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Caribbean Islands

$80+ Cheap flights from Louisville (SDF) to Caribbean Islands

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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
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Cheap flight deals from Louisville to Caribbean Islands

Keep the following information in mind while searching for Louisville to Caribbean Islands flight deals. Data was last updated febrero 20, 2025.

Round-trip from

$179
(FlightHub)

One-way from

$97
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$394
From Louisville Intl to Caribbean Islands
Search Deals
One-way flight from Louisville Intl to Caribbean Islands
Search Deals
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. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
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Find flight deals from Louisville to Caribbean Islands

Cheapest flights from Louisville to Caribbean Islands
Explore the most affordable flight options available from Louisville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febrero 20, 2025.

This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/36:00 amSDF - STT
1 stop27h 40mSpirit Airlines
sáb. 5/101:06 pmSTT - SDF
1 stop6h 57mSpirit Airlines
Deal found 2/20$263
This FlightHub deal was found by Cheapflights users on 2/19. 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. 3/266:00 amSDF - SJU
1 stop10h 34mSpirit Airlines
jue. 3/273:05 amSJU - SDF
1 stop13h 33mSpirit Airlines
Deal found 2/19$264
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/42:43 pmSDF - SJU
1 stop8h 03mDelta
mar. 3/116:15 amSJU - SDF
1 stop7h 46mDelta
Deal found 2/20$275
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/1011:03 amSDF - SJU
3 stops27h 41mMultiple Airlines
lun. 3/173:38 amSJU - SDF
3 stops43h 20mMultiple Airlines
Deal found 2/20$276
This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/187:16 pmSDF - PUJ
1 stop19h 26mSpirit Airlines
mar. 4/13:47 pmPUJ - SDF
1 stop7h 11mSpirit Airlines
Deal found 2/20$317
This FlightHub deal was found by Cheapflights users on 2/19. 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.
lun. 3/246:00 amSDF - SXM
1 stop7h 28mSpirit Airlines
mié. 3/262:33 pmSXM - SDF
1 stop8h 25mSpirit Airlines
Deal found 2/19$317
This American Airlines deal was found by Cheapflights users on 2/20. 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.
dom. 11/1612:26 pmSDF - SJU
1 stop15h 39mAmerican Airlines
vie. 11/218:14 amSJU - SDF
1 stop14h 19mAmerican Airlines
Deal found 2/20$320
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/62:20 pmSDF - SJU
1 stop9h 16mUnited Airlines
mié. 3/121:05 amSJU - SDF
2 stops11h 53mUnited Airlines
Deal found 2/20$330
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 3/236:00 amSDF - AUA
1 stop8h 45mSpirit Airlines
jue. 3/273:50 pmAUA - SDF
1 stop7h 08mSpirit Airlines
Deal found 2/20$343
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/315:33 pmSDF - PUJ
1 stop18h 44mMultiple Airlines
lun. 4/72:46 pmPUJ - SDF
2 stops21h 07mMultiple Airlines
Deal found 2/20$350
This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/186:00 amSDF - MBJ
1 stop5h 55mSpirit Airlines
lun. 4/2112:00 pmMBJ - SDF
1 stop9h 17mSpirit Airlines
Deal found 2/20$370
This Southwest deal was found by Cheapflights users on 2/19. 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.
lun. 5/512:05 pmSDF - SJU
2 stops9h 00mSouthwest
mié. 5/146:05 amSJU - SDF
1 stop7h 25mSouthwest
Deal found 2/19$405

Find flights from Louisville to Caribbean Islands within your budget

Customize your flight search to find flights from Louisville to Caribbean Islands 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 febrero 20, 2025.

Fly from

Louisville

Fly to

Caribbean Islands

Route

Depart

Return

Price

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

sáb. 5/3

6:00 am-9:40 am

1 stop27h 40m

Saint Thomas Island Cyril E King

sáb. 5/10

1:06 pm-8:03 pm

1 stop6h 57m

$263

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

mié. 3/26

6:00 am-4:34 pm

1 stop10h 34m

San Juan Luis Munoz Marin Intl

jue. 3/27

3:05 am-4:38 pm

1 stop13h 33m

$264

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

vie. 4/18

4:59 pm-11:15 pm

1 stop6h 16m

San Juan Luis Munoz Marin Intl

mar. 4/22

5:11 pm-11:59 pm

1 stop6h 48m

$275

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

vie. 3/7

6:22 pm-1:23 am

2 stops30h 01m

San Juan Luis Munoz Marin Intl

sáb. 3/8

4:38 am-6:21 pm

2 stops37h 43m

$281

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

mar. 3/18

7:16 pm-2:42 pm

1 stop19h 26m

Punta Cana

mar. 4/1

3:47 pm-10:58 pm

1 stop7h 11m

$317

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

lun. 3/24

6:00 am-1:28 pm

1 stop7h 28m

Simpson Bay Princess Juliana

mié. 3/26

2:33 pm-10:58 pm

1 stop8h 25m

$317

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

jue. 3/6

2:20 pm-12:36 am

1 stop9h 16m

San Juan Luis Munoz Marin Intl

mié. 3/12

1:05 am-12:58 pm

2 stops11h 53m

$330

LouisvilleOranjestad

SDF - AUA

SDFAUA

Louisville Intl

dom. 3/23

6:00 am-2:45 pm

1 stop8h 45m

Oranjestad Reina Beatrix

jue. 3/27

3:50 pm-10:58 pm

1 stop7h 08m

$343

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

vie. 4/18

6:00 am-10:55 am

1 stop5h 55m

Montego Bay Sangster Intl

lun. 4/21

12:00 pm-10:17 pm

1 stop9h 17m

$370

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

mié. 2/26

6:17 am-3:45 pm

2 stops8h 28m

San Juan Luis Munoz Marin Intl

lun. 3/3

4:44 pm-12:21 am

1 stop8h 37m

$388

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 40 results
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Best time to book a flight from Louisville to Caribbean Islands

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

Travel insights for flights from Louisville to Caribbean Islands

Get recent, data-driven insights about flights from Louisville to Caribbean Islands including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Louisville to Caribbean Islands (average of $254). Flying from Louisville to Caribbean Islands in March is currently the most expensive (average of $363). 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 EPX?

Find hourly flight availability from Louisville to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated febrero 20, 2025.

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

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated febrero 20, 2025.
Read reviews from past customers who have flown Southwest, Delta and LATAM Airlines from Louisville to Caribbean Islands. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

LATAM Airlines
7.5
Good
1,795 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

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

    Louisville Intl (SDF) is the airport you will fly out of if you book a flight from Louisville to Caribbean Islands. It is only a 5.3 mi journey to Louisville Intl (SDF) from Louisville’s city center.

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

    The cheapest airlines for a one-way flight from Louisville to Caribbean Islands are Spirit Airlines ($97), Delta ($138), and American Airlines ($163).

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

    While some choose either Louisville Intl - San Juan Luis Munoz Marin Intl or Louisville Intl - Saint Thomas Island Cyril E King, Louisville Intl - Montego Bay Sangster Intl is the most popular route from Louisville to Caribbean Islands.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Louisville to Caribbean Islands (average of $254). Flying from Louisville to Caribbean Islands in March is currently the most expensive (average of $363). 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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Top 5 airlines flying from Louisville to Caribbean Islands

Discover the top 5 airlines that operate flights from Louisville to Caribbean Islands. 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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$166Average$395FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$535FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$267Average$625FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$656FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$378Average$724FlexibilityNo cancel feeOn-time63%
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