$163+ Cheap flights from Lexington (LEX) 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — SJU
May 11 — May 181
Round-trip
1 adult, Economy
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Find cheap flights from Lexington 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 Lexington to Caribbean Islands
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Cheapest flights from Lexington to Caribbean IslandsExplore the most affordable flight options available from Lexington to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2026.
Explore the most affordable flight options available from Lexington to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/269:31 am
LEX
- SJU
1 stop27h 02m
Multiple Airlines
Wed 5/278:32 am
SJU
- LEX
2 stops29h 43m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/269:31 am
LEX
- SJU
1 stop27h 02m
Multiple Airlines
Sat 5/308:04 pm
SJU
- LEX
1 stop18h 11m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/269:31 am
LEX
- SJU
1 stop27h 02m
Multiple Airlines
Thu 5/289:00 am
SJU
- LEX
2 stops23h 52m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:45 pm
LEX
- SJU
2 stops26h 44m
Multiple Airlines
Sat 5/308:04 pm
SJU
- LEX
1 stop18h 11m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:45 pm
LEX
- SJU
1 stop11h 04m
Multiple Airlines
Wed 5/278:32 am
SJU
- LEX
2 stops29h 43m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/269:31 am
LEX
- SJU
1 stop27h 02m
Multiple Airlines
Mon 5/258:04 pm
SJU
- LEX
1 stop16h 26m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:02 pm
LEX
- SJU
1 stop17h 16m
Multiple Airlines
Sat 5/308:04 pm
SJU
- LEX
1 stop18h 11m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:45 pm
LEX
- SJU
1 stop11h 04m
Multiple Airlines
Thu 5/289:00 am
SJU
- LEX
2 stops23h 52m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:45 pm
LEX
- SJU
1 stop11h 34m
Multiple Airlines
Wed 5/278:32 am
SJU
- LEX
2 stops29h 43m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$328
This American Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/254:15 pm
LEX
- MBJ
2 stops17h 58m
American Airlines
Sat 5/232:08 pm
MBJ
- LEX
2 stops21h 24m
American Airlines
Deal found 4/10![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:12 pm
LEX
- MBJ
1 stop16h 13m
American Airlines
Sat 8/2912:47 pm
MBJ
- LEX
1 stop23h 05m
American Airlines
Deal found 4/8![American Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/48:05 pm
LEX
- MBJ
2 stops16h 50m
American Airlines
Sun 10/113:20 pm
MBJ
- LEX
2 stops18h 13m
American Airlines
Deal found 4/10![American Airlines logo]()
$362
Best flights from Lexington to Caribbean IslandsDiscover carefully curated flight deals from Lexington to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 11, 2026.
Discover carefully curated flight deals from Lexington to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 11, 2026.
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/208:30 am
LEX
- SJU
1 stop8h 16m
Delta
Tue 6/2312:54 pm
SJU
- LEX
1 stop9h 14m
Delta
Deal found 4/6![Delta logo]()
$358
This American Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/124:04 pm
LEX
- STT
2 stops20h 31m
American Airlines
Tue 5/195:05 pm
STT
- LEX
2 stops18h 43m
American Airlines
Deal found 4/6![American Airlines logo]()
$400
This United Airlines deal was found by Cheapflights users on 4/9. 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.
Sat 5/95:30 am
LEX
- SJU
2 stops15h 08m
United Airlines
Tue 5/121:00 am
SJU
- LEX
2 stops12h 18m
United Airlines
Deal found 4/9![United Airlines logo]()
$411
This American Airlines deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:51 pm
LEX
- STT
1 stop16h 56m
American Airlines
Thu 5/711:27 am
STT
- LEX
1 stop12h 25m
American Airlines
Deal found 4/9![American Airlines logo]()
$420
This United Airlines deal was found by Cheapflights users on 4/10. 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 4/255:30 am
LEX
- MBJ
1 stop8h 20m
United Airlines
Sat 5/231:52 pm
MBJ
- LEX
1 stop9h 07m
United Airlines
Deal found 4/10![United Airlines logo]()
$441
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:00 am
LEX
- MBJ
1 stop10h 17m
Delta
Mon 5/111:18 pm
MBJ
- LEX
1 stop9h 41m
Delta
Deal found 4/6![Delta logo]()
$468
This American Airlines deal was found by Cheapflights users on 4/9. 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.
