$134+ Cheap flights from Louisville (SDF) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Dec 6 — Dec 131
Round-trip
1 adult, Economy
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Find cheap flights from Louisville to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Louisville to Caribbean
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Cheapest flights from Louisville to CaribbeanExplore 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 November 6, 2026.
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 November 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:12 pm -
1 stop29h 14m
Wed 12/95:01 am -
2 stops12h 31m
Deal found 11/5![Multiple Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:12 pm -
1 stop29h 14m
Tue 12/89:52 pm -
2 stops19h 40m
Deal found 11/5![Multiple Airlines logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:12 pm -
2 stops29h 35m
Sun 12/66:25 am -
1 stop30h 23m
Deal found 11/4![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:09 pm -
1 stop15h 15m
Thu 12/106:25 am -
1 stop30h 23m
Deal found 11/5![Multiple Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:09 pm -
1 stop15h 15m
Wed 12/95:01 am -
2 stops12h 31m
Deal found 11/2![Multiple Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/69:09 pm -
1 stop15h 15m
Thu 12/106:25 am -
1 stop30h 23m
Deal found 11/5![Multiple Airlines logo]()
$355
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:12 pm -
1 stop28h 56m
Wed 12/95:01 am -
2 stops12h 31m
Deal found 11/4![Multiple Airlines logo]()
$367
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/285:10 am -
1 stop8h 21m
Thu 12/33:00 pm -
1 stop9h 59m
Deal found 11/3![United Airlines logo]()
$440
This American Airlines deal was found by Cheapflights users on 11/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/315:00 am -
1 stop10h 22m
Tue 1/56:44 pm -
1 stop7h 15m
Deal found 11/3![American Airlines logo]()
$460
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:09 pm -
1 stop11h 21m
Wed 11/259:25 am -
1 stop11h 05m
Deal found 11/3![Breeze Airways logo]()
$474
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/228:26 am -
1 stop6h 58m
Tue 12/293:20 pm -
1 stop10h 03m
Deal found 11/3![Delta logo]()
$476
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:12 pm -
2 stops16h 13m
Sun 12/611:00 am -
1 stop24h 48m
Deal found 11/4![Multiple Airlines logo]()
$479
Best flights from Louisville to CaribbeanDiscover carefully curated flight deals from Louisville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 6, 2026.
Discover carefully curated flight deals from Louisville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 6, 2026.
This Delta deal was found by Cheapflights users on 11/1. 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.
Sun 1/105:40 am -
1 stop10h 45m
Tue 1/196:35 pm -
1 stop6h 24m
Deal found 11/1![Delta logo]()
$416
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Fri 2/198:08 pm -
2 stops15h 14m
Fri 2/266:20 pm -
1 stop7h 39m
Deal found 11/2![American Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/285:10 am -
1 stop8h 21m
Thu 12/33:00 pm -
1 stop9h 59m
Deal found 11/3![United Airlines logo]()
$440
This Southwest deal was found by Cheapflights users on 11/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/45:05 am -
1 stop7h 15m
Mon 2/82:10 pm -
1 stop9h 15m
Deal found 11/3![Southwest logo]()
$455
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2212:09 pm -
1 stop5h 11m
Thu 2/2512:40 pm -
1 stop28h 29m
Deal found 11/2![Multiple Airlines logo]()
$593
This American Airlines deal was found by Cheapflights users on 11/1. 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 1/106:11 am -
2 stops9h 46m
Tue 1/192:02 pm -
1 stop10h 25m
Deal found 11/1![American Airlines logo]()
$441
This Delta deal was found by Cheapflights users on 11/5. 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 2/285:49 am -
1 stop5h 51m
Mon 3/84:00 pm -
1 stop7h 35m
Deal found 11/5![Delta logo]()
$460
This Southwest deal was found by Cheapflights users on 11/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/53:10 pm -
1 stop7h 15m
Tue 1/127:25 am -
1 stop7h 10m
Deal found 11/3![Southwest logo]()
$462
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/316:15 am -
1 stop8h 00m
Sun 2/76:00 pm -
1 stop26h 14m
Deal found 11/3![United Airlines logo]()
$494
This Southwest deal was found by Cheapflights users on 11/5. 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.
Tue 12/153:50 pm -
2 stops8h 00m
Sun 12/207:05 am -
2 stops9h 30m
Deal found 11/5![Southwest logo]()
$472
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/45:40 am -
1 stop7h 45m
Thu 1/143:30 pm -
1 stop9h 29m
Deal found 11/3![Delta logo]()
$484
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/318:07 pm -
2 stops15h 10m
Tue 1/55:12 pm -
1 stop8h 47m
Deal found 11/2![American Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Mon 11/306:00 am -
1 stop6h 40m
Fri 12/44:10 pm -
2 stops22h 14m
Deal found 11/4![United Airlines logo]()
$500
This Southwest deal was found by Cheapflights users on 11/4. 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.
