$78+ 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 7/27. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Aug 17 — Aug 241
Round-trip
1 adult, Economy
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Find cheap flights from Jacksonville to Caribbean with Cheapflights
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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 July 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 July 18, 2026.
This Super.com deal was found by Cheapflights users on 7/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/410:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Thu 8/66:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/16![Frontier logo]()
$174
This Super.com deal was found by Cheapflights users on 7/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1310:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 8/176:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/15![Frontier logo]()
$175
This Super.com deal was found by Cheapflights users on 7/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/710:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Wed 8/126:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/15![Frontier logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 8/910:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Sat 8/156:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/15![Frontier logo]()
$177
This Frontier deal was found by Cheapflights users on 7/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1610:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Thu 8/207:00 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/14![Frontier logo]()
$178
This Super.com deal was found by Cheapflights users on 7/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/610:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Sun 8/96:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/14![Frontier logo]()
$185
This Frontier deal was found by Cheapflights users on 7/15. 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.
Fri 7/3110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Thu 8/66:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/15![Frontier logo]()
$187
This Priceline deal was found by Cheapflights users on 7/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 8/36:45 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/15![Frontier logo]()
$188
This Super.com deal was found by Cheapflights users on 7/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Tue 8/46:45 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/16![Frontier logo]()
$198
This Super.com deal was found by Cheapflights users on 7/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Wed 8/56:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/16![Frontier logo]()
$199
This Frontier deal was found by Cheapflights users on 7/15. 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.
Sat 8/110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 8/106:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/15![Frontier logo]()
$200
This American Airlines deal was found by Cheapflights users on 7/13. 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 9/297:45 am
JAX
- NAS
1 stop5h 41m
American Airlines
Wed 9/302:39 pm
NAS
- JAX
1 stop7h 51m
American Airlines
Deal found 7/13![American Airlines logo]()
$326
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 July 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 July 18, 2026.
This Delta deal was found by Cheapflights users on 7/16. 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 10/196:10 am
JAX
- SJU
1 stop5h 26m
Delta
Sat 10/245:43 pm
SJU
- JAX
1 stop6h 13m
Delta
Deal found 7/16![Delta logo]()
$262
This Southwest deal was found by Cheapflights users on 7/17. 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.
Fri 8/211:00 pm
JAX
- SJU
2 stops10h 50m
Southwest
Fri 8/285:00 am
SJU
- JAX
2 stops10h 15m
Southwest
Deal found 7/17![Southwest logo]()
$262
This JetBlue deal was found by Cheapflights users on 7/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:10 pm
JAX
- SJU
Nonstop3h 07m
JetBlue
Mon 10/2610:00 am
SJU
- JAX
Nonstop3h 15m
JetBlue
Deal found 7/14![JetBlue logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Sat 8/810:30 am
JAX
- PUJ
1 stop9h 49m
Frontier
Sat 8/159:29 pm
PUJ
- JAX
1 stop12h 16m
Frontier
Deal found 7/17![Frontier logo]()
$401
This American Airlines deal was found by Cheapflights users on 7/13. 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.
Sun 11/157:18 am
JAX
- STI
1 stop4h 51m
American Airlines
Thu 12/104:32 pm
STI
- JAX
1 stop8h 27m
American Airlines
Deal found 7/13![American Airlines logo]()
$405
This Kiwi.com deal was found by Cheapflights users on 7/14. 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 8/48:44 pm
JAX
- PUJ
2 stops23h 35m
Multiple Airlines
Sat 8/89:29 pm
PUJ
- JAX
1 stop12h 16m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 7/16. 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.
Sat 12/53:50 pm
JAX
- AUA
2 stops20h 50m
United Airlines
Sat 12/123:25 pm
AUA
- JAX
1 stop20h 02m
United Airlines
Deal found 7/16![United Airlines logo]()
$581
This Delta deal was found by Cheapflights users on 7/15. 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.