Sun 5/248:10 pm
LEX
- SJU
2 stops13h 29m
American Airlines
Thu 5/287:00 am
SJU
- LEX
1 stop17h 01m
American Airlines
Deal found 4/9![American Airlines logo]()
$452
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:10 am
LEX
- STT
1 stop7h 50m
Delta
Sat 9/51:27 pm
STT
- LEX
1 stop10h 28m
Delta
Deal found 4/6![Delta logo]()
$477
This American Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:36 pm
LEX
- PLS
2 stops19h 39m
American Airlines
Thu 5/142:12 pm
PLS
- LEX
1 stop9h 40m
American Airlines
Deal found 4/6![American Airlines logo]()
$470
This United Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:00 am
LEX
- MBJ
2 stops31h 30m
United Airlines
Wed 5/132:40 pm
MBJ
- LEX
2 stops17h 40m
United Airlines
Deal found 4/6![United Airlines logo]()
$518
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/121:04 pm
LEX
- SJU
1 stop7h 39m
Delta
Wed 6/172:41 pm
SJU
- LEX
1 stop7h 27m
Delta
Deal found 4/6![Delta logo]()
$490
This American Airlines deal was found by Cheapflights users on 4/11. 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 5/24:15 pm
LEX
- STT
2 stops18h 32m
American Airlines
Sat 5/95:05 pm
STT
- LEX
2 stops19h 36m
American Airlines
Deal found 4/11![American Airlines logo]()
$480
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/131:04 pm
LEX
- SJU
1 stop7h 39m
Delta
Wed 6/1712:54 pm
SJU
- LEX
1 stop9h 14m
Delta
Deal found 4/6![Delta logo]()
$490
This American Airlines deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/188:10 pm
LEX
- MBJ
2 stops16h 37m
American Airlines
Sat 7/252:09 pm
MBJ
- LEX
2 stops18h 02m
American Airlines
Deal found 4/9![American Airlines logo]()
$485
This United Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/105:30 am
LEX
- MBJ
2 stops10h 40m
United Airlines
Thu 5/142:40 pm
MBJ
- LEX
2 stops17h 40m
United Airlines
Deal found 4/10![United Airlines logo]()
$597
This Delta deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
LEX
- STT
1 stop8h 48m
Delta
Sat 5/91:16 pm
STT
- LEX
1 stop6h 25m
Delta
Deal found 4/9![Delta logo]()
$502
This American Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:00 am
LEX
- STT
2 stops10h 58m
American Airlines
Sat 9/512:50 pm
STT
- LEX
2 stops10h 26m
American Airlines
Deal found 4/6![American Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 4/9. 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.
Mon 5/118:50 am
LEX
- PLS
2 stops31h 15m
United Airlines
Fri 5/155:15 pm
PLS
- LEX
2 stops30h 34m
United Airlines
Deal found 4/9![United Airlines logo]()
$607
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 am
LEX
- PUJ
1 stop7h 21m
Delta
Wed 5/132:50 pm
PUJ
- LEX
1 stop7h 16m
Delta
Deal found 4/6![Delta logo]()
$510
This American Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:36 pm
LEX
- GCM
2 stops17h 55m
American Airlines
Sat 5/912:35 pm
GCM
- LEX
1 stop9h 11m
American Airlines
Deal found 4/6![American Airlines logo]()
$525
This Delta deal was found by Cheapflights users on 4/11. 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.
