$123+ Cheap flights from Louisville (SDF) to Caribbean Islands
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Mar 4 — Mar 111
1 adult, Economy
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Find cheap flights from Louisville to Caribbean Islands 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 Islands
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Cheapest flights from Louisville to Caribbean IslandsExplore the most affordable flight options available from Louisville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
Explore the most affordable flight options available from Louisville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
This Orbitz deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/21:19 pm
SDF
- SJU
1 stop8h 50m
Spirit Airlines
Mon 3/95:00 am
SJU
- SDF
1 stop7h 21m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$221
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/243:33 pm
SDF
- SJU
1 stop7h 25m
Delta
Wed 3/46:15 am
SJU
- SDF
1 stop6h 12m
Delta
Deal found 1/31![Delta logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/223:33 pm
SDF
- STX
1 stop23h 07m
Spirit Airlines
Fri 2/274:37 pm
STX
- SDF
1 stop19h 28m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:00 pm
SDF
- SJU
1 stop10h 13m
Multiple Airlines
Wed 3/187:54 pm
SJU
- SDF
1 stop18h 39m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$272
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:19 pm
SDF
- SJU
1 stop8h 50m
Spirit Airlines
Mon 3/95:00 am
SJU
- SDF
1 stop7h 21m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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
- SJU
1 stop14h 36m
Multiple Airlines
Wed 3/187:54 pm
SJU
- SDF
1 stop18h 39m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/712:42 pm
SDF
- STT
1 stop26h 46m
Spirit Airlines
Mon 4/134:35 pm
STT
- SDF
1 stop19h 12m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 4/107:48 pm
SDF
- SJU
1 stop16h 45m
Multiple Airlines
Mon 4/2010:55 am
SJU
- SDF
2 stops27h 43m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:00 pm
SDF
- STT
1 stop26h 34m
Spirit Airlines
Wed 3/114:40 pm
STT
- SDF
1 stop21h 53m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$282
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/311:50 am
SDF
- SJU
2 stops11h 45m
Southwest
Tue 3/105:15 am
SJU
- SDF
2 stops10h 40m
Southwest
Deal found 2/1![Southwest logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:00 pm
SDF
- SJU
1 stop10h 13m
Multiple Airlines
Sun 3/151:45 am
SJU
- SDF
1 stop9h 29m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$289
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/271:19 pm
SDF
- SJU
1 stop8h 50m
Spirit Airlines
Wed 3/46:00 am
SJU
- SDF
1 stop7h 21m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$290
Best flights from Louisville to Caribbean IslandsDiscover carefully curated flight deals from Louisville to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
Discover carefully curated flight deals from Louisville to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/241:50 pm
SDF
- SJU
1 stop9h 46m
United Airlines
Wed 3/48:05 am
SJU
- SDF
1 stop7h 42m
United Airlines
Deal found 2/1![United Airlines logo]()
$246
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:35 pm
SDF
- SJU
1 stop5h 40m
Delta
Fri 3/136:15 am
SJU
- SDF
1 stop10h 15m
Delta
Deal found 2/1![Delta logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/712:42 pm
SDF
- STT
1 stop26h 46m
Spirit Airlines
Mon 4/134:35 pm
STT
- SDF
1 stop19h 12m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:00 pm
SDF
- SJU
1 stop10h 13m
Multiple Airlines
Sun 3/151:45 am
SJU
- SDF
1 stop9h 29m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/146:10 am
SDF
- STX
1 stop7h 45m
American Airlines
Tue 2/176:27 pm
STX
- SDF
2 stops21h 36m
American Airlines
Deal found 1/31![American Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/243:33 pm
SDF
- SJU
1 stop7h 25m
Delta
Wed 3/46:15 am
SJU
- SDF
1 stop6h 12m
Delta
Deal found 1/31![Delta logo]()
$246
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/105:35 pm
SDF
- SJU
1 stop5h 40m
Delta
Tue 3/177:30 am
SJU
- SDF
1 stop6h 30m
Delta