Sun 10/115:05 am
JAX
- SJU
1 stop6h 31m
Delta
Wed 10/147:30 am
SJU
- JAX
1 stop8h 58m
Delta
Deal found 7/15![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 7/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:30 pm
JAX
- SJU
2 stops7h 50m
Southwest
Mon 10/265:30 am
SJU
- JAX
1 stop8h 55m
Southwest
Deal found 7/13![Southwest logo]()
$317
This Priceline deal was found by Cheapflights users on 7/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:19 am
JAX
- NAS
1 stop8h 41m
JetBlue
Tue 10/65:57 pm
NAS
- JAX
1 stop4h 32m
JetBlue
Deal found 7/13![JetBlue logo]()
$354
This Southwest deal was found by Cheapflights users on 7/14. 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 9/112:00 pm
JAX
- SJU
2 stops9h 50m
Southwest
Mon 9/145:00 am
SJU
- JAX
2 stops10h 15m
Southwest
Deal found 7/14![Southwest logo]()
$333
This Expedia deal was found by Cheapflights users on 7/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/69:53 pm
JAX
- PUJ
1 stop12h 49m
Frontier
Wed 8/123:31 pm
PUJ
- JAX
1 stop26h 03m
Frontier
Deal found 7/17![Frontier logo]()
$406
This American Airlines deal was found by Cheapflights users on 7/17. 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.
Wed 9/167:45 am
JAX
- NAS
1 stop10h 10m
American Airlines
Sun 9/202:34 pm
NAS
- JAX
1 stop9h 25m
American Airlines
Deal found 7/17![American Airlines logo]()
$407
This JetBlue deal was found by Cheapflights users on 7/16. 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.
Sun 8/307:10 am
JAX
- NAS
1 stop10h 12m
JetBlue
Sun 9/612:20 pm
NAS
- JAX
1 stop7h 35m
JetBlue
Deal found 7/16![JetBlue logo]()
$374
This Delta deal was found by Cheapflights users on 7/15. 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 12/37:30 am
JAX
- NAS
1 stop6h 00m
Delta
Mon 12/74:55 pm
NAS
- JAX
1 stop4h 43m
Delta
Deal found 7/15![Delta logo]()
$374
This Southwest deal was found by Cheapflights users on 7/17. 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.
Fri 10/24:30 pm
JAX
- SJU
2 stops8h 50m
Southwest
Sun 10/411:35 am
SJU
- JAX
2 stops10h 35m
Southwest
Deal found 7/17![Southwest logo]()
$359
This Priceline deal was found by Cheapflights users on 7/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:30 am
JAX
- PUJ
1 stop23h 54m
Frontier
Sun 8/169:29 pm
PUJ
- JAX
1 stop12h 16m
Frontier
Deal found 7/13![Frontier logo]()
$410
This JetBlue deal was found by Cheapflights users on 7/13. 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.
Sat 9/267:19 am
JAX
- NAS
1 stop8h 41m
JetBlue
Sun 9/273:54 pm
NAS
- JAX
1 stop6h 35m
JetBlue
Deal found 7/13![JetBlue logo]()
$374
This American Airlines deal was found by Cheapflights users on 7/17. 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 9/107:45 am
JAX
- SDQ
1 stop5h 26m
American Airlines
Sun 9/2010:21 am
SDQ
- JAX
1 stop13h 38m
American Airlines
Deal found 7/17![American Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 7/13. 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.
Tue 11/1711:15 am
JAX
- STI
1 stop7h 20m
Delta
Wed 12/99:00 pm
STI
- JAX
1 stop14h 44m
Delta
Deal found 7/13![Delta logo]()
$386
This Southwest deal was found by Cheapflights users on 7/17. 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.
Sat 11/76:40 am
JAX
- SJU
1 stop9h 35m
Southwest
Sat 11/145:40 am
SJU
- JAX
2 stops10h 55m
Southwest
Deal found 7/17![Southwest logo]()
$366
This JetBlue deal was found by Cheapflights users on 7/17. 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 10/57:19 am
JAX
- NAS
1 stop8h 41m
JetBlue
Thu 10/812:18 pm
NAS
- JAX
1 stop7h 34m
JetBlue
Deal found 7/17![JetBlue logo]()
$374
This American Airlines deal was found by Cheapflights users on 7/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/149:57 am
JAX
- SDQ
1 stop8h 37m
American Airlines
Tue 9/229:30 am
SDQ
- JAX
2 stops14h 00m
American Airlines
Deal found 7/15![American Airlines logo]()
$414
This FlightHub deal was found by Cheapflights users on 7/15. 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.
