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$103+ Cheap flights from Caribbean 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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Aug 21 — Aug 281
Thu 8/21
Thu 8/28
1 adult, Economy
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Cheap flight deals from Caribbean to Louisville

Keep the following information in mind while searching for Caribbean to Louisville flight deals. Data was last updated August 16, 2025.

Round-trip from

$205
(Southwest)

One-way from

$103
(American Airlines)

Popular in

July

Cheapest in

January

Average price

$335
From Caribbean to Louisville Intl
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One-way flight from Caribbean to Louisville Intl
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Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Caribbean to Louisville

Cheapest flights from Caribbean to Louisville
Explore the most affordable flight options available from Caribbean to Louisville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.

This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/115:50 amSJU - SDF
1 stop12h 45mSouthwest
Tue 9/166:00 amSDF - SJU
1 stop11h 25mSouthwest
Deal found 8/13$205
This American Airlines deal was found by Cheapflights users on 8/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1112:01 pmSJU - SDF
1 stop11h 57mAmerican Airlines
Tue 9/167:09 pmSDF - SJU
2 stops17h 38mAmerican Airlines
Deal found 8/13$235
This Southwest deal was found by Cheapflights users on 8/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/235:00 amSJU - SDF
1 stop6h 10mSouthwest
Sat 9/273:10 pmSDF - SJU
1 stop7h 30mSouthwest
Deal found 8/15$265
This eDestinos deal was found by Cheapflights users on 8/15. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/272:11 amSJU - SDF
1 stop9h 41mSpirit Airlines
Sun 8/312:46 pmSDF - SJU
2 stops10h 10mSpirit Airlines
Deal found 8/15$269
This Cheapflightsfares deal was found by Cheapflights users on 8/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1111:59 amSJU - SDF
1 stop10h 05mSpirit Airlines
Thu 9/1810:14 amSDF - SJU
1 stop14h 40mSpirit Airlines
Deal found 8/15$295
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/215:42 pmSJU - SDF
1 stop25h 11mMultiple Airlines
Mon 8/2510:24 amSDF - SJU
1 stop11h 24mMultiple Airlines
Deal found 8/13$306
This American Airlines deal was found by Cheapflights users on 8/15. 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 8/283:50 pmSJU - SDF
1 stop8h 18mAmerican Airlines
Sun 8/3110:36 amSDF - SJU
2 stops12h 34mAmerican Airlines
Deal found 8/15$310
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/292:07 pmSTI - SDF
1 stop8h 53mUnited Airlines
Mon 10/67:20 pmSDF - STI
2 stops19h 52mUnited Airlines
Deal found 8/14$570
This United Airlines deal was found by Cheapflights users on 8/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/162:48 pmMBJ - SDF
1 stop7h 41mUnited Airlines
Sun 1/49:05 amSDF - MBJ
2 stops29h 00mUnited Airlines
Deal found 8/16$952
This Delta deal was found by Cheapflights users on 8/16. 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 12/162:06 pmMBJ - SDF
1 stop7h 24mDelta
Sun 1/42:34 pmSDF - MBJ
1 stop6h 06mDelta
Deal found 8/16$1,171

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean 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 August 16, 2025.
Use the filters below to find and compare flights from Caribbean to Louisville that are best for you.

Fly from

Caribbean

Fly to

Louisville

Route

Depart

Return

Price

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 9/11

5:50 am-6:35 pm

1 stop12h 45m

Louisville Intl

Tue 9/16

6:00 am-5:25 pm

1 stop11h 25m

$205

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 9/11

12:01 pm-11:58 pm

1 stop11h 57m

Louisville Intl

Tue 9/16

7:09 pm-12:47 pm

2 stops17h 38m

$235

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Tue 9/23

5:00 am-11:10 am

1 stop6h 10m

Louisville Intl

Sat 9/27

3:10 pm-10:40 pm

1 stop7h 30m

$265

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Wed 8/27

2:11 am-11:52 am

1 stop9h 41m

Louisville Intl

Sun 8/31

2:46 pm-12:56 am

2 stops10h 10m

$269

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 9/11

11:59 am-10:04 pm

1 stop10h 05m

Louisville Intl

Thu 9/18

10:14 am-12:54 am

1 stop14h 40m

$295

Santiago de los CaballerosLouisville

STI - SDF

STISDF

Santiago de los Caballeros

Mon 9/29

2:07 pm-11:00 pm

1 stop8h 53m

Louisville Intl

Mon 10/6

7:20 pm-3:12 pm

2 stops19h 52m

$570

Montego BayLouisville

MBJ - SDF

MBJSDF

Montego Bay Sangster Intl

Tue 12/16

2:48 pm-10:29 pm

1 stop7h 41m

Louisville Intl

Sun 1/4

9:05 am-2:05 pm

2 stops29h 00m

$952

Montego BayLouisville

MBJ - SDF

MBJSDF

Montego Bay Sangster Intl

Tue 12/16

2:06 pm-9:30 pm

1 stop7h 24m

Louisville Intl

Sun 1/4

2:34 pm-8:40 pm

1 stop6h 06m

$1,171

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Sun 10/19

5:45 am-12:45 pm

1 stop7h 00m

$103

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Wed 10/8

5:30 am-3:45 pm

2 stops10h 15m

$103

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 23 results
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3

Best time to book a flight from Caribbean to Louisville

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

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

Currently, January is the cheapest month in which you can book a flight from Caribbean to Louisville (average of $299). Flying from Caribbean to Louisville in April is currently the most expensive (average of $369). 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 CB to SDF?

Find hourly flight availability from Caribbean to Louisville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 16, 2025.

When flying from Caribbean to Louisville, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 16, 2025.
Read through reviews of airlines operating flights from Caribbean to Louisville, such as Southwest, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,985 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Caribbean 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?

    If you book a flight to Louisville from Caribbean, you will be flying to 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 most popular routes from Caribbean to Louisville?

    While some choose either George Town Owen Roberts Intl - Louisville Intl or Santiago de los Caballeros - Louisville Intl, San Juan Luis Munoz Marin Intl - Louisville Intl is the most popular route from Caribbean to Louisville.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean 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 to Louisville?

    Currently, January is the cheapest month in which you can book a flight from Caribbean to Louisville (average of $299). Flying from Caribbean to Louisville in April is currently the most expensive (average of $369). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Caribbean to Louisville

Discover the top 3 airlines that operate flights from Caribbean 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 August 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$205Average$335FlexibilityNo cancel feeOn-time63%
DeltaCheapest$215Average$522FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$264Average$460FlexibilityNo cancel feeOn-time71%

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