Sun 5/108:19 pm
LEX
- PUJ
1 stop17h 06m
Delta
Thu 5/144:00 pm
PUJ
- LEX
1 stop7h 59m
Delta
Deal found 4/11![Delta logo]()
$530
This United Airlines deal was found by Cheapflights users on 4/10. 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 5/27:00 am
LEX
- GCM
2 stops9h 10m
United Airlines
Tue 5/51:35 pm
GCM
- LEX
2 stops18h 45m
United Airlines
Deal found 4/10![United Airlines logo]()
$645
This American Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:17 pm
LEX
- PLS
1 stop16h 08m
American Airlines
Sat 8/1511:29 am
PLS
- LEX
2 stops12h 30m
American Airlines
Deal found 4/6![American Airlines logo]()
$529
This United Airlines deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/115:30 am
LEX
- PUJ
1 stop9h 42m
United Airlines
Thu 5/141:50 pm
PUJ
- LEX
1 stop8h 37m
United Airlines
Deal found 4/7![United Airlines logo]()
$650
This Delta deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:19 am
LEX
- PUJ
1 stop6h 02m
Delta
Wed 5/63:57 pm
PUJ
- LEX
1 stop7h 57m
Delta
Deal found 4/8![Delta logo]()
$549
This United Airlines deal was found by Cheapflights users on 4/10. 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.
Thu 8/137:33 pm
LEX
- AUA
2 stops19h 47m
United Airlines
Thu 8/204:30 pm
AUA
- LEX
2 stops17h 53m
United Airlines
Deal found 4/10![United Airlines logo]()
$666
This Delta deal was found by Cheapflights users on 4/11. 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.
Wed 5/66:00 am
LEX
- PUJ
1 stop8h 32m
Delta
Sat 5/161:48 pm
PUJ
- LEX
2 stops19h 33m
Delta
Deal found 4/11![Delta logo]()
$570
This American Airlines deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/65:20 am
LEX
- PUJ
2 stops10h 30m
American Airlines
Sat 7/1112:01 pm
PUJ
- LEX
1 stop10h 34m
American Airlines
Deal found 4/8![American Airlines logo]()
$573
This United Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:50 pm
LEX
- AUA
2 stops19h 30m
United Airlines
Thu 5/144:30 pm
AUA
- LEX
2 stops16h 50m
United Airlines
Deal found 4/6![United Airlines logo]()
$686
This Delta deal was found by Cheapflights users on 4/9. 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 7/157:05 am
LEX
- GCM
1 stop5h 26m
Delta
Wed 7/2212:56 pm
GCM
- LEX
1 stop8h 08m
Delta
Deal found 4/9![Delta logo]()
$579
Last-minute flights from Lexington to Caribbean IslandsDiscover last-minute flight deals from Lexington to Caribbean Islands. Data last updated April 11, 2026 and is based on user searches.