Tue 8/116:29 pm
JAX
- MBJ
1 stop18h 58m
Frontier
Fri 8/141:32 pm
MBJ
- JAX
1 stop27h 02m
Frontier
Deal found 7/15![Frontier logo]()
$416
This Delta deal was found by Cheapflights users on 7/16. 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 9/167:05 am
JAX
- STI
1 stop10h 54m
Delta
Tue 9/227:30 pm
STI
- JAX
1 stop16h 01m
Delta
Deal found 7/16![Delta logo]()
$388
This JetBlue deal was found by Cheapflights users on 7/17. 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.
Fri 8/147:10 am
JAX
- NAS
1 stop10h 12m
JetBlue
Fri 8/2112:20 pm
NAS
- JAX
1 stop7h 37m
JetBlue
Deal found 7/17![JetBlue logo]()
$374
This American Airlines deal was found by Cheapflights users on 7/16. 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.
Thu 8/277:01 am
JAX
- STI
2 stops14h 06m
American Airlines
Thu 9/33:35 pm
STI
- JAX
2 stops19h 05m
American Airlines
Deal found 7/16![American Airlines logo]()
$417
This Southwest deal was found by Cheapflights users on 7/17. 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.
Fri 9/42:00 pm
JAX
- SJU
2 stops9h 50m
Southwest
Sun 9/66:00 am
SJU
- JAX
1 stop9h 05m
Southwest
Deal found 7/17![Southwest logo]()
$394
This Delta deal was found by Cheapflights users on 7/16. 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.
Sat 9/267:05 am
JAX
- SDQ
1 stop11h 02m
Delta
Sun 10/42:53 pm
SDQ
- JAX
1 stop7h 50m
Delta
Deal found 7/16![Delta logo]()
$410
This CheapOair deal was found by Cheapflights users on 7/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:44 pm
JAX
- STT
1 stop12h 06m
Multiple Airlines
Wed 9/23:45 pm
STT
- JAX
1 stop27h 08m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$608
Last-minute flights from Jacksonville to CaribbeanDiscover last-minute flight deals from Jacksonville to Caribbean. Data last updated July 18, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Caribbean. Data last updated July 18, 2026 and is based on user searches.
This Justfly.com deal was found by Cheapflights users on 7/13. 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.
Fri 7/177:10 am
JAX
- NAS
1 stop10h 12m
JetBlue
Thu 7/2312:20 pm
NAS
- JAX
1 stop7h 41m
JetBlue
Deal found 7/13![JetBlue logo]()
$354
This Frontier deal was found by Cheapflights users on 7/15. 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.
Fri 7/3110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Thu 8/66:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/15![Frontier logo]()
$187
This Priceline deal was found by Cheapflights users on 7/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 8/36:45 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/15![Frontier logo]()
$188
This Super.com deal was found by Cheapflights users on 7/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Tue 8/46:45 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/16![Frontier logo]()
$198
This Super.com deal was found by Cheapflights users on 7/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Wed 8/56:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/16![Frontier logo]()
$199
This Frontier deal was found by Cheapflights users on 7/15. 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.
Sat 8/110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 8/106:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/15![Frontier logo]()
$200
This Super.com deal was found by Cheapflights users on 7/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/410:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Thu 8/66:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/16![Frontier logo]()
$174
This Super.com deal was found by Cheapflights users on 7/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/610:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Sun 8/96:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/14![Frontier logo]()
$185
This Super.com deal was found by Cheapflights users on 7/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/710:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Wed 8/126:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/15![Frontier logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 8/910:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Sat 8/156:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/15![Frontier logo]()
$177
This Super.com deal was found by Cheapflights users on 7/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1310:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 8/176:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/15![Frontier logo]()
$175
This Frontier deal was found by Cheapflights users on 7/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1610:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Thu 8/207:00 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/14![Frontier logo]()
$178
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 July 18, 2026.
Search for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 18, 2026.
This Super.com deal was found by Cheapflights users on 7/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2710:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/13![Frontier logo]()
$78
This Frontier deal was found by Cheapflights users on 7/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/910:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/13![Frontier logo]()
$79
This CheapOair deal was found by Cheapflights users on 7/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/810:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/14![Frontier logo]()
$80
This Trip.com deal was found by Cheapflights users on 7/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:48 pm
JAX
- SJU
Nonstop3h 13m
Frontier
Deal found 7/14![Frontier logo]()
$82
This Super.com deal was found by Cheapflights users on 7/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/13![Frontier logo]()
$87
This Super.com deal was found by Cheapflights users on 7/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/15![Frontier logo]()
$88
This Frontier deal was found by Cheapflights users on 7/15. 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.
