Louisville

$110+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Apr 30 — May 71
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Cheap 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 March 31, 2026.

This United Airlines deal was found by Cheapflights users on 3/26. 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 5/74:55 pm
SJU
-
SDF
1 stop7h 04m
United Airlines
Mon 5/115:50 am
SDF
-
SJU
1 stop6h 44m
United Airlines
Deal found 3/26$220
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
SJU
-
SDF
1 stop12h 58m
Multiple Airlines
Fri 5/17:48 pm
SDF
-
SJU
1 stop23h 34m
Multiple Airlines
Deal found 3/27$265
This American Airlines deal was found by Cheapflights users on 3/26. 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 4/2311:43 am
SJU
-
SDF
2 stops10h 25m
American Airlines
Thu 4/307:31 am
SDF
-
SJU
1 stop14h 34m
American Airlines
Deal found 3/26$308
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Sat 4/186:45 am
SJU
-
SDF
1 stop10h 02m
American Airlines
Sat 4/187:52 pm
SDF
-
SJU
1 stop14h 56m
American Airlines
Deal found 3/26$309
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Tue 12/14:44 pm
SJU
-
SDF
1 stop6h 02m
American Airlines
Mon 12/76:50 am
SDF
-
SJU
1 stop16h 02m
American Airlines
Deal found 3/27$316
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1011:00 am
SJU
-
SDF
1 stop22h 28m
Multiple Airlines
Sat 5/168:06 pm
SDF
-
SJU
2 stops21h 10m
Multiple Airlines
Deal found 3/30$321
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:00 am
SJU
-
SDF
1 stop11h 04m
Multiple Airlines
Fri 4/247:48 pm
SDF
-
SJU
1 stop23h 34m
Multiple Airlines
Deal found 3/28$330
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:00 am
SJU
-
SDF
1 stop27h 28m
Multiple Airlines
Mon 6/89:10 pm
SDF
-
SJU
1 stop18h 48m
Multiple Airlines
Deal found 3/29$341
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/208:59 pm
STI
-
SDF
2 stops17h 43m
Delta
Wed 6/37:50 am
SDF
-
STI
2 stops17h 09m
Delta
Deal found 3/27$640
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/212:07 pm
STI
-
SDF
1 stop8h 43m
United Airlines
Thu 6/46:30 am
SDF
-
STI
1 stop8h 42m
United Airlines
Deal found 3/27$700
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/278:59 pm
STI
-
SDF
2 stops17h 43m
Delta
Sat 5/306:00 am
SDF
-
STI
2 stops18h 59m
Delta
Deal found 3/30$723
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:00 am
STI
-
SDF
1 stop8h 29m
United Airlines
Wed 6/36:30 am
SDF
-
STI
1 stop8h 42m
United Airlines
Deal found 3/27$734

Find flight deals from Caribbean to Louisville

Keep the following information in mind while searching for Caribbean to Louisville flight deals. Data was last updated March 31, 2026.

Round-trip from

$220
(United Airlines)

One-way from

$110
(American Airlines)

Popular in

June

Cheapest in

October

Average price

$376
From Caribbean to Louisville Intl
One-way flight from Caribbean to Louisville Intl
Highest demand for flights based on searches. 17% potential increase in price ($77 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in March 2026

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 March 31, 2026.
Use the filters below to find and compare flights from Caribbean to Louisville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Sun 6/14

5:56 pm-12:32 am

1 stop6h 36m

Louisville Intl

Thu 7/16

11:17 am-10:29 pm

1 stop11h 12m

$316

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Fri 5/1

4:25 pm-11:45 pm

1 stop7h 20m

Louisville Intl

Tue 5/5

5:50 pm-11:40 pm

1 stop5h 50m

$316

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 5/7

4:55 pm-11:59 pm

1 stop7h 04m

Louisville Intl

Mon 5/11

5:50 am-12:34 pm

1 stop6h 44m

$320

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Wed 6/3

3:15 pm-10:55 pm

1 stop7h 40m

Louisville Intl

Mon 6/8

6:05 pm-1:20 am

2 stops7h 15m

$356
Quickest round-trip

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 6/4

5:15 pm-12:25 am

1 stop7h 10m

Louisville Intl

Sun 6/7

6:35 pm-12:25 am

1 stop5h 50m

$396

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 4/9

5:05 am-3:00 pm

2 stops9h 55m

Louisville Intl

Sun 4/12

5:50 am-12:25 pm

1 stop6h 35m

$436

Port of SpainLouisville

POS - SDF

POSSDF

Port of Spain Piarco Intl

Thu 6/25

12:30 am-11:54 am

1 stop11h 24m

Louisville Intl

Tue 7/28

7:10 am-12:50 am

3 stops17h 40m

$690

Santiago de los CaballerosLouisville

STI - SDF

STISDF

Santiago de los Caballeros

Thu 5/21

2:07 pm-10:50 pm

1 stop8h 43m

Louisville Intl

Thu 6/4

6:30 am-3:12 pm

1 stop8h 42m

$700

Santiago de los CaballerosLouisville

STI - SDF

STISDF

Santiago de los Caballeros

Wed 5/27

8:59 pm-2:42 pm

2 stops17h 43m

Louisville Intl

Sat 5/30

5:47 pm-12:23 pm

2 stops18h 36m

$723

Santiago de los CaballerosLouisville

STI - SDF

STISDF

Santiago de los Caballeros

Sun 5/17

8:59 pm-2:52 pm

2 stops17h 53m

Louisville Intl

Mon 6/1

8:10 am-12:59 am

2 stops16h 49m

$723

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Showing 1-10 of 26 resultsSorted by cheapest first
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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 $113). 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.

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 March 31, 2026.
Read through reviews of airlines operating flights from Caribbean to Louisville, such as Southwest,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 6h 36m. Fly via Delta, Southwest, or United Airlines to get the fastest option. The distance from Caribbean to Louisville is about 1807 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $112. Users have also found prices from $112 and $138 on Delta and Southwest, respectively.

  • What are the most popular routes 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 $113). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 March 31, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$199Average$389FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$205Average$405FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$226Average$461FlexibilityNo cancel feeOn-time71%

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