$74+ 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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Jul 10 — Jul 171
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 June 10, 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 June 10, 2026.
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/810:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Fri 8/146:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/6![Frontier logo]()
$156
This Frontier deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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
Fri 8/217:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 6/7![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 8/1010:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Sat 8/156:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/5![Frontier logo]()
$161
This Super.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Wed 8/1210:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 8/176:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/7![Frontier logo]()
$163
This deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sun 9/208:30 am
SJU
- JAX
Nonstop3h 32m
Frontier
Deal found 6/9![Frontier logo]()
$164
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/1010:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Wed 8/126:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/6![Frontier logo]()
$166
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/6![Frontier logo]()
$169
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/6![Frontier logo]()
$172
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/1710:44 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 7/206:30 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/6![Frontier logo]()
$173
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/1810:44 am
JAX
- SJU
Nonstop3h 11m
Frontier
Wed 7/226:30 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/6![Frontier logo]()
$174
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/1511:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Thu 6/187:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 6/6![Frontier logo]()
$177
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/1411:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Sat 6/207:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 6/6![Frontier logo]()
$178
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 June 10, 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 June 10, 2026.
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/255:49 pm
SJU
- JAX
1 stop6h 06m
Delta
Deal found 6/6![Delta logo]()
$278
This JetBlue deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/237:41 pm
JAX
- SJU
Nonstop3h 02m
JetBlue
Sat 8/17:00 am
SJU
- JAX
1 stop7h 40m
JetBlue
Deal found 6/6![JetBlue logo]()
$318
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/126:45 am
JAX
- SJU
2 stops11h 25m
Southwest
Mon 8/175:00 am
SJU
- JAX
2 stops10h 15m
Southwest
Deal found 6/7![Southwest logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/510:30 am
JAX
- SDQ
1 stop5h 59m
Multiple Airlines
Wed 8/1212:41 pm
SDQ
- JAX
1 stop21h 04m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/57:00 am
JAX
- SDQ
2 stops11h 44m
American Airlines
Tue 8/184:24 pm
SDQ
- JAX
2 stops19h 32m
American Airlines
Deal found 6/9![American Airlines logo]()
$390
This Frontier deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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
- PUJ
1 stop9h 49m
Frontier
Sun 8/169:29 pm
PUJ
- JAX
1 stop12h 16m
Frontier
Deal found 6/8![Frontier logo]()
$400
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/37:09 pm
JAX
- AUA
1 stop18h 51m
United Airlines
Fri 7/103:10 pm
AUA
- JAX
1 stop8h 12m
United Airlines
Deal found 6/5![United Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 7/138:17 am
JAX
- NAS
1 stop8h 22m
Delta
Thu 7/163:26 pm
NAS
- JAX
1 stop8h 43m
Delta
Deal found 6/8![Delta logo]()
$306
This JetBlue deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/117:10 am
JAX
- NAS
1 stop10h 12m
JetBlue
Tue 7/143:02 pm
NAS
- JAX
1 stop4h 59m
JetBlue
Deal found 6/6![JetBlue logo]()
$334
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/282:29 pm
JAX
- SJU
1 stop8h 00m
Delta
Mon 8/317:00 am
SJU
- JAX
1 stop6h 24m
Delta
Deal found 6/8![Delta logo]()
$316
This JetBlue deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 9/197:19 am
JAX
- NAS
1 stop8h 41m
JetBlue
Wed 9/235:57 pm
NAS
- JAX
1 stop4h 32m
JetBlue
Deal found 6/9![JetBlue logo]()
$334
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/2811:05 am
JAX
- SJU
1 stop11h 45m
Southwest
Tue 8/46:00 am
SJU
- JAX
2 stops10h 45m
Southwest
Deal found 6/6![Southwest logo]()
$396
This Expedia deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
Fri 7/101:14 pm
JAX
- SDQ
1 stop21h 49m
Multiple Airlines
Mon 7/135:01 am
SDQ
- JAX
1 stop9h 39m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$416
This Priceline deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
Wed 8/126:29 pm
JAX
- MBJ
1 stop18h 58m
Frontier
Sun 8/161:39 pm
MBJ
- JAX
1 stop26h 55m
Frontier
Deal found 6/9![Frontier logo]()
$416
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/236:30 am
JAX
- AUA
1 stop7h 29m
American Airlines
Thu 8/274:50 pm
AUA
- JAX
2 stops17h 50m
American Airlines
Deal found 6/9![American Airlines logo]()
$426
This JetBlue deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 7/77:31 pm
JAX
- SJU
Nonstop3h 02m
JetBlue
Sun 8/23:37 pm
SJU
- JAX
Nonstop3h 14m
JetBlue
Deal found 6/8![JetBlue logo]()
$356
This Travelocity deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:11 pm
JAX
- SDQ
1 stop14h 55m
Frontier
Fri 7/312:21 pm
SDQ
- JAX
1 stop26h 43m
Frontier
Deal found 6/7![Frontier logo]()
$418
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Mon 7/2711:00 am
JAX
- SJU
1 stop13h 20m
Southwest
Fri 7/315:00 am
SJU
- JAX
2 stops8h 35m
Southwest
Deal found 6/7![Southwest logo]()
$421
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/107:00 am
JAX
- AUA
2 stops9h 59m
American Airlines
Tue 7/145:59 pm
AUA
- JAX
2 stops18h 52m
American Airlines
Deal found 6/9![American Airlines logo]()
$426
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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.
