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$153+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
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 October 22, 2025.

Round-trip from

$225
(Delta)

One-way from

$153
(American Airlines)

Popular in

June

Cheapest in

October

Average price

$331
From Caribbean to Louisville Intl
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One-way flight from Caribbean to Louisville Intl
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 22, 2025.

This Delta deal was found by Cheapflights users on 10/21. 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.
Thu 12/256:30 amSJU - SDF
1 stop7h 21mDelta
Thu 1/12:20 pmSDF - SJU
1 stop8h 00mDelta
Deal found 10/21$225
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/122:36 pmSJU - SDF
1 stop10h 18mAmerican Airlines
Tue 1/136:00 amSDF - SJU
1 stop11h 22mAmerican Airlines
Deal found 10/21$230
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Thu 12/254:38 pmSJU - SDF
2 stops17h 12mAmerican Airlines
Thu 1/17:00 amSDF - SJU
1 stop15h 59mAmerican Airlines
Deal found 10/20$271
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/72:47 pmSJU - SDF
2 stops10h 12mAmerican Airlines
Sun 11/96:50 amSDF - SJU
1 stop16h 02mAmerican Airlines
Deal found 10/21$312
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:40 pmSJU - SDF
1 stop7h 10mSouthwest
Sat 12/131:10 pmSDF - SJU
2 stops10h 20mSouthwest
Deal found 10/20$315
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:59 amSJU - SDF
1 stop8h 01mSpirit Airlines
Tue 1/136:00 amSDF - SJU
1 stop12h 21mSpirit Airlines
Deal found 10/21$345
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/42:05 pmSJU - SDF
1 stop6h 08mAmerican Airlines
Sat 12/137:00 amSDF - SJU
1 stop15h 52mAmerican Airlines
Deal found 10/21$378
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/244:21 amSJU - SDF
1 stop8h 04mSpirit Airlines
Thu 1/112:20 pmSDF - SJU
1 stop8h 35mSpirit Airlines
Deal found 10/21$382
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Thu 12/188:25 amSJU - SDF
1 stop16h 51mAmerican Airlines
Mon 12/297:24 pmSDF - SJU
1 stop15h 15mAmerican Airlines
Deal found 10/20$386
This Southwest deal was found by Cheapflights users on 10/21. 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.
Fri 11/73:30 pmSJU - SDF
2 stops9h 45mSouthwest
Sun 11/95:30 amSDF - SJU
2 stops10h 35mSouthwest
Deal found 10/21$405
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/112:05 amSJU - SDF
2 stops12h 07mUnited Airlines
Tue 1/135:35 amSDF - SJU
2 stops14h 51mUnited Airlines
Deal found 10/21$460

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 October 22, 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 12/25

6:30 am-3:58 pm

1 stop10h 28m

Louisville Intl

Thu 1/1

2:20 pm-11:20 pm

1 stop8h 00m

$225

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Fri 12/12

8:20 am-9:49 pm

1 stop14h 29m

Louisville Intl

Tue 1/13

6:00 am-2:59 pm

1 stop7h 59m

$230

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Fri 11/7

2:47 pm-11:59 pm

2 stops10h 12m

Louisville Intl

Sun 11/9

6:50 am-11:52 pm

1 stop16h 02m

$312

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Fri 12/5

4:40 pm-10:50 pm

1 stop7h 10m

Louisville Intl

Sat 12/13

1:10 pm-12:30 am

2 stops10h 20m

$315

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 12/4

4:40 pm-10:50 pm

1 stop7h 10m

Louisville Intl

Sat 12/13

11:35 am-12:30 am

1 stop11h 55m

$315

Santiago de los CaballerosLouisville

STI - SDF

STISDF

Santiago de los Caballeros

Thu 2/19

4:00 pm-11:59 pm

1 stop8h 59m

Louisville Intl

Sun 2/22

6:15 am-2:53 pm

1 stop7h 38m

$575

Montego BayLouisville

MBJ - SDF

MBJSDF

Montego Bay Sangster Intl

Tue 3/10

10:50 am-5:52 pm

1 stop6h 02m

Louisville Intl

Wed 3/11

6:27 pm-10:55 am

2 stops17h 28m

$615

Port of SpainLouisville

POS - SDF

POSSDF

Port of Spain Piarco Intl

Fri 2/27

1:30 am-3:11 pm

1 stop14h 41m

Louisville Intl

Tue 3/3

1:50 pm-1:05 am

1 stop10h 15m

$635

Santiago de los CaballerosLouisville

STI - SDF

STISDF

Santiago de los Caballeros

Thu 2/19

8:00 am-4:11 pm

2 stops9h 11m

Louisville Intl

Sun 2/22

8:52 am-9:03 pm

2 stops11h 11m

$727

Port of SpainLouisville

POS - SDF

POSSDF

Port of Spain Piarco Intl

Sat 2/28

4:40 pm-1:08 pm

2 stops21h 28m

Louisville Intl

Tue 3/3

6:33 am-3:05 pm

1 stop7h 32m

$808

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

Showing 1-10 of 19 results
1
2

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, February is the cheapest month in which you can book a flight from Caribbean to Louisville (average of $73). Flying from Caribbean 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.

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 October 22, 2025.

A simple way to save on the total cost of your ticket is to fly from Caribbean to Louisville in the evening. If you’re flexible enough to do this you can expect to save up to 39% on your trip compared to booking a flight at noon.

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 October 22, 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
4,235 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

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
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

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
7.9
Good
7,981 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

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
11,029 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

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 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.

  • How long is the flight from Caribbean to Louisville?

    There are many flights that can get you from Caribbean to Louisville in 8h 59m. Fly via Delta, American Airlines, or United Airlines to get the fastest option. The distance from Caribbean to Louisville is about 1582 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    While some choose either Montego Bay Sangster Intl - Louisville Intl or George Town Owen Roberts Intl - 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, February is the cheapest month in which you can book a flight from Caribbean to Louisville (average of $73). Flying from Caribbean 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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Alternative routes for Caribbean to Louisville

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 October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$138Average$520FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$175Average$335FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$255Average$469FlexibilityNo cancel feeOn-time71%

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