$87+ Cheap flights from Kentucky to Puerto Rico
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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Sep 22 — Sep 291
Round-trip
1 adult, Economy
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Find cheap flights from Kentucky to Puerto Rico 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Kentucky to Puerto Rico
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Cheapest flights from Kentucky to Puerto RicoExplore the most affordable flight options available from Kentucky to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 23, 2026.
Explore the most affordable flight options available from Kentucky to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:40 pm -
1 stop7h 12m
Mon 9/142:57 am -
1 stop6h 51m
Deal found 8/19![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/125:40 pm -
1 stop7h 12m
Tue 9/152:57 am -
1 stop6h 51m
Deal found 8/22![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:40 pm -
1 stop7h 12m
Mon 9/212:57 am -
1 stop14h 48m
Deal found 8/18![Frontier logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/299:43 am -
1 stop7h 00m
Wed 10/710:42 am -
1 stop7h 03m
Deal found 8/20![Frontier logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/125:40 pm -
1 stop7h 12m
Tue 9/156:42 pm -
1 stop15h 06m
Deal found 8/22![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/245:40 pm -
1 stop7h 12m
Mon 9/287:00 am -
1 stop26h 48m
Deal found 8/22![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/319:43 am -
1 stop15h 07m
Fri 11/67:26 pm -
1 stop15h 30m
Deal found 8/21![Frontier logo]()
$184
This Priceline deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:43 am -
1 stop15h 09m
Tue 9/2910:42 am -
1 stop7h 03m
Deal found 8/18![Frontier logo]()
$188
This Priceline deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:43 am -
1 stop22h 52m
Mon 9/143:55 pm -
1 stop17h 53m
Deal found 8/18![Frontier logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/19:59 pm -
1 stop11h 14m
Tue 10/62:57 am -
1 stop14h 48m
Deal found 8/20![Frontier logo]()
$192
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:52 am -
1 stop11h 21m
Sat 9/192:57 am -
1 stop6h 51m
Deal found 8/18![Frontier logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/282:01 pm -
1 stop25h 16m
Fri 10/27:00 am -
1 stop16h 32m
Deal found 8/22![Multiple Airlines logo]()
$207
Best flights from Kentucky to Puerto RicoDiscover carefully curated flight deals from Kentucky to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
Discover carefully curated flight deals from Kentucky to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
This Priceline deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:43 am -
1 stop15h 09m
Tue 9/2910:42 am -
1 stop7h 03m
Deal found 8/18![Frontier logo]()
$188
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/2512:35 pm -
1 stop9h 20m
Tue 9/295:15 am -
2 stops9h 10m
Deal found 8/22![Southwest logo]()
$245
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/238:45 am -
1 stop10h 53m
Mon 9/281:00 am -
2 stops9h 31m
Deal found 8/18![United Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:54 am -
1 stop26h 40m
Wed 9/168:45 am -
1 stop25h 19m
Deal found 8/21![Multiple Airlines logo]()
$292
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 1/2312:33 pm -
1 stop10h 43m
Sat 1/306:00 am -
1 stop13h 24m
Deal found 8/21![American Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/295:40 am -
1 stop8h 05m
Sun 10/47:00 am -
1 stop8h 40m
Deal found 8/20![Delta logo]()
$414
This Priceline deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/129:43 am -
1 stop23h 30m
Sun 9/2011:08 am -
1 stop24h 14m
Deal found 8/20![Frontier logo]()
$278
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/173:37 pm -
