$212+ Cheap flights from Kentucky to Jamaica
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — MBJ
Oct 28 — Nov 41
Round-trip
1 adult, Economy
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Find cheap flights from Kentucky to Jamaica with Cheapflights
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Cheapest flights from Kentucky to JamaicaExplore the most affordable flight options available from Kentucky to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 28, 2026.
Explore the most affordable flight options available from Kentucky to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 28, 2026.
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Thu 11/198:10 pm -
2 stops16h 35m
Tue 11/246:09 pm -
2 stops16h 41m
Deal found 9/28![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 9/26. 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.
Tue 11/105:44 am -
1 stop6h 18m
Tue 11/171:02 pm -
1 stop10h 10m
Deal found 9/26![American Airlines logo]()
$467
This American Airlines deal was found by Cheapflights users on 9/28. 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 10/316:16 pm -
2 stops19h 05m
Thu 11/511:05 am -
2 stops10h 58m
Deal found 9/28![American Airlines logo]()
$467
This American Airlines deal was found by Cheapflights users on 9/26. 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 11/198:10 pm -
2 stops16h 35m
Mon 11/231:23 pm -
1 stop8h 31m
Deal found 9/26![American Airlines logo]()
$472
This American Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/193:27 pm -
2 stops18h 45m
Tue 11/241:45 pm -
1 stop8h 45m
Deal found 9/25![American Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am -
1 stop11h 12m
Sun 11/13:59 pm -
1 stop17h 39m
Deal found 9/23![American Airlines logo]()
$487
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:00 am -
1 stop8h 14m
Sat 11/216:00 pm -
2 stops19h 35m
Deal found 9/24![United Airlines logo]()
$516
This American Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:27 pm -
1 stop21h 45m
Mon 10/265:13 pm -
2 stops17h 55m
Deal found 9/24![American Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 9/26. 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.
Thu 11/197:05 am -
1 stop9h 52m
Tue 11/246:12 pm -
1 stop14h 54m
Deal found 9/26![Delta logo]()
$535
This American Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:04 am -
1 stop7h 04m
Sat 10/245:13 pm -
2 stops17h 55m
Deal found 9/25![American Airlines logo]()
$540
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Thu 10/17:18 pm -
2 stops18h 35m
Mon 10/55:13 pm -
2 stops17h 37m
Deal found 9/27![American Airlines logo]()
$607
This American Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/53:30 pm -
2 stops20h 31m
Sun 11/812:41 pm -
2 stops24h 02m
Deal found 9/25![American Airlines logo]()
$762
Best flights from Kentucky to JamaicaDiscover carefully curated flight deals from Kentucky to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 28, 2026.
Discover carefully curated flight deals from Kentucky to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 28, 2026.
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/95:00 am -
2 stops11h 19m
Sat 1/162:54 pm -
1 stop9h 02m
Deal found 9/23![United Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Thu 11/198:10 pm -
2 stops16h 35m
Tue 11/246:09 pm -
2 stops16h 41m
Deal found 9/28![American Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 9/26. 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.
Thu 11/197:05 am -
1 stop9h 52m
Tue 11/246:12 pm -
1 stop14h 54m
Deal found 9/26![Delta logo]()
$535
This American Airlines deal was found by Cheapflights users on 9/26. 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.
Tue 11/105:14 am -
1 stop9h 38m
Tue 11/176:09 pm -
2 stops15h 54m
Deal found 9/26![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/67:17 pm -
2 stops19h 18m
Sat 2/134:29 pm -
2 stops18h 17m
Deal found 9/23![American Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 9/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/296:30 am -
1 stop7h 44m
Mon 2/13:20 pm -
1 stop7h 59m
Deal found 9/27![United Airlines logo]()
$478
This United Airlines deal was found by Cheapflights users on 9/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/286:30 am -
1 stop7h 44m
Mon 2/13:20 pm -
1 stop7h 59m
Deal found 9/27![United Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am -
1 stop11h 12m
Sun 11/13:59 pm -
1 stop17h 39m
Deal found 9/23![American Airlines logo]()
$487
This Delta deal was found by Cheapflights users on 9/26. 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.
