$74+ Cheap flights from Jacksonville (JAX) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Sep 17 — Sep 241
Round-trip
1 adult, Economy
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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
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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 August 18, 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 August 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 8/2711:14 am -
Nonstop3h 14m
Mon 8/318:34 am -
Nonstop3h 19m
Deal found 8/14![Frontier logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Thu 9/2412:12 pm -
Nonstop3h 04m
Sun 9/277:50 am -
Nonstop3h 27m
Deal found 8/16![Frontier logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Thu 10/112:12 pm -
Nonstop3h 04m
Sun 10/47:50 am -
Nonstop3h 27m
Deal found 8/16![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Sun 10/119:01 pm -
Nonstop3h 07m
Thu 10/154:34 pm -
Nonstop3h 32m
Deal found 8/16![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/1012:12 pm -
Nonstop3h 04m
Thu 9/177:50 am -
Nonstop3h 27m
Deal found 8/14![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 11/512:57 pm -
Nonstop3h 07m
Thu 11/129:30 am -
Nonstop3h 32m
Deal found 8/13![Frontier logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 10/13:00 pm -
1 stop22h 34m
Sun 10/47:50 am -
Nonstop3h 27m
Deal found 8/12![Multiple Airlines logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Tue 10/133:15 pm -
1 stop24h 03m
Thu 10/154:34 pm -
Nonstop3h 32m
Deal found 8/16![Multiple Airlines logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Tue 10/133:15 pm -
1 stop24h 03m
Sun 10/188:30 am -
Nonstop3h 32m
Deal found 8/16![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 11/43:50 pm -
1 stop7h 48m
Thu 11/129:30 am -
Nonstop3h 32m
Deal found 8/14![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Thu 11/1212:57 pm -
Nonstop3h 07m
Tue 11/176:12 pm -
1 stop15h 13m
Deal found 8/16![Multiple Airlines logo]()
$193
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/296:00 am -
1 stop7h 38m
Wed 9/306:45 pm -
1 stop4h 29m
Deal found 8/13![American Airlines logo]()
$352
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 August 18, 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 August 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 10/143:50 pm -
1 stop21h 41m
Thu 10/154:34 pm -
Nonstop3h 32m
Deal found 8/17![Multiple Airlines logo]()
$205
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:44 pm -
Nonstop3h 03m
Sat 9/511:44 am -
Nonstop3h 12m
Deal found 8/17![JetBlue logo]()
$247
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/223:54 pm -
1 stop6h 25m
Sat 9/262:50 pm -
1 stop9h 08m
Deal found 8/14![Delta logo]()
$256
This Southwest deal was found by Cheapflights users on 8/15. 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.
Fri 9/252:00 pm -
2 stops9h 55m
Wed 9/305:15 am -
2 stops10h 30m
Deal found 8/15![Southwest logo]()
$283
This American Airlines deal was found by Cheapflights users on 8/16. 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.
Mon 10/266:05 am -
1 stop7h 18m
Sat 10/3112:07 pm -
1 stop11h 52m
Deal found 8/16![American Airlines logo]()
$352
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/112:57 pm -
1 stop23h 36m
Wed 11/42:43 pm -
1 stop22h 19m
Deal found 8/18![Frontier logo]()
$358
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/269:20 am -
1 stop7h 08m
Sat 10/312:25 pm -
1 stop8h 50m
Deal found 8/13![United Airlines logo]()
$480
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:10 pm -
Nonstop3h 07m
Sun 10/1810:00 am -
Nonstop3h 10m
Deal found 8/17![JetBlue logo]()
$247
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:10 pm -
Nonstop3h 07m
Fri 10/1610:00 am -
Nonstop3h 10m
Deal found 8/17![JetBlue logo]()
$267
This Delta deal was found by Cheapflights users on 8/15. 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.
Tue 9/223:54 pm -
1 stop6h 25m
Fri 9/255:59 pm -
1 stop5h 59m
Deal found 8/15![Delta logo]()
$296
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:10 pm -
Nonstop3h 07m
Thu 10/1510:00 am -
Nonstop3h 10m
Deal found 8/17![JetBlue logo]()
$267
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/127:10 am -
1 stop4h 07m
Thu 10/1512:20 pm -
1 stop7h 05m
Deal found 8/13![American Airlines logo]()
$352
This JetBlue deal was found by Cheapflights users on 8/16. 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.
Fri 11/132:10 pm -
Nonstop3h 03m
Sat 11/1411:00 am -
Nonstop3h 15m
Deal found 8/16![JetBlue logo]()
$267
This Delta deal was found by Cheapflights users on 8/16. 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.