Thu 2/42:15 pm -
2 stops10h 25m
Sun 2/75:35 am -
2 stops9h 55m
Deal found 11/4![Southwest logo]()
$482
This Delta deal was found by Cheapflights users on 11/2. 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.
Sat 12/56:00 am -
1 stop6h 15m
Sat 12/124:35 pm -
1 stop7h 30m
Deal found 11/2![Delta logo]()
$496
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Sat 12/57:00 pm -
2 stops19h 09m
Sat 12/125:43 pm -
1 stop16h 39m
Deal found 11/2![American Airlines logo]()
$500
This United Airlines deal was found by Cheapflights users on 11/5. 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 12/166:15 am -
1 stop9h 10m
Sun 12/204:20 pm -
1 stop21h 58m
Deal found 11/5![United Airlines logo]()
$512
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/197:36 pm -
1 stop25h 19m
Sun 12/277:55 am -
2 stops31h 49m
Deal found 11/4![Multiple Airlines logo]()
$662
This Southwest deal was found by Cheapflights users on 11/4. 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.
Thu 1/142:15 pm -
1 stop6h 40m
Tue 1/197:25 am -
1 stop7h 10m
Deal found 11/4![Southwest logo]()
$501
This Delta deal was found by Cheapflights users on 11/5. 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 11/297:05 am -
1 stop7h 15m
Sat 12/54:35 pm -
1 stop7h 30m
Deal found 11/5![Delta logo]()
$506
This American Airlines deal was found by Cheapflights users on 11/6. 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 11/285:02 am -
1 stop10h 27m
Sat 12/54:10 pm -
1 stop8h 49m
Deal found 11/6![American Airlines logo]()
$506
This United Airlines deal was found by Cheapflights users on 11/2. 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 1/2210:20 am -
2 stops13h 16m
Thu 1/287:40 am -
2 stops13h 49m
Deal found 11/2![United Airlines logo]()
$516
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/286:00 am -
1 stop8h 20m
Thu 12/34:35 pm -
1 stop8h 33m
Deal found 11/3![Delta logo]()
$506
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Wed 12/165:49 pm -
2 stops19h 16m
Sun 12/275:59 pm -
2 stops17h 55m
Deal found 11/2![American Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Mon 1/251:41 pm -
1 stop9h 55m
Thu 1/288:05 am -
1 stop7h 39m
Deal found 11/2![United Airlines logo]()
$516
This Delta deal was found by Cheapflights users on 11/2. 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 1/85:40 am -
1 stop7h 45m
Thu 1/143:30 pm -
1 stop9h 29m
Deal found 11/2![Delta logo]()
$509
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Mon 2/229:45 am -
1 stop6h 15m
Mon 3/15:06 pm -
2 stops20h 17m
Deal found 11/2![United Airlines logo]()
$518
This Southwest deal was found by Cheapflights users on 11/4. 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.
Mon 11/305:10 am -
1 stop7h 05m
Fri 12/41:10 pm -
2 stops9h 05m
Deal found 11/4![Southwest logo]()
$578
This American Airlines deal was found by Cheapflights users on 11/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/13:27 pm -
2 stops18h 48m
Fri 12/41:24 pm -
1 stop9h 30m
Deal found 11/3![American Airlines logo]()
$549
This United Airlines deal was found by Cheapflights users on 11/5. 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.
Tue 2/27:00 am -
1 stop8h 36m
Fri 2/122:05 am -
2 stops15h 27m
Deal found 11/5![United Airlines logo]()
$536
Last-minute flights from Louisville to CaribbeanDiscover last-minute flight deals from Louisville to Caribbean. Data last updated November 6, 2026 and is based on user searches.