Thu 11/197:05 am -
1 stop9h 52m
Mon 11/233:28 pm -
1 stop6h 14m
Deal found 9/26![Delta logo]()
$598
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/15:00 am -
1 stop8h 48m
Fri 2/52:54 pm -
1 stop9h 02m
Deal found 9/25![United Airlines logo]()
$543
This American Airlines deal was found by Cheapflights users on 9/26. 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 2/206:59 pm -
1 stop18h 13m
Sat 2/274:29 pm -
2 stops18h 14m
Deal found 9/26![American Airlines logo]()
$496
This Delta deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:05 am -
1 stop6h 55m
Sat 10/244:50 pm -
1 stop6h 09m
Deal found 9/25![Delta logo]()
$601
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Thu 3/45:50 pm -
1 stop16h 23m
Sun 3/72:39 pm -
2 stops20h 12m
Deal found 9/27![American Airlines logo]()
$533
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:10 am -
1 stop8h 38m
Fri 10/302:20 pm -
1 stop8h 10m
Deal found 9/23![United Airlines logo]()
$602
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:18 pm -
2 stops16h 00m
Sat 10/245:13 pm -
2 stops17h 57m
Deal found 9/23![American Airlines logo]()
$580
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/91:01 pm -
1 stop6h 59m
Tue 11/179:00 am -
1 stop14h 13m
Deal found 9/24![Delta logo]()
$820
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:05 am -
1 stop13h 10m
Mon 11/169:00 am -
1 stop13h 53m
Deal found 9/24![Delta logo]()
$845
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/35:25 am -
2 stops32h 27m
Fri 11/62:58 pm -
2 stops19h 17m
Deal found 9/23![United Airlines logo]()
$787
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/45:25 am -
2 stops32h 27m
Tue 11/102:58 pm -
2 stops32h 56m
Deal found 9/24![United Airlines logo]()
$787
This American Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/53:30 pm -
2 stops20h 31m
Sun 11/812:41 pm -
2 stops24h 02m
Deal found 9/25![American Airlines logo]()
$762
This Delta deal was found by Cheapflights users on 9/27. 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.
Wed 11/411:04 am -
1 stop9h 11m
Tue 11/109:00 am -
1 stop10h 03m
Deal found 9/27![Delta logo]()
$950
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/211:16 am -
2 stops26h 36m
Mon 11/162:58 pm -
2 stops32h 32m
Deal found 9/24![United Airlines logo]()
$847
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Sun 1/316:00 am -
1 stop6h 09m
Sat 2/612:49 pm -
1 stop6h 19m
Deal found 9/27![American Airlines logo]()
$797
This United Airlines deal was found by Cheapflights users on 9/26. 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.
Mon 12/710:25 am -
2 stops27h 25m
Fri 12/113:03 pm -
2 stops22h 21m
Deal found 9/26![United Airlines logo]()
$886
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/274:18 pm -
2 stops19h 39m
Tue 11/107:01 am -
2 stops14h 45m
Deal found 9/23![American Airlines logo]()
$825
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/119:00 am -
2 stops28h 50m
Thu 12/173:03 pm -
2 stops31h 36m
Deal found 9/24![United Airlines logo]()
$898
This American Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/116:05 am -
1 stop9h 19m
Thu 12/1711:26 am -
1 stop7h 35m
Deal found 9/24![American Airlines logo]()
$913
Last-minute flights from Kentucky to JamaicaDiscover last-minute flight deals from Kentucky to Jamaica. Data last updated September 28, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Jamaica. Data last updated September 28, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Thu 10/17:27 pm -
2 stops18h 26m
Mon 10/55:13 pm -
2 stops18h 19m
Deal found 9/27![American Airlines logo]()
$567
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Thu 10/17:18 pm -
2 stops18h 35m
Mon 10/55:13 pm -
2 stops17h 37m
Deal found 9/27![American Airlines logo]()
$607
This United Airlines deal was found by Cheapflights users on 9/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:11 am -
2 stops26h 32m
Sat 10/32:40 pm -
2 stops17h 48m
Deal found 9/27![United Airlines logo]()
$990
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:18 pm -
2 stops16h 00m
Sat 10/245:13 pm -
2 stops17h 57m
Deal found 9/23![American Airlines logo]()
$580
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:11 am -
2 stops26h 32m
Tue 10/2012:52 pm -
2 stops19h 15m
Deal found 9/23![United Airlines logo]()
$895
This American Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:04 am -
1 stop7h 04m
Sat 10/245:13 pm -
2 stops17h 55m
Deal found 9/25![American Airlines logo]()
$540
This Delta deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:05 am -
1 stop6h 55m
Sat 10/244:50 pm -
1 stop6h 09m
Deal found 9/25![Delta logo]()
$601
This American Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:27 pm -
1 stop21h 45m
Mon 10/265:13 pm -
2 stops17h 55m
Deal found 9/24![American Airlines logo]()
$530
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:00 am -
1 stop10h 58m
Tue 11/104:27 pm -
1 stop7h 58m
Deal found 9/23![American Airlines logo]()
$820
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:57 pm -
3 stops20h 58m
Tue 11/102:58 pm -
2 stops28h 32m
Deal found 9/23![United Airlines logo]()
$988
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am -
1 stop11h 12m
Sun 11/13:59 pm -
1 stop17h 39m
Deal found 9/23![American Airlines logo]()
$487
This American Airlines deal was found by Cheapflights users on 9/28. 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 10/316:16 pm -
2 stops19h 05m
Thu 11/511:05 am -
2 stops10h 58m
Deal found 9/28![American Airlines logo]()
$467
One-way flights from Kentucky to JamaicaSearch for one-way flight options from Kentucky to Jamaica. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
Search for one-way flight options from Kentucky to Jamaica. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
This American Airlines deal was found by Cheapflights users on 9/27. 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 2/277:50 pm -
1 stop14h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![American Airlines logo]()
$212
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:30 pm -
1 stop18h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![United Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:59 pm -
2 stops18h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$218
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:12 pm -
2 stops17h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:43 pm -
2 stops17h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$226
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:19 pm -
1 stop24h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$232
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:00 am -
2 stops8h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/179:11 pm -
3 stops42h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$270
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:18 pm -
2 stops17h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$281
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/118:18 pm -
1 stop17h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$282
Find flight deals from Kentucky to Jamaica
Keep the following information in mind while searching for Kentucky to Jamaica flight deals. Data was last updated September 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $413 (United Airlines) |
One-way from | $212 (American Airlines) |
Popular in | June |
Cheapest in | May |
Average price | $490 |
Cheapflights Fare Finder
Customize your flight search to find flights from Kentucky to Jamaica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 28, 2026.