Deal found 1/31![Delta logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:00 pm
SDF
- SJU
1 stop10h 13m
Multiple Airlines
Thu 3/121:45 am
SJU
- SDF
1 stop9h 29m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1010:13 am
SDF
- SJU
1 stop10h 05m
Delta
Fri 3/136:15 am
SJU
- SDF
1 stop10h 15m
Delta
Deal found 2/1![Delta logo]()
$246
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/312:12 pm
SDF
- SJU
1 stop10h 46m
Delta
Tue 3/106:15 am
SJU
- SDF
1 stop7h 45m
Delta
Deal found 1/31![Delta logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:00 pm
SDF
- SJU
1 stop10h 13m
Multiple Airlines
Thu 3/127:00 am
SJU
- SDF
1 stop13h 50m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:33 pm
SDF
- STT
1 stop24h 01m
Spirit Airlines
Mon 2/235:40 pm
STT
- SDF
1 stop21h 58m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$350
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:00 pm
SDF
- GCM
1 stop15h 10m
American Airlines
Tue 3/1012:00 pm
GCM
- SDF
1 stop10h 03m
American Airlines
Deal found 2/1![American Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 4/69:13 pm
SDF
- STT
1 stop18h 15m
Multiple Airlines
Mon 4/134:35 pm
STT
- SDF
1 stop19h 12m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/153:33 pm
SDF
- STT
1 stop23h 55m
Spirit Airlines
Thu 3/192:36 pm
STT
- SDF
1 stop20h 38m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:05 am
SDF
- GCM
1 stop6h 40m
United Airlines
Tue 3/104:45 pm
GCM
- SDF
2 stops19h 32m
United Airlines
Deal found 2/1![United Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/145:06 pm
SDF
- STX
2 stops19h 47m
American Airlines
Sat 2/213:50 pm
STX
- SDF
1 stop8h 26m
American Airlines
Deal found 1/31![American Airlines logo]()
$378
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:33 am
SDF
- SJU
1 stop6h 28m
Delta
Tue 3/177:30 am
SJU
- SDF
1 stop6h 30m
Delta
Deal found 2/1![Delta logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/52:26 pm
SDF
- SJU
1 stop9h 15m
Multiple Airlines
Thu 3/121:45 am
SJU
- SDF
1 stop9h 29m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$320
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/179:55 am
SDF
- PUJ
1 stop6h 30m
United Airlines
Tue 3/2411:56 am
PUJ
- SDF
1 stop7h 46m
United Airlines
Deal found 1/31![United Airlines logo]()
$417
This Mytrip deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Tue 3/2412:42 pm
SDF
- STT
3 stops24h 44m
Spirit Airlines
Tue 3/314:35 pm
STT
- SDF
2 stops18h 39m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:26 pm
SDF
- STT
2 stops23h 05m
Multiple Airlines
Mon 2/235:40 pm
STT
- SDF
1 stop21h 58m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:10 am
SDF
- MBJ
1 stop7h 16m
American Airlines
Thu 2/193:53 pm
MBJ
- SDF
1 stop8h 05m
American Airlines
Deal found 2/1![American Airlines logo]()
$410
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:35 am
SDF
- PUJ
2 stops10h 50m
United Airlines
Fri 3/62:55 pm
PUJ
- SDF
1 stop8h 18m
United Airlines
Deal found 2/1![United Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/227:05 am
SDF
- STX
1 stop6h 51m
Delta
Thu 2/263:58 pm
STX
- SDF
1 stop9h 00m
Delta
Deal found 2/1![Delta logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 4/107:48 pm
SDF
- STT
1 stop19h 40m
Multiple Airlines
Sat 4/182:36 pm
STT
- SDF
2 stops22h 50m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/231:19 pm
SDF
- MBJ
2 stops22h 43m
Spirit Airlines
Fri 3/61:00 pm
MBJ
- SDF
1 stop22h 05m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:33 am
SDF
- STX
1 stop8h 23m
Delta
Tue 2/243:58 pm
STX
- SDF
1 stop9h 00m
Delta
Deal found 2/1![Delta logo]()
$324
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/238:02 pm
SDF
- MBJ
2 stops17h 24m
American Airlines
Fri 3/62:33 pm
MBJ
- SDF
2 stops9h 54m
American Airlines
Deal found 1/31![American Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 3/67:05 am
SDF
- NAS
1 stop8h 17m
United Airlines
Sat 3/75:20 pm
NAS
- SDF
1 stop6h 39m
United Airlines
Deal found 1/30![United Airlines logo]()
$448
Last-minute flights from Louisville to Caribbean IslandsDiscover last-minute flight deals from Louisville to Caribbean Islands. Data last updated February 2, 2026 and is based on user searches.
