$167+ 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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Nov 25 — Dec 21
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 October 26, 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 October 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/23. 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
Tue 12/159:52 pm -
2 stops19h 40m
Deal found 10/23![Multiple Airlines logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 10/23. 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
Tue 12/226:00 am -
1 stop29h 06m
Deal found 10/23![Multiple Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 -
2 stops26h 58m
Sun 12/136:25 am -
1 stop30h 23m
Deal found 10/23![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 -
2 stops50h 25m
Sun 12/136:25 am -
1 stop30h 23m
Deal found 10/23![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 stops33h 12m
Sun 12/136:25 am -
1 stop30h 23m
Deal found 10/23![Multiple Airlines logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/27:08 pm -
1 stop19h 11m
Wed 12/95:01 am -
2 stops12h 31m
Deal found 10/23![Multiple Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:53 pm -
1 stop19h 26m
Fri 11/133:55 pm -
2 stops24h 31m
Deal found 10/25![Multiple Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/96:53 pm -
1 stop19h 26m
Tue 12/159:52 pm -
2 stops19h 40m
Deal found 10/23![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 10/22![Multiple Airlines logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/259:10 pm -
1 stop18h 41m
Wed 12/910:03 pm -
2 stops38h 45m
Deal found 10/23![Multiple Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 10/21. 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 12/54:51 pm -
2 stops18h 26m
Mon 12/144:38 pm -
1 stop8h 05m
Deal found 10/21![American Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 10/21. 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 12/57:10 am -
1 stop6h 35m
Sat 12/122:55 pm -
1 stop8h 54m
Deal found 10/21![United Airlines logo]()
$440
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 October 26, 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 October 26, 2026.
This United Airlines deal was found by Cheapflights users on 10/24. 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 2/277:03 am -
1 stop8h 33m
Fri 3/52:05 am -
2 stops12h 18m
Deal found 10/24![United Airlines logo]()
$430
This Delta deal was found by Cheapflights users on 10/22. 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
Sat 2/133:10 pm -
1 stop9h 52m
Deal found 10/22![Delta logo]()
$440
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/115:38 pm -
2 stops17h 57m
Sun 4/184:34 pm -
2 stops16h 04m
Deal found 10/25![American Airlines logo]()
$440
This Southwest deal was found by Cheapflights users on 10/23. 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 12/85:40 am -
2 stops8h 05m
Tue 12/152:40 pm -
1 stop7h 15m
Deal found 10/23![Southwest logo]()
$450
This American Airlines deal was found by Cheapflights users on 10/25. 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 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 10/25![American Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 10/21. 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 1/97:00 am -
2 stops9h 35m
Sat 1/162:25 pm -
1 stop9h 19m
Deal found 10/21![United Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 10/21. 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 12/57:10 am -
1 stop6h 35m
Sat 12/122:55 pm -
1 stop8h 54m
Deal found 10/21![United Airlines logo]()
$440
This Southwest deal was found by Cheapflights users on 10/20. 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 11/911:50 am -
1 stop10h 10m
Sat 11/145:40 am -
1 stop11h 20m
Deal found 10/20![Southwest logo]()
$486
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Sun 12/1311:44 am -
1 stop25h 15m
Thu 12/175:25 pm -
1 stop7h 43m
Deal found 10/26![American Airlines logo]()
$443
This Delta deal was found by Cheapflights users on 10/21. 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 1/106:00 am -
1 stop6h 50m
Fri 1/152:15 pm -
1 stop6h 36m
Deal found 10/21![Delta logo]()
$507
This American Airlines deal was found by Cheapflights users on 10/21. 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 12/55:55 am -
2 stops14h 06m
Sat 12/1212:16 pm -
2 stops11h 57m
Deal found 10/21![American Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 10/22. 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 2/67:00 am -
1 stop6h 45m
Sat 2/135:25 pm -
2 stops19h 58m
Deal found 10/22![United Airlines logo]()
$444
This Southwest deal was found by Cheapflights users on 10/21. 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 1/308:00 am -
2 stops9h 00m
Mon 2/82:45 pm -
2 stops10h 10m
Deal found 10/21![Southwest logo]()
$511
This United Airlines deal was found by Cheapflights users on 10/21. 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 1/106:15 am -
1 stop7h 02m
Fri 1/155:06 pm -
2 stops23h 29m
Deal found 10/21![United Airlines logo]()
$448
This American Airlines deal was found by Cheapflights users on 10/23. 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 12/175:00 am -
1 stop7h 11m
Thu 12/243:20 pm -
1 stop7h 11m
Deal found 10/23![American Airlines logo]()
$453
