$110+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Apr 30 — May 71
Round-trip
1 adult, Economy
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Find cheap flights from Louisville to Caribbean with Cheapflights
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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 March 31, 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 March 31, 2026.
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Sat 4/257:52 pm
SDF
- SJU
1 stop14h 56m
American Airlines
Sat 5/26:45 am
SJU
- SDF
1 stop14h 56m
American Airlines
Deal found 3/26![American Airlines logo]()
$268
This CheapOair deal was found by Cheapflights users on 3/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:06 pm
SDF
- SJU
1 stop25h 16m
Spirit Airlines
Thu 5/78:04 pm
SJU
- SDF
1 stop13h 24m
Spirit Airlines
Deal found 3/30![Spirit Airlines logo]()
$280
This CheapOair deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/246:06 pm
SDF
- SJU
1 stop25h 16m
Spirit Airlines
Fri 5/112:57 pm
SJU
- SDF
1 stop28h 07m
Spirit Airlines
Deal found 3/28![Spirit Airlines logo]()
$300
This United Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 5/75:50 am
SDF
- STT
1 stop6h 30m
United Airlines
Tue 5/122:10 pm
STT
- SDF
1 stop8h 12m
United Airlines
Deal found 3/28![United Airlines logo]()
$300
This CheapOair deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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.
Sat 5/26:06 pm
SDF
- SJU
1 stop25h 16m
Spirit Airlines
Thu 5/78:04 pm
SJU
- SDF
1 stop13h 24m
Spirit Airlines
Deal found 3/29![Spirit Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Thu 4/99:43 am
SDF
- SJU
2 stops11h 41m
American Airlines
Thu 4/161:25 pm
SJU
- SDF
1 stop9h 06m
American Airlines
Deal found 3/26![American Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Thu 5/146:06 am
SDF
- STT
1 stop10h 09m
American Airlines
Thu 5/214:42 pm
STT
- SDF
1 stop7h 46m
American Airlines
Deal found 3/26![American Airlines logo]()
$310
This CheapOair deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
Thu 4/306:06 pm
SDF
- SJU
1 stop25h 16m
Spirit Airlines
Sun 5/312:57 pm
SJU
- SDF
1 stop20h 31m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$314
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/303:29 pm
SDF
- SJU
1 stop6h 48m
Delta
Fri 6/51:14 pm
SJU
- SDF
1 stop8h 05m
Delta
Deal found 3/30![Delta logo]()
$316
This American Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 5/167:52 pm
SDF
- STT
2 stops15h 43m
American Airlines
Tue 5/192:05 pm
STT
- SDF
2 stops18h 33m
American Airlines
Deal found 3/27![American Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 5/17:48 pm
SDF
- SJU
2 stops29h 06m
Multiple Airlines
Thu 5/78:04 pm
SJU
- SDF
1 stop13h 24m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 5/2910:35 am
SDF
- SJU
2 stops15h 33m
Multiple Airlines
Tue 6/26:00 am
SJU
- SDF
1 stop29h 30m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$323
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 March 31, 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 March 31, 2026.
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Thu 5/147:52 pm
SDF
- STT
2 stops17h 23m
American Airlines
Thu 5/2111:52 am
STT
- SDF
1 stop12h 36m
American Airlines
Deal found 3/26![American Airlines logo]()
$310
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 5/210:06 am
SDF
- SJU
2 stops11h 18m
United Airlines
Thu 5/74:55 pm
SJU
- SDF
1 stop7h 04m
United Airlines
Deal found 3/29![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 3/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:15 am
SDF
- MBJ
1 stop8h 12m
Delta
Thu 4/164:32 pm
MBJ
- SDF
1 stop6h 27m
Delta
Deal found 3/26![Delta logo]()
$352
This Southwest deal was found by Cheapflights users on 3/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/23:15 pm
SDF
- SJU
2 stops8h 25m
Southwest
Thu 5/75:05 am
SJU
- SDF
2 stops9h 55m
Southwest
Deal found 3/26![Southwest logo]()
$431
This American Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/117:52 pm
SDF
- STT
2 stops17h 23m
American Airlines
Tue 4/1412:25 pm
STT
- SDF
2 stops20h 13m
American Airlines
Deal found 3/28![American Airlines logo]()
$320
This United Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/116:00 am
SDF
- STT
1 stop7h 08m
United Airlines
Tue 4/142:10 pm
STT
- SDF
1 stop8h 20m
United Airlines
Deal found 3/28![United Airlines logo]()
$348
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Fri 4/105:41 pm
SDF
- STT
2 stops17h 54m
American Airlines
Tue 4/1412:25 pm
STT
- SDF
2 stops20h 13m
American Airlines
Deal found 3/26![American Airlines logo]()
$320
This United Airlines deal was found by Cheapflights users on 3/30. 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.
