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Caribbean Islands

$103+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Aug 7 — Aug 141
Thu 8/7
Thu 8/14
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 August 2, 2025.

Round-trip from

$205
(American Airlines)

One-way from

$103
(American Airlines)

Popular in

March

Cheapest in

October

Average price

$435
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 ($27 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).
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Average for round-trip flights in August 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 August 2, 2025.

This American Airlines deal was found by Cheapflights users on 8/1. 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.
Mon 10/137:33 amSDF - SJU
1 stop16h 26mAmerican Airlines
Tue 10/285:30 amSJU - SDF
1 stop12h 24mAmerican Airlines
Deal found 8/1$205
This Delta deal was found by Cheapflights users on 7/31. 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.
Sun 9/76:00 amSDF - SJU
1 stop10h 36mDelta
Thu 9/115:41 pmSJU - SDF
1 stop6h 11mDelta
Deal found 7/31$215
This Southwest deal was found by Cheapflights users on 7/31. 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 10/35:30 pmSDF - SJU
1 stop7h 15mSouthwest
Wed 10/86:10 amSJU - SDF
1 stop11h 55mSouthwest
Deal found 7/31$245
This FlightHub deal was found by Cheapflights users on 8/2. 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.
Thu 10/169:31 pmSDF - STT
1 stop12h 18mSpirit Airlines
Thu 10/232:01 pmSTT - SDF
1 stop8h 56mSpirit Airlines
Deal found 8/2$264
This FlightHub deal was found by Cheapflights users on 8/2. 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.
Sun 9/78:23 amSDF - SJU
2 stops29h 48mSpirit Airlines
Thu 9/1111:59 amSJU - SDF
1 stop10h 05mSpirit Airlines
Deal found 8/2$267
This Priceline deal was found by Cheapflights users on 7/31. 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.
Tue 9/98:23 amSDF - PUJ
1 stop5h 51mSpirit Airlines
Fri 9/123:19 pmPUJ - SDF
1 stop6h 45mSpirit Airlines
Deal found 7/31$285
This Mytrip deal was found by Cheapflights users on 7/31. 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.
Sun 9/710:14 amSDF - SJU
1 stop14h 40mMultiple Airlines
Thu 9/113:19 pmSJU - SDF
2 stops17h 38mMultiple Airlines
Deal found 7/31$288
This eDestinos deal was found by Cheapflights users on 8/2. 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.
Fri 8/297:58 pmSDF - STI
1 stop13h 17mSpirit Airlines
Sun 9/712:10 pmSTI - SDF
1 stop9h 54mSpirit Airlines
Deal found 8/2$298
This Cheapflightsfares deal was found by Cheapflights users on 8/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/209:31 pmSDF - MBJ
1 stop14h 34mSpirit Airlines
Sat 10/2512:10 pmMBJ - SDF
1 stop7h 16mSpirit Airlines
Deal found 8/1$309
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Sun 8/176:10 amSDF - PUJ
1 stop9h 40mAmerican Airlines
Fri 8/2911:55 amPUJ - SDF
1 stop12h 30mAmerican Airlines
Deal found 8/1$315
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Sat 10/48:45 amSDF - SJU
2 stops15h 12mUnited Airlines
Sat 10/111:30 pmSJU - SDF
1 stop10h 00mUnited Airlines
Deal found 8/2$325
This Delta deal was found by Cheapflights users on 8/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2712:48 pmSDF - PUJ
2 stops23h 44mDelta
Fri 10/31:57 pmPUJ - SDF
2 stops19h 49mDelta
Deal found 8/1$343

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 August 2, 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

Mon 10/13

7:33 am-11:59 pm

1 stop16h 26m

San Juan Luis Munoz Marin Intl

Tue 10/28

7:05 am-5:53 pm

2 stops10h 48m

$205

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 9/7

6:00 am-4:36 pm

1 stop10h 36m

San Juan Luis Munoz Marin Intl

Thu 9/11

5:41 pm-11:52 pm

1 stop6h 11m

$215

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 10/3

5:30 pm-12:45 am

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Wed 10/8

6:10 am-6:05 pm

1 stop11h 55m

$245

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Thu 10/16

9:31 pm-9:49 am

1 stop12h 18m

Saint Thomas Island Cyril E King

Thu 10/23

2:01 pm-10:57 pm

1 stop8h 56m

$264

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 9/7

8:23 am-2:11 pm

2 stops29h 48m

San Juan Luis Munoz Marin Intl

Thu 9/11

11:59 am-10:04 pm

1 stop10h 05m

$267

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Tue 9/9

8:23 am-2:14 pm

1 stop5h 51m

Punta Cana

Fri 9/12

3:19 pm-10:04 pm

1 stop6h 45m

$285

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 9/7

10:14 am-12:54 am

1 stop14h 40m

San Juan Luis Munoz Marin Intl

Thu 9/11

3:19 pm-8:57 am

2 stops17h 38m

$288

LouisvilleSantiago de los Caballeros

SDF - STI

SDFSTI

Louisville Intl

Fri 8/29

7:58 pm-9:15 am

1 stop13h 17m

Santiago de los Caballeros

Sun 9/7

12:10 pm-10:04 pm

1 stop9h 54m

$298

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Mon 10/20

9:31 pm-11:05 am

1 stop14h 34m

Montego Bay Sangster Intl

Sat 10/25

12:10 pm-8:26 pm

1 stop7h 16m

$309

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Sun 8/17

6:10 am-3:50 pm

1 stop9h 40m

Punta Cana

Fri 8/29

11:55 am-12:25 am

1 stop12h 30m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/1

Showing 1-10 of 42 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 August 2, 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.

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 August 2, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Louisville to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,985 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,905 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
WestJet
7.2
Good
2,988 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 ($103), Spirit Airlines ($137), and United Airlines ($148).

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

    While some choose either Louisville Intl - Oranjestad Reina Beatrix 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 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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Alternative routes for Louisville to Caribbean Islands

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 August 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$390FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$225Average$647FlexibilityNo cancel feeOn-time63%
DeltaCheapest$225Average$563FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$275Average$652FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$276Average$603FlexibilityNo cancel feeOn-time71%

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