$82+ Cheap flights from Jacksonville (JAX) to Caribbean Islands
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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
May 4 — May 111
Round-trip
1 adult, Economy
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Find cheap flights from Jacksonville to Caribbean Islands with Cheapflights
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Cheapest flights from Jacksonville to Caribbean IslandsExplore the most affordable flight options available from Jacksonville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2026.
Explore the most affordable flight options available from Jacksonville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2026.
This Frontier deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 5/611:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Thu 5/77:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/4![Frontier logo]()
$166
This Frontier deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 4/3012:08 pm
JAX
- SJU
Nonstop3h 05m
Frontier
Tue 5/57:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/4![Frontier logo]()
$167
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 5/2611:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Sun 5/317:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/1![Frontier logo]()
$168
This Mytrip deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1711:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Sun 5/247:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/2![Frontier logo]()
$169
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/13:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Fri 5/87:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/3![Frontier logo]()
$171
This Super.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/13:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Tue 5/57:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 3/31![Frontier logo]()
$172
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/13:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Sat 5/96:30 am
SJU
- JAX
1 stop14h 20m
Frontier
Deal found 3/31![Frontier logo]()
$176
This Trip.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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.
Sun 4/1911:23 am
JAX
- SJU
Nonstop3h 02m
Frontier
Thu 4/237:17 pm
SJU
- JAX
1 stop25h 14m
Frontier
Deal found 3/30![Frontier logo]()
$181
This Priceline deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/173:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Tue 4/218:00 am
SJU
- JAX
Nonstop3h 38m
Frontier
Deal found 3/31![Frontier logo]()
$182
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/2411:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Sun 5/317:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/3![Frontier logo]()
$184
This FlightHub deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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.
Fri 5/19:18 pm
JAX
- PUJ
1 stop13h 39m
Frontier
Sat 5/29:13 pm
PUJ
- JAX
1 stop14h 10m
Frontier
Deal found 4/3![Frontier logo]()
$222
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/106:30 pm
JAX
- PUJ
1 stop19h 54m
Frontier
Tue 5/199:29 pm
PUJ
- JAX
1 stop13h 04m
Frontier
Deal found 3/31![Frontier logo]()
$243
Best flights from Jacksonville to Caribbean IslandsDiscover carefully curated flight deals from Jacksonville to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 4, 2026.
Discover carefully curated flight deals from Jacksonville to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 4, 2026.
This Frontier deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 5/1111:28 am
JAX
- PUJ
1 stop8h 51m
Frontier
Thu 5/1412:07 pm
PUJ
- JAX
1 stop8h 43m
Frontier
Deal found 3/30![Frontier logo]()
$251
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/128:20 am
JAX
- SJU
2 stops9h 50m
Southwest
Fri 5/155:35 am
SJU
- JAX
1 stop10h 45m
Southwest
Deal found 3/31![Southwest logo]()
$276
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/295:39 pm
JAX
- SJU
1 stop5h 34m
Delta
Tue 5/55:34 pm
SJU
- JAX
1 stop6h 25m
Delta
Deal found 3/31![Delta logo]()
$276
This American Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/176:12 pm
JAX
- MBJ
1 stop16h 01m
American Airlines
Wed 4/224:37 pm
MBJ
- JAX
1 stop6h 22m
American Airlines
Deal found 4/2![American Airlines logo]()
$332
This Justfly.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/249:26 pm
JAX
- SDQ
1 stop13h 13m
Multiple Airlines
Wed 4/299:38 am
SDQ
- JAX
1 stop6h 20m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$351
This JetBlue deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 8/307:12 am
JAX
- NAS
1 stop10h 02m
JetBlue
Thu 9/33:02 pm
NAS
- JAX
1 stop4h 53m
JetBlue
Deal found 4/3![JetBlue logo]()
$351
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 5/96:35 am
JAX
- STT
1 stop9h 08m
United Airlines
Wed 5/201:22 pm
STT
- JAX
1 stop8h 28m
United Airlines
Deal found 3/30![United Airlines logo]()
$360
This Frontier deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 5/811:28 am
