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$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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
jul. 6 — jul. 131
dom. 7/6
dom. 7/13
1 adult, Economy
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Cheap flight deals from Louisville to Caribbean

Keep the following information in mind while searching for Louisville to Caribbean flight deals. Data was last updated julio 1, 2025.

Round-trip from

$210
(Booking.com)

One-way from

$113
(Delta)

Popular in

March

Cheapest in

January

Average price

$434
From Louisville Intl to Caribbean
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One-way flight from Louisville Intl to Caribbean
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Highest demand for flights based on searches. 7% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 julio 1, 2025.

This Booking.com deal was found by Cheapflights users on 6/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/78:37 pmSDF - SJU
1 stop14h 57mSpirit Airlines
jue. 9/1112:29 pmSJU - SDF
1 stop7h 03mSpirit Airlines
Deal found 6/30$210
This Delta deal was found by Cheapflights users on 6/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/76:00 amSDF - SJU
1 stop10h 36mDelta
jue. 9/115:41 pmSJU - SDF
1 stop6h 11mDelta
Deal found 6/29$225
This FlightHub deal was found by Cheapflights users on 6/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/138:37 pmSDF - STT
1 stop13h 07mSpirit Airlines
vie. 9/194:24 pmSTT - SDF
1 stop7h 11mSpirit Airlines
Deal found 6/28$277
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/1812:24 pmSDF - SJU
1 stop9h 24mMultiple Airlines
mié. 8/202:11 amSJU - SDF
1 stop9h 41mMultiple Airlines
Deal found 6/30$279
This American Airlines deal was found by Cheapflights users on 6/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/88:20 amSDF - SJU
1 stop16h 07mAmerican Airlines
mié. 7/167:54 amSJU - SDF
1 stop14h 22mAmerican Airlines
Deal found 6/29$285
This Southwest deal was found by Cheapflights users on 6/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/81:00 pmSDF - SJU
1 stop9h 10mSouthwest
mié. 7/162:45 pmSJU - SDF
1 stop7h 15mSouthwest
Deal found 6/30$310
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/247:00 amSDF - SJU
1 stop7h 44mUnited Airlines
mar. 10/287:30 amSJU - SDF
2 stops12h 44mUnited Airlines
Deal found 7/1$315
This Delta deal was found by Cheapflights users on 6/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/308:10 amSDF - PUJ
1 stop6h 24mDelta
mié. 10/12:45 pmPUJ - SDF
1 stop6h 28mDelta
Deal found 6/29$315
This FlightHub deal was found by Cheapflights users on 7/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/168:13 pmSDF - MBJ
1 stop14h 40mSpirit Airlines
mié. 7/2312:10 pmMBJ - SDF
1 stop5h 58mSpirit Airlines
Deal found 7/1$323
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/147:58 pmSDF - STT
1 stop15h 15mMultiple Airlines
jue. 8/212:43 pmSTT - SDF
2 stops18h 51mMultiple Airlines
Deal found 6/30$336
This American Airlines deal was found by Cheapflights users on 7/1. 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.
vie. 8/157:33 amSDF - PUJ
1 stop7h 12mAmerican Airlines
vie. 8/221:10 pmPUJ - SDF
1 stop9h 58mAmerican Airlines
Deal found 7/1$339
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/228:37 pmSDF - PUJ
1 stop17h 51mSpirit Airlines
sáb. 9/2712:31 pmPUJ - SDF
1 stop11h 04mSpirit Airlines
Deal found 7/1$341

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 julio 1, 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

dom. 9/7

8:37 pm-11:34 am

1 stop14h 57m

San Juan Luis Munoz Marin Intl

jue. 9/11

12:29 pm-7:32 pm

1 stop7h 03m

$210

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

dom. 9/7

6:00 am-4:36 pm

1 stop10h 36m

San Juan Luis Munoz Marin Intl

jue. 9/11

5:41 pm-11:52 pm

1 stop6h 11m

$225

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

sáb. 9/13

8:37 pm-9:44 am

1 stop13h 07m

Saint Thomas Island Cyril E King

vie. 9/19

4:24 pm-11:35 pm

1 stop7h 11m

$277

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

lun. 8/18

12:24 pm-9:48 pm

1 stop9h 24m

San Juan Luis Munoz Marin Intl

mié. 8/20

2:11 am-11:52 am

1 stop9h 41m

$279

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

sáb. 7/12

4:35 pm-12:10 am

1 stop7h 35m

San Juan Luis Munoz Marin Intl

jue. 7/17

2:40 pm-11:05 pm

1 stop8h 25m

$285

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

vie. 10/24

11:06 am-12:05 am

1 stop12h 59m

San Juan Luis Munoz Marin Intl

mar. 10/28

5:30 am-6:32 pm

2 stops13h 02m

$290

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

vie. 10/24

7:00 am-2:44 pm

1 stop7h 44m

San Juan Luis Munoz Marin Intl

mar. 10/28

7:30 am-8:14 pm

2 stops12h 44m

$315

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

mar. 9/30

8:10 am-2:34 pm

1 stop6h 24m

Punta Cana

mié. 10/1

2:45 pm-9:13 pm

1 stop6h 28m

$315

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

mié. 7/16

8:13 pm-9:53 am

1 stop14h 40m

Montego Bay Sangster Intl

mié. 7/23

12:10 pm-7:08 pm

1 stop5h 58m

$323

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

jue. 8/14

7:58 pm-11:13 am

1 stop15h 15m

Saint Thomas Island Cyril E King

jue. 8/21

2:43 pm-9:34 am

2 stops18h 51m

$336

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 42 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, September is the cheapest month in which you can book a flight from Louisville to Caribbean (average of $254). Flying from Louisville to Caribbean in June is currently the most expensive (average of $339). 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 julio 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Louisville to Caribbean as you normally would.

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 julio 1, 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
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,273 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,973 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,858 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Spirit Airlines
6.3
Okay
8,101 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

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

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $113. However, be on the lookout for offers from American Airlines and Spirit Airlines, 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 - Oranjestad Reina Beatrix or Louisville Intl - Providenciales.

  • 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, September is the cheapest month in which you can book a flight from Louisville to Caribbean (average of $254). Flying from Louisville to Caribbean in June is currently the most expensive (average of $339). 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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Alternative routes for Louisville to Caribbean

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 julio 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$394FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$567FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$271Average$600FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$656FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$285Average$682FlexibilityNo cancel feeOn-time63%

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