This Southwest deal was found by Cheapflights users on 10/22. 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 11/285:40 am -
1 stop9h 40m
Sat 12/51:25 pm -
1 stop8h 50m
Deal found 10/22![Southwest logo]()
$523
This Delta deal was found by Cheapflights users on 10/23. 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 3/177:00 am -
1 stop6h 40m
Mon 3/223:05 pm -
1 stop8h 57m
Deal found 10/23![Delta logo]()
$618
This American Airlines deal was found by Cheapflights users on 10/24. 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 12/85:45 am -
1 stop7h 34m
Tue 12/155:59 pm -
2 stops17h 24m
Deal found 10/24![American Airlines logo]()
$480
This United Airlines deal was found by Cheapflights users on 10/22. 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 12/318:45 am -
2 stops11h 39m
Sat 1/168:05 am -
2 stops11h 24m
Deal found 10/22![United Airlines logo]()
$483
This Delta deal was found by Cheapflights users on 10/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/610:43 am -
1 stop5h 57m
Mon 4/123:05 pm -
1 stop5h 46m
Deal found 10/25![Delta logo]()
$618
This Southwest deal was found by Cheapflights users on 10/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/97:50 am -
1 stop6h 55m
Wed 12/163:45 pm -
1 stop6h 10m
Deal found 10/25![Southwest logo]()
$565
This United Airlines deal was found by Cheapflights users on 10/24. 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 12/86:15 am -
1 stop9h 10m
Tue 12/155:35 pm -
1 stop22h 16m
Deal found 10/24![United Airlines logo]()
$483
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/66:52 pm -
1 stop15h 28m
Thu 3/111:13 pm -
1 stop10h 29m
Deal found 10/25![American Airlines logo]()
$492
This Southwest deal was found by Cheapflights users on 10/23. 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 2/262:15 pm -
2 stops9h 15m
Sat 3/67:30 am -
2 stops9h 40m
Deal found 10/23![Southwest logo]()
$577
This United Airlines deal was found by Cheapflights users on 10/22. 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 12/122:05 pm -
1 stop9h 31m
Tue 12/157:40 am -
2 stops14h 20m
Deal found 10/22![United Airlines logo]()
$484
This Delta deal was found by Cheapflights users on 10/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/178:05 am -
1 stop6h 25m
Sat 11/211:53 pm -
1 stop10h 20m
Deal found 10/25![Delta logo]()
$647
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:46 pm -
2 stops18h 36m
Sat 12/125:59 pm -
2 stops18h 28m
Deal found 10/25![American Airlines logo]()
$500
This United Airlines deal was found by Cheapflights users on 10/22. 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 12/155:40 pm -
2 stops21h 45m
Sun 12/203:00 pm -
1 stop8h 39m
Deal found 10/22![United Airlines logo]()
$486
This Southwest deal was found by Cheapflights users on 10/24. 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.
Sun 3/145:30 am -
2 stops10h 05m
Thu 3/189:55 pm -
1 stop12h 50m
Deal found 10/24![Southwest logo]()
$612
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Wed 12/164:35 pm -
2 stops19h 05m
Sun 12/275:59 pm -
2 stops17h 55m
Deal found 10/26![American Airlines logo]()
$510
Last-minute flights from Louisville to CaribbeanDiscover last-minute flight deals from Louisville to Caribbean. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Louisville to Caribbean. Data last updated October 26, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/27:08 pm -
1 stop19h 11m
Wed 12/95:01 am -
2 stops12h 31m
Deal found 10/23![Multiple Airlines logo]()
$351
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/66:31 pm -
2 stops18h 19m
Tue 11/102:01 pm -
1 stop10h 37m
Deal found 10/22![American Airlines logo]()
$440
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:53 pm -
1 stop19h 26m
Fri 11/133:55 pm -
2 stops24h 31m
Deal found 10/25![Multiple Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/96:53 pm -
1 stop19h 26m
Tue 12/159:52 pm -
2 stops19h 40m
Deal found 10/23![Multiple Airlines logo]()
$358
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:04 am -
1 stop6h 09m
Mon 11/164:53 pm -
2 stops18h 44m
Deal found 10/25![American Airlines logo]()
$445
This Kiwi.com deal was found by Cheapflights users on 10/23. 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
Tue 12/159:52 pm -
2 stops19h 40m
Deal found 10/23![Multiple Airlines logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 10/23. 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
Tue 12/226:00 am -
1 stop29h 06m
Deal found 10/23![Multiple Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/186:04 am -
2 stops11h 01m
Wed 11/252:29 pm -
1 stop9h 45m
Deal found 10/21![American Airlines logo]()
$389
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/259:10 pm -
1 stop18h 41m
Wed 12/910:03 pm -
2 stops38h 45m
Deal found 10/23![Multiple Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/256:16 am -
1 stop7h 06m
Wed 12/93:11 pm -
1 stop9h 48m
Deal found 10/21![American Airlines logo]()
$405
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/266:16 am -
1 stop7h 06m
Thu 12/106:28 am -
1 stop12h 44m
Deal found 10/22![American Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/287:21 pm -
1 stop14h 20m
Sat 12/57:20 am -
1 stop12h 36m
Deal found 10/21![American Airlines logo]()
$400
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 October 26, 2026.
