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$123+ Cheap flights from Caribbean Islands to Louisville (SDF)

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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Mar 4 — Mar 111
Wed 3/4
Wed 3/11
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Louisville

Cheapest flights from Caribbean Islands to Louisville
Explore the most affordable flight options available from Caribbean Islands to Louisville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.

This Delta deal was found by Cheapflights users on 2/1. 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.
Wed 3/46:37 pm
SJU
-
SDF
1 stop6h 21m
Delta
Mon 3/95:35 pm
SDF
-
SJU
1 stop5h 40m
Delta
Deal found 2/1$246
This American Airlines deal was found by Cheapflights users on 1/30. 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 3/48:40 am
SJU
-
SDF
2 stops9h 41m
American Airlines
Mon 3/95:00 am
SDF
-
SJU
1 stop15h 34m
American Airlines
Deal found 1/30$286
This Southwest deal was found by Cheapflights users on 2/1. 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 2/266:00 am
SJU
-
SDF
1 stop13h 05m
Southwest
Wed 3/411:50 am
SDF
-
SJU
2 stops11h 45m
Southwest
Deal found 2/1$299
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/268:40 am
SJU
-
SDF
2 stops13h 46m
American Airlines
Wed 3/46:10 am
SDF
-
SJU
2 stops10h 59m
American Airlines
Deal found 2/1$308
This Southwest deal was found by Cheapflights users on 1/31. 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 5/145:05 am
SJU
-
SDF
2 stops9h 55m
Southwest
Mon 5/185:45 am
SDF
-
SJU
2 stops9h 10m
Southwest
Deal found 1/31$326
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Fri 2/1310:50 am
SJU
-
SDF
2 stops9h 22m
American Airlines
Sun 2/157:40 am
SDF
-
SJU
1 stop14h 51m
American Airlines
Deal found 2/1$333
This Southwest deal was found by Cheapflights users on 2/1. 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 2/245:40 am
SJU
-
SDF
1 stop6h 30m
Southwest
Tue 2/242:30 pm
SDF
-
SJU
1 stop7h 40m
Southwest
Deal found 2/1$361
This Southwest deal was found by Cheapflights users on 2/1. 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 3/412:10 pm
SJU
-
SDF
2 stops11h 35m
Southwest
Mon 3/911:50 am
SDF
-
SJU
2 stops11h 05m
Southwest
Deal found 2/1$366
This American Airlines deal was found by Cheapflights users on 1/31. 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 8/2712:00 pm
SJU
-
SDF
2 stops10h 47m
American Airlines
Fri 9/44:49 pm
SDF
-
SJU
1 stop6h 52m
American Airlines
Deal found 1/31$386
This American Airlines deal was found by Cheapflights users on 2/1. 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 10/65:50 pm
SJU
-
SDF
1 stop6h 46m
American Airlines
Sat 10/103:58 pm
SDF
-
SJU
1 stop7h 52m
American Airlines
Deal found 2/1$394
This Mytrip deal was found by Cheapflights users on 2/1. 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.
Thu 2/264:36 pm
SJU
-
SDF
2 stops20h 45m
Spirit Airlines
Wed 3/41:19 pm
SDF
-
SJU
3 stops28h 39m
Spirit Airlines
Deal found 2/1$396
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Thu 5/213:40 pm
STI
-
SDF
1 stop28h 40m
Multiple Airlines
Fri 5/299:10 pm
SDF
-
STI
1 stop17h 25m
Multiple Airlines
Deal found 2/1$607

Find flight deals from Caribbean Islands to Louisville

Keep the following information in mind while searching for Caribbean Islands to Louisville flight deals. Data was last updated February 2, 2026.

Round-trip from

$246
(Delta)

One-way from

$123
(Southwest)
From Caribbean Islands to Louisville Intl
Search Deals
One-way flight from Caribbean Islands to Louisville Intl
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Louisville 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 2, 2026.
Use the filters below to find and compare flights from Caribbean Islands to Louisville that are best for you.

