$39+ Cheap flights from Jacksonville (JAX) to Caribbean
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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Nov 19 — Nov 261
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Jacksonville to Caribbean 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 Jacksonville to Caribbean
Cheapest
Best
Last-minute
One-way
Cheapest flights from Jacksonville to CaribbeanExplore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2026.
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/207:14 pm -
Nonstop3h 00m
Fri 11/275:19 am -
1 stop12h 48m
Deal found 10/15![Frontier logo]()
$173
This Cheapflightsfares deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/307:14 pm -
Nonstop3h 00m
Sun 12/66:05 am -
Nonstop3h 31m
Deal found 10/17![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 11/189:09 am -
1 stop24h 46m
Fri 11/203:49 pm -
Nonstop3h 30m
Deal found 10/17![Frontier logo]()
$175
This Booking.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/207:14 pm -
Nonstop3h 00m
Sun 11/223:36 am -
1 stop17h 15m
Deal found 10/17![Frontier logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/307:14 pm -
Nonstop3h 00m
Tue 12/811:48 am -
2 stops28h 23m
Deal found 10/15![Frontier logo]()
$180
This FlightHub deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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.
Thu 12/39:30 am -
Nonstop3h 02m
Sun 12/65:01 am -
1 stop13h 09m
Deal found 10/15![Frontier logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:46 pm -
1 stop12h 07m
Thu 12/106:05 am -
Nonstop3h 31m
Deal found 10/17![Frontier logo]()
$182
This FlightHub deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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.
Tue 12/111:14 am -
Nonstop3h 02m
Sat 12/52:49 am -
1 stop17h 51m
Deal found 10/16![Frontier logo]()
$185
This Frontier deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 12/145:55 pm -
1 stop6h 12m
Thu 12/175:13 pm -
Nonstop3h 39m
Deal found 10/15![Frontier logo]()
$186
This Frontier deal was found by Cheapflights users on 10/19. 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.
Wed 12/23:39 pm -
1 stop8h 28m
Tue 12/87:17 am -
Nonstop3h 29m
Deal found 10/19![Frontier logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/153:00 pm -
1 stop21h 25m
Tue 11/173:55 am -
2 stops15h 16m
Deal found 10/15![Multiple Airlines logo]()
$190
This Priceline deal was found by Cheapflights users on 10/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:30 am -
1 stop27h 11m
Mon 12/77:19 pm -
1 stop15h 27m
Deal found 10/19![Frontier logo]()
$315
Best flights from Jacksonville to CaribbeanDiscover carefully curated flight deals from Jacksonville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2026.
Discover carefully curated flight deals from Jacksonville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2026.
This Southwest deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/2311:15 am -
1 stop10h 45m
Wed 2/39:05 am -
2 stops12h 05m
Deal found 10/15![Southwest logo]()
$230
This JetBlue deal was found by Cheapflights users on 10/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/14:37 pm -
1 stop5h 07m
Sun 12/69:59 am -
1 stop6h 48m
Deal found 10/18![JetBlue logo]()
$245
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 12/25:00 am -
1 stop6h 53m
Wed 12/91:18 pm -
1 stop4h 22m
Deal found 10/17![Delta logo]()
$338
This FlightHub deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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.
Thu 11/199:19 am -
1 stop25h 31m
Sat 12/57:19 pm -
1 stop19h 30m
Deal found 10/15![Frontier logo]()
$417
This United Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 10/313:33 pm -
1 stop8h 03m
Mon 11/22:05 am -
1 stop8h 00m
Deal found 10/17![United Airlines logo]()
$426
This American Airlines deal was found by Cheapflights users on 10/19. 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.
Fri 10/307:05 am -
2 stops13h 45m
Thu 11/57:19 pm -
1 stop6h 03m
Deal found 10/19![American Airlines logo]()
$443
This Mytrip deal was found by Cheapflights users on 10/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:16 pm -
2 stops22h 22m
Wed 11/112:21 pm -
3 stops28h 50m
Deal found 10/19![Multiple Airlines logo]()
$514
This JetBlue deal was found by Cheapflights users on 10/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:09 am -
1 stop5h 40m
Tue 12/83:50 pm -
1 stop5h 43m
Deal found 10/20![JetBlue logo]()
$290
This JetBlue deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:35 am -
1 stop5h 54m
Mon 11/302:05 pm -
Nonstop3h 15m
Deal found 10/15![JetBlue logo]()
$304
This Southwest deal was found by Cheapflights users on 10/18. 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.
Sat 1/2311:15 am -
1 stop10h 45m
Tue 1/265:45 am -
2 stops9h 05m
Deal found 10/18![Southwest logo]()
$344
This Delta deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 12/239:52 am -
1 stop11h 54m
Mon 12/282:53 pm -
1 stop5h 12m
Deal found 10/16![Delta logo]()
$365
This Delta deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 12/2411:30 am -
1 stop4h 34m
Wed 12/308:10 am -
1 stop7h 47m
Deal found 10/15![Delta logo]()
$365
This JetBlue deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/307:35 am -
1 stop6h 15m
Mon 12/712:25 pm -
1 stop8h 08m
Deal found 10/16![JetBlue logo]()
$351
This Southwest deal was found by Cheapflights users on 10/18. 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.