Tue 9/157:11 pm
JAX
- PUJ
1 stop20h 19m
United Airlines
Sat 9/194:40 pm
PUJ
- JAX
1 stop15h 50m
United Airlines
Deal found 6/8![United Airlines logo]()
$469
This JetBlue deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 9/217:19 am
JAX
- SDQ
1 stop7h 30m
JetBlue
Thu 9/242:29 pm
SDQ
- JAX
1 stop8h 00m
JetBlue
Deal found 6/9![JetBlue logo]()
$378
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 6/1410:40 am
JAX
- SJU
1 stop10h 03m
Delta
Wed 6/175:56 pm
SJU
- JAX
1 stop6h 03m
Delta
Deal found 6/8![Delta logo]()
$421
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:14 pm
JAX
- AUA
1 stop16h 25m
American Airlines
Mon 11/165:40 pm
AUA
- JAX
2 stops19h 02m
American Airlines
Deal found 6/5![American Airlines logo]()
$426
This Priceline deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 8/79:33 pm
JAX
- MBJ
1 stop12h 39m
Frontier
Sun 8/91:39 pm
MBJ
- JAX
1 stop26h 55m
Frontier
Deal found 6/5![Frontier logo]()
$429
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
Mon 7/202:15 pm
JAX
- SJU
2 stops9h 55m
Southwest
Tue 7/285:30 am
SJU
- JAX
2 stops8h 45m
Southwest
Deal found 6/9![Southwest logo]()
$448
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
Tue 7/219:20 am
JAX
- MBJ
1 stop6h 50m
United Airlines
Tue 7/2812:52 pm
MBJ
- JAX
1 stop10h 07m
United Airlines
Deal found 6/9![United Airlines logo]()
$500
This JetBlue deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 8/77:12 am
JAX
- SDQ
1 stop5h 12m
JetBlue
Tue 8/115:01 am
SDQ
- JAX
1 stop9h 17m
JetBlue
Deal found 6/5![JetBlue logo]()
$378
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 10/216:12 pm
JAX
- MBJ
2 stops17h 48m
American Airlines
Tue 10/275:00 pm
MBJ
- JAX
2 stops16h 16m
American Airlines
Deal found 6/9![American Airlines logo]()
$430
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/45:30 am
JAX
- PUJ
1 stop10h 18m
Delta
Wed 7/82:00 pm
PUJ
- JAX
2 stops20h 43m
Delta
Deal found 6/6![Delta logo]()
$452
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 6/161:55 pm
JAX
- SJU
2 stops9h 50m
Southwest
Fri 6/196:00 am
SJU
- JAX
2 stops10h 15m
Southwest
Deal found 6/8![Southwest logo]()
$455
Last-minute flights from Jacksonville to Caribbean IslandsDiscover last-minute flight deals from Jacksonville to Caribbean Islands. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Caribbean Islands. Data last updated June 10, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/6![Frontier logo]()
$169
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/6![Frontier logo]()
$172
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/1411:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Sat 6/207:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 6/6![Frontier logo]()
$178
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/1511:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Thu 6/187:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 6/6![Frontier logo]()
$177
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/2011:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Mon 6/227:00 am
SJU
- JAX
Nonstop3h 25m
Frontier
Deal found 6/6![Frontier logo]()
$181
This Priceline deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Mon 6/2911:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Thu 7/96:30 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/7![Frontier logo]()
$158
This Super.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Sun 7/510:44 am
JAX
- SJU
Nonstop3h 11m
Frontier
Wed 7/86:30 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/7![Frontier logo]()
$182
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/1410:44 am
JAX
- SJU
Nonstop3h 11m
Frontier
Fri 7/176:30 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/6![Frontier logo]()
$164
This Priceline deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/1410:44 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 7/206:30 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/5![Frontier logo]()
$166
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/1710:44 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 7/206:30 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/6![Frontier logo]()
$173
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/1810:44 am
JAX
- SJU
Nonstop3h 11m
Frontier
Wed 7/226:30 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/6![Frontier logo]()
$174
This Frontier deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/2310:44 am
JAX
- SJU
Nonstop3h 11m
Frontier
Sat 8/16:45 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 6/9![Frontier logo]()
$180
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 June 10, 2026.
Search for one-way flight options from Jacksonville to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This Super.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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
Deal found 6/9![Frontier logo]()
$74
This Super.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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.