1 stop7h 13m
Tue 10/201:00 am -
2 stops9h 31m
Deal found 8/20![United Airlines logo]()
$294
This Frontier deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:29 pm -
1 stop12h 28m
Wed 10/2111:17 am -
1 stop9h 26m
Deal found 8/22![Frontier logo]()
$278
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 11/129:50 pm -
1 stop10h 40m
Tue 11/175:40 am -
2 stops7h 40m
Deal found 8/20![Southwest logo]()
$325
This United Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/296:00 am -
1 stop8h 44m
Wed 10/143:56 pm -
1 stop7h 59m
Deal found 8/19![United Airlines logo]()
$316
This FlightHub deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:40 pm -
1 stop15h 33m
Sat 9/1911:12 am -
1 stop22h 36m
Deal found 8/21![Frontier logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/54:29 pm -
1 stop8h 46m
Sat 9/127:00 am -
1 stop10h 02m
Deal found 8/19![Multiple Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/136:35 am -
1 stop9h 07m
Tue 9/151:00 am -
2 stops14h 23m
Deal found 8/22![United Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/66:10 pm -
1 stop5h 45m
Sat 11/146:45 am -
1 stop7h 10m
Deal found 8/18![Southwest logo]()
$356
This KAYAK deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:05 am -
1 stop7h 52m
Sun 9/274:06 pm -
1 stop5h 47m
Deal found 8/19![American Airlines logo]()
$398
This Expedia deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:30 am -
1 stop11h 15m
Fri 9/182:44 am -
1 stop7h 04m
Deal found 8/19![Multiple Airlines logo]()
$376
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/61:55 pm -
2 stops9h 00m
Tue 11/106:40 am -
2 stops8h 25m
Deal found 8/18![Southwest logo]()
$356
This Orbitz deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:05 pm -
1 stop25h 47m
Sun 9/63:10 am -
1 stop8h 07m
Deal found 8/22![Frontier logo]()
$352
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 10/149:04 am -
2 stops11h 34m
Fri 10/161:00 am -
2 stops12h 15m
Deal found 8/18![United Airlines logo]()
$356
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/241:45 pm -
2 stops7h 30m
Mon 9/285:30 am -
2 stops10h 35m
Deal found 8/21![Southwest logo]()
$363
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/204:36 pm -
2 stops17h 24m
Sun 9/274:19 pm -
1 stop8h 10m
Deal found 8/21![American Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/23:31 pm -
1 stop6h 48m
Fri 10/92:59 pm -
1 stop8h 59m
Deal found 8/21![Delta logo]()
$499
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/178:56 pm -
1 stop28h 53m
Thu 9/2411:08 am -
2 stops24h 30m
Deal found 8/19![Frontier logo]()
$356
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 10/164:10 pm -
2 stops8h 10m
Mon 10/195:00 am -
2 stops9h 10m
Deal found 8/18![Southwest logo]()
$364
This CheapOair deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/125:40 pm -
1 stop15h 33m
Sun 9/206:00 am -
2 stops16h 53m
Deal found 8/21![Multiple Airlines logo]()
$446
This United Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 11/196:00 am -
1 stop6h 15m
Sat 11/212:05 am -
2 stops11h 51m
Deal found 8/22![United Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/165:07 am -
1 stop6h 13m
Fri 10/2312:41 pm -
1 stop10h 59m
Deal found 8/22![American Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/166:16 am -
1 stop6h 29m
Sat 9/192:50 pm -
1 stop7h 07m
Deal found 8/20![Delta logo]()
$521
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 12/12:23 pm -
1 stop7h 34m
Sat 12/51:09 am -
2 stops10h 40m
Deal found 8/18![United Airlines logo]()
$376
Last-minute flights from Kentucky to Puerto RicoDiscover last-minute flight deals from Kentucky to Puerto Rico. Data last updated August 23, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Puerto Rico. Data last updated August 23, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:05 pm -