Search for one-way flight options from Louisville to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
This United Airlines deal was found by Cheapflights users on 10/22. 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 2/67:00 am -
2 stops9h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$167
This Southwest deal was found by Cheapflights users on 10/22. 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 11/144:40 pm -
1 stop5h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Southwest logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 1/149:09 pm -
2 stops28h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$193
This American Airlines deal was found by Cheapflights users on 10/23. 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 1/129:04 am -
1 stop13h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![American Airlines logo]()
$202
This American Airlines deal was found by Cheapflights users on 10/21. 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 4/97:52 pm -
1 stop14h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 -
3 stops57h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$211
This Delta deal was found by Cheapflights users on 10/23. 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 10/23![Delta logo]()
$215
This American Airlines deal was found by Cheapflights users on 10/21. 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 2/86:28 pm -
2 stops16h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/214:06 pm -
2 stops33h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$219
This American Airlines deal was found by Cheapflights users on 10/23. 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 3/148:07 pm -
2 stops19h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![American Airlines logo]()
$221
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/296:00 am -
1 stop6h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![American Airlines logo]()
$222
This Southwest deal was found by Cheapflights users on 10/23. 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 11/1011:10 am -
1 stop10h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Southwest logo]()
$224
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 October 26, 2026.
Round-trip from | $296 (Kiwi.com) |
|---|---|
One-way from | $167 (United Airlines) |
Popular in | March |
Cheapest in | April |
Average price | $421 |
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 October 26, 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
LouisvilleGeorge Town
SDF Louisville Intl - GCM George Town Owen Roberts Intl
SDFGCM
Louisville Intl
Sat 2/6
7:00 am-4:35 pm
2 stops9h 35m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$167
LouisvilleGeorge Town
SDF Louisville Intl - GCM George Town Owen Roberts Intl
SDFGCM
Louisville Intl
Sat 2/6
7:38 pm-11:48 am
1 stop16h 10m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$167
LouisvilleGeorge Town
SDF Louisville Intl - GCM George Town Owen Roberts Intl
SDFGCM
Louisville Intl
Fri 2/5
11:03 am-7:50 pm
2 stops8h 47m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$167
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Thu 1/14
9:09 pm-2:11 am
2 stops28h 02m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$193
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Thu 1/14
1:41 pm-12:36 am
1 stop9h 55m
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 11/21
1:45 pm-12:36 am
1 stop9h 51m
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
Fri 4/9
7:52 pm-10:48 am
1 stop14h 56m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$208
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
LouisvilleSaint Thomas Island
SDF Louisville Intl - STT Saint Thomas Island Cyril E King
SDFSTT
Louisville Intl
Mon 2/8
6:28 pm-12:24 pm
2 stops16h 56m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$218
LouisvilleOranjestad
SDF Louisville Intl - AUA Oranjestad Reina Beatrix
SDFAUA
Louisville Intl
Sun 3/14
8:07 pm-3:42 pm
2 stops19h 35m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$221
Showing 1-10 of 59 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-PLS
SDF-GCM
SDF-AUA
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-PLS
SDF-GCM
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 $476). Flying from Louisville to Caribbean in June is currently the most expensive (average of $657). 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 October 26, 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.
Food
7.0
Entertainment
7.4
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.4
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.4
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.4
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.4
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
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 October 26, 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 October 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$225 | Average$615 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$246 | Average$630 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$270 | Average$580 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$326 | Average$705 | FlexibilityNo cancel fee | On-time63% |