Use the filters below to find and compare flights from Kentucky to Jamaica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
LouisvilleMontego Bay
SDF Louisville Intl - MBJ Montego Bay Sangster Intl
SDFMBJ
Louisville Intl
Sat 2/27
6:14 pm-10:17 am
2 stops16h 03m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$212
LouisvilleMontego Bay
SDF Louisville Intl - MBJ Montego Bay Sangster Intl
SDFMBJ
Louisville Intl
Mon 10/5
6:30 pm-11:43 am
1 stop18h 13m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$217
LouisvilleMontego Bay
SDF Louisville Intl - MBJ Montego Bay Sangster Intl
SDFMBJ
Louisville Intl
Mon 10/19
8:18 pm-11:18 am
2 stops16h 00m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$218
LouisvilleMontego Bay
SDF Louisville Intl - MBJ Montego Bay Sangster Intl
SDFMBJ
Louisville Intl
Tue 10/20
6:00 am-1:08 pm
2 stops8h 08m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$268
LouisvilleMontego Bay
SDF Louisville Intl - MBJ Montego Bay Sangster Intl
SDFMBJ
Louisville Intl
Sat 10/17
9:11 pm-2:33 pm
3 stops42h 22m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$276
LouisvilleMontego Bay
SDF Louisville Intl - MBJ Montego Bay Sangster Intl
SDFMBJ
Louisville Intl
Fri 10/16
8:18 pm-12:54 pm
2 stops17h 36m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$281
LouisvilleMontego Bay
SDF Louisville Intl - MBJ Montego Bay Sangster Intl
SDFMBJ
Louisville Intl
Sun 10/11
8:18 pm-1:08 pm
1 stop17h 50m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$282
Quickest round-trip
LouisvilleMontego Bay
SDF Louisville Intl - MBJ Montego Bay Sangster Intl
SDFMBJ
Louisville Intl
Sun 10/4
7:05 am-11:48 am
1 stop5h 43m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$341
LouisvilleMontego Bay
SDF Louisville Intl - MBJ Montego Bay Sangster Intl
SDFMBJ
Louisville Intl
Sat 10/10
6:30 pm-11:43 am
1 stop18h 13m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$351
LexingtonMontego Bay
LEX Lexington Blue Grass - MBJ Montego Bay Sangster Intl
LEXMBJ
Lexington Blue Grass
Sat 1/9
5:00 am-4:19 pm
2 stops11h 19m
Montego Bay Sangster Intl
Sat 1/16
2:54 pm-11:56 pm
1 stop9h 02m
$413
Showing 1-10 of 37 resultsSorted by cheapest first
Best time to book a flight from Kentucky to Jamaica
Have a flexible travel schedule? Discover the best time to fly to Jamaica from Kentucky with our price prediction graph.
SDF-MBJ
LEX-MBJ
SDF-OCJ
SDF-KIN
LEX-KIN
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 Kentucky to Jamaica
USKY-JM0
SDF-MBJ
LEX-MBJ
SDF-OCJ
SDF-KIN
What is the cheapest month to book a flight from Kentucky to Jamaica?
Currently, May is the cheapest month in which you can book a flight from Kentucky to Jamaica (average of $426). Flying from Kentucky to Jamaica in June is currently the most expensive (average of $721). 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.
Related info for your journey
Find useful and relevant information for your journey from Kentucky to Jamaica. 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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Complete your trip
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Top destinations
Alternative routes for Kentucky to Jamaica
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Jamaica by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Kentucky to Jamaica by cabin class
Find flights from Kentucky to Jamaica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kentucky and Jamaica flights
Browse other Kentucky and Jamaica flight options. Last updated on September 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Jamaica
Find the right flight back to Kentucky after your stay in Jamaica
Kentucky to Jamaica flights
Consider these flights traveling from Kentucky to Jamaica.
Top 4 airlines flying from Kentucky to Jamaica
Discover the top 4 airlines that operate flights from Kentucky to Jamaica. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$276 | Average$720 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$352 | Average$539 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$362 | Average$542 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$578 | Average$658 | FlexibilityNo cancel fee | On-time63% |