$116+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Oct 11 — Oct 181
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
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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 September 11, 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 September 11, 2026.
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/711:08 am -
1 stop11h 51m
Wed 11/117:30 am -
1 stop17h 29m
Deal found 9/10![American Airlines logo]()
$232
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/64:18 pm -
2 stops19h 13m
Wed 10/72:27 pm -
2 stops9h 40m
Deal found 9/9![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:02 am -
1 stop15h 37m
Wed 11/258:30 am -
1 stop15h 00m
Deal found 9/10![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:03 pm -
2 stops18h 06m
Tue 10/136:30 am -
2 stops16h 47m
Deal found 9/9![American Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/73:36 pm -
2 stops18h 10m
Tue 10/136:30 am -
1 stop17h 09m
Deal found 9/9![American Airlines logo]()
$307
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:15 am -
1 stop15h 42m
Sat 10/177:30 am -
1 stop14h 37m
Deal found 9/10![American Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:09 pm -
1 stop25h 50m
Mon 11/97:00 am -
1 stop12h 03m
Deal found 9/11![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/89:09 pm -
1 stop26h 48m
Tue 10/136:42 pm -
2 stops25h 49m
Deal found 9/7![Multiple Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 9/8. 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 10/26:55 pm -
1 stop6h 25m
Wed 10/73:35 pm -
1 stop6h 05m
Deal found 9/8![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 9/8. 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 12/23:10 pm -
1 stop7h 10m
Wed 12/96:40 am -
1 stop7h 20m
Deal found 9/8![Southwest logo]()
$346
This American Airlines deal was found by Cheapflights users on 9/8. 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 11/76:11 pm -
2 stops18h 27m
Tue 11/104:53 pm -
1 stop8h 06m
Deal found 9/8![American Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:19 pm -
2 stops19h 08m
Sun 10/253:46 pm -
2 stops20h 24m
Deal found 9/9![American Airlines logo]()
$405
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 September 11, 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 September 11, 2026.
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/95:35 am -
2 stops9h 15m
Fri 2/265:40 am -
2 stops9h 00m
Deal found 9/10![Southwest logo]()
$411
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:27 am -
2 stops13h 09m
Wed 11/48:05 am -
1 stop7h 42m
Deal found 9/6![United Airlines logo]()
$446
This American Airlines deal was found by Cheapflights users on 9/7. 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 10/314:18 pm -
2 stops18h 57m
Thu 11/53:28 pm -
1 stop8h 51m
Deal found 9/7![American Airlines logo]()
$447
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:09 pm -
1 stop11h 21m
Sun 11/810:20 am -
1 stop10h 09m
Deal found 9/6![Breeze Airways logo]()
$470
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:00 am -
1 stop10h 57m
Sat 11/212:16 pm -
1 stop8h 57m
Deal found 9/10![Delta logo]()
$477
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/229:09 pm -
1 stop11h 21m
Thu 10/2911:30 am -
2 stops8h 59m
Deal found 9/7![Multiple Airlines logo]()
$479
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:55 pm -
1 stop6h 30m
Mon 10/1210:50 pm -
1 stop12h 40m
Deal found 9/11![Southwest logo]()
$416
This United Airlines deal was found by Cheapflights users on 9/7. 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 10/2010:25 am -
2 stops13h 25m
Wed 10/211:25 pm -
1 stop10h 16m
Deal found 9/7![United Airlines logo]()
$446
This American Airlines deal was found by Cheapflights users on 9/7. 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 1/296:00 am -
1 stop5h 45m
Wed 2/312:54 pm -
1 stop8h 55m
Deal found 9/7![American Airlines logo]()
$452
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:05 pm -
1 stop5h 45m
Sat 10/107:50 am -
1 stop9h 35m
Deal found 9/11![Southwest logo]()
$416
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:02 pm -
2 stops20h 45m
Sat 12/125:10 pm -
2 stops18h 27m
Deal found 9/9![American Airlines logo]()
$460
This United Airlines deal was found by Cheapflights users on 9/7. 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 1/297:00 am -
1 stop8h 20m
Tue 2/23:00 pm -
1 stop9h 19m
Deal found 9/7![United Airlines logo]()
$461
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:05 pm -
2 stops9h 50m
Sun 11/155:35 am -
1 stop6h 55m
Deal found 9/9![Southwest logo]()
$444
This Delta deal was found by Cheapflights users on 9/8. 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 10/208:05 am -
1 stop5h 49m
Tue 10/271:15 pm -
1 stop10h 44m
Deal found 9/8![Delta logo]()
$538
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:10 am -