Tue 7/146:15 am
SDF
- MBJ
1 stop8h 15m
United Airlines
Tue 7/284:12 pm
MBJ
- SDF
1 stop17h 11m
United Airlines
Deal found 3/30![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/138:10 am
SDF
- MBJ
1 stop8h 07m
Delta
Fri 4/174:32 pm
MBJ
- SDF
1 stop6h 27m
Delta
Deal found 3/28![Delta logo]()
$415
This American Airlines deal was found by Cheapflights users on 3/26. 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 4/126:01 am
SDF
- MBJ
1 stop10h 36m
American Airlines
Thu 4/1610:17 am
MBJ
- SDF
1 stop13h 08m
American Airlines
Deal found 3/26![American Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 5/111:10 am
SDF
- SJU
2 stops12h 15m
Southwest
Tue 5/55:35 am
SJU
- SDF
2 stops9h 10m
Southwest
Deal found 3/28![Southwest logo]()
$431
This Delta deal was found by Cheapflights users on 3/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/811:19 am
SDF
- SJU
1 stop11h 08m
Delta
Sun 6/145:56 pm
SJU
- SDF
1 stop6h 36m
Delta
Deal found 3/26![Delta logo]()
$426
This United Airlines deal was found by Cheapflights users on 3/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:00 am
SDF
- STT
1 stop9h 43m
United Airlines
Tue 5/191:22 pm
STT
- SDF
1 stop8h 37m
United Airlines
Deal found 3/26![United Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Sat 5/27:52 pm
SDF
- GCM
2 stops18h 18m
American Airlines
Sat 5/94:03 pm
GCM
- SDF
1 stop7h 22m
American Airlines
Deal found 3/26![American Airlines logo]()
$371
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 6/15:55 pm
SDF
- SJU
1 stop6h 00m
Southwest
Fri 6/55:00 am
SJU
- SDF
2 stops9h 55m
Southwest
Deal found 3/29![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:36 pm
SDF
- SJU
1 stop5h 36m
Delta
Mon 4/275:34 pm
SJU
- SDF
1 stop6h 25m
Delta
Deal found 3/27![Delta logo]()
$444
This United Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 7/25:20 am
SDF
- AUA
1 stop10h 15m
United Airlines
Thu 7/93:10 pm
AUA
- SDF
2 stops17h 55m
United Airlines
Deal found 3/28![United Airlines logo]()
$412
This Southwest deal was found by Cheapflights users on 3/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/115:30 pm
SDF
- SJU
1 stop7h 50m
Southwest
Sat 6/206:30 am
SJU
- SDF
1 stop11h 40m
Southwest
Deal found 3/31![Southwest logo]()
$466
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Wed 9/27:00 am
SDF
- MBJ
1 stop10h 17m
American Airlines
Sat 9/53:20 pm
MBJ
- SDF
2 stops17h 45m
American Airlines
Deal found 3/31![American Airlines logo]()
$396
This Delta deal was found by Cheapflights users on 3/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
SDF
- PUJ
1 stop5h 35m
Delta
Sat 5/21:00 pm
PUJ
- SDF
1 stop10h 59m
Delta
Deal found 3/26![Delta logo]()
$455
This United Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 7/126:15 am
SDF
- STT
1 stop9h 28m
United Airlines
Sat 7/1812:09 pm
STT
- SDF
1 stop7h 09m
United Airlines
Deal found 3/28![United Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Fri 5/111:20 am
SDF
- NAS
1 stop5h 43m
American Airlines
Tue 5/512:00 pm
NAS
- SDF
1 stop11h 59m
American Airlines
Deal found 3/26![American Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/227:00 am
SDF
- NAS
2 stops11h 30m
Southwest
Fri 5/18:45 am
NAS
- SDF
2 stops13h 00m
Southwest
Deal found 3/29![Southwest logo]()
$510
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 5/126:00 am
SDF
- PLS
1 stop6h 40m
Delta
Tue 5/193:25 pm
PLS
- SDF
1 stop9h 00m
Delta
Deal found 3/28![Delta logo]()
$465
This United Airlines deal was found by Cheapflights users on 3/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/117:10 am
SDF
- MBJ
1 stop6h 40m
United Airlines
Sat 7/184:12 pm
MBJ
- SDF
1 stop17h 11m
United Airlines
Deal found 3/26![United Airlines logo]()
$426
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:00 am
SDF
- MBJ
1 stop10h 17m
American Airlines
Sun 9/63:20 pm
MBJ
- SDF
2 stops17h 45m
American Airlines
Deal found 3/30![American Airlines logo]()
$435
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 5/45:54 am
SDF
- SJU
1 stop6h 40m
United Airlines
Wed 5/63:56 pm
SJU
- SDF
1 stop8h 00m
United Airlines
Deal found 3/29![United Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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
- STT
1 stop6h 42m
Delta
Sat 4/181:59 pm
STT
- SDF
1 stop10h 00m
Delta
Deal found 3/29![Delta logo]()
$491
This Southwest deal was found by Cheapflights users on 3/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/227:00 am
SDF
- NAS
2 stops11h 30m
Southwest
Mon 4/272:10 pm
NAS
- SDF
1 stop8h 00m
Southwest
Deal found 3/30![Southwest logo]()
$570
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/277:39 pm
SDF
- MBJ
1 stop18h 51m
American Airlines
Sat 7/43:02 pm
MBJ
- SDF
1 stop19h 40m
American Airlines
Deal found 3/30![American Airlines logo]()
$440
Last-minute flights from Louisville to CaribbeanDiscover last-minute flight deals from Louisville to Caribbean. Data last updated March 31, 2026 and is based on user searches.