Discover last-minute flight deals from Lexington to Caribbean Islands. Data last updated April 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/254:15 pm
LEX
- MBJ
2 stops17h 58m
American Airlines
Sat 5/232:08 pm
MBJ
- LEX
2 stops21h 24m
American Airlines
Deal found 4/10![American Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/269:31 am
LEX
- SJU
1 stop27h 02m
Multiple Airlines
Wed 5/278:32 am
SJU
- LEX
2 stops29h 43m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/269:31 am
LEX
- SJU
1 stop27h 02m
Multiple Airlines
Sat 5/308:04 pm
SJU
- LEX
1 stop18h 11m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/269:31 am
LEX
- SJU
1 stop27h 02m
Multiple Airlines
Thu 5/289:00 am
SJU
- LEX
2 stops23h 52m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/269:31 am
LEX
- SJU
1 stop27h 02m
Multiple Airlines
Mon 5/258:04 pm
SJU
- LEX
1 stop16h 26m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:45 pm
LEX
- SJU
1 stop11h 34m
Multiple Airlines
Wed 5/278:32 am
SJU
- LEX
2 stops29h 43m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:45 pm
LEX
- SJU
2 stops26h 44m
Multiple Airlines
Sat 5/308:04 pm
SJU
- LEX
1 stop18h 11m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:45 pm
LEX
- SJU
1 stop11h 04m
Multiple Airlines
Wed 5/278:32 am
SJU
- LEX
2 stops29h 43m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:45 pm
LEX
- SJU
1 stop11h 04m
Multiple Airlines
Thu 5/289:00 am
SJU
- LEX
2 stops23h 52m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 5/79:51 am
LEX
- PUJ
1 stop27h 39m
Multiple Airlines
Tue 5/199:25 am
PUJ
- LEX
1 stop26h 07m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/124:04 pm
LEX
- STT
2 stops20h 31m
American Airlines
Tue 5/195:05 pm
STT
- LEX
2 stops18h 43m
American Airlines
Deal found 4/6![American Airlines logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:02 pm
LEX
- SJU
1 stop17h 16m
Multiple Airlines
Sat 5/308:04 pm
SJU
- LEX
1 stop18h 11m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$324
One-way flights from Lexington to Caribbean IslandsSearch for one-way flight options from Lexington to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated April 11, 2026.
Search for one-way flight options from Lexington to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated April 11, 2026.
This Delta deal was found by Cheapflights users on 4/11. 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 4/255:15 pm
LEX
- SJU
1 stop5h 57m
Delta
Deal found 4/11![Delta logo]()
$163
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Fri 5/156:00 am
LEX
- SJU
1 stop16h 05m
American Airlines
Deal found 4/10![American Airlines logo]()
$173
This American Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:19 am
LEX
- SJU
1 stop16h 42m
American Airlines
Deal found 4/10![American Airlines logo]()
$178
This American Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:20 am
LEX
- SJU
1 stop13h 25m
American Airlines
Deal found 4/10![American Airlines logo]()
$206
This United Airlines deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:15 am
LEX
- SJU
2 stops11h 09m
United Airlines
Deal found 4/7![United Airlines logo]()
$208
This Delta deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/227:19 am
LEX
- SJU
1 stop6h 06m
Delta
Deal found 4/10![Delta logo]()
$245
This American Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
LEX
- SJU
2 stops14h 51m
American Airlines
Deal found 4/10![American Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/15:37 pm
LEX
- PUJ
2 stops25h 34m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$258
This American Airlines deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/18:10 pm
LEX
- PUJ
1 stop16h 42m
American Airlines
Deal found 4/8![American Airlines logo]()
$272
This United Airlines deal was found by Cheapflights users on 4/11. 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.
Fri 4/245:30 am
LEX
- SJU
2 stops15h 08m
United Airlines
Deal found 4/11![United Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:51 pm
LEX
- AUA
2 stops19h 39m
American Airlines
Deal found 4/6![American Airlines logo]()
$323
Find flight deals from Lexington to Caribbean Islands
Keep the following information in mind while searching for Lexington to Caribbean Islands flight deals. Data was last updated April 11, 2026.
Round-trip from | $268 (Kiwi.com) |
|---|---|
One-way from | $163 (Delta) |
Popular in | August |
Cheapest in | October |
Average price | $509 |
Cheapflights Fare Finder
Customize your flight search to find flights from Lexington 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 April 11, 2026.