Sat 1/1611:15 am -
1 stop10h 45m
Sun 1/317:35 am -
2 stops9h 45m
Deal found 10/18![Southwest logo]()
$396
This American Airlines deal was found by Cheapflights users on 10/19. 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.
Wed 1/67:17 am -
1 stop7h 59m
Wed 1/134:31 pm -
1 stop18h 54m
Deal found 10/19![American Airlines logo]()
$451
This Flysmarter deal was found by Cheapflights users on 10/18. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:22 pm -
2 stops17h 03m
Sat 12/265:59 pm -
1 stop6h 51m
Deal found 10/18![British Airways logo]()
$923
This JetBlue deal was found by Cheapflights users on 10/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:05 am -
1 stop4h 16m
Sat 11/1412:21 pm -
1 stop7h 36m
Deal found 10/18![JetBlue logo]()
$353
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 11/36:10 am -
1 stop7h 22m
Tue 11/177:02 am -
1 stop11h 17m
Deal found 10/17![Delta logo]()
$400
This United Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 1/286:33 pm -
1 stop17h 40m
Tue 2/21:25 pm -
1 stop8h 47m
Deal found 10/15![United Airlines logo]()
$485
This American Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 11/138:30 pm -
1 stop12h 49m
Fri 11/203:46 pm -
1 stop9h 54m
Deal found 10/16![American Airlines logo]()
$452
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1811:10 am -
2 stops9h 45m
Mon 11/2311:20 am -
2 stops10h 05m
Deal found 10/17![Southwest logo]()
$413
This Mytrip deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:03 pm -
2 stops21h 03m
Sun 11/223:30 pm -
2 stops29h 21m
Deal found 10/16![Multiple Airlines logo]()
$525
This JetBlue deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/301:43 pm -
Nonstop3h 02m
Tue 11/38:58 am -
1 stop8h 40m
Deal found 10/15![JetBlue logo]()
$368
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 11/175:05 am -
2 stops13h 25m
Tue 12/17:00 am -
2 stops14h 43m
Deal found 10/17![Delta logo]()
$405
This United Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 12/47:10 pm -
1 stop21h 09m
Mon 12/73:20 pm -
1 stop17h 46m
Deal found 10/17![United Airlines logo]()
$492
This American Airlines deal was found by Cheapflights users on 10/19. 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.
Tue 1/55:00 am -
1 stop5h 33m
Tue 1/124:31 pm -
1 stop20h 59m
Deal found 10/19![American Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 2/51:35 pm -
2 stops8h 05m
Mon 2/87:35 am -
2 stops9h 45m
Deal found 10/16![Southwest logo]()
$434
This Mytrip deal was found by Cheapflights users on 10/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:03 pm -
2 stops25h 42m
Wed 11/1812:41 pm -
2 stops20h 43m
Deal found 10/19![Multiple Airlines logo]()
$543
This United Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 2/16:35 am -
1 stop7h 39m
Sat 2/66:00 pm -
1 stop15h 38m
Deal found 10/15![United Airlines logo]()
$494
This American Airlines deal was found by Cheapflights users on 10/19. 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.
Wed 1/137:17 am -
2 stops13h 47m
Mon 1/257:33 pm -
1 stop5h 40m
Deal found 10/19![American Airlines logo]()
$462
Last-minute flights from Jacksonville to CaribbeanDiscover last-minute flight deals from Jacksonville to Caribbean. Data last updated October 20, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Caribbean. Data last updated October 20, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 11/78:30 pm -
1 stop13h 00m
Wed 11/1111:45 am -
1 stop6h 59m
Deal found 10/16![American Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 10/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:30 pm -
1 stop13h 00m
Fri 11/132:44 pm -
1 stop7h 46m
Deal found 10/18![American Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/113:55 pm -
1 stop20h 30m
Fri 11/133:55 am -
2 stops15h 36m
Deal found 10/15![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 11/138:10 pm -
1 stop27h 49m
Tue 11/173:55 am -
2 stops15h 16m
Deal found 10/16![Frontier logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/153:00 pm -
1 stop21h 25m
Tue 11/173:55 am -
2 stops15h 16m
Deal found 10/15![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 11/189:09 am -
1 stop24h 46m
Fri 11/203:49 pm -
Nonstop3h 30m
Deal found 10/17![Frontier logo]()
$175
This Cheapflightsfares deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/207:14 pm -
Nonstop3h 00m
Fri 11/275:19 am -
1 stop12h 48m
Deal found 10/15![Frontier logo]()
$173
This Booking.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/207:14 pm -
Nonstop3h 00m
Sun 11/223:36 am -
1 stop17h 15m
Deal found 10/17![Frontier logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:46 pm -
1 stop12h 07m
Thu 12/106:05 am -
Nonstop3h 31m
Deal found 10/17![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 11/277:14 pm -
Nonstop3h 00m
Tue 12/13:28 am -
2 stops12h 26m
Deal found 10/17![Frontier logo]()
$192
This Cheapflightsfares deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/307:14 pm -
Nonstop3h 00m
Sun 12/66:05 am -
Nonstop3h 31m
Deal found 10/17![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/307:14 pm -
Nonstop3h 00m
Tue 12/811:48 am -
2 stops28h 23m
Deal found 10/15![Frontier logo]()
$180
One-way flights from Jacksonville to CaribbeanSearch for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
Search for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
This Booking.com deal was found by Cheapflights users on 10/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:31 am -
Nonstop3h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Frontier logo]()
$39
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 12/1510:44 am -
Nonstop2h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Frontier logo]()
$64
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/912:33 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$69
This Cheapflightsfares deal was found by Cheapflights users on 10/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/145:47 pm -
1 stop6h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Frontier logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 10/279:09 am -
1 stop7h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Frontier logo]()
$91
