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Caribbean Islands

$108+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Apr 29 — May 61
Tue 4/29
Tue 5/6
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 24, 2025.

Round-trip from

$215
(American Airlines)

One-way from

$108
(FlightHub)

Popular in

March

Cheapest in

August

Average price

$450
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. 9% potential increase in price ($42 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 24, 2025.

This American Airlines deal was found by Cheapflights users on 4/23. 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 5/176:15 amSDF - SJU
1 stop5h 35mAmerican Airlines
Sat 5/2411:50 amSJU - SDF
2 stops12h 28mAmerican Airlines
Deal found 4/23$215
This Delta deal was found by Cheapflights users on 4/22. 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.
Mon 10/132:59 pmSDF - SJU
1 stop7h 22mDelta
Tue 10/285:30 pmSJU - SDF
1 stop6h 26mDelta
Deal found 4/22$245
This Cheapflightsfares deal was found by Cheapflights users on 4/23. 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.
Sun 5/1811:23 amSDF - SJU
1 stop13h 31mSpirit Airlines
Wed 5/211:33 amSJU - SDF
1 stop17h 51mSpirit Airlines
Deal found 4/23$278
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Mon 4/286:19 pmSDF - SJU
2 stops25h 21mMultiple Airlines
Sat 5/38:45 pmSJU - SDF
1 stop16h 34mMultiple Airlines
Deal found 4/23$296
This Priceline deal was found by Cheapflights users on 4/23. 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.
Mon 6/165:03 amSDF - MBJ
1 stop6h 59mSpirit Airlines
Wed 6/2512:07 pmMBJ - SDF
1 stop10h 31mSpirit Airlines
Deal found 4/23$309
This American Airlines deal was found by Cheapflights users on 4/23. 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 6/237:30 pmSDF - STT
2 stops15h 19mAmerican Airlines
Mon 6/304:00 pmSTT - SDF
1 stop7h 59mAmerican Airlines
Deal found 4/23$311
This Priceline deal was found by Cheapflights users on 4/23. 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.
Mon 6/26:48 pmSDF - STT
1 stop15h 09mSpirit Airlines
Fri 6/610:52 amSTT - SDF
1 stop7h 01mSpirit Airlines
Deal found 4/23$333
This American Airlines deal was found by Cheapflights users on 4/23. 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 9/125:36 pmSDF - STX
2 stops19h 14mAmerican Airlines
Mon 9/153:50 pmSTX - SDF
2 stops18h 44mAmerican Airlines
Deal found 4/23$339
This Delta deal was found by Cheapflights users on 4/22. 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 7/87:00 amSDF - STT
1 stop8h 01mDelta
Tue 7/151:21 pmSTT - SDF
1 stop9h 11mDelta
Deal found 4/22$340
This Southwest deal was found by Cheapflights users on 4/22. 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 5/164:05 pmSDF - SJU
1 stop7h 50mSouthwest
Sun 5/189:55 pmSJU - SDF
1 stop12h 35mSouthwest
Deal found 4/22$344
This Delta deal was found by Cheapflights users on 4/23. 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.
Mon 9/297:00 amSDF - PLS
1 stop5h 45mDelta
Fri 10/32:05 pmPLS - SDF
1 stop9h 51mDelta
Deal found 4/23$360
This Mytrip deal was found by Cheapflights users on 4/23. 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 6/72:07 pmSDF - PUJ
2 stops24h 10mSpirit Airlines
Sat 6/143:23 pmPUJ - SDF
1 stop8h 15mSpirit Airlines
Deal found 4/23$388

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 24, 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

Sat 5/17

6:15 am-11:50 am

1 stop5h 35m

San Juan Luis Munoz Marin Intl

Sat 5/24

11:50 am-12:18 am

2 stops12h 28m

$215

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 5/18

11:23 am-12:54 am

1 stop13h 31m

San Juan Luis Munoz Marin Intl

Wed 5/21

1:33 am-7:24 pm

1 stop17h 51m

$278

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 4/28

6:19 pm-7:40 pm

2 stops25h 21m

San Juan Luis Munoz Marin Intl

Sat 5/3

8:45 pm-1:19 pm

1 stop16h 34m

$296

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Mon 6/16

5:03 am-11:02 am

1 stop6h 59m

Montego Bay Sangster Intl

Wed 6/25

12:07 pm-11:38 pm

1 stop10h 31m

$309

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Mon 6/23

6:04 pm-10:49 am

1 stop16h 45m

Saint Thomas Island Cyril E King

Mon 6/30

4:00 pm-11:59 pm

1 stop7h 59m

$311

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

$333

LouisvilleChristiansted

SDF - STX

SDFSTX

Louisville Intl

Fri 9/12

5:36 pm-12:50 pm

2 stops19h 14m

Christiansted Henry Rohlsen

Mon 9/15

3:50 pm-10:34 am

2 stops18h 44m

$339

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Tue 7/8

7:00 am-3:01 pm

1 stop8h 01m

Saint Thomas Island Cyril E King

Tue 7/15

1:21 pm-10:32 pm

1 stop9h 11m

$340

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 5/16

4:05 pm-11:55 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Sun 5/18

9:55 pm-10:30 am

1 stop12h 35m

$344

LouisvilleProvidenciales

SDF - PLS

SDFPLS

Louisville Intl

Mon 9/29

7:00 am-12:45 pm

1 stop5h 45m

Providenciales

Fri 10/3

2:05 pm-11:56 pm

1 stop9h 51m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 41 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 24, 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 24, 2025.
Read reviews from past customers who have flown Southwest, Delta and Copa 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
4,286 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

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
4,286 reviews
Southwest
8.0
Very good
4,286 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

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
7,920 reviews
Southwest
8.0
Very good
4,286 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

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
7.6
Good
1,411 reviews
Southwest
8.0
Very good
4,286 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

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
1,765 reviews
Southwest
8.0
Very good
4,286 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

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
8,685 reviews
Southwest
8.0
Very good
4,286 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

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 Spirit Airlines ($108), American Airlines ($138), and United Airlines ($303).

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

    While some choose either Louisville Intl - Punta Cana or Louisville Intl - Saint Thomas Island Cyril E King, 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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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 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 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$179Average$396FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$560FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$272Average$628FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$655FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$326Average$738FlexibilityNo cancel feeOn-time63%

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