Discover last-minute flight deals from Louisville to Caribbean. Data last updated March 31, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/75:00 am
SDF
- STT
1 stop10h 31m
United Airlines
Wed 4/152:10 pm
STT
- SDF
1 stop8h 20m
United Airlines
Deal found 3/28![United Airlines logo]()
$325
This American Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/75:00 pm
SDF
- STT
2 stops18h 35m
American Airlines
Wed 4/152:05 pm
STT
- SDF
2 stops10h 20m
American Airlines
Deal found 3/28![American Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Thu 4/99:43 am
SDF
- SJU
2 stops11h 41m
American Airlines
Thu 4/161:25 pm
SJU
- SDF
1 stop9h 06m
American Airlines
Deal found 3/26![American Airlines logo]()
$308
This CheapOair deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
Thu 4/93:33 pm
SDF
- SJU
1 stop27h 22m
Spirit Airlines
Thu 4/1612:57 pm
SJU
- SDF
1 stop28h 07m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/117:52 pm
SDF
- STT
2 stops17h 23m
American Airlines
Tue 4/1412:25 pm
STT
- SDF
2 stops20h 13m
American Airlines
Deal found 3/28![American Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/123:33 pm
SDF
- SJU
1 stop27h 22m
Spirit Airlines
Wed 4/1512:57 pm
SJU
- SDF
1 stop28h 07m
Spirit Airlines
Deal found 3/29![Spirit Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/136:06 am
SDF
- MBJ
1 stop6h 45m
American Airlines
Fri 4/172:29 pm
MBJ
- SDF
1 stop6h 39m
American Airlines
Deal found 3/28![American Airlines logo]()
$343
This CheapOair deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/246:06 pm
SDF
- SJU
1 stop25h 16m
Spirit Airlines
Fri 5/112:57 pm
SJU
- SDF
1 stop28h 07m
Spirit Airlines
Deal found 3/28![Spirit Airlines logo]()
$300
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Sat 4/257:52 pm
SDF
- SJU
1 stop14h 56m
American Airlines
Sat 5/26:45 am
SJU
- SDF
1 stop14h 56m
American Airlines
Deal found 3/26![American Airlines logo]()
$268
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/279:38 am
SDF
- SJU
1 stop10h 46m
Delta
Mon 5/45:34 pm
SJU
- SDF
1 stop6h 25m
Delta
Deal found 3/29![Delta logo]()
$316
This CheapOair deal was found by Cheapflights users on 3/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:06 pm
SDF
- SJU
1 stop25h 16m
Spirit Airlines
Sun 5/312:57 pm
SJU
- SDF
1 stop20h 31m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$314
This CheapOair deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
Thu 4/306:06 pm
SDF
- SJU
1 stop25h 16m
Spirit Airlines
Sat 5/212:57 pm
SJU
- SDF
1 stop28h 07m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$339
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 March 31, 2026.
Search for one-way flight options from Louisville to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 31, 2026.
