$61+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Jun 21 — Jun 281
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
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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 May 22, 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 May 22, 2026.
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/111:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Sat 6/67:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 5/18![Frontier logo]()
$140
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/111:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Tue 6/27:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 5/18![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Mon 6/811:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Sat 6/137:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 5/17![Frontier logo]()
$147
This Frontier deal was found by Cheapflights users on 5/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/811:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Mon 6/157:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 5/17![Frontier logo]()
$148
This Frontier deal was found by Cheapflights users on 5/19. 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 5/2711:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Thu 6/47:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 5/19![Frontier logo]()
$152
This Super.com deal was found by Cheapflights users on 5/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1211:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Tue 6/167:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 5/17![Frontier logo]()
$162
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1311:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Tue 6/167:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 5/18![Frontier logo]()
$163
This Frontier deal was found by Cheapflights users on 5/19. 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.
Mon 6/111:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Thu 6/187:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 5/19![Frontier logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 6/511:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Mon 6/87:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 5/17![Frontier logo]()
$168
This Super.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/711:20 am
JAX
- SJU
Nonstop3h 14m
Frontier
Sun 8/27:00 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 5/18![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2711:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Wed 6/37:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 5/20![Frontier logo]()
$174
This Justfly.com deal was found by Cheapflights users on 5/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:05 am
JAX
- NAS
1 stop4h 13m
JetBlue
Wed 9/303:00 pm
NAS
- JAX
1 stop4h 52m
JetBlue
Deal found 5/20![JetBlue logo]()
$284
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 May 22, 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 May 22, 2026.
This Frontier deal was found by Cheapflights users on 5/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1311:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Sat 6/207:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 5/16![Frontier logo]()
$224
This JetBlue deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/17:10 am
JAX
- NAS
1 stop10h 12m
JetBlue
Tue 8/1110:58 am
NAS
- JAX
1 stop8h 57m
JetBlue
Deal found 5/21![JetBlue logo]()
$284
This Delta deal was found by Cheapflights users on 5/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:05 am
JAX
- NAS
1 stop6h 46m
Delta
Tue 6/96:02 pm
NAS
- JAX
1 stop5h 57m
Delta
Deal found 5/18![Delta logo]()
$286
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Tue 7/218:17 pm
JAX
- SXM
1 stop17h 34m
American Airlines
Fri 7/312:51 pm
SXM
- JAX
1 stop17h 41m
American Airlines
Deal found 5/18![American Airlines logo]()
$309
This Southwest deal was found by Cheapflights users on 5/17. 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.
Thu 8/131:00 pm
JAX
- SJU
2 stops10h 50m
Southwest
Mon 8/175:00 am
SJU
- JAX
2 stops10h 15m
Southwest
Deal found 5/17![Southwest logo]()
$352
This United Airlines deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:12 am
JAX
- AUA
1 stop9h 08m
United Airlines
Sat 8/293:10 pm
AUA
- JAX
1 stop8h 10m
United Airlines
Deal found 5/19![United Airlines logo]()
$411
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 11/512:57 pm
JAX
- SJU
Nonstop3h 07m
Frontier
Sun 11/159:30 am
SJU
- JAX
Nonstop3h 32m
Frontier
Deal found 5/16![Frontier logo]()
$246
This JetBlue deal was found by Cheapflights users on 5/18. 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.