1 stop8h 38m
Sun 11/13:45 pm -
2 stops17h 53m
Deal found 9/10![United Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/66:10 am -
1 stop5h 49m
Sun 2/143:14 pm -
1 stop6h 39m
Deal found 9/9![American Airlines logo]()
$484
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:09 pm -
1 stop11h 21m
Sun 11/87:15 am -
2 stops13h 14m
Deal found 9/6![Multiple Airlines logo]()
$593
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/136:00 am -
1 stop7h 10m
Wed 1/202:05 pm -
1 stop5h 16m
Deal found 9/8![Delta logo]()
$540
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/54:15 pm -
1 stop6h 30m
Mon 2/86:10 am -
2 stops12h 30m
Deal found 9/10![Southwest logo]()
$481
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Thu 11/197:00 am -
2 stops14h 22m
Wed 11/252:05 am -
2 stops12h 13m
Deal found 9/8![United Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am -
1 stop11h 12m
Sun 11/11:02 pm -
1 stop11h 17m
Deal found 9/9![American Airlines logo]()
$487
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/206:00 am -
1 stop5h 50m
Mon 1/256:10 pm -
1 stop5h 52m
Deal found 9/10![Delta logo]()
$558
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:03 pm -
1 stop23h 27m
Tue 10/278:00 am -
1 stop14h 45m
Deal found 9/9![American Airlines logo]()
$487
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/286:00 am -
1 stop5h 53m
Tue 12/81:22 pm -
2 stops19h 46m
Deal found 9/9![Delta logo]()
$562
This United Airlines deal was found by Cheapflights users on 9/8. 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 12/146:50 am -
1 stop9h 40m
Mon 12/215:45 pm -
2 stops19h 33m
Deal found 9/8![United Airlines logo]()
$524
This Southwest deal was found by Cheapflights users on 9/8. 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 12/144:15 pm -
2 stops20h 20m
Mon 12/211:30 pm -
2 stops9h 35m
Deal found 9/8![Southwest logo]()
$534
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:04 am -
1 stop7h 26m
Mon 10/198:00 am -
1 stop14h 39m
Deal found 9/10![American Airlines logo]()
$499
This Delta deal was found by Cheapflights users on 9/7. 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 2/86:00 am -
1 stop8h 05m
Sat 2/134:15 pm -
1 stop8h 47m
Deal found 9/7![Delta logo]()
$571
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/196:01 am -
1 stop8h 35m
Fri 2/264:27 pm -
1 stop8h 32m
Deal found 9/9![American Airlines logo]()
$509
This Southwest deal was found by Cheapflights users on 9/7. 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 1/296:40 am -
1 stop7h 05m
Tue 2/22:40 pm -
1 stop7h 45m
Deal found 9/7![Southwest logo]()
$567
Last-minute flights from Louisville to CaribbeanDiscover last-minute flight deals from Louisville to Caribbean. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from Louisville to Caribbean. Data last updated September 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/8. 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 9/257:27 pm -
2 stops15h 33m
Wed 9/303:41 pm -
1 stop7h 41m
Deal found 9/8![American Airlines logo]()
$364
This Southwest deal was found by Cheapflights users on 9/8. 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 10/26:55 pm -
1 stop6h 25m
Wed 10/73:35 pm -
1 stop6h 05m
Deal found 9/8![Southwest logo]()
$334
This American Airlines deal was found by Cheapflights users on 9/7. 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 10/27:27 pm -
2 stops15h 33m
Sat 10/106:00 am -
1 stop15h 25m
Deal found 9/7![American Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:03 pm -
2 stops18h 06m
Tue 10/136:30 am -
2 stops16h 47m
Deal found 9/9![American Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:19 pm -
2 stops19h 08m
Sun 10/113:46 pm -
2 stops20h 22m
Deal found 9/11![American Airlines logo]()
$425
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/64:18 pm -
2 stops19h 13m
Wed 10/72:27 pm -
2 stops9h 40m
Deal found 9/9![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/73:36 pm -
2 stops18h 10m
Tue 10/136:30 am -
2 stops16h 47m
Deal found 9/9![American Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/89:09 pm -
1 stop26h 48m
Tue 10/136:42 pm -
2 stops25h 49m
Deal found 9/7![Multiple Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:35 pm -
1 stop6h 40m
Fri 10/165:35 pm -
1 stop6h 40m
Deal found 9/9![Southwest logo]()
$294
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:15 am -
1 stop15h 42m
Sat 10/177:30 am -
1 stop14h 37m
Deal found 9/10![American Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 9/8. 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 10/198:18 pm -
2 stops13h 28m
Mon 10/266:00 am -
1 stop17h 27m
Deal found 9/8![American Airlines logo]()
$232
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:19 pm -
2 stops19h 08m
Sun 10/253:46 pm -
2 stops20h 24m
Deal found 9/9![American Airlines logo]()
$405
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 September 11, 2026.
