00 amSDF - GCM
1 stop6h 36mDelta
Mon 1/53:45 pmGCM - SDF
1 stop8h 10mDelta
Deal found 12/28$714

Find flight deals from Louisville to Caribbean

Keep the following information in mind while searching for Louisville to Caribbean flight deals. Data was last updated December 30, 2025.

Round-trip from

$225
(American Airlines)

One-way from

$113
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$565
From Louisville Intl to Caribbean
Search Deals
One-way flight from Louisville Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($16 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 December 2025
Search Deals

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 December 30, 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

Sun 1/25

5:35 am-5:17 pm

1 stop10h 42m

San Juan Luis Munoz Marin Intl

Sat 1/31

6:30 pm-11:50 pm

1 stop6h 20m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 1/29

1:15 pm-11:56 pm

2 stops9h 41m

San Juan Luis Munoz Marin Intl

Fri 2/6

3:49 pm-10:12 pm

1 stop7h 23m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 1/29

6:00 am-4:36 pm

1 stop9h 36m

San Juan Luis Munoz Marin Intl

Wed 2/4

2:05 am-1:24 pm

2 stops12h 19m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 1/24

1:20 pm-11:00 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Tue 2/3

3:50 pm-10:45 pm

1 stop7h 55m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 3/1

12:12 pm-11:58 pm

1 stop10h 46m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:15 am-11:27 am

1 stop6h 12m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 1/29

11:16 am-11:56 pm

1 stop11h 40m

San Juan Luis Munoz Marin Intl

Sat 2/7

5:20 pm-10:50 am

1 stop18h 30m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 1/25

11:10 am-12:36 am

2 stops12h 26m

San Juan Luis Munoz Marin Intl

Thu 1/29

8:10 am-5:37 pm

2 stops10h 27m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 2/15

5:00 am-11:40 am

1 stop5h 40m

San Juan Luis Munoz Marin Intl

Tue 3/17

6:33 am-8:14 pm

1 stop13h 41m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 5/2

7:52 pm-10:48 am

1 stop14h 56m

San Juan Luis Munoz Marin Intl

Sat 5/9

4:30 pm-8:38 am

1 stop16h 08m

$229

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 1/25

11:10 am-10:22 pm

2 stops10h 12m

San Juan Luis Munoz Marin Intl

Fri 1/30

2:05 am-1:28 pm

2 stops12h 23m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/28

Showing 1-10 of 60 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, January is the cheapest month in which you can book a flight from Louisville to Caribbean (average of $128). Flying from Louisville to Caribbean 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.

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 December 30, 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
4,251 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

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
8.0
Very good
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

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
8,013 reviews
Southwest
8.0
Very good
4,251 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

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
9,124 reviews
Southwest
8.0
Very good
4,251 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

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
11,075 reviews
Southwest
8.0
Very good
4,251 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

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
8,243 reviews
Southwest
8.0
Very good
4,251 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

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. 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 36m. American Airlines provides one of the quickest options available for as low as $225. 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 Spirit Airlines, with whom users have recently found tickets for as low as $86. However, be on the lookout for offers from American Airlines and Delta, 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 - Providenciales.

  • 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, January is the cheapest month in which you can book a flight from Louisville to Caribbean (average of $128). Flying from Louisville to Caribbean 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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Alternative routes for Louisville to Caribbean

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

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 December 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$399FlexibilityNo cancel feeOn-time65%
DeltaCheapest$215Average$589FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$225Average$683FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$255Average$598FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$583FlexibilityNo cancel feeOn-time69%

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