JAX
- PUJ
1 stop8h 51m
Frontier
Mon 5/1112:07 pm
PUJ
- JAX
1 stop8h 43m
Frontier
Deal found 4/4![Frontier logo]()
$252
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 5/511:50 am
JAX
- SJU
1 stop10h 50m
Southwest
Tue 5/125:35 am
SJU
- JAX
2 stops10h 10m
Southwest
Deal found 4/1![Southwest logo]()
$276
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 6/1311:50 am
JAX
- SJU
1 stop8h 53m
Delta
Sat 6/206:00 am
SJU
- JAX
1 stop10h 39m
Delta
Deal found 4/3![Delta logo]()
$284
This FlightHub deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/187:33 pm
JAX
- PUJ
1 stop15h 39m
Frontier
Thu 4/2312:02 pm
PUJ
- JAX
1 stop26h 30m
Frontier
Deal found 3/30![Frontier logo]()
$277
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/286:30 am
JAX
- SJU
2 stops11h 40m
Southwest
Thu 5/75:05 am
SJU
- JAX
2 stops11h 15m
Southwest
Deal found 4/2![Southwest logo]()
$290
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/93:48 pm
JAX
- SJU
1 stop6h 29m
Delta
Sat 5/161:14 pm
SJU
- JAX
1 stop5h 59m
Delta
Deal found 4/3![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 6/17:00 am
JAX
- MBJ
1 stop7h 55m
American Airlines
Tue 6/92:08 pm
MBJ
- JAX
2 stops17h 27m
American Airlines
Deal found 3/30![American Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/110:55 am
JAX
- SJU
2 stops12h 30m
Southwest
Fri 5/85:05 am
SJU
- JAX
2 stops11h 15m
Southwest
Deal found 4/2![Southwest logo]()
$298
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/287:00 am
JAX
- MBJ
2 stops9h 37m
American Airlines
Fri 5/110:17 am
MBJ
- JAX
1 stop13h 04m
American Airlines
Deal found 3/30![American Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 5/119:47 am
JAX
- MBJ
1 stop6h 47m
Delta
Wed 5/204:59 pm
MBJ
- JAX
1 stop6h 23m
Delta
Deal found 4/1![Delta logo]()
$332
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 6/187:59 pm
JAX
- MBJ
2 stops18h 09m
American Airlines
Fri 6/262:08 pm
MBJ
- JAX
2 stops17h 24m
American Airlines
Deal found 3/30![American Airlines logo]()
$337
This FlightHub deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
Mon 5/186:30 pm
JAX
- PUJ
2 stops19h 47m
Frontier
Fri 5/224:37 pm
PUJ
- JAX
1 stop17h 56m
Frontier
Deal found 3/31![Frontier logo]()
$349
This Priceline deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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.
Tue 4/2112:26 pm
JAX
- PUJ
1 stop7h 42m
Multiple Airlines
Fri 4/247:20 pm
PUJ
- JAX
1 stop15h 24m
Multiple Airlines
Deal found 4/2![Multiple Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/285:30 am
JAX
- MBJ
1 stop10h 47m
Delta
Fri 5/12:10 pm
MBJ
- JAX
1 stop7h 40m
Delta
Deal found 3/30![Delta logo]()
$332
This American Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/186:00 am
JAX
- MBJ
1 stop10h 37m
American Airlines
Sat 5/232:08 pm
MBJ
- JAX
2 stops17h 27m
American Airlines
Deal found 4/2![American Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/46:35 am
JAX
- STT
1 stop9h 08m
United Airlines
Wed 5/62:10 pm
STT
- JAX
1 stop8h 35m
United Airlines
Deal found 4/2![United Airlines logo]()
$450
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/310:55 am
JAX
- SJU
1 stop13h 10m
Southwest
Sun 5/105:35 am
SJU
- JAX
2 stops10h 15m
Southwest
Deal found 4/3![Southwest logo]()
$353
This KAYAK deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:10 am
JAX
- UVF
1 stop9h 25m
JetBlue
Mon 6/82:10 pm
UVF
- JAX
1 stop9h 39m
JetBlue
Deal found 4/3![JetBlue logo]()
$494
This United Airlines deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/16:35 am
JAX
- STT
1 stop9h 08m
United Airlines
Tue 5/122:10 pm
STT
- JAX
1 stop8h 35m
United Airlines
Deal found 4/3![United Airlines logo]()
$450
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/810:55 am
JAX
- SJU
1 stop12h 45m
Southwest
Mon 5/115:05 am
SJU
- JAX
2 stops11h 15m
Southwest
Deal found 4/3![Southwest logo]()
$353
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 5/178:05 am
JAX
- STT
1 stop7h 12m
Delta
Thu 5/213:01 pm
STT
- JAX
1 stop6h 40m
Delta
Deal found 3/30![Delta logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 7/310:14 pm
JAX
- STT
1 stop14h 53m
Multiple Airlines
Mon 7/65:40 pm
STT
- JAX
1 stop16h 45m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$489
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 5/116:35 am
JAX
- STT
1 stop9h 08m
United Airlines
Thu 5/141:22 pm
STT
- JAX
1 stop8h 28m
United Airlines
Deal found 3/30![United Airlines logo]()
$450
Last-minute flights from Jacksonville to Caribbean IslandsDiscover last-minute flight deals from Jacksonville to Caribbean Islands. Data last updated April 4, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Caribbean Islands. Data last updated April 4, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/173:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Tue 4/218:00 am
SJU
- JAX
Nonstop3h 38m
Frontier
Deal found 3/31![Frontier logo]()
$182
This Trip.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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.
