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$104+ Cheap flights from Louisville (SDF) to Caribbean

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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Louisville to Caribbean

Keep the following information in mind while searching for Louisville to Caribbean flight deals. Data was last updated March 28, 2025.

Round-trip from

$240
(Mytrip)

One-way from

$104
(FlightHub)

Popular in

March

Cheapest in

August

Average price

$581
From Louisville Intl to Caribbean
Search Deals
One-way flight from Louisville Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($42 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 March 2025
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Find flight deals from Louisville to Caribbean

Cheapest flights from Louisville to Caribbean
Explore the most affordable flight options available from Louisville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This American Airlines deal was found by Cheapflights users on 3/26. 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 10/283:05 pmSJU - SDF
1 stop7h 50mAmerican Airlines
Deal found 3/26$215
This Mytrip deal was found by Cheapflights users on 3/26. 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.
Wed 5/75:05 amSDF - STT
1 stop28h 52mSpirit Airlines
Sun 5/114:26 pmSTT - SDF
2 stops25h 27mSpirit Airlines
Deal found 3/26$223
This Mytrip deal was found by Cheapflights users on 3/26. 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.
Wed 4/95:45 amSDF - SJU
1 stop11h 19mSpirit Airlines
Tue 4/1512:54 amSJU - SDF
2 stops21h 23mSpirit Airlines
Deal found 3/26$240
This Delta deal was found by Cheapflights users on 3/26. 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 5/912:44 pmSDF - SJU
1 stop10h 03mDelta
Wed 5/142:31 pmSJU - SDF
1 stop9h 34mDelta
Deal found 3/26$245
This Mytrip deal was found by Cheapflights users on 3/25. 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 4/216:19 pmSDF - SJU
2 stops25h 21mMultiple Airlines
Fri 4/256:38 pmSJU - SDF
2 stops17h 09mMultiple Airlines
Deal found 3/25$257
This Cheapflightsfares deal was found by Cheapflights users on 3/26. 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 4/265:45 amSDF - MBJ
1 stop6h 10mSpirit Airlines
Sat 5/312:00 pmMBJ - SDF
1 stop9h 17mSpirit Airlines
Deal found 3/26$307
This Cheapflightsfares deal was found by Cheapflights users on 3/26. 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 4/56:00 amSDF - PUJ
1 stop8h 42mSpirit Airlines
Thu 4/103:48 pmPUJ - SDF
1 stop6h 29mSpirit Airlines
Deal found 3/26$308
This American Airlines deal was found by Cheapflights users on 3/26. 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 4/257:21 pmSDF - STT
2 stops16h 35mAmerican Airlines
Fri 5/211:30 amSTT - SDF
2 stops12h 26mAmerican Airlines
Deal found 3/26$311
This Delta deal was found by Cheapflights users on 3/27. 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 5/126:00 amSDF - STT
1 stop9h 10mDelta
Wed 5/142:51 pmSTT - SDF
1 stop9h 14mDelta
Deal found 3/27$340
This United Airlines deal was found by Cheapflights users on 3/26. 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.
Wed 3/262:15 pmSDF - SJU
1 stop9h 21mUnited Airlines
Wed 4/27:25 amSJU - SDF
2 stops13h 04mUnited Airlines
Deal found 3/26$363
This Mytrip deal was found by Cheapflights users on 3/27. 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 - PUJ
1 stop19h 54mMultiple Airlines
Sat 5/1012:42 pmPUJ - SDF
1 stop21h 36mMultiple Airlines
Deal found 3/27$365
This Mytrip deal was found by Cheapflights users on 3/27. 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 5/26:12 pmSDF - STT
1 stop14h 23mMultiple Airlines
Mon 5/58:15 amSTT - SDF
2 stops14h 02mMultiple Airlines
Deal found 3/27$368

Cheapflights Fare Finder

Customize your flight search to find flights from Louisville to Caribbean 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 March 28, 2025.
Use the filters below to find and compare flights from Louisville to Caribbean that are best for you.

