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Caribbean Islands

$113+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
May 5 — May 121
Mon 5/5
Mon 5/12
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 April 30, 2025.

Round-trip from

$225
(Delta)

One-way from

$113
(American Airlines)

Popular in

March

Cheapest in

August

Average price

$451
From Louisville Intl to Caribbean Islands
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One-way flight from Louisville Intl to Caribbean Islands
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Highest demand for flights based on searches. 7% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 30, 2025.

This Delta deal was found by Cheapflights users on 4/29. 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.
Tue 9/1612:40 pmSDF - SJU
1 stop9h 28mDelta
Tue 9/235:19 pmSJU - SDF
1 stop6h 37mDelta
Deal found 4/29$225
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Mon 10/138:28 pmSDF - SJU
1 stop14h 22mAmerican Airlines
Tue 10/283:50 pmSJU - SDF
1 stop8h 00mAmerican Airlines
Deal found 4/29$255
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/3012:07 pmSDF - SJU
1 stop23h 24mSpirit Airlines
Wed 6/410:38 amSJU - SDF
2 stops23h 40mSpirit Airlines
Deal found 4/29$279
This FlightHub deal was found by Cheapflights users on 4/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/26:48 pmSDF - STT
1 stop15h 09mSpirit Airlines
Fri 6/610:52 amSTT - SDF
1 stop7h 01mSpirit Airlines
Deal found 4/29$298
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/306:00 amSDF - SJU
1 stop6h 34mUnited Airlines
Tue 6/31:05 amSJU - SDF
2 stops12h 14mUnited Airlines
Deal found 4/29$300
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/165:03 amSDF - PUJ
1 stop9h 07mSpirit Airlines
Wed 6/183:23 pmPUJ - SDF
1 stop8h 15mSpirit Airlines
Deal found 4/29$328
This FlightHub deal was found by Cheapflights users on 4/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/145:34 pmSDF - MBJ
2 stops18h 28mSpirit Airlines
Sat 6/2112:07 pmMBJ - SDF
1 stop10h 31mSpirit Airlines
Deal found 4/29$349
This Delta deal was found by Cheapflights users on 4/29. 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.
Wed 7/96:00 amSDF - STT
1 stop9h 00mDelta
Wed 7/163:02 pmSTT - SDF
1 stop9h 30mDelta
Deal found 4/29$351
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Thu 5/2911:23 amSDF - MBJ
2 stops24h 39mMultiple Airlines
Thu 6/512:07 pmMBJ - SDF
1 stop22h 07mMultiple Airlines
Deal found 4/29$365
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/76:25 pmSDF - AUA
2 stops20h 15mSpirit Airlines
Sat 6/143:45 pmAUA - SDF
1 stop7h 53mSpirit Airlines
Deal found 4/29$368
This Priceline deal was found by Cheapflights users on 4/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/145:03 amSDF - SXM
1 stop8h 57mSpirit Airlines
Sat 6/213:05 pmSXM - SDF
1 stop8h 33mSpirit Airlines
Deal found 4/29$389
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/166:48 pmSDF - PUJ
1 stop19h 29mMultiple Airlines
Tue 5/2012:42 pmPUJ - SDF
2 stops26h 30mMultiple Airlines
Deal found 4/29$398

Cheapflights Fare Finder

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 April 30, 2025.
Use the filters below to find and compare flights from Louisville to Caribbean Islands that are best for you.

Fly from

Louisville

Fly to

Caribbean Islands

Route

Depart

Return

Price

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 9/16

12:40 pm-10:08 pm

1 stop9h 28m

San Juan Luis Munoz Marin Intl

Tue 9/23

5:19 pm-11:56 pm

1 stop6h 37m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 10/13

8:28 pm-10:50 am

1 stop14h 22m

San Juan Luis Munoz Marin Intl

Tue 10/28

3:50 pm-11:50 pm

1 stop8h 00m

$255

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 5/30

12:07 pm-11:31 am

1 stop23h 24m

San Juan Luis Munoz Marin Intl

Wed 6/4

10:38 am-10:18 am

2 stops23h 40m

$279

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Mon 6/2

6:48 pm-9:57 am

1 stop15h 09m

Saint Thomas Island Cyril E King

Fri 6/6

10:52 am-5:53 pm

1 stop7h 01m

$298

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 5/30

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Tue 6/3

1:05 am-1:19 pm

2 stops12h 14m

$300

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Mon 6/16

5:03 am-2:10 pm

1 stop9h 07m

Punta Cana

Wed 6/18

3:23 pm-11:38 pm

1 stop8h 15m

$328

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Sat 6/14

5:34 pm-11:02 am

2 stops18h 28m

Montego Bay Sangster Intl

Sat 6/21

12:07 pm-11:38 pm

1 stop10h 31m

$349

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Wed 7/9

6:00 am-3:00 pm

1 stop9h 00m

Saint Thomas Island Cyril E King

Wed 7/16

3:02 pm-12:32 am

1 stop9h 30m

$351

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Thu 5/29

11:23 am-11:02 am

2 stops24h 39m

Montego Bay Sangster Intl

Thu 6/5

12:07 pm-11:14 am

1 stop22h 07m

$365

LouisvilleOranjestad

SDF - AUA

SDFAUA

Louisville Intl

Sat 6/7

6:25 pm-2:40 pm

2 stops20h 15m

Oranjestad Reina Beatrix

Sat 6/14

3:45 pm-11:38 pm

1 stop7h 53m

$368

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 39 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.

Cheapflights Insights

Everything you need to know about your flight from Louisville to Caribbean Islands

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 December is currently the most expensive (average of $336). 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 April 30, 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 April 30, 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
8.0
Very good
4,294 reviews

Comfort

8.0

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,936 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
LATAM Airlines
7.5
Good
1,767 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Copa Airlines
7.5
Good
1,414 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 American Airlines ($113), Spirit Airlines ($121), and Delta ($168).

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

    While some choose either Louisville Intl - Saint Thomas Island Cyril E King or Louisville Intl - Montego Bay Sangster Intl, Louisville Intl - San Juan Luis Munoz Marin 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 December is currently the most expensive (average of $336). 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$179Average$397FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$561FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$271Average$629FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$655FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$326Average$737FlexibilityNo cancel feeOn-time63%

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