$123+ Cheap flights from Louisville (SDF) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Mar 14 — Mar 211
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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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 February 12, 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 February 12, 2026.
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Tue 4/286:01 am
SDF
- SJU
1 stop6h 28m
American Airlines
Tue 4/283:44 pm
SJU
- SDF
1 stop8h 15m
American Airlines
Deal found 2/10![American Airlines logo]()
$251
This American Airlines deal was found by Cheapflights users on 2/12. 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 4/216:00 am
SDF
- SJU
2 stops9h 20m
American Airlines
Wed 4/2910:03 am
SJU
- SDF
1 stop13h 56m
American Airlines
Deal found 2/12![American Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sun 3/12:26 pm
SDF
- SJU
1 stop9h 15m
Multiple Airlines
Wed 3/46:27 pm
SJU
- SDF
2 stops39h 13m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 2/9. 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 3/96:12 pm
SDF
- SJU
1 stop10h 12m
American Airlines
Thu 3/121:30 am
SJU
- SDF
1 stop8h 34m
American Airlines
Deal found 2/9![American Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:33 am
SDF
- SJU
1 stop6h 28m
Delta
Wed 3/46:37 pm
SJU
- SDF
1 stop6h 21m
Delta
Deal found 2/11![Delta logo]()
$296
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1712:33 pm
SDF
- SJU
1 stop9h 36m
Spirit Airlines
Mon 4/209:49 pm
SJU
- SDF
1 stop16h 49m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Mon 3/169:13 pm
SDF
- STT
1 stop18h 15m
Multiple Airlines
Tue 3/242:36 pm
STT
- SDF
1 stop20h 38m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Mon 4/137:48 pm
SDF
- STT
1 stop19h 40m
Multiple Airlines
Fri 4/172:36 pm
STT
- SDF
1 stop29h 00m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sat 2/2112:00 pm
SDF
- SJU
1 stop26h 31m
Multiple Airlines
Thu 2/264:36 pm
SJU
- SDF
1 stop17h 04m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$302
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/213:33 pm
SDF
- SJU
1 stop22h 58m
Spirit Airlines
Wed 4/293:36 pm
SJU
- SDF
1 stop23h 02m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Mon 3/169:13 pm
SDF
- STT
1 stop18h 15m
Multiple Airlines
Wed 3/254:35 pm
STT
- SDF
1 stop21h 58m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$309
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/91:19 pm
SDF
- SJU
1 stop19h 58m
Spirit Airlines
Mon 3/167:54 pm
SJU
- SDF
1 stop15h 53m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$311
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 February 12, 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 February 12, 2026.
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/304:37 pm
SDF
- SJU
1 stop6h 36m
Delta
Sun 5/37:30 am
SJU
- SDF
1 stop10h 10m
Delta
Deal found 2/11![Delta logo]()
$256
This American Airlines deal was found by Cheapflights users on 2/12. 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 4/216:00 am
SDF
- SJU
2 stops9h 20m
American Airlines
Wed 4/2910:03 am
SJU
- SDF
1 stop13h 56m
American Airlines
Deal found 2/12![American Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Mon 4/137:48 pm
SDF
- STT
1 stop19h 40m
Multiple Airlines
Thu 4/162:36 pm
STT
- SDF
1 stop21h 02m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Wed 3/2512:09 pm
SDF
- STT
1 stop25h 17m
Spirit Airlines
Tue 3/312:36 pm
STT
- SDF
1 stop20h 38m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$335
This Southwest deal was found by Cheapflights users on 2/10. 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 6/53:00 pm
SDF
- SJU
1 stop9h 25m
Southwest
Tue 6/95:00 am
SJU
- SDF
1 stop7h 25m
Southwest
Deal found 2/10![Southwest logo]()
$336
This United Airlines deal was found by Cheapflights users on 2/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/99:55 am
SDF
- PLS
1 stop6h 05m
United Airlines
Thu 3/123:01 pm
PLS
- SDF
1 stop8h 58m
United Airlines
Deal found 2/11![United Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 2/10. 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.
