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Caribbean

$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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Jan 21 — Jan 281
Wed 1/21
Wed 1/28
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 22, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/295:05 amSDF - SJU
1 stop16h 00mMultiple Airlines
Wed 1/72:29 amSJU - SDF
2 stops40h 35mMultiple Airlines
Deal found 12/22$373
This American Airlines deal was found by Cheapflights users on 12/20. 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.
Wed 12/248:00 amSDF - SJU
1 stop13h 05mAmerican Airlines
Wed 12/318:35 pmSJU - SDF
1 stop15h 19mAmerican Airlines
Deal found 12/20$393
This Expedia deal was found by Cheapflights users on 12/21. 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.
Wed 12/315:05 amSDF - SJU
1 stop5h 53mSpirit Airlines
Thu 1/85:50 pmSJU - SDF
2 stops20h 10mSpirit Airlines
Deal found 12/21$408
This Southwest deal was found by Cheapflights users on 12/21. 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.
Wed 12/315:10 pmSDF - SJU
1 stop6h 25mSouthwest
Thu 1/83:50 pmSJU - SDF
1 stop7h 55mSouthwest
Deal found 12/21$410
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/297:00 amSDF - SJU
1 stop15h 59mAmerican Airlines
Thu 1/84:28 pmSJU - SDF
1 stop7h 51mAmerican Airlines
Deal found 12/22$415
This Delta deal was found by Cheapflights users on 12/21. 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 - MBJ
1 stop8h 13mDelta
Thu 2/262:19 pmMBJ - SDF
1 stop6h 09mDelta
Deal found 12/21$439
This American Airlines deal was found by Cheapflights users on 12/20. 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.
Mon 12/298:05 amSDF - MBJ
1 stop7h 19mAmerican Airlines
Thu 2/262:30 pmMBJ - SDF
2 stops9h 54mAmerican Airlines
Deal found 12/20$444
This Delta deal was found by Cheapflights users on 12/20. 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 12/236:00 amSDF - STT
1 stop9h 25mDelta
Tue 12/301:48 pmSTT - SDF
1 stop11h 08mDelta
Deal found 12/20$456
This Delta deal was found by Cheapflights users on 12/21. 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 12/292:20 pmSDF - SJU
1 stop5h 49mDelta
Thu 1/13:44 pmSJU - SDF
1 stop8h 14mDelta
Deal found 12/21$475
This American Airlines deal was found by Cheapflights users on 12/20. 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.
Wed 12/245:00 amSDF - SJU
1 stop16h 05mAmerican Airlines
Fri 12/262:44 pmSJU - SDF
1 stop8h 01mAmerican Airlines
Deal found 12/20$481
This Cheapflightsfares deal was found by Cheapflights users on 12/20. 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.
Wed 12/245:05 amSDF - SJU
1 stop16h 00mSpirit Airlines
Mon 12/296:28 pmSJU - SDF
1 stop6h 31mSpirit Airlines
Deal found 12/20$483
This American Airlines deal was found by Cheapflights users on 12/20. 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.
Wed 12/249:20 amSDF - SJU
1 stop11h 45mAmerican Airlines
Tue 12/307:00 amSJU - SDF
1 stop15h 41mAmerican Airlines
Deal found 12/20$493

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 22, 2025.

Round-trip from

$225
(Delta)

One-way from

$113
(United 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. 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 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 22, 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

Mon 3/2

3:33 pm-11:58 pm

1 stop7h 25m

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

Tue 1/13

9:15 am-9:26 pm

1 stop11h 11m

San Juan Luis Munoz Marin Intl

Fri 1/16

2:15 pm-11:23 pm

1 stop10h 08m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/27

6:00 am-8:50 pm

1 stop13h 50m

San Juan Luis Munoz Marin Intl

Tue 2/3

6:00 am-6:39 pm

1 stop13h 39m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 3/16

12:48 pm-8:18 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Fri 3/20

7:30 am-4:30 pm

1 stop9h 00m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/20

6:00 am-1:08 pm

1 stop6h 08m

San Juan Luis Munoz Marin Intl

Tue 1/27

6:00 am-6:30 pm

2 stops13h 30m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 2/1

11:10 am-10:22 pm

2 stops10h 12m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-1:28 pm

2 stops12h 23m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 1/22

1:15 pm-11:56 pm

2 stops9h 41m

San Juan Luis Munoz Marin Intl

Thu 1/29

5:51 pm-11:59 pm

1 stop7h 08m

$265

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 1/28

7:00 am-4:30 pm

1 stop8h 30m

San Juan Luis Munoz Marin Intl

Tue 2/3

1:24 pm-10:05 pm

2 stops9h 41m

$265

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 1/29

11:08 am-8:50 pm

2 stops8h 42m

San Juan Luis Munoz Marin Intl

Fri 2/6

3:49 pm-10:12 pm

1 stop7h 23m

$265

LouisvilleOranjestad

SDF - AUA

SDFAUA

Louisville Intl

Sun 1/25

3:36 pm-3:35 pm

1 stop22h 59m

Oranjestad Reina Beatrix

Thu 1/29

4:40 pm-6:04 pm

1 stop26h 24m

$304

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 45 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.

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 December 22, 2025.

It’s optimal to fly from Louisville to Caribbean in the evening. By choosing this option you can save up to 24% on the cost of your flight, compared to a flight in the morning.

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

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

Travelers seeking maximum savings on their Louisville to Caribbean 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

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 22, 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
4,254 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

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
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

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
8,014 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

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
9,102 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

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
11,051 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

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
8,192 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

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 7h 25m. Delta 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 - 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, 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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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 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$393FlexibilityNo cancel feeOn-time65%
DeltaCheapest$217Average$586FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$225Average$683FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$259Average$583FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$261Average$599FlexibilityNo cancel feeOn-time71%

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