Sun 4/1911:23 am
JAX
- SJU
Nonstop3h 02m
Frontier
Thu 4/237:17 pm
SJU
- JAX
1 stop25h 14m
Frontier
Deal found 3/30![Frontier logo]()
$181
This Frontier deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 4/3012:08 pm
JAX
- SJU
Nonstop3h 05m
Frontier
Tue 5/57:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/4![Frontier logo]()
$167
This Super.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/13:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Tue 5/57:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/3![Frontier logo]()
$171
This Trip.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/13:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Fri 5/87:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/2![Frontier logo]()
$173
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/13:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Sat 5/96:30 am
SJU
- JAX
1 stop14h 20m
Frontier
Deal found 3/31![Frontier logo]()
$176
This FlightHub deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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.
Fri 5/19:18 pm
JAX
- PUJ
1 stop13h 39m
Frontier
Sat 5/29:13 pm
PUJ
- JAX
1 stop14h 10m
Frontier
Deal found 4/3![Frontier logo]()
$222
This Frontier deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 5/611:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Thu 5/77:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/4![Frontier logo]()
$166
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/106:30 pm
JAX
- PUJ
1 stop19h 54m
Frontier
Tue 5/199:29 pm
PUJ
- JAX
1 stop13h 04m
Frontier
Deal found 3/31![Frontier logo]()
$243
This Mytrip deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1711:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Sun 5/247:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/2![Frontier logo]()
$169
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/2411:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Thu 6/47:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/3![Frontier logo]()
$184
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 5/2611:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Sun 5/317:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 4/1![Frontier logo]()
$168
One-way flights from Jacksonville to Caribbean IslandsSearch for one-way flight options from Jacksonville to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated April 4, 2026.
Search for one-way flight options from Jacksonville to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated April 4, 2026.
This Super.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/1611:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Deal found 4/3![Frontier logo]()
$82
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/511:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Deal found 4/3![Frontier logo]()
$83
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/312:08 pm
JAX
- SJU
Nonstop3h 05m
Frontier
Deal found 3/31![Frontier logo]()
$84
This Super.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/279:49 pm
JAX
- SJU
1 stop17h 41m
Frontier
Deal found 4/2![Frontier logo]()
$87
This Expedia deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/309:32 am
JAX
- SJU
1 stop14h 57m
Frontier
Deal found 3/31![Frontier logo]()
$88
This Orbitz deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1711:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Deal found 3/30![Frontier logo]()
$89
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 7/211:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Deal found 4/1![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/179:18 pm
JAX
- SJU
1 stop12h 32m
Frontier
Deal found 3/31![Frontier logo]()
$97
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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
Deal found 4/3![Frontier logo]()
$101
This Super.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/27:33 pm
JAX
- SJU
1 stop22h 34m
Frontier
Deal found 4/3![Frontier logo]()
$103
This Orbitz deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:42 am
JAX
- SJU
1 stop8h 25m
Frontier
Deal found 3/31![Frontier logo]()
$106
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 4/249:26 pm
JAX
- SDQ
1 stop13h 13m
Frontier
Deal found 4/1![Frontier logo]()
$114
Find flight deals from Jacksonville to Caribbean Islands
Keep the following information in mind while searching for Jacksonville to Caribbean Islands flight deals. Data was last updated April 4, 2026.
Round-trip from | $166 (Frontier) |
|---|---|
One-way from | $82 (Super.com) |
Popular in | December |
Cheapest in | August |
Average price | $266 |
Cheapflights Fare Finder
Customize your flight search to find flights from Jacksonville to Caribbean Islands 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 April 4, 2026.