Thu 7/29:45 am
JAX
- NAS
1 stop7h 14m
JetBlue
Thu 7/910:58 am
NAS
- JAX
1 stop3h 20m
JetBlue
Deal found 5/18![JetBlue logo]()
$284
This Delta deal was found by Cheapflights users on 5/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:10 pm
JAX
- SJU
1 stop6h 19m
Delta
Tue 8/256:48 am
SJU
- JAX
1 stop8h 13m
Delta
Deal found 5/19![Delta logo]()
$304
This American Airlines deal was found by Cheapflights users on 5/19. 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 6/26:00 am
JAX
- SXM
1 stop9h 42m
American Airlines
Tue 6/92:53 pm
SXM
- JAX
2 stops20h 16m
American Airlines
Deal found 5/19![American Airlines logo]()
$314
This JetBlue deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/27:10 am
JAX
- NAS
1 stop4h 10m
JetBlue
Tue 8/1110:58 am
NAS
- JAX
1 stop8h 57m
JetBlue
Deal found 5/21![JetBlue logo]()
$303
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:40 pm
JAX
- SXM
2 stops19h 59m
American Airlines
Mon 8/312:42 pm
SXM
- JAX
2 stops19h 05m
American Airlines
Deal found 5/21![American Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:00 am
JAX
- SJU
2 stops10h 30m
Southwest
Sat 10/245:30 am
SJU
- JAX
1 stop8h 30m
Southwest
Deal found 5/21![Southwest logo]()
$352
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:30 am
JAX
- SJU
1 stop6h 18m
Delta
Fri 10/212:58 pm
SJU
- JAX
1 stop8h 44m
Delta
Deal found 5/21![Delta logo]()
$322
This JetBlue deal was found by Cheapflights users on 5/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:45 am
JAX
- NAS
1 stop7h 14m
JetBlue
Fri 7/1012:20 pm
NAS
- JAX
1 stop7h 35m
JetBlue
Deal found 5/19![JetBlue logo]()
$322
This Southwest deal was found by Cheapflights users on 5/17. 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.
Tue 10/206:05 am
JAX
- SJU
2 stops8h 45m
Southwest
Thu 10/226:00 am
SJU
- JAX
2 stops10h 15m
Southwest
Deal found 5/17![Southwest logo]()
$365
This United Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:12 am
JAX
- AUA
1 stop9h 08m
United Airlines
Sun 8/233:10 pm
AUA
- JAX
1 stop8h 10m
United Airlines
Deal found 5/21![United Airlines logo]()
$411
This JetBlue deal was found by Cheapflights users on 5/20. 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.
Tue 8/257:12 am
JAX
- MBJ
1 stop5h 02m
JetBlue
Thu 8/2712:55 pm
MBJ
- JAX
1 stop6h 00m
JetBlue
Deal found 5/20![JetBlue logo]()
$324
This Trip.com deal was found by Cheapflights users on 5/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:20 am
JAX
- PUJ
1 stop8h 59m
Frontier
Wed 7/159:29 pm
PUJ
- JAX
1 stop12h 50m
Frontier
Deal found 5/17![Frontier logo]()
$408
This American Airlines deal was found by Cheapflights users on 5/17. 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 8/157:02 am
JAX
- PUJ
1 stop8h 12m
American Airlines
Fri 8/214:14 pm
PUJ
- JAX
1 stop18h 26m
American Airlines
Deal found 5/17![American Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1611:50 am
JAX
- NAS
1 stop4h 47m
Delta
Wed 6/246:02 pm
NAS
- JAX
1 stop15h 35m
Delta
Deal found 5/20![Delta logo]()
$387
This JetBlue deal was found by Cheapflights users on 5/18. 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.
Mon 8/317:12 am
JAX
- MBJ
1 stop5h 02m
JetBlue
Thu 9/312:55 pm
MBJ
- JAX
1 stop6h 00m
JetBlue
Deal found 5/18![JetBlue logo]()
$324
This Southwest deal was found by Cheapflights users on 5/17. 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 8/128:00 am
JAX
- SJU
2 stops11h 00m
Southwest
Sun 8/165:30 am
SJU
- JAX
1 stop12h 20m
Southwest
Deal found 5/17![Southwest logo]()
$397
This United Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:10 pm
JAX
- PUJ
1 stop17h 30m
United Airlines
Sat 9/196:45 pm
PUJ
- JAX
1 stop13h 45m
United Airlines
Deal found 5/21![United Airlines logo]()
$450
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/218:18 pm
JAX
- NAS
1 stop15h 34m
Delta
Thu 6/256:02 pm
NAS
- JAX
1 stop4h 58m
Delta
Deal found 5/20![Delta logo]()
$387
This Southwest deal was found by Cheapflights users on 5/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/213:50 pm
JAX
- SJU
1 stop7h 00m
Southwest
Sun 8/235:00 am
SJU
- JAX
2 stops8h 20m
Southwest
Deal found 5/19![Southwest logo]()
$397
This American Airlines deal was found by Cheapflights users on 5/17. 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 8/226:12 pm
JAX
- NAS
2 stops15h 18m
American Airlines
Mon 8/2410:36 am
NAS
- JAX
1 stop8h 32m
American Airlines
Deal found 5/17![American Airlines logo]()
$401
This JetBlue deal was found by Cheapflights users on 5/17. 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.