This Southwest deal was found by Cheapflights users on 3/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1712:15 pm
SDF
- SJU
1 stop11h 10m
Southwest
Deal found 3/26![Southwest logo]()
$110
This United Airlines deal was found by Cheapflights users on 3/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:00 am
SDF
- STT
1 stop9h 43m
United Airlines
Deal found 3/26![United Airlines logo]()
$148
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 8/46:00 am
SDF
- MBJ
1 stop10h 34m
Delta
Deal found 3/27![Delta logo]()
$152
This Delta deal was found by Cheapflights users on 3/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:00 am
SDF
- NAS
1 stop10h 35m
Delta
Deal found 3/26![Delta logo]()
$156
This Delta deal was found by Cheapflights users on 3/31. 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 4/257:05 am
SDF
- SJU
1 stop6h 20m
Delta
Deal found 3/31![Delta logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 6/159:15 pm
SDF
- NAS
1 stop22h 00m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$158
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/257:31 am
SDF
- SJU
2 stops9h 41m
American Airlines
Deal found 3/31![American Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 5/117:48 pm
SDF
- SJU
2 stops18h 19m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:48 pm
SDF
- SJU
3 stops28h 41m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$168
This Mytrip deal was found by Cheapflights users on 3/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:06 pm
SDF
- SJU
2 stops30h 48m
Spirit Airlines
Deal found 3/26![Spirit Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 5/87:48 pm
SDF
- NAS
1 stop23h 27m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$175
This CheapOair deal was found by Cheapflights users on 3/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:06 pm
SDF
- SJU
1 stop25h 16m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$176
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 March 31, 2026.
Round-trip from | $268 (American Airlines) |
|---|---|
One-way from | $110 (Southwest) |
Popular in | December |
Cheapest in | October |
Average price | $476 |
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 March 31, 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
LouisvilleSaint Thomas Island
SDF - STT
SDFSTT
Louisville Intl
Thu 5/14
7:52 pm-1:15 pm
2 stops17h 23m
Saint Thomas Island Cyril E King
Thu 5/21
11:52 am-12:28 am
1 stop12h 36m
$310
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Sat 5/2
10:06 am-9:24 pm
2 stops11h 18m
San Juan Luis Munoz Marin Intl
Thu 5/7
4:55 pm-11:59 pm
1 stop7h 04m
$316
LouisvilleSaint Thomas Island
SDF - STT
SDFSTT
Louisville Intl
Sat 4/11
7:52 pm-1:15 pm
2 stops17h 23m
Saint Thomas Island Cyril E King
Tue 4/14
12:25 pm-8:38 am
2 stops20h 13m
$320
LouisvilleSaint Thomas Island
SDF - STT
SDFSTT
Louisville Intl
Fri 4/10
5:41 pm-11:35 am
2 stops17h 54m
Saint Thomas Island Cyril E King
Tue 4/14
12:25 pm-8:38 am
2 stops20h 13m
$320
LouisvilleSaint Thomas Island
SDF - STT
SDFSTT
Louisville Intl
Sat 4/11
6:00 am-1:08 pm
1 stop7h 08m
Saint Thomas Island Cyril E King
Tue 4/14
2:10 pm-10:30 pm
1 stop8h 20m
$348
LouisvilleMontego Bay
SDF - MBJ
SDFMBJ
Louisville Intl
Sun 4/12
6:15 am-1:27 pm
1 stop8h 12m
Montego Bay Sangster Intl
Thu 4/16
4:32 pm-11:59 pm
1 stop6h 27m
$352
LouisvilleMontego Bay
SDF - MBJ
SDFMBJ
Louisville Intl
Tue 7/14
6:15 am-1:30 pm
1 stop8h 15m
Montego Bay Sangster Intl
Tue 7/28
4:12 pm-10:23 am
1 stop17h 11m
$352
LouisvilleMontego Bay
SDF - MBJ
SDFMBJ
Louisville Intl
Sun 4/12
6:01 am-3:37 pm
1 stop10h 36m
Montego Bay Sangster Intl
Thu 4/16
10:17 am-12:25 am
1 stop13h 08m
$352
LouisvilleGeorge Town
SDF - GCM
SDFGCM
Louisville Intl
Sat 5/2
7:52 pm-1:10 pm
2 stops18h 18m
George Town Owen Roberts Intl
Sat 5/9
4:03 pm-12:25 am
1 stop7h 22m
$371
LouisvilleSaint Thomas Island
SDF - STT
SDFSTT
Louisville Intl
Sat 5/16
6:00 am-3:43 pm
1 stop9h 43m
Saint Thomas Island Cyril E King
Tue 5/19
1:22 pm-9:59 pm
1 stop8h 37m
$390
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Louisville to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Louisville with our price prediction graph.
SDF-SJU
SDF-STT
SDF-MBJ
SDF-NAS
SDF-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-MBJ
SDF-NAS
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 $150). Flying from Louisville to Caribbean in June is currently the most expensive (average of $253). 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 March 31, 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
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 March 31, 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 March 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$205 | Average$573 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$209 | Average$389 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$225 | Average$636 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$240 | Average$567 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$246 | Average$532 | FlexibilityNo cancel fee | On-time69% |