Mon 10/265:10 am -
1 stop8h 44m
Mon 11/23:19 pm -
1 stop5h 22m
Deal found 8/16![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:08 am -
1 stop8h 15m
Mon 11/211:45 am -
1 stop6h 59m
Deal found 8/17![American Airlines logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/89:01 pm -
1 stop21h 50m
Sun 10/111:25 pm -
1 stop6h 41m
Deal found 8/13![Multiple Airlines logo]()
$411
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:05 am -
1 stop6h 20m
Sat 10/1710:00 am -
Nonstop3h 10m
Deal found 8/17![JetBlue logo]()
$283
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:05 am -
1 stop8h 49m
Sat 10/311:15 pm -
1 stop5h 44m
Deal found 8/13![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/296:50 am -
2 stops6h 36m
Wed 9/302:34 pm -
2 stops8h 56m
Deal found 8/13![American Airlines logo]()
$356
This FlightHub deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 10/316:46 pm -
2 stops42h 47m
Wed 11/42:43 pm -
1 stop22h 19m
Deal found 8/14![Frontier logo]()
$437
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:10 pm -
Nonstop3h 07m
Sat 10/172:35 pm -
1 stop5h 17m
Deal found 8/17![JetBlue logo]()
$283
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 10/304:30 pm -
2 stops19h 25m
Mon 11/21:50 pm -
2 stops9h 55m
Deal found 8/14![Southwest logo]()
$467
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 2/47:30 am -
1 stop6h 00m
Tue 2/91:15 pm -
1 stop10h 47m
Deal found 8/14![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 8/16. 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 10/316:16 pm -
2 stops20h 14m
Thu 11/53:41 pm -
1 stop9h 12m
Deal found 8/16![American Airlines logo]()
$380
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/122:10 pm -
Nonstop3h 07m
Fri 10/1610:00 am -
Nonstop3h 10m
Deal found 8/17![JetBlue logo]()
$286
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 10/177:12 pm -
1 stop19h 15m
Sat 10/242:20 pm -
1 stop9h 00m
Deal found 8/14![United Airlines logo]()
$511
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:25 am -
1 stop7h 03m
Wed 11/111:20 pm -
1 stop5h 44m
Deal found 8/14![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 8/16. 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.
Tue 9/292:52 pm -
2 stops22h 31m
Fri 10/22:23 pm -
2 stops21h 41m
Deal found 8/16![American Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/237:46 pm -
1 stop19h 41m
Sat 9/261:17 pm -
1 stop28h 44m
Deal found 8/14![Frontier logo]()
$539
This United Airlines deal was found by Cheapflights users on 8/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:12 pm -
1 stop17h 03m
Mon 10/53:35 pm -
1 stop19h 25m
Deal found 8/16![United Airlines logo]()
$552
Last-minute flights from Jacksonville to CaribbeanDiscover last-minute flight deals from Jacksonville to Caribbean. Data last updated August 18, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Caribbean. Data last updated August 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 8/2711:14 am -
Nonstop3h 14m
Mon 8/318:34 am -
Nonstop3h 19m
Deal found 8/14![Frontier logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/712:48 pm -
Nonstop3h 13m
Sun 9/137:50 am -
Nonstop3h 27m
Deal found 8/14![Frontier logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/88:44 pm -
1 stop18h 33m
Thu 9/177:50 am -
Nonstop3h 27m
Deal found 8/14![Multiple Airlines logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/1012:12 pm -
Nonstop3h 04m
Sun 9/137:50 am -
Nonstop3h 27m
Deal found 8/14![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/1012:12 pm -
Nonstop3h 04m
Wed 9/168:45 am -
1 stop23h 40m
Deal found 8/14![Multiple Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/1012:12 pm -
Nonstop3h 04m
Tue 9/158:45 am -
1 stop23h 40m
Deal found 8/14![Multiple Airlines logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/183:41 pm -
1 stop25h 22m
Sun 9/207:50 am -
Nonstop3h 27m
Deal found 8/13![Multiple Airlines logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/223:15 pm -
1 stop24h 02m
Thu 9/247:50 am -
Nonstop3h 27m
Deal found 8/15![Multiple Airlines logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Thu 9/2412:12 pm -
Nonstop3h 04m
Sun 9/277:50 am -
Nonstop3h 27m
Deal found 8/16![Frontier logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/2412:12 pm -
Nonstop3h 04m
Sun 9/277:00 am -
1 stop25h 25m
Deal found 8/13![Multiple Airlines logo]()
$196
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/296:00 am -
1 stop7h 38m
Wed 9/306:45 pm -
1 stop4h 29m
Deal found 8/13![American Airlines logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Wed 9/303:50 pm -
1 stop21h 44m
Sun 10/47:50 am -
Nonstop3h 27m
Deal found 8/16![Multiple Airlines logo]()
$207
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 August 18, 2026.