Use the filters below to find and compare flights from Jacksonville to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
JacksonvillePunta Cana
JAX - PUJ
JAXPUJ
Jacksonville
Mon 5/11
11:28 am-8:19 pm
1 stop8h 51m
Punta Cana
Thu 5/14
12:07 pm-8:50 pm
1 stop8h 43m
$251
JacksonvillePunta Cana
JAX - PUJ
JAXPUJ
Jacksonville
Fri 5/8
11:28 am-8:19 pm
1 stop8h 51m
Punta Cana
Mon 5/11
12:07 pm-8:50 pm
1 stop8h 43m
$252
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Tue 5/12
8:20 am-6:10 pm
2 stops9h 50m
San Juan Luis Munoz Marin Intl
Fri 5/15
5:35 am-4:20 pm
1 stop10h 45m
$276
Quickest round-trip
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Wed 4/29
5:39 pm-11:13 pm
1 stop5h 34m
San Juan Luis Munoz Marin Intl
Tue 5/5
5:34 pm-11:59 pm
1 stop6h 25m
$276
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Tue 5/5
11:50 am-10:40 pm
1 stop10h 50m
San Juan Luis Munoz Marin Intl
Tue 5/12
5:35 am-3:45 pm
2 stops10h 10m
$276
JacksonvillePunta Cana
JAX - PUJ
JAXPUJ
Jacksonville
Sat 4/18
7:33 pm-11:12 am
1 stop15h 39m
Punta Cana
Thu 4/23
12:02 pm-2:32 pm
1 stop26h 30m
$277
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Sat 6/13
11:50 am-8:43 pm
1 stop8h 53m
San Juan Luis Munoz Marin Intl
Sat 6/20
6:00 am-4:39 pm
1 stop10h 39m
$284
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Tue 4/28
6:30 am-6:10 pm
2 stops11h 40m
San Juan Luis Munoz Marin Intl
Thu 5/7
5:05 am-4:20 pm
2 stops11h 15m
$290
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Sat 5/9
3:48 pm-10:17 pm
1 stop6h 29m
San Juan Luis Munoz Marin Intl
Sat 5/16
1:14 pm-7:13 pm
1 stop5h 59m
$298
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Fri 5/1
10:55 am-11:25 pm
2 stops12h 30m
San Juan Luis Munoz Marin Intl
Fri 5/8
5:05 am-4:20 pm
2 stops11h 15m
$298
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Jacksonville to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Jacksonville with our price prediction graph.
JAX-SJU
JAX-PUJ
JAX-MBJ
JAX-SDQ
JAX-NAS
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 Islands
JAX-zzEPX
JAX-SJU
JAX-PUJ
JAX-MBJ
JAX-SDQ
What is the cheapest month to book a flight from Jacksonville to Caribbean Islands?
Currently, January is the cheapest month in which you can book a flight from Jacksonville to Caribbean Islands (average of $135). Flying from Jacksonville to Caribbean Islands in September is currently the most expensive (average of $240). 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 EPX?
Find hourly flight availability from Jacksonville to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 4, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 17% on flights from Jacksonville to Caribbean Islands by exploring options for tickets in the evening.
What is the cheapest day to fly from Jacksonville to Caribbean Islands?
Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Caribbean Islands. Price data was last updated on March 28, 2026.
Travelers seeking maximum savings on their Jacksonville to Caribbean Islands flight should consider departing on Sunday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated April 4, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andJetBlue from Jacksonville to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
7.9
Crew
8.5
Comfort
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Boarding
8.1
Overall
7.9
Crew
8.5
Comfort
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Boarding
8.1
Overall
7.9
Crew
8.5
Comfort
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Boarding
8.1
Overall
7.9
Crew
8.5
Comfort
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Boarding
8.1
Overall
7.9
Crew
8.5
Comfort
7.9
Entertainment
7.8
Food
7.2
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 Islands. 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 Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jacksonville to Caribbean Islands by cabin class
Find flights from Jacksonville to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jacksonville and Caribbean Islands flights
Browse other Jacksonville and Caribbean Islands flight options. Last updated on April 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Jacksonville to Caribbean Islands flights
Consider these flights traveling from Jacksonville to Caribbean Islands.
Top 6 airlines flying from Jacksonville to Caribbean Islands
Discover the top 6 airlines that operate flights from Jacksonville to Caribbean Islands. 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 April 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$514 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$146 | Average$259 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$178 | Average$315 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$208 | Average$459 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$233 | Average$564 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$307 | Average$380 | FlexibilityNo cancel fee | On-time63% |