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Caribbean Islands

$109+ 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 6/23. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$220
(Southwest)

One-way from

$109
(CheapOair)

Popular in

March

Cheapest in

January

Average price

$530
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. 5% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Southwest deal was found by Cheapflights users on 6/11. 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.
Sat 11/83:30 pmSDF - SJU
1 stop6h 30mSouthwest
Sun 11/96:10 amSJU - SDF
1 stop7h 10mSouthwest
Deal found 6/11$220
This Delta deal was found by Cheapflights users on 6/10. 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 9/177:00 amSDF - SJU
1 stop6h 23mDelta
Wed 9/242:28 pmSJU - SDF
1 stop9h 28mDelta
Deal found 6/10$225
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/2112:16 pmSDF - SJU
1 stop8h 53mMultiple Airlines
Thu 7/241:37 amSJU - SDF
1 stop12h 18mMultiple Airlines
Deal found 6/11$264
This FlightHub deal was found by Cheapflights users on 6/12. 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.
Wed 7/98:13 pmSDF - STT
1 stop13h 35mSpirit Airlines
Wed 7/1610:43 amSTT - SDF
1 stop8h 25mSpirit Airlines
Deal found 6/12$271
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 10/116:15 amSDF - SJU
1 stop7h 30mUnited Airlines
Sat 10/181:30 pmSJU - SDF
1 stop10h 00mUnited Airlines
Deal found 6/10$273
This FlightHub deal was found by Cheapflights users on 6/11. 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.
Fri 7/112:50 pmSDF - SJU
1 stop20h 42mSpirit Airlines
Tue 7/153:50 pmSJU - SDF
1 stop27h 18mSpirit Airlines
Deal found 6/11$280
This American Airlines deal was found by Cheapflights users on 6/9. 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 6/177:46 amSDF - SJU
1 stop15h 39mAmerican Airlines
Wed 6/256:15 amSJU - SDF
1 stop16h 32mAmerican Airlines
Deal found 6/9$285
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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 7/65:03 amSDF - MBJ
1 stop6h 59mSpirit Airlines
Wed 7/912:10 pmMBJ - SDF
1 stop5h 58mSpirit Airlines
Deal found 6/11$293
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/148:02 pmSDF - PUJ
1 stop14h 59mAmerican Airlines
Thu 7/171:35 pmPUJ - SDF
1 stop10h 38mAmerican Airlines
Deal found 6/12$313
This Delta deal was found by Cheapflights users on 6/10. 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 9/18:10 amSDF - PUJ
1 stop6h 24mDelta
Thu 9/43:59 pmPUJ - SDF
1 stop7h 57mDelta
Deal found 6/10$315
This Expedia deal was found by Cheapflights users on 6/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/255:03 amSDF - PUJ
1 stop9h 07mSpirit Airlines
Tue 7/13:23 pmPUJ - SDF
1 stop8h 15mSpirit Airlines
Deal found 6/12$346
This American Airlines deal was found by Cheapflights users on 6/11. 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 9/207:09 pmSDF - MBJ
1 stop16h 21mAmerican Airlines
Fri 9/261:05 pmMBJ - SDF
1 stop9h 17mAmerican Airlines
Deal found 6/11$357

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 June 12, 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 11/8

3:30 pm-11:00 pm

1 stop6h 30m

San Juan Luis Munoz Marin Intl

Sun 11/9

6:10 am-12:20 pm

1 stop7h 10m

$220

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 9/17

7:00 am-1:23 pm

1 stop6h 23m

San Juan Luis Munoz Marin Intl

Wed 9/24

2:28 pm-11:56 pm

1 stop9h 28m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 7/21

12:16 pm-9:09 pm

1 stop8h 53m

San Juan Luis Munoz Marin Intl

Thu 7/24

1:37 am-1:55 pm

1 stop12h 18m

$264

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Wed 7/9

8:13 pm-9:48 am

1 stop13h 35m

Saint Thomas Island Cyril E King

Wed 7/16

10:43 am-7:08 pm

1 stop8h 25m

$271

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 10/11

6:15 am-1:45 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Sat 10/18

1:30 pm-11:30 pm

1 stop10h 00m

$273

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 7/11

2:50 pm-11:32 am

1 stop20h 42m

San Juan Luis Munoz Marin Intl

Tue 7/15

3:50 pm-7:08 pm

1 stop27h 18m

$280

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 9/17

7:31 pm-12:46 pm

2 stops17h 15m

San Juan Luis Munoz Marin Intl

Wed 9/24

1:36 pm-10:59 pm

2 stops9h 23m

$290

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Sun 7/6

5:03 am-11:02 am

1 stop6h 59m

Montego Bay Sangster Intl

Wed 7/9

12:10 pm-7:08 pm

1 stop5h 58m

$293

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Mon 7/14

8:02 pm-11:01 am

1 stop14h 59m

Punta Cana

Thu 7/17

1:35 pm-12:13 am

1 stop10h 38m

$313

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Mon 9/1

7:10 am-2:34 pm

1 stop7h 24m

Punta Cana

Fri 9/5

1:10 pm-9:14 pm

1 stop8h 04m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 47 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 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 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 June 12, 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 June 12, 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
4,287 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

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
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

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
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

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.
LATAM Airlines
7.5
Good
1,785 reviews
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

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
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

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
4,287 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

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 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 ($109), Delta ($113), and American Airlines ($133).

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

    While some choose either Louisville Intl - Punta Cana or Louisville Intl - Oranjestad Reina Beatrix, 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 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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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$175Average$390FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$577FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$267Average$605FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$633FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$338Average$701FlexibilityNo cancel feeOn-time63%

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