1 stop8h 10m
Sun 9/2710:42 am -
1 stop7h 36m
Deal found 8/19![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:40 pm -
1 stop7h 12m
Mon 9/142:57 am -
1 stop6h 51m
Deal found 8/19![Frontier logo]()
$175
This Priceline deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:43 am -
1 stop22h 52m
Mon 9/143:55 pm -
1 stop17h 53m
Deal found 8/18![Frontier logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/125:40 pm -
1 stop7h 12m
Tue 9/152:57 am -
1 stop6h 51m
Deal found 8/22![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/125:40 pm -
1 stop7h 12m
Tue 9/156:42 pm -
1 stop15h 06m
Deal found 8/22![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:40 pm -
1 stop7h 12m
Mon 9/212:57 am -
1 stop14h 48m
Deal found 8/18![Frontier logo]()
$178
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:52 am -
1 stop11h 21m
Sat 9/192:57 am -
1 stop6h 51m
Deal found 8/18![Frontier logo]()
$194
This Priceline deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:43 am -
1 stop15h 09m
Tue 9/2910:42 am -
1 stop7h 03m
Deal found 8/18![Frontier logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/245:40 pm -
1 stop7h 12m
Mon 9/287:00 am -
1 stop26h 48m
Deal found 8/22![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/282:01 pm -
1 stop25h 16m
Fri 10/27:00 am -
1 stop16h 32m
Deal found 8/22![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/2812:43 pm -
2 stops20h 52m
Thu 10/17:00 am -
1 stop27h 35m
Deal found 8/21![Frontier logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/299:43 am -
1 stop7h 00m
Wed 10/710:42 am -
1 stop7h 03m
Deal found 8/20![Frontier logo]()
$179
One-way flights from Kentucky to Puerto RicoSearch for one-way flight options from Kentucky to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
Search for one-way flight options from Kentucky to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 11/168:26 pm -
1 stop11h 49m
Deal found 8/20![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/175:40 pm -
1 stop7h 12m
Deal found 8/20![Frontier logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:29 pm -
1 stop16h 47m
Deal found 8/19![Frontier logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:40 pm -
1 stop23h 03m
Deal found 8/21![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 10/179:38 am -
1 stop15h 15m
Deal found 8/18![Frontier logo]()
$95
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:45 am -
1 stop13h 16m
Deal found 8/18![Frontier logo]()
$97
This American Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/107:14 pm -
1 stop15h 06m
Deal found 8/19![American Airlines logo]()
$102
This Super.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:05 pm -
1 stop8h 10m
Deal found 8/18![Frontier logo]()
$106
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:05 pm -
1 stop8h 10m
Deal found 8/18![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/191:48 pm -
1 stop25h 30m
Deal found 8/19![Multiple Airlines logo]()
$110
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/65:15 am -
2 stops15h 23m
Deal found 8/21![United Airlines logo]()
$116
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/56:44 pm -
1 stop17h 25m
Deal found 8/21![American Airlines logo]()
$116
Find flight deals from Kentucky to Puerto Rico
Keep the following information in mind while searching for Kentucky to Puerto Rico flight deals. Data was last updated August 23, 2026.
Round-trip from | $175 (Kiwi.com) |
|---|---|
One-way from | $87 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $390 |
Cheapflights Fare Finder
Customize your flight search to find flights from Kentucky to Puerto Rico 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 August 23, 2026.