Fly from

Caribbean Islands

Fly to

Louisville

Route

Depart

Return

Price

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 2/26

6:00 am-6:05 pm

1 stop13h 05m

Louisville Intl

Wed 3/4

2:30 pm-11:10 pm

1 stop7h 40m

$246

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Wed 3/4

8:00 am-6:09 pm

2 stops11h 09m

Louisville Intl

Mon 3/9

12:07 pm-4:24 am

1 stop16h 17m

$246

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Wed 3/4

6:37 pm-11:58 pm

1 stop6h 21m

Louisville Intl

Mon 3/9

5:35 pm-11:15 pm

1 stop5h 40m

$246

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 5/14

4:30 pm-8:38 am

1 stop16h 08m

Louisville Intl

Mon 5/18

7:52 pm-12:03 pm

1 stop16h 11m

$246

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 5/14

4:25 pm-11:45 pm

1 stop7h 20m

Louisville Intl

Mon 5/18

11:10 am-11:25 pm

2 stops12h 15m

$286

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Fri 2/13

6:00 am-3:03 pm

1 stop10h 03m

Louisville Intl

Sun 2/15

10:49 am-11:31 pm

1 stop11h 42m

$333

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Tue 2/24

5:40 am-11:10 am

1 stop6h 30m

Louisville Intl

Tue 2/24

2:30 pm-11:10 pm

1 stop7h 40m

$361

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Wed 3/4

12:10 pm-10:45 pm

2 stops11h 35m

Louisville Intl

Mon 3/9

11:50 am-10:55 pm

2 stops11h 05m

$366

Santiago de los CaballerosLouisville

STI - SDF

STISDF

Santiago de los Caballeros

Thu 5/21

3:40 pm-8:20 pm

1 stop28h 40m

Louisville Intl

Fri 5/29

9:10 pm-2:35 pm

1 stop17h 25m

$607

Santiago de los CaballerosLouisville

STI - SDF

STISDF

Santiago de los Caballeros

Thu 5/21

7:00 am-9:45 pm

2 stops14h 45m

Louisville Intl

Fri 5/29

7:43 pm-2:17 pm

2 stops18h 34m

$675

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 24 results
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Best time to book a flight from Caribbean Islands to Louisville

Have a flexible travel schedule? Discover the best time to fly to Louisville from Caribbean Islands 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 Caribbean Islands to Louisville

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

Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Louisville (average of $113). Flying from Caribbean Islands to Louisville in June is currently the most expensive (average of $251). 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 Louisville

Get insights into the airlines that provide service to Louisville. 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 Louisville. Reviews last updated February 2, 2026.
Read through reviews of airlines operating flights from Caribbean Islands to Louisville, such as American Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,212 reviews

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,212 reviews
American Airlines
7.2
Good
11,212 reviews

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

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

    For a flight from Caribbean Islands to Louisville, you will be flying into Louisville Intl. Louisville Intl (SDF) is just 5.3 mi from the center of the city.

  • How long is the flight from Caribbean Islands to Louisville?

    Airlines like Southwest, American Airlines, and Delta fly from Caribbean Islands to Louisville in about 6h 21m. The time it takes to get you to your destination can typically vary by up to 6h 44m. Airlines will cover a distance of 1807 mi. This flight may include one or multiple stops.

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

    The cheapest airlines for a one-way flight from Caribbean Islands to Louisville are Delta ($110), American Airlines ($112), and Southwest ($138).

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

    Most travelers choose San Juan Luis Munoz Marin Intl - Louisville Intl, Santiago de los Caballeros - Louisville Intl or George Town Owen Roberts Intl - Louisville Intl when deciding on the best route from Caribbean Islands to Louisville.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean Islands to Louisville 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 Caribbean Islands to Louisville?

    Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Louisville (average of $113). Flying from Caribbean Islands to Louisville in June is currently the most expensive (average of $251). 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

Traveling to a place near Louisville?

Book flights to Louisville if you plan to visit one of these locations
Shepherdsville
Jeffersonville
Elizabethtown
Corydon
Bardstown

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Top 4 airlines flying from Caribbean Islands to Louisville

Discover the top 4 airlines that operate flights from Caribbean Islands to Louisville. 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 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$138Average$375FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$175Average$335FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$226Average$499FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$232Average$494FlexibilityNo cancel feeOn-time69%

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