Search for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 18, 2026.
This Booking.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/412:48 pm -
Nonstop3h 13m
Deal found 8/13![Frontier logo]()
$74
This Expedia deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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.
Sun 9/1312:12 pm -
Nonstop3h 04m
Deal found 8/14![Frontier logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/159:01 pm -
Nonstop3h 07m
Deal found 8/13![Frontier logo]()
$86
This Justfly.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/812:57 pm -
Nonstop3h 07m
Deal found 8/13![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 11/1212:57 pm -
Nonstop3h 07m
Deal found 8/14![Frontier logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/1712:12 pm -
Nonstop3h 04m
Deal found 8/15![Frontier logo]()
$97
This Booking.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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.
Mon 9/712:48 pm -
Nonstop3h 13m
Deal found 8/13![Frontier logo]()
$98
This Faresmojo deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:00 am -
1 stop5h 45m
Deal found 8/14![JetBlue logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Tue 10/133:15 pm -
1 stop24h 03m
Deal found 8/17![Multiple Airlines logo]()
$103
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/187:37 pm -
1 stop14h 05m
Deal found 8/14![American Airlines logo]()
$122
This JetBlue deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/27:19 am -
1 stop8h 41m
Deal found 8/13![JetBlue logo]()
$130
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/96:00 am -
2 stops7h 37m
Deal found 8/17![American Airlines logo]()
$137
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 August 18, 2026.
Round-trip from | $176 (Kiwi.com) |
|---|---|
One-way from | $74 (Booking.com) |
Popular in | December |
Cheapest in | May |
Average price | $266 |
Good round-trip deal | $235 or less |
Good one-way deal | $136 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 2,558,603 searches. Data last updated August 18, 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
Wed 10/14
3:50 pm-1:31 pm
1 stop21h 41m
San Juan Luis Munoz Marin Intl
Thu 10/15
4:34 pm-8:06 pm
Nonstop3h 32m
$205
Quickest round-trip
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Tue 9/1
7:44 pm-10:47 pm
Nonstop3h 03m
San Juan Luis Munoz Marin Intl
Sat 9/5
11:44 am-2:56 pm
Nonstop3h 12m
$247
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Wed 10/14
2:10 pm-5:17 pm
Nonstop3h 07m
San Juan Luis Munoz Marin Intl
Sun 10/18
10:00 am-1:10 pm
Nonstop3h 10m
$247
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Tue 9/22
3:54 pm-10:19 pm
1 stop6h 25m
San Juan Luis Munoz Marin Intl
Sat 9/26
2:50 pm-11:58 pm
1 stop9h 08m
$256
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Wed 10/14
2:10 pm-5:17 pm
Nonstop3h 07m
San Juan Luis Munoz Marin Intl
Fri 10/16
10:00 am-1:10 pm
Nonstop3h 10m
$267
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Wed 10/14
2:10 pm-5:17 pm
Nonstop3h 07m
San Juan Luis Munoz Marin Intl
Thu 10/15
10:00 am-1:10 pm
Nonstop3h 10m
$267
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Fri 11/13
2:10 pm-6:13 pm
Nonstop3h 03m
San Juan Luis Munoz Marin Intl
Sat 11/14
11:00 am-1:15 pm
Nonstop3h 15m
$267
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Fri 9/25
2:00 pm-11:55 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Wed 9/30
5:15 am-3:45 pm
2 stops10h 30m
$283
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Tue 10/13
7:05 am-1:25 pm
1 stop6h 20m
San Juan Luis Munoz Marin Intl
Sat 10/17
10:00 am-1:10 pm
Nonstop3h 10m
$283
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Wed 10/14
2:10 pm-5:17 pm
Nonstop3h 07m
San Juan Luis Munoz Marin Intl
Sat 10/17
2:35 pm-7:52 pm
1 stop5h 17m
$283
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-PUJ
JAX-MBJ
JAX-SXM
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-PUJ
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 $342). Flying from Jacksonville to Caribbean in October is currently the most expensive (average of $503). 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 August 18, 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 23% 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 August 18, 2026.
The most flights from JAX to 0CB are scheduled on a Friday (2 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 August 15, 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. Wednesday at noon 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 August 18, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines 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.
Crew
8.5
Entertainment
7.8
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - 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.
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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 August 18, 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 2,558,603 searches. Data last updated August 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$551 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$129 | Average$339 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$140 | Average$501 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$233 | Average$575 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$492 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$488 | Average$650 | FlexibilityNo cancel fee | On-time63% |