Tue 3/37:00 am
SDF
- SJU
1 stop9h 27m
Delta
Tue 3/102:44 pm
SJU
- SDF
1 stop9h 13m
Delta
Deal found 2/10![Delta logo]()
$256
This American Airlines deal was found by Cheapflights users on 2/12. 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 3/96:12 pm
SDF
- SJU
1 stop10h 12m
American Airlines
Fri 3/135:00 am
SJU
- SDF
1 stop10h 03m
American Airlines
Deal found 2/12![American Airlines logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Mon 4/137:48 pm
SDF
- STT
1 stop19h 40m
Multiple Airlines
Fri 4/172:36 pm
STT
- SDF
1 stop29h 00m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$301
This Delta deal was found by Cheapflights users on 2/12. 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 3/225:35 pm
SDF
- SJU
1 stop5h 40m
Delta
Thu 3/265:30 pm
SJU
- SDF
1 stop6h 27m
Delta
Deal found 2/12![Delta logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Wed 3/1812:09 pm
SDF
- STT
1 stop25h 17m
Spirit Airlines
Wed 3/254:35 pm
STT
- SDF
1 stop21h 58m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 2/9. 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 6/135:05 pm
SDF
- SJU
2 stops7h 40m
Southwest
Thu 6/186:00 am
SJU
- SDF
1 stop8h 25m
Southwest
Deal found 2/9![Southwest logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Mon 3/169:13 pm
SDF
- STT
1 stop18h 15m
Multiple Airlines
Tue 3/244:35 pm
STT
- SDF
2 stops18h 39m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:33 am
SDF
- SJU
1 stop6h 28m
Delta
Wed 3/46:37 pm
SJU
- SDF
1 stop6h 21m
Delta
Deal found 2/11![Delta logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Tue 3/1712:42 pm
SDF
- STT
2 stops24h 44m
Spirit Airlines
Tue 3/242:36 pm
STT
- SDF
1 stop20h 38m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/248:55 am
SDF
- SJU
1 stop7h 32m
Delta
Wed 3/46:37 pm
SJU
- SDF
1 stop6h 21m
Delta
Deal found 2/11![Delta logo]()
$296
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Sat 5/97:52 pm
SDF
- PLS
1 stop16h 08m
American Airlines
Fri 5/153:00 pm
PLS
- SDF
1 stop7h 08m
American Airlines
Deal found 2/11![American Airlines logo]()
$363
This United Airlines deal was found by Cheapflights users on 2/8. 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 3/96:00 am
SDF
- MBJ
1 stop8h 05m
United Airlines
Thu 3/121:48 pm
MBJ
- SDF
1 stop7h 25m
United Airlines
Deal found 2/8![United Airlines logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Mon 3/169:13 pm
SDF
- STT
1 stop18h 15m
Multiple Airlines
Mon 3/234:35 pm
STT
- SDF
1 stop19h 12m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Sun 3/13:33 pm
SDF
- STT
1 stop24h 01m
Spirit Airlines
Tue 3/312:36 pm
STT
- SDF
1 stop20h 38m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 2/12. 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 3/115:35 pm
SDF
- SJU
1 stop5h 40m
Delta
Tue 3/177:30 am
SJU
- SDF
1 stop6h 30m
Delta
Deal found 2/12![Delta logo]()
$296
This American Airlines deal was found by Cheapflights users on 2/11. 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 3/96:23 pm
SDF
- PLS
2 stops17h 55m
American Airlines
Thu 3/123:25 pm
PLS
- SDF
2 stops17h 25m
American Airlines
Deal found 2/11![American Airlines logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Wed 3/1812:09 pm
SDF
- STT
1 stop25h 17m
Spirit Airlines
Tue 3/244:35 pm
STT
- SDF
2 stops18h 39m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$356
This United Airlines deal was found by Cheapflights users on 2/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:00 am
SDF
- NAS
1 stop6h 22m
United Airlines
Thu 3/193:35 pm
NAS
- SDF
1 stop6h 38m
United Airlines
Deal found 2/11![United Airlines logo]()
$433
This American Airlines deal was found by Cheapflights users on 2/12. 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 2/288:00 pm
SDF
- MBJ
2 stops14h 07m
American Airlines
Sat 3/281:37 pm
MBJ
- SDF
2 stops18h 13m
American Airlines
Deal found 2/12![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 2/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/59:00 am
SDF
- NAS
1 stop6h 22m
United Airlines
Mon 3/93:35 pm
NAS
- SDF
1 stop6h 38m
United Airlines
Deal found 2/9![United Airlines logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Tue 3/1712:42 pm
SDF
- STT
2 stops24h 44m
Spirit Airlines
Wed 3/254:35 pm
STT
- SDF
1 stop21h 58m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$360
This Delta deal was found by Cheapflights users on 2/12. 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 3/185:35 pm
SDF
- SJU
1 stop5h 40m
Delta
Tue 3/245:30 pm
SJU
- SDF
1 stop6h 27m
Delta
Deal found 2/12![Delta logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Mon 3/169:13 pm
SDF
- AUA
1 stop17h 22m
Multiple Airlines
Wed 3/253:40 pm
AUA
- SDF
1 stop22h 53m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Sat 5/97:52 pm
SDF
- MBJ
1 stop14h 21m
American Airlines
Fri 5/154:37 pm
MBJ
- SDF
1 stop6h 22m
American Airlines
Deal found 2/11![American Airlines logo]()
$380
Last-minute flights from Louisville to CaribbeanDiscover last-minute flight deals from Louisville to Caribbean. Data last updated February 12, 2026 and is based on user searches.