Sun 11/17:05 am
JAX
- NAS
1 stop4h 20m
JetBlue
Thu 11/512:25 pm
NAS
- JAX
1 stop7h 27m
JetBlue
Deal found 5/17![JetBlue logo]()
$332
This Priceline deal was found by Cheapflights users on 5/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:28 pm
JAX
- PUJ
2 stops16h 04m
Frontier
Sat 6/209:29 pm
PUJ
- JAX
1 stop12h 56m
Frontier
Deal found 5/17![Frontier logo]()
$450
This United Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:09 pm
JAX
- SXM
1 stop19h 34m
United Airlines
Fri 6/191:35 pm
SXM
- JAX
1 stop10h 24m
United Airlines
Deal found 5/20![United Airlines logo]()
$451
Last-minute flights from Jacksonville to CaribbeanDiscover last-minute flight deals from Jacksonville to Caribbean. Data last updated May 22, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Caribbean. Data last updated May 22, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 5/19. 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 5/2711:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Thu 6/47:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 5/19![Frontier logo]()
$152
This Super.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2911:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Mon 6/87:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 5/18![Frontier logo]()
$178
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/111:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Sat 6/67:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 5/18![Frontier logo]()
$140
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/111:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Tue 6/27:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 5/18![Frontier logo]()
$142
This Frontier deal was found by Cheapflights users on 5/19. 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.
Mon 6/111:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Thu 6/187:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 5/19![Frontier logo]()
$164
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:59 pm
JAX
- NAS
1 stop15h 39m
American Airlines
Fri 6/52:18 pm
NAS
- JAX
1 stop9h 41m
American Airlines
Deal found 5/21![American Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 6/511:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Mon 6/87:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 5/17![Frontier logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Mon 6/811:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Sat 6/137:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 5/17![Frontier logo]()
$147
This Frontier deal was found by Cheapflights users on 5/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/811:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Mon 6/157:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 5/17![Frontier logo]()
$148
This Super.com deal was found by Cheapflights users on 5/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1211:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Tue 6/167:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 5/17![Frontier logo]()
$162
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1311:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Tue 6/167:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 5/18![Frontier logo]()
$163
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/198:18 pm
JAX
- NAS
1 stop15h 34m
Delta
Wed 6/246:02 pm
NAS
- JAX
1 stop15h 35m
Delta
Deal found 5/20![Delta logo]()
$286
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 May 22, 2026.
Search for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 22, 2026.
This Frontier deal was found by Cheapflights users on 5/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/211:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Deal found 5/17![Frontier logo]()
$61
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/111:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Deal found 5/20![Frontier logo]()
$70
This Super.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/711:20 am
JAX
- SJU
Nonstop3h 14m
Frontier
Deal found 5/18![Frontier logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 5/18. 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.
Mon 8/311:20 am
JAX
- SJU
Nonstop3h 14m
Frontier
Deal found 5/18![Frontier logo]()
$88
This Delta deal was found by Cheapflights users on 5/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:05 am
JAX
- NAS
1 stop8h 59m
Delta
Deal found 5/18![Delta logo]()
$89
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:20 am
JAX
- SJU
Nonstop3h 14m
Frontier
Deal found 5/18![Frontier logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Deal found 5/20![Frontier logo]()
$92
This Frontier deal was found by Cheapflights users on 5/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/511:20 am
JAX
- SJU
Nonstop3h 14m
Frontier
Deal found 5/20![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 8/1411:20 am
JAX
- SJU
Nonstop3h 14m
Frontier
Deal found 5/17![Frontier logo]()
$97
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Mon 6/17:59 pm
JAX
- NAS
1 stop15h 39m
American Airlines
Deal found 5/18![American Airlines logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 5/19. 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.