Use the filters below to find and compare flights from Lexington to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
LexingtonSan Juan
LEX - SJU
LEXSJU
Lexington Blue Grass
Sat 6/20
8:30 am-4:46 pm
1 stop8h 16m
San Juan Luis Munoz Marin Intl
Tue 6/23
12:54 pm-10:08 pm
1 stop9h 14m
$358
LexingtonSaint Thomas Island
LEX - STT
LEXSTT
Lexington Blue Grass
Tue 5/12
4:04 pm-12:35 pm
2 stops20h 31m
Saint Thomas Island Cyril E King
Tue 5/19
5:05 pm-11:48 am
2 stops18h 43m
$400
LexingtonSan Juan
LEX - SJU
LEXSJU
Lexington Blue Grass
Sat 5/9
5:30 am-8:38 pm
2 stops15h 08m
San Juan Luis Munoz Marin Intl
Tue 5/12
1:00 am-1:18 pm
2 stops12h 18m
$411
LexingtonSaint Thomas Island
LEX - STT
LEXSTT
Lexington Blue Grass
Sat 4/25
5:51 pm-10:47 am
1 stop16h 56m
Saint Thomas Island Cyril E King
Thu 5/7
11:27 am-11:52 pm
1 stop12h 25m
$420
LexingtonMontego Bay
LEX - MBJ
LEXMBJ
Lexington Blue Grass
Sat 4/25
5:30 am-12:50 pm
1 stop8h 20m
Montego Bay Sangster Intl
Sat 5/23
1:52 pm-11:59 pm
1 stop9h 07m
$441
LexingtonSan Juan
LEX - SJU
LEXSJU
Lexington Blue Grass
Sun 5/24
8:10 pm-9:39 am
2 stops13h 29m
San Juan Luis Munoz Marin Intl
Thu 5/28
7:00 am-12:01 am
1 stop17h 01m
$452
LexingtonMontego Bay
LEX - MBJ
LEXMBJ
Lexington Blue Grass
Mon 5/4
6:00 am-3:17 pm
1 stop10h 17m
Montego Bay Sangster Intl
Mon 5/11
1:18 pm-11:59 pm
1 stop9h 41m
$468
LexingtonProvidenciales
LEX - PLS
LEXPLS
Lexington Blue Grass
Sat 5/9
6:36 pm-2:15 pm
2 stops19h 39m
Providenciales
Thu 5/14
2:12 pm-11:52 pm
1 stop9h 40m
$470
LexingtonSaint Thomas Island
LEX - STT
LEXSTT
Lexington Blue Grass
Sat 8/29
7:10 am-3:00 pm
1 stop7h 50m
Saint Thomas Island Cyril E King
Sat 9/5
1:27 pm-11:55 pm
1 stop10h 28m
$477
LexingtonSaint Thomas Island
LEX - STT
LEXSTT
Lexington Blue Grass
Sat 5/2
4:15 pm-10:47 am
2 stops18h 32m
Saint Thomas Island Cyril E King
Sat 5/9
5:05 pm-12:41 pm
2 stops19h 36m
$480
Showing 1-10 of 38 resultsSorted by cheapest first
Best time to book a flight from Lexington to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Lexington with our price prediction graph.
LEX-SJU
LEX-PUJ
LEX-AUA
LEX-MBJ
LEX-STT
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 Lexington to Caribbean Islands
LEX-zzEPX
LEX-SJU
LEX-PUJ
LEX-AUA
LEX-MBJ
What is the cheapest month to book a flight from Lexington to Caribbean Islands?
Currently, January is the cheapest month in which you can book a flight from Lexington to Caribbean Islands (average of $165). Flying from Lexington 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 April 11, 2026.
See what other customers who have flown with Delta and American Airlines from Lexington to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Overall
7.9
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Overall
7.9
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Overall
7.9
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Lexington to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Lexington to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Lexington to Caribbean Islands by cabin class
Find flights from Lexington to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Lexington and Caribbean Islands flights
Browse other Lexington and Caribbean Islands flight options. Last updated on April 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Lexington to Caribbean Islands flights
Consider these flights traveling from Lexington to Caribbean Islands.
Top 2 airlines flying from Lexington to Caribbean Islands
Discover the top 2 airlines that operate flights from Lexington 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 April 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$596 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$296 | Average$654 | FlexibilityNo cancel fee | On-time71% |