Discover last-minute flight deals from Louisville to Caribbean Islands. Data last updated February 2, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/712:56 pm
SDF
- SJU
1 stop7h 43m
American Airlines
Fri 2/206:33 am
SJU
- SDF
1 stop15h 53m
American Airlines
Deal found 1/31![American Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/710:13 am
SDF
- SJU
1 stop9h 45m
Delta
Wed 2/116:27 pm
SJU
- SDF
1 stop6h 23m
Delta
Deal found 1/31![Delta logo]()
$326
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/182:35 pm
SDF
- SJU
1 stop6h 47m
United Airlines
Tue 2/242:05 am
SJU
- SDF
2 stops12h 18m
United Airlines
Deal found 2/1![United Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:33 am
SDF
- STX
1 stop8h 23m
Delta
Tue 2/243:58 pm
STX
- SDF
1 stop9h 00m
Delta
Deal found 2/1![Delta logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:33 pm
SDF
- STX
1 stop23h 07m
Spirit Airlines
Fri 2/274:37 pm
STX
- SDF
1 stop19h 28m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/199:12 pm
SDF
- STT
1 stop16h 19m
Multiple Airlines
Sun 2/225:40 pm
STT
- SDF
1 stop16h 00m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/198:02 pm
SDF
- STX
2 stops20h 35m
American Airlines
Thu 2/262:45 pm
STX
- SDF
2 stops10h 42m
American Airlines
Deal found 2/1![American Airlines logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:26 pm
SDF
- STT
2 stops23h 05m
Multiple Airlines
Mon 2/235:40 pm
STT
- SDF
1 stop21h 58m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/223:33 pm
SDF
- STX
1 stop23h 07m
Spirit Airlines
Fri 2/274:37 pm
STX
- SDF
1 stop19h 28m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/243:33 pm
SDF
- SJU
1 stop7h 25m
Delta
Wed 3/46:15 am
SJU
- SDF
1 stop6h 12m
Delta
Deal found 1/31![Delta logo]()
$246
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/249:00 am
SDF
- SJU
2 stops11h 26m
United Airlines
Tue 3/32:05 am
SJU
- SDF
2 stops12h 18m
United Airlines
Deal found 2/1![United Airlines logo]()
$324
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/271:19 pm
SDF
- SJU
1 stop8h 50m
Spirit Airlines
Wed 3/46:00 am
SJU
- SDF
1 stop7h 21m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$290
One-way flights from Louisville to Caribbean IslandsSearch for one-way flight options from Louisville to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
Search for one-way flight options from Louisville to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 1/31![Delta logo]()
$123
This Cheapflightsfares deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 2/2![Spirit Airlines logo]()
$137
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/237:05 am
SDF
- NAS
1 stop9h 57m
Delta
Deal found 1/31![Delta logo]()
$145
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 4/115:00 am
SDF
- SJU
2 stops15h 38m
United Airlines
Deal found 1/31![United Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:33 pm
SDF
- STT
1 stop24h 58m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/209:09 pm
SDF
- SJU
1 stop24h 25m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$209
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:33 am
SDF
- SJU
2 stops8h 55m
American Airlines
Deal found 2/2![American Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/239:30 am
SDF
- NAS
3 stops35h 15m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$224
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:00 am
SDF
- MBJ
1 stop8h 00m
United Airlines
Deal found 2/1![United Airlines logo]()
$231
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/148:00 pm
SDF
- MBJ
2 stops16h 21m
American Airlines
Deal found 2/1![American Airlines logo]()
$256
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/209:00 am
SDF
- SJU
2 stops12h 22m
United Airlines
Deal found 2/1![United Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 4/52:26 pm
SDF
- SJU
2 stops20h 52m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$268
Find flight deals from Louisville to Caribbean Islands
Keep the following information in mind while searching for Louisville to Caribbean Islands flight deals. Data was last updated February 2, 2026.