Use the filters below to find and compare flights from Kentucky to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
NashvilleSan Juan
BNA Nashville Intl - SJU San Juan Luis Munoz Marin Intl
BNASJU
Nashville Intl
Wed 9/23
9:43 am-1:52 am
1 stop15h 09m
San Juan Luis Munoz Marin Intl
Tue 9/29
10:42 am-4:45 pm
1 stop7h 03m
$188
NashvilleSan Juan
BNA Nashville Intl - SJU San Juan Luis Munoz Marin Intl
BNASJU
Nashville Intl
Fri 9/25
12:35 pm-10:55 pm
1 stop9h 20m
San Juan Luis Munoz Marin Intl
Tue 9/29
5:15 am-1:25 pm
2 stops9h 10m
$245
NashvilleAguadilla
BNA Nashville Intl - BQN Aguadilla Borinquen
BNABQN
Nashville Intl
Sat 9/12
9:43 am-10:13 am
1 stop23h 30m
Aguadilla Borinquen
Sun 9/20
11:08 am-10:22 am
1 stop24h 14m
$278
NashvilleAguadilla
BNA Nashville Intl - BQN Aguadilla Borinquen
BNABQN
Nashville Intl
Mon 10/19
8:29 pm-9:57 am
1 stop12h 28m
Aguadilla Borinquen
Wed 10/21
11:17 am-7:43 pm
1 stop9h 26m
$278
NashvilleSan Juan
BNA Nashville Intl - SJU San Juan Luis Munoz Marin Intl
BNASJU
Nashville Intl
Wed 9/23
8:45 am-8:38 pm
1 stop10h 53m
San Juan Luis Munoz Marin Intl
Mon 9/28
1:00 am-9:31 am
2 stops9h 31m
$286
NashvilleAguadilla
BNA Nashville Intl - BQN Aguadilla Borinquen
BNABQN
Nashville Intl
Sat 9/12
5:40 pm-10:13 am
1 stop15h 33m
Aguadilla Borinquen
Sat 9/19
11:12 am-8:48 am
1 stop22h 36m
$289
KnoxvilleSan Juan
TYS Knoxville McGhee Tyson - SJU San Juan Luis Munoz Marin Intl
TYSSJU
Knoxville McGhee Tyson
Wed 9/9
10:54 am-1:34 pm
1 stop26h 40m
San Juan Luis Munoz Marin Intl
Wed 9/16
8:45 am-10:04 am
1 stop25h 19m
$292
NashvilleSan Juan
BNA Nashville Intl - SJU San Juan Luis Munoz Marin Intl
BNASJU
Nashville Intl
Sat 10/17
3:37 pm-11:50 pm
1 stop7h 13m
San Juan Luis Munoz Marin Intl
Tue 10/20
1:00 am-9:31 am
2 stops9h 31m
$294
LexingtonSan Juan
LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl
LEXSJU
Lexington Blue Grass
Tue 9/29
6:00 am-2:44 pm
1 stop8h 44m
San Juan Luis Munoz Marin Intl
Wed 10/14
3:56 pm-11:55 pm
1 stop7h 59m
$316
CincinnatiSan Juan
CVG Cincinnati Cinci./N. Kentucky - SJU San Juan Luis Munoz Marin Intl
CVGSJU
Cincinnati Cinci./N. Kentucky
Sun 9/13
6:35 am-3:42 pm
1 stop9h 07m
San Juan Luis Munoz Marin Intl
Tue 9/15
1:00 am-3:23 pm
2 stops14h 23m
$322
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Kentucky to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Kentucky with our price prediction graph.
BNA-SJU
CVG-SJU
SDF-SJU
CVG-BQN
BNA-BQN
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 Puerto Rico
USKY-PR0
BNA-SJU
CVG-SJU
SDF-SJU
CVG-BQN
What is the cheapest month to book a flight from Kentucky to Puerto Rico?
Currently, October is the cheapest month in which you can book a flight from Kentucky to Puerto Rico (average of $369). Flying from Kentucky to Puerto Rico in December is currently the most expensive (average of $620). 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.
How far ahead should I book a flight from Kentucky to Puerto Rico?
To ensure you get the cheapest price possible for a flight from Kentucky to Puerto Rico, you should look to book at least 69 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Related info for your journey
Find useful and relevant information for your journey from Kentucky to Puerto Rico. 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
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Alternative routes for Kentucky to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Kentucky to Puerto Rico by cabin class
Find flights from Kentucky to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kentucky and Puerto Rico flights
Browse other Kentucky and Puerto Rico flight options. Last updated on August 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Puerto Rico
Find the right flight back to Kentucky after your stay in Puerto Rico
Kentucky to Puerto Rico flights
Consider these flights traveling from Kentucky to Puerto Rico.
Top 4 airlines flying from Kentucky to Puerto Rico
Discover the top 4 airlines that operate flights from Kentucky to Puerto Rico. 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 August 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$205 | Average$478 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$485 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$259 | Average$472 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$299 | Average$499 | FlexibilityNo cancel fee | On-time63% |