Discover last-minute flight deals from Louisville to Caribbean. Data last updated November 6, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:09 pm -
1 stop11h 21m
Wed 11/259:25 am -
1 stop11h 05m
Deal found 11/3![Breeze Airways logo]()
$474
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/285:10 am -
1 stop8h 21m
Thu 12/33:00 pm -
1 stop9h 59m
Deal found 11/3![United Airlines logo]()
$440
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:12 pm -
2 stops29h 35m
Sun 12/66:25 am -
1 stop30h 23m
Deal found 11/4![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:12 pm -
1 stop28h 56m
Wed 12/95:01 am -
2 stops12h 31m
Deal found 11/4![Multiple Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:12 pm -
2 stops16h 13m
Sun 12/611:00 am -
1 stop24h 48m
Deal found 11/4![Multiple Airlines logo]()
$479
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:09 pm -
1 stop15h 15m
Thu 12/106:25 am -
1 stop30h 23m
Deal found 11/5![Multiple Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:09 pm -
1 stop15h 15m
Wed 12/95:01 am -
2 stops12h 31m
Deal found 11/2![Multiple Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:12 pm -
1 stop29h 14m
Wed 12/95:01 am -
2 stops12h 31m
Deal found 11/5![Multiple Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:12 pm -
1 stop29h 14m
Tue 12/89:52 pm -
2 stops19h 40m
Deal found 11/5![Multiple Airlines logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/69:09 pm -
1 stop15h 15m
Thu 12/106:25 am -
1 stop30h 23m
Deal found 11/5![Multiple Airlines logo]()
$355
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/228:26 am -
1 stop6h 58m
Tue 12/293:20 pm -
1 stop10h 03m
Deal found 11/3![Delta logo]()
$476
This American Airlines deal was found by Cheapflights users on 11/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/315:00 am -
1 stop10h 22m
Tue 1/56:44 pm -
1 stop7h 15m
Deal found 11/3![American Airlines logo]()
$460
One-way flights from Louisville to CaribbeanSearch for one-way flight options from Louisville to Caribbean. Find affordable one-way fares based on user searches. Data last updated November 6, 2026.
Search for one-way flight options from Louisville to Caribbean. Find affordable one-way fares based on user searches. Data last updated November 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/319:09 pm -
1 stop11h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Breeze Airways logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:12 pm -
1 stop29h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:53 pm -
1 stop19h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/410:25 am -
2 stops14h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:12 pm -
2 stops29h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/319:09 pm -
2 stops17h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Multiple Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:09 pm -
1 stop15h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/209:27 pm -
3 stops28h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Multiple Airlines logo]()
$200
This Southwest deal was found by Cheapflights users on 11/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/271:30 pm -
2 stops10h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Southwest logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/13:50 pm -
2 stops22h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Multiple Airlines logo]()
$211
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/147:30 pm -
1 stop16h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Delta logo]()
$215
This American Airlines deal was found by Cheapflights users on 11/2. 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 2/86:11 pm -
2 stops17h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![American Airlines logo]()
$218
Find flight deals from Louisville to Caribbean
Keep the following information in mind while searching for Louisville to Caribbean flight deals. Data was last updated November 6, 2026.
Round-trip from | $274 (Kiwi.com) |
|---|---|
One-way from | $134 (Kiwi.com) |
Popular in | March |
Cheapest in | April |
Average price | $384 |
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 7,457,451 searches. Data last updated November 6, 2026.
Use the filters below to find and compare flights from Louisville to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
LouisvilleNassau
SDF Louisville Intl - NAS Nassau Intl
SDFNAS
Louisville Intl
Sun 1/31
9:09 pm-8:30 am
1 stop11h 21m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Sat 12/5
5:12 pm-11:25 am
2 stops17h 13m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$175
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Wed 1/20
3:30 pm-11:30 pm
1 stop7h 00m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$208
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Sun 12/20
6:30 pm-1:45 am
1 stop6h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$208
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Sat 12/19
5:35 pm-1:00 am
1 stop6h 25m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$208
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Wed 1/27
1:30 pm-12:35 am
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$208
LouisvilleNassau
SDF Louisville Intl - NAS Nassau Intl
SDFNAS
Louisville Intl
Mon 2/1
3:50 pm-7:15 pm
2 stops27h 25m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$211
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Fri 12/4
11:10 am-10:25 pm
1 stop10h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$213
LouisvilleOranjestad
SDF Louisville Intl - AUA Oranjestad Reina Beatrix
SDFAUA
Louisville Intl
Sun 3/14
7:30 pm-11:55 am
1 stop16h 25m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$215
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Tue 12/1
7:30 am-11:57 pm
1 stop15h 27m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$216
Showing 1-10 of 60 resultsSorted by cheapest first
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.
SDF-NAS
SDF-SJU
SDF-AUA
SDF-STT
SDF-GCM
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
SDF-0CB
SDF-NAS
SDF-SJU
SDF-AUA
SDF-STT
What is the cheapest month to book a flight from Louisville to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Louisville to Caribbean (average of $466). Flying from Louisville to Caribbean in December is currently the most expensive (average of $738). 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.
How far ahead should I book a flight from Louisville to Caribbean?
Booking 68 days in advance of your planned departure date is, on average, the best time to get cheap flights from Louisville to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 November 6, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Louisville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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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.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Louisville to Caribbean by cabin class
Find flights from Louisville to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Louisville and Caribbean flights
Browse other Louisville and Caribbean flight options. Last updated on November 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Louisville to Caribbean flights
Consider these flights traveling from Louisville to Caribbean.
Top 4 airlines flying from Louisville to Caribbean
Discover the top 4 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 7,457,451 searches. Data last updated November 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$225 | Average$619 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$246 | Average$634 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$270 | Average$581 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$326 | Average$704 | FlexibilityNo cancel fee | On-time63% |