Sun 6/1411:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Deal found 5/19![Frontier logo]()
$101
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Wed 6/36:20 am
JAX
- NAS
1 stop6h 57m
American Airlines
Deal found 5/18![American Airlines logo]()
$104
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 May 22, 2026.
Round-trip from | $140 (Frontier) |
|---|---|
One-way from | $61 (Frontier) |
Popular in | December |
Cheapest in | August |
Average price | $255 |
Good round-trip deal | $189 or less |
Good one-way deal | $106 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 May 22, 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
Quickest round-trip
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Sat 6/13
11:20 am-2:29 pm
Nonstop3h 09m
San Juan Luis Munoz Marin Intl
Sat 6/20
7:00 am-10:25 am
Nonstop3h 25m
$224
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Thu 11/5
12:57 pm-5:04 pm
Nonstop3h 07m
San Juan Luis Munoz Marin Intl
Sun 11/15
9:30 am-12:02 pm
Nonstop3h 32m
$246
JacksonvilleNassau
JAX - NAS
JAXNAS
Jacksonville
Sat 8/1
7:10 am-5:22 pm
1 stop10h 12m
Nassau Intl
Tue 8/11
10:58 am-7:55 pm
1 stop8h 57m
$284
JacksonvilleNassau
JAX - NAS
JAXNAS
Jacksonville
Thu 7/2
9:45 am-4:59 pm
1 stop7h 14m
Nassau Intl
Thu 7/9
10:58 am-2:18 pm
1 stop3h 20m
$284
JacksonvilleNassau
JAX - NAS
JAXNAS
Jacksonville
Fri 6/5
5:05 am-11:51 am
1 stop6h 46m
Nassau Intl
Tue 6/9
6:02 pm-11:59 pm
1 stop5h 57m
$286
JacksonvilleNassau
JAX - NAS
JAXNAS
Jacksonville
Sun 8/2
7:10 am-11:20 am
1 stop4h 10m
Nassau Intl
Tue 8/11
10:58 am-7:55 pm
1 stop8h 57m
$303
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Thu 8/20
4:10 pm-10:29 pm
1 stop6h 19m
San Juan Luis Munoz Marin Intl
Tue 8/25
6:48 am-3:01 pm
1 stop8h 13m
$304
JacksonvilleSimpson Bay
JAX - SXM
JAXSXM
Jacksonville
Tue 7/21
8:17 pm-1:51 pm
1 stop17h 34m
Simpson Bay Princess Juliana
Fri 7/31
2:51 pm-8:32 am
1 stop17h 41m
$309
JacksonvilleSimpson Bay
JAX - SXM
JAXSXM
Jacksonville
Tue 6/2
6:00 am-3:42 pm
1 stop9h 42m
Simpson Bay Princess Juliana
Tue 6/9
2:53 pm-11:09 am
2 stops20h 16m
$314
JacksonvilleSimpson Bay
JAX - SXM
JAXSXM
Jacksonville
Thu 8/27
7:40 pm-3:39 pm
2 stops19h 59m
Simpson Bay Princess Juliana
Mon 8/31
2:42 pm-9:47 am
2 stops19h 05m
$314
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-MBJ
JAX-PUJ
JAX-STT
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-MBJ
JAX-PUJ
What is the cheapest month to book a flight from Jacksonville to Caribbean?
Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $100). Flying from Jacksonville to Caribbean in June is currently the most expensive (average of $945). 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 May 22, 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 22% versus a flight at noon.
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 May 22, 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 86 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 May 16, 2026.
Travelers seeking maximum savings on their Jacksonville to Caribbean flight should consider departing on Thursday at noon when fares are most often at their lowest. Sunday 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 May 22, 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.
Crew
8.5
Food
7.2
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Food
7.2
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Food
7.2
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Food
7.2
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Food
7.2
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Food
7.2
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
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 May 22, 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 May 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$514 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$129 | Average$382 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$183 | Average$430 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$208 | Average$485 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$233 | Average$574 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$273 | Average$420 | FlexibilityNo cancel fee | On-time63% |