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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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
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 3, 2025.

Round-trip from

$235
(FlightHub)

One-way from

$113
(Delta)

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. 7% potential increase in price ($37 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 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 3, 2025.

This American Airlines deal was found by Cheapflights users on 4/2. 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 10/2811:50 amSJU - SDF
1 stop10h 04mAmerican Airlines
Deal found 4/2$215
This FlightHub deal was found by Cheapflights users on 4/2. 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 5/26:12 pmSDF - STT
1 stop14h 23mSpirit Airlines
Fri 5/910:52 amSTT - SDF
1 stop7h 01mSpirit Airlines
Deal found 4/2$235
This Mytrip deal was found by Cheapflights users on 4/2. 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 5/26:19 pmSDF - SJU
2 stops29h 20mMultiple Airlines
Fri 5/98:12 pmSJU - SDF
2 stops21h 18mMultiple Airlines
Deal found 4/2$273
This eDestinos deal was found by Cheapflights users on 4/2. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/305:05 amSDF - SJU
1 stop10h 30mSpirit Airlines
Sat 5/38:45 pmSJU - SDF
1 stop16h 34mSpirit Airlines
Deal found 4/2$278
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/166:48 pmSDF - STT
1 stop15h 09mMultiple Airlines
Sun 5/254:35 pmSTT - SDF
2 stops15h 57mMultiple Airlines
Deal found 4/1$291
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Wed 8/206:54 pmSDF - STT
2 stops17h 56mAmerican Airlines
Sun 8/245:25 pmSTT - SDF
1 stop6h 17mAmerican Airlines
Deal found 4/1$311
This United Airlines deal was found by Cheapflights users on 4/2. 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 5/22:00 pmSDF - SJU
1 stop9h 54mUnited Airlines
Mon 5/57:25 amSJU - SDF
1 stop7h 05mUnited Airlines
Deal found 4/2$339
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Thu 4/105:45 amSDF - STX
2 stops9h 46mAmerican Airlines
Tue 4/153:05 pmSTX - SDF
2 stops19h 20mAmerican Airlines
Deal found 4/2$339
This Delta deal was found by Cheapflights users on 4/2. 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 6/107:05 amSDF - STT
1 stop7h 46mDelta
Tue 6/171:19 pmSTT - SDF
1 stop10h 43mDelta
Deal found 4/2$340
This Delta deal was found by Cheapflights users on 4/2. 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.
Fri 8/1510:45 amSDF - SJU
1 stop6h 05mDelta
Tue 8/192:28 pmSJU - SDF
1 stop8h 04mDelta
Deal found 4/2$360
This Cheapflightsfares deal was found by Cheapflights users on 4/3. 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.
Sat 4/125:45 amSDF - PUJ
1 stop8h 28mSpirit Airlines
Tue 4/153:48 pmPUJ - SDF
1 stop6h 29mSpirit Airlines
Deal found 4/3$367
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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.
Sat 4/125:45 amSDF - MBJ
1 stop6h 10mSpirit Airlines
Tue 4/1512:00 pmMBJ - SDF
1 stop9h 17mSpirit Airlines
Deal found 4/2$387

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 3, 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

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Fri 5/2

6:12 pm-8:35 am

1 stop14h 23m

Saint Thomas Island Cyril E King

Fri 5/9

10:52 am-5:53 pm

1 stop7h 01m

$235

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 4/25

8:14 pm-5:00 am

1 stop8h 46m

San Juan Luis Munoz Marin Intl

Fri 5/2

5:30 am-9:39 pm

1 stop16h 09m

$245

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 5/2

6:19 pm-11:39 pm

2 stops29h 20m

San Juan Luis Munoz Marin Intl

Fri 5/9

8:12 pm-5:30 pm

2 stops21h 18m

$273

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 4/30

5:05 am-3:35 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Sat 5/3

8:45 pm-1:19 pm

1 stop16h 34m

$278

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Fri 5/16

6:48 pm-9:57 am

1 stop15h 09m

Saint Thomas Island Cyril E King

Sun 5/25

4:35 pm-8:32 am

2 stops15h 57m

$291

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 5/2

2:00 pm-11:54 pm

1 stop9h 54m

San Juan Luis Munoz Marin Intl

Mon 5/5

7:25 am-2:30 pm

1 stop7h 05m

$339

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Tue 6/10

7:05 am-2:51 pm

1 stop7h 46m

Saint Thomas Island Cyril E King

Tue 6/17

1:19 pm-12:02 am

1 stop10h 43m

$340

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 8/15

10:45 am-4:50 pm

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Tue 8/19

2:28 pm-10:32 pm

1 stop8h 04m

$360

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Sat 4/12

5:45 am-10:55 am

1 stop6h 10m

Montego Bay Sangster Intl

Tue 4/15

12:00 pm-10:17 pm

1 stop9h 17m

$387

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Wed 5/14

8:15 pm-10:55 am

1 stop14h 40m

Saint Thomas Island Cyril E King

Wed 7/23

4:00 pm-11:59 pm

1 stop7h 59m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 43 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 3, 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 3, 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
4,274 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,274 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.6
Good
1,400 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
LATAM Airlines
7.5
Good
1,754 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,619 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 Delta ($113), Spirit Airlines ($123), and American Airlines ($128).

  • 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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Alternative routes for Louisville to Caribbean Islands

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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 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$173Average$389FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$561FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$272Average$622FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$664FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$338Average$731FlexibilityNo cancel feeOn-time63%

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