Discover last-minute flight deals from Louisville to Caribbean. Data last updated February 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sat 2/2112:00 pm
SDF
- SJU
1 stop26h 31m
Multiple Airlines
Thu 2/264:36 pm
SJU
- SDF
1 stop17h 04m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sun 3/12:26 pm
SDF
- SJU
1 stop9h 15m
Multiple Airlines
Wed 3/46:27 pm
SJU
- SDF
2 stops39h 13m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sun 3/12:26 pm
SDF
- SJU
1 stop9h 15m
Multiple Airlines
Tue 3/34:11 pm
SJU
- SDF
2 stops21h 10m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sun 3/12:26 pm
SDF
- SJU
1 stop9h 15m
Multiple Airlines
Thu 3/53:58 am
SJU
- SDF
1 stop9h 23m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sun 3/12:26 pm
SDF
- SJU
1 stop9h 15m
Multiple Airlines
Sat 3/77:05 pm
SJU
- SDF
2 stops18h 21m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:33 am
SDF
- SJU
1 stop6h 28m
Delta
Wed 3/46:37 pm
SJU
- SDF
1 stop6h 21m
Delta
Deal found 2/11![Delta logo]()
$296
This Delta deal was found by Cheapflights users on 2/10. 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.
Tue 3/37:00 am
SDF
- SJU
1 stop9h 27m
Delta
Tue 3/102:44 pm
SJU
- SDF
1 stop9h 13m
Delta
Deal found 2/10![Delta logo]()
$256
This American Airlines deal was found by Cheapflights users on 2/9. 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 3/96:12 pm
SDF
- SJU
1 stop10h 12m
American Airlines
Thu 3/121:30 am
SJU
- SDF
1 stop8h 34m
American Airlines
Deal found 2/9![American Airlines logo]()
$286
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/91:19 pm
SDF
- SJU
1 stop19h 58m
Spirit Airlines
Mon 3/167:54 pm
SJU
- SDF
1 stop15h 53m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Mon 3/169:13 pm
SDF
- STT
1 stop18h 15m
Multiple Airlines
Tue 3/242:36 pm
STT
- SDF
1 stop20h 38m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Mon 3/169:13 pm
SDF
- STT
1 stop18h 15m
Multiple Airlines
Wed 3/254:35 pm
STT
- SDF
1 stop21h 58m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Tue 3/1712:42 pm
SDF
- STT
1 stop26h 46m
Spirit Airlines
Tue 3/242:36 pm
STT
- SDF
1 stop20h 38m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$328
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 February 12, 2026.
Search for one-way flight options from Louisville to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
This American Airlines deal was found by Cheapflights users on 2/9. 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 3/116:07 am
SDF
- SJU
1 stop16h 51m
American Airlines
Deal found 2/9![American Airlines logo]()
$123
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:05 am
SDF
- SJU
1 stop9h 13m
Delta
Deal found 2/11![Delta logo]()
$128
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/112:09 pm
SDF
- SJU
1 stop9h 50m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$147
This United Airlines deal was found by Cheapflights users on 2/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:00 am
SDF
- SJU
2 stops14h 36m
United Airlines
Deal found 2/9![United Airlines logo]()
$168
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Sat 4/1110:00 am
SDF
- SJU
2 stops11h 24m
United Airlines
Deal found 2/10![United Airlines logo]()
$173
This Delta deal was found by Cheapflights users on 2/10. 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.