Fly from

Louisville

Fly to

Caribbean

Route

Depart

Return

Price

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Wed 5/7

5:05 am-9:57 am

1 stop28h 52m

Saint Thomas Island Cyril E King

Sun 5/11

4:26 pm-5:53 pm

2 stops25h 27m

$223

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 4/9

5:45 am-5:04 pm

1 stop11h 19m

San Juan Luis Munoz Marin Intl

Tue 4/15

12:54 am-10:17 pm

2 stops21h 23m

$240

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 5/9

12:44 pm-10:47 pm

1 stop10h 03m

San Juan Luis Munoz Marin Intl

Wed 5/14

2:31 pm-12:05 am

1 stop9h 34m

$245

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 4/21

6:19 pm-7:40 pm

2 stops25h 21m

San Juan Luis Munoz Marin Intl

Fri 4/25

6:38 pm-11:47 am

2 stops17h 09m

$257

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 5/1

11:10 am-12:09 am

1 stop12h 59m

San Juan Luis Munoz Marin Intl

Sun 5/4

7:15 am-12:13 am

1 stop16h 58m

$285

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Sat 4/26

5:45 am-10:55 am

1 stop6h 10m

Montego Bay Sangster Intl

Sat 5/3

12:00 pm-10:17 pm

1 stop9h 17m

$307

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Sat 4/5

6:00 am-2:42 pm

1 stop8h 42m

Punta Cana

Thu 4/10

3:48 pm-10:17 pm

1 stop6h 29m

$308

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Fri 4/25

7:21 pm-11:56 am

2 stops16h 35m

Saint Thomas Island Cyril E King

Fri 5/2

11:30 am-11:56 pm

2 stops12h 26m

$311

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Mon 5/12

6:00 am-3:10 pm

1 stop9h 10m

Saint Thomas Island Cyril E King

Wed 5/14

2:51 pm-12:05 am

1 stop9h 14m

$340

LouisvillePunta Cana

SDF - PUJ

SDFPUJ

Louisville Intl

Fri 5/2

6:19 pm-2:13 pm

1 stop19h 54m

Punta Cana

Sat 5/10

12:42 pm-10:18 am

1 stop21h 36m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 43 results
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Best time to book a flight from Louisville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

What is the cheapest month to book a flight from Louisville to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Louisville to Caribbean (average of $254). Flying from Louisville to Caribbean 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 CB?

Find hourly flight availability from Louisville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Louisville to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated March 28, 2025.
Southwest
8.1
Very good
4,274 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Boarding

8.2

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
8.1
Very good
4,274 reviews
Southwest
8.1
Very good
4,274 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Boarding

8.2

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.
Alaska Airlines
8.0
Very good
9,798 reviews
Southwest
8.1
Very good
4,274 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Boarding

8.2

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
8.1
Very good
4,274 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Boarding

8.2

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
1,750 reviews
Southwest
8.1
Very good
4,274 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Boarding

8.2

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
8,603 reviews
Southwest
8.1
Very good
4,274 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Boarding

8.2

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. 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?

    If you book a flight to Caribbean from Louisville, you will be flying from Louisville Intl, which is the city’s only airport. Louisville Intl (SDF) is located 5.3 mi from the center of Louisville.

  • What are the cheapest airlines to fly from Louisville to Caribbean one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $104. However, be on the lookout for offers from Southwest and American Airlines, as they are both options that can get you from Louisville to Caribbean for a low price.

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

    The most popular route from Louisville to Caribbean is Louisville Intl - San Juan Luis Munoz Marin Intl. You may also consider Louisville Intl - Montego Bay Sangster Intl or Louisville Intl - Saint Thomas Island Cyril E King.

  • Can I find deals for flights from Louisville to Caribbean that include hotel bookings?

    Yes. In addition to deals on Louisville to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Louisville to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Louisville to Caribbean.

  • Can I find deals for business class flights from Louisville to Caribbean?

    Yes. Cheapflights offers flight deals from Louisville to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Louisville to Caribbean (average of $254). Flying from Louisville to Caribbean 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

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

Discover the top 5 airlines that operate flights from Louisville to Caribbean. 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$164Average$369FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$557FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$273Average$622FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$674FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$378Average$735FlexibilityNo cancel feeOn-time63%
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