Sun 7/510:44 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 6/8![Frontier logo]()
$77
This Super.com deal was found by Cheapflights users on 6/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/1511:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Deal found 6/4![Frontier logo]()
$81
This Super.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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
Deal found 6/5![Frontier logo]()
$85
This Super.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
Wed 6/2411:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Deal found 6/9![Frontier logo]()
$86
This Super.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
Sun 6/2111:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Deal found 6/9![Frontier logo]()
$90
This Priceline deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 6/2011:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Deal found 6/5![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 9/311:20 am
JAX
- SJU
Nonstop3h 09m
Frontier
Deal found 6/6![Frontier logo]()
$97
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/37:37 pm
JAX
- NAS
1 stop14h 03m
American Airlines
Deal found 6/6![American Airlines logo]()
$99
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 11/126:48 pm
JAX
- NAS
1 stop15h 24m
American Airlines
Deal found 6/5![American Airlines logo]()
$134
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 11/117:30 am
JAX
- NAS
2 stops12h 39m
American Airlines
Deal found 6/5![American Airlines logo]()
$145
This Trip.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Sat 8/2211:20 am
JAX
- PUJ
1 stop10h 41m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$157
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 June 10, 2026.
Round-trip from | $156 (Super.com) |
|---|---|
One-way from | $74 (Super.com) |
Popular in | December |
Cheapest in | August |
Average price | $286 |
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 June 10, 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
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
5:49 pm-11:55 pm
1 stop6h 06m
$278
JacksonvilleNassau
JAX - NAS
JAXNAS
Jacksonville
Mon 7/13
8:17 am-4:39 pm
1 stop8h 22m
Nassau Intl
Thu 7/16
3:26 pm-12:09 am
1 stop8h 43m
$306
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Fri 8/28
2:29 pm-10:29 pm
1 stop8h 00m
San Juan Luis Munoz Marin Intl
Mon 8/31
7:00 am-1:24 pm
1 stop6h 24m
$316
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Thu 7/23
7:41 pm-10:43 pm
Nonstop3h 02m
San Juan Luis Munoz Marin Intl
Sat 8/1
7:00 am-2:40 pm
1 stop7h 40m
$318
JacksonvilleNassau
JAX - NAS
JAXNAS
Jacksonville
Sat 7/11
7:10 am-5:22 pm
1 stop10h 12m
Nassau Intl
Tue 7/14
3:02 pm-8:01 pm
1 stop4h 59m
$334
JacksonvilleNassau
JAX - NAS
JAXNAS
Jacksonville
Sat 9/19
7:19 am-4:00 pm
1 stop8h 41m
Nassau Intl
Wed 9/23
5:57 pm-10:29 pm
1 stop4h 32m
$334
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Wed 8/12
6:45 am-6:10 pm
2 stops11h 25m
San Juan Luis Munoz Marin Intl
Mon 8/17
5:00 am-3:15 pm
2 stops10h 15m
$348
Quickest round-trip
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Tue 7/7
7:31 pm-10:33 pm
Nonstop3h 02m
San Juan Luis Munoz Marin Intl
Sun 8/2
3:37 pm-6:51 pm
Nonstop3h 14m
$356
JacksonvilleSanto Domingo
JAX - SDQ
JAXSDQ
Jacksonville
Wed 8/5
10:30 am-4:29 pm
1 stop5h 59m
Santo Domingo Las Americas
Wed 8/12
12:41 pm-9:45 am
1 stop21h 04m
$374
JacksonvilleSanto Domingo
JAX - SDQ
JAXSDQ
Jacksonville
Mon 9/21
7:19 am-2:49 pm
1 stop7h 30m
Santo Domingo Las Americas
Thu 9/24
2:29 pm-10:29 pm
1 stop8h 00m
$378
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-NAS
JAX-PUJ
JAX-MBJ
JAX-SDQ
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-NAS
JAX-PUJ
JAX-MBJ
What is the cheapest month to book a flight from Jacksonville to Caribbean Islands?
Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean Islands (average of $113). Flying from Jacksonville to Caribbean Islands in October is currently the most expensive (average of $368). 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 June 10, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 21% on flights from Jacksonville to Caribbean Islands by exploring options for tickets in the morning.
How far ahead should I book a flight from Jacksonville to Caribbean Islands?
Booking 28 days in advance of your planned departure date is, on average, the best time to get cheap flights from Jacksonville to Caribbean Islands. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 June 8, 2026.
Travelers seeking maximum savings on their Jacksonville to Caribbean Islands 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 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 June 10, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican Airlines 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.
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.9
Comfort
7.8
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.9
Comfort
7.8
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.9
Comfort
7.8
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.9
Comfort
7.8
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.9
Comfort
7.8
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.9
Comfort
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 June 10, 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 June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$521 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$133 | Average$383 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$187 | Average$517 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$233 | Average$590 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$461 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$273 | Average$380 | FlexibilityNo cancel fee | On-time63% |