Tue 3/176:00 am
SDF
- NAS
2 stops8h 59m
Delta
Deal found 2/10![Delta logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Thu 3/53:33 pm
SDF
- PUJ
1 stop24h 03m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Tue 3/1712:42 pm
SDF
- AUA
1 stop25h 53m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Wed 4/2912:33 pm
SDF
- STT
1 stop24h 58m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$193
This Delta deal was found by Cheapflights users on 2/9. 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.
Wed 4/298:10 am
SDF
- STT
1 stop6h 38m
Delta
Deal found 2/9![Delta logo]()
$194
This Mytrip deal was found by Cheapflights users on 2/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/251:19 pm
SDF
- SJU
3 stops28h 39m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 3/192:26 pm
SDF
- SJU
2 stops35h 47m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$204
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 February 12, 2026.
Round-trip from | $246 (Delta) |
|---|---|
One-way from | $123 (American Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $428 |
Cheapflights Fare Finder
Customize your flight search to find flights from Louisville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 12, 2026.
Use the filters below to find and compare flights from Louisville to Caribbean that are best for you.
Fly from
Louisville
Fly to
Caribbean
Route
Depart
Return
Price
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Thu 4/30
4:37 pm-11:13 pm
1 stop6h 36m
San Juan Luis Munoz Marin Intl
Sun 5/3
7:30 am-5:40 pm
1 stop10h 10m
$256
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Tue 4/21
6:00 am-3:20 pm
2 stops9h 20m
San Juan Luis Munoz Marin Intl
Wed 4/29
10:03 am-11:59 pm
1 stop13h 56m
$256
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Tue 3/3
7:00 am-5:27 pm
1 stop9h 27m
San Juan Luis Munoz Marin Intl
Tue 3/10
2:44 pm-11:57 pm
1 stop9h 13m
$256
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Mon 3/9
6:12 pm-4:24 am
1 stop10h 12m
San Juan Luis Munoz Marin Intl
Fri 3/13
5:00 am-3:03 pm
1 stop10h 03m
$296
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Sun 3/22
5:35 pm-11:15 pm
1 stop5h 40m
San Juan Luis Munoz Marin Intl
Thu 3/26
5:30 pm-11:57 pm
1 stop6h 27m
$296
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Mon 3/2
5:33 am-1:01 pm
1 stop6h 28m
San Juan Luis Munoz Marin Intl
Wed 3/4
6:37 pm-11:58 pm
1 stop6h 21m
$296
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Tue 2/24
8:55 am-5:27 pm
1 stop7h 32m
San Juan Luis Munoz Marin Intl
Wed 3/4
6:37 pm-11:58 pm
1 stop6h 21m
$296
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Wed 3/11
5:35 pm-11:15 pm
1 stop5h 40m
San Juan Luis Munoz Marin Intl
Tue 3/17
7:30 am-2:00 pm
1 stop6h 30m
$296
LouisvilleSaint Thomas Island
SDF - STT
SDFSTT
Louisville Intl
Mon 4/13
7:48 pm-3:28 pm
1 stop19h 40m
Saint Thomas Island Cyril E King
Thu 4/16
2:36 pm-11:38 am
1 stop21h 02m
$301
LouisvilleSaint Thomas Island
SDF - STT
SDFSTT
Louisville Intl
Mon 4/13
7:48 pm-3:28 pm
1 stop19h 40m
Saint Thomas Island Cyril E King
Fri 4/17
2:36 pm-7:36 pm
1 stop29h 00m
$301
Showing 1-10 of 60 results
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-MBJ
SDF-NAS
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-MBJ
What is the cheapest month to book a flight from Louisville to Caribbean?
Currently, July is the cheapest month in which you can book a flight from Louisville to Caribbean (average of $109). Flying from Louisville to Caribbean in June is currently the most expensive (average of $247). 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.
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 February 12, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United 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
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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 February 12, 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 5 airlines flying from Louisville to Caribbean
Discover the top 5 airlines that operate flights from Louisville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$152 | Average$367 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$205 | Average$538 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$225 | Average$660 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$240 | Average$568 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$259 | Average$559 | FlexibilityNo cancel fee | On-time69% |