This Jetabroad deal was found by Cheapflights users on 10/19. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:09 am -
1 stop7h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 11/147:16 pm -
1 stop28h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/93:56 pm -
1 stop22h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Multiple Airlines logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 11/23:56 pm -
1 stop22h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/57:03 pm -
1 stop28h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 11/97:03 pm -
1 stop28h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$101
This American Airlines deal was found by Cheapflights users on 10/19. 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.
Mon 11/96:00 am -
1 stop3h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![American Airlines logo]()
$115
Find flight deals from Jacksonville to Caribbean
Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated October 20, 2026.
Round-trip from | $173 (Cheapflightsfares) |
|---|---|
One-way from | $39 (Booking.com) |
Popular in | December |
Cheapest in | September |
Average price | $277 |
Good round-trip deal | $284 or less |
Good one-way deal | $142 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Jacksonville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 20, 2026.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Mon 11/9
3:35 pm-1:00 am
2 stops8h 25m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
JacksonvilleNassau
JAX Jacksonville - NAS Nassau Intl
JAXNAS
Jacksonville
Mon 11/9
6:00 am-9:30 am
1 stop3h 30m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$115
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Wed 1/13
7:17 am-4:57 pm
1 stop8h 40m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$123
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Wed 11/11
11:47 am-12:16 am
1 stop11h 29m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$123
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Fri 10/30
4:40 pm-1:25 am
2 stops8h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$146
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Tue 11/3
7:03 pm-11:38 pm
2 stops27h 35m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$156
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Fri 12/11
4:37 pm-10:44 pm
1 stop5h 07m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Thu 4/1
4:45 pm-7:43 pm
Nonstop2h 58m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$163
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Mon 12/28
4:34 pm-8:33 pm
Nonstop2h 59m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Mon 11/30
8:46 pm-11:25 am
1 stop13h 39m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$176
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Jacksonville to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
JAX-SJU
JAX-NAS
JAX-SDQ
JAX-MBJ
JAX-PUJ
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 Jacksonville to Caribbean
JAX-0CB
JAX-SJU
JAX-NAS
JAX-SDQ
JAX-MBJ
What is the cheapest month to book a flight from Jacksonville to Caribbean?
Currently, May is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $343). Flying from Jacksonville to Caribbean in March is currently the most expensive (average of $527). 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.
What is the cheapest time of day to fly from JAX to CB?
Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 20, 2026.
When flying from Jacksonville to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 28% versus a flight in the afternoon.
Weekly flight availability from Jacksonville to Caribbean
Explore weekly flight availability from Jacksonville to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 20, 2026.
The most flights from JAX to 0CB are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).
How far ahead should I book a flight from Jacksonville to Caribbean?
The price you pay for your flight from Jacksonville to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 43 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Jacksonville to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Caribbean. Price data was last updated on October 17, 2026.
Travelers seeking maximum savings on their Jacksonville to Caribbean flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated October 20, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andJetBlue from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.5
Overall
7.8
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Crew
8.5
Overall
7.8
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Crew
8.5
Overall
7.8
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Crew
8.5
Overall
7.8
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Crew
8.5
Overall
7.8
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Crew
8.5
Overall
7.8
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Related info for your journey
Find useful and relevant information for your journey from Jacksonville to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
Alternative routes for Jacksonville to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jacksonville to Caribbean by cabin class
Find flights from Jacksonville to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jacksonville and Caribbean flights
Browse other Jacksonville and Caribbean flight options. Last updated on October 20, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Jacksonville to Caribbean flights
Consider these flights traveling from Jacksonville to Caribbean.
Top 6 airlines flying from Jacksonville to Caribbean
Discover the top 6 airlines that operate flights from Jacksonville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$579 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$124 | Average$336 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$140 | Average$535 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$253 | Average$585 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$472 | Average$604 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$488 | Average$650 | FlexibilityNo cancel fee | On-time63% |