Thu 8/1310:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/15![Frontier logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 9/171:38 pm
JAX
- SJU
Nonstop3h 07m
Frontier
Deal found 7/15![Frontier logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Wed 10/143:50 pm
JAX
- SJU
1 stop7h 48m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$98
This Frontier deal was found by Cheapflights users on 7/15. 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.
Sun 8/210:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/15![Frontier logo]()
$111
This Priceline deal was found by Cheapflights users on 7/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/307:10 am
JAX
- NAS
1 stop10h 12m
JetBlue
Deal found 7/14![JetBlue logo]()
$133
This American Airlines deal was found by Cheapflights users on 7/17. 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.
Wed 8/1211:03 am
JAX
- NAS
2 stops6h 36m
American Airlines
Deal found 7/17![American Airlines logo]()
$145
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 July 18, 2026.
Round-trip from | $174 (Super.com) |
|---|---|
One-way from | $78 (Super.com) |
Popular in | March |
Cheapest in | August |
Average price | $283 |
Good round-trip deal | $203 or less |
Good one-way deal | $86 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 July 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 - SJU
JAXSJU
Jacksonville
Mon 10/19
6:10 am-11:36 am
1 stop5h 26m
San Juan Luis Munoz Marin Intl
Sat 10/24
5:43 pm-11:56 pm
1 stop6h 13m
$262
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Fri 8/21
1:00 pm-11:50 pm
2 stops10h 50m
San Juan Luis Munoz Marin Intl
Fri 8/28
5:00 am-3:15 pm
2 stops10h 15m
$262
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Sun 10/11
5:05 am-11:36 am
1 stop6h 31m
San Juan Luis Munoz Marin Intl
Wed 10/14
7:30 am-4:28 pm
1 stop8h 58m
$299
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Fri 10/23
4:30 pm-12:20 am
2 stops7h 50m
San Juan Luis Munoz Marin Intl
Mon 10/26
5:30 am-2:25 pm
1 stop8h 55m
$317
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Fri 9/11
2:00 pm-11:50 pm
2 stops9h 50m
San Juan Luis Munoz Marin Intl
Mon 9/14
5:00 am-3:15 pm
2 stops10h 15m
$333
Quickest round-trip
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Fri 10/23
2:10 pm-5:17 pm
Nonstop3h 07m
San Juan Luis Munoz Marin Intl
Mon 10/26
10:00 am-1:15 pm
Nonstop3h 15m
$335
JacksonvilleNassau
JAX - NAS
JAXNAS
Jacksonville
Thu 10/1
7:19 am-4:00 pm
1 stop8h 41m
Nassau Intl
Tue 10/6
5:57 pm-10:29 pm
1 stop4h 32m
$354
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Fri 10/2
4:30 pm-1:20 am
2 stops8h 50m
San Juan Luis Munoz Marin Intl
Sun 10/4
11:35 am-10:10 pm
2 stops10h 35m
$359
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Sat 11/7
6:40 am-5:15 pm
1 stop9h 35m
San Juan Luis Munoz Marin Intl
Sat 11/14
5:40 am-3:35 pm
2 stops10h 55m
$366
JacksonvilleNassau
JAX - NAS
JAXNAS
Jacksonville
Sun 8/30
7:10 am-5:22 pm
1 stop10h 12m
Nassau Intl
Sun 9/6
12:20 pm-7:55 pm
1 stop7h 35m
$374
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-UVF
JAX-PUJ
JAX-STI
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-UVF
JAX-PUJ
What is the cheapest month to book a flight from Jacksonville to Caribbean?
Currently, August is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $343). Flying from Jacksonville to Caribbean in October is currently the most expensive (average of $524). 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 July 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 July 18, 2026.
The most flights from JAX to 0CB are scheduled on a Tuesday (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 July 11, 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 July 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.
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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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 July 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 5 airlines flying from Jacksonville to Caribbean
Discover the top 5 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 July 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$522 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$134 | Average$339 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$159 | Average$492 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$233 | Average$578 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$461 | FlexibilityNo cancel fee | On-time69% |