Round-trip from | $221 (Orbitz) |
|---|---|
One-way from | $123 (Delta) |
Popular in | December |
Cheapest in | September |
Average price | $428 |
Cheapflights Fare Finder
Customize your flight search to find flights from Louisville to Caribbean Islands 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 2, 2026.
Use the filters below to find and compare flights from Louisville to Caribbean Islands that are best for you.
Fly from
Louisville
Fly to
Caribbean Islands
Route
Depart
Return
Price
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Tue 2/24
1:50 pm-12:36 am
1 stop9h 46m
San Juan Luis Munoz Marin Intl
Wed 3/4
8:05 am-2:47 pm
1 stop7h 42m
$246
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Mon 3/9
5:35 pm-11:15 pm
1 stop5h 40m
San Juan Luis Munoz Marin Intl
Fri 3/13
6:15 am-4:30 pm
1 stop10h 15m
$246
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Tue 2/24
3:33 pm-11:58 pm
1 stop7h 25m
San Juan Luis Munoz Marin Intl
Wed 3/4
6:15 am-11:27 am
1 stop6h 12m
$246
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Tue 3/10
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
$246
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Tue 3/10
10:13 am-8:18 pm
1 stop10h 05m
San Juan Luis Munoz Marin Intl
Fri 3/13
6:15 am-4:30 pm
1 stop10h 15m
$246
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Tue 3/3
12:12 pm-11:58 pm
1 stop10h 46m
San Juan Luis Munoz Marin Intl
Tue 3/10
6:15 am-2:00 pm
1 stop7h 45m
$246
LouisvilleSaint Thomas Island
SDF - STT
SDFSTT
Louisville Intl
Tue 4/7
12:42 pm-3:28 pm
1 stop26h 46m
Saint Thomas Island Cyril E King
Mon 4/13
4:35 pm-11:47 am
1 stop19h 12m
$281
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Wed 3/4
5:33 am-1:01 pm
1 stop6h 28m
San Juan Luis Munoz Marin Intl
Tue 3/17
7:30 am-2:00 pm
1 stop6h 30m
$286
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Sat 3/7
12:00 pm-11:13 pm
1 stop10h 13m
San Juan Luis Munoz Marin Intl
Sun 3/15
1:45 am-11:14 am
1 stop9h 29m
$289
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Sat 3/7
12:00 pm-11:13 pm
1 stop10h 13m
San Juan Luis Munoz Marin Intl
Thu 3/12
1:45 am-11:14 am
1 stop9h 29m
$289
Showing 1-10 of 49 results
Best time to book a flight from Louisville to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Louisville with our price prediction graph.
SDF-SJU
SDF-NAS
SDF-STT
SDF-MBJ
SDF-STX
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 Islands
SDF-zzEPX
SDF-SJU
SDF-NAS
SDF-STT
SDF-MBJ
What is the cheapest month to book a flight from Louisville to Caribbean Islands?
Currently, January is the cheapest month in which you can book a flight from Louisville to Caribbean Islands (average of $143). Flying from Louisville to Caribbean Islands in June is currently the most expensive (average of $252). 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 Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated February 2, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Louisville to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
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 Islands. 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.
Alternative routes for Louisville to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Louisville to Caribbean Islands
Discover the top 5 airlines that operate flights from Louisville to Caribbean Islands. 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 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$152 | Average$380 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$205 | Average$557 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$225 | Average$662 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$240 | Average$595 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$246 | Average$542 | FlexibilityNo cancel fee | On-time69% |