Search for one-way flight options from Louisville to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/58:18 pm -
2 stops13h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$116
This American Airlines deal was found by Cheapflights users on 9/8. 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 10/75:04 am -
1 stop6h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![American Airlines logo]()
$121
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:19 pm -
1 stop15h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/74:06 pm -
2 stops31h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:09 pm -
1 stop26h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$175
This Delta deal was found by Cheapflights users on 9/7. 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 12/2212:14 pm -
1 stop7h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$178
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:15 am -
1 stop15h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$188
This Delta deal was found by Cheapflights users on 9/7. 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 2/87:00 am -
1 stop8h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:11 pm -
2 stops37h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$191
This American Airlines deal was found by Cheapflights users on 9/7. 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 9/294:48 pm -
2 stops20h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![American Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 9/237:06 pm -
2 stops19h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:10 pm -
1 stop23h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$200
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 September 11, 2026.
Round-trip from | $232 (American Airlines) |
|---|---|
One-way from | $116 (American Airlines) |
Popular in | December |
Cheapest in | February |
Average price | $408 |
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 September 11, 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
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Thu 10/8
7:15 am-10:57 pm
1 stop15h 42m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$188
LouisvilleSaint Thomas Island
SDF Louisville Intl - STT Saint Thomas Island Cyril E King
SDFSTT
Louisville Intl
Mon 2/8
7:00 am-4:15 pm
1 stop8h 15m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$188
LouisvilleSaint Thomas Island
SDF Louisville Intl - STT Saint Thomas Island Cyril E King
SDFSTT
Louisville Intl
Mon 2/8
7:00 am-4:20 pm
1 stop8h 20m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$198
LouisvilleNassau
SDF Louisville Intl - NAS Nassau Intl
SDFNAS
Louisville Intl
Fri 10/30
8:10 pm-7:15 pm
1 stop23h 05m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$200
LouisvilleOranjestad
SDF Louisville Intl - AUA Oranjestad Reina Beatrix
SDFAUA
Louisville Intl
Wed 10/14
6:00 pm-1:15 pm
2 stops19h 15m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$206
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Wed 9/23
7:06 pm-9:35 am
2 stops14h 29m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$209
LouisvilleMontego Bay
SDF Louisville Intl - MBJ Montego Bay Sangster Intl
SDFMBJ
Louisville Intl
Sat 2/27
7:50 pm-10:17 am
1 stop14h 27m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$212
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Wed 10/7
9:11 pm-1:53 am
3 stops28h 42m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$223
LouisvilleSaint Thomas Island
SDF Louisville Intl - STT Saint Thomas Island Cyril E King
SDFSTT
Louisville Intl
Mon 2/8
4:08 pm-12:13 pm
2 stops19h 05m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$229
LouisvilleNassau
SDF Louisville Intl - NAS Nassau Intl
SDFNAS
Louisville Intl
Fri 10/30
5:35 am-1:15 pm
2 stops7h 40m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$235
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-SJU
SDF-STT
SDF-MBJ
SDF-NAS
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-SJU
SDF-STT
SDF-MBJ
SDF-NAS
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 $481). Flying from Louisville to Caribbean in June is currently the most expensive (average of $677). 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 71 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 September 11, 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.
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
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 September 11, 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 September 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$205 | Average$659 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$246 | Average$625 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$270 | Average$566 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$309 | Average$702 | FlexibilityNo cancel fee | On-time63% |