$87+ 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 2/13. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Mar 6 — Mar 131
1 adult, Economy
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Find cheap flights from Jacksonville to Caribbean Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 February 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 February 4, 2026.
This CheapOair deal was found by Cheapflights users on 2/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/244:55 pm
JAX
- SJU
Nonstop2h 58m
Multiple Airlines
Mon 4/2710:55 am
SJU
- JAX
1 stop10h 22m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$212
This American Airlines deal was found by Cheapflights users on 2/2. 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 5/18:19 pm
JAX
- SJU
1 stop14h 29m
American Airlines
Fri 5/84:30 pm
SJU
- JAX
1 stop16h 33m
American Airlines
Deal found 2/2![American Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:51 pm
JAX
- SJU
1 stop25h 46m
Multiple Airlines
Fri 2/272:59 am
SJU
- JAX
1 stop18h 52m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$214
This Priceline deal was found by Cheapflights users on 2/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/284:45 pm
JAX
- SJU
Nonstop2h 58m
Multiple Airlines
Wed 4/16:00 am
SJU
- JAX
1 stop13h 33m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$216
This Super.com deal was found by Cheapflights users on 2/4. 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.
Tue 4/218:36 pm
JAX
- SJU
Nonstop3h 01m
Frontier
Tue 4/284:00 pm
SJU
- JAX
Nonstop3h 41m
Frontier
Deal found 2/4![Frontier logo]()
$217
This American Airlines deal was found by Cheapflights users on 2/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:10 pm
JAX
- SJU
1 stop12h 50m
American Airlines
Thu 2/267:01 pm
SJU
- JAX
1 stop15h 02m
American Airlines
Deal found 2/3![American Airlines logo]()
$218
This CheapOair deal was found by Cheapflights users on 2/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/174:55 pm
JAX
- SJU
Nonstop2h 58m
Multiple Airlines
Tue 4/284:00 pm
SJU
- JAX
Nonstop3h 41m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$225
This Frontier deal was found by Cheapflights users on 2/3. 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.
Thu 4/95:28 pm
JAX
- SJU
1 stop7h 24m
Frontier
Tue 4/144:00 pm
SJU
- JAX
Nonstop3h 41m
Frontier
Deal found 2/3![Frontier logo]()
$227
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/134:55 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Sat 5/1612:30 pm
SJU
- JAX
Nonstop3h 28m
JetBlue
Deal found 2/3![JetBlue logo]()
$229
This JetBlue deal was found by Cheapflights users on 2/3. 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.
Fri 5/14:55 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Fri 5/812:30 pm
SJU
- JAX
Nonstop3h 28m
JetBlue
Deal found 2/3![JetBlue logo]()
$230
This Delta deal was found by Cheapflights users on 2/3. 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.
Wed 5/65:39 pm
JAX
- SJU
1 stop5h 34m
Delta
Sat 5/912:50 pm
SJU
- JAX
1 stop7h 46m
Delta
Deal found 2/3![Delta logo]()
$231
This CheapOair deal was found by Cheapflights users on 2/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/174:55 pm
JAX
- SJU
Nonstop2h 58m
Multiple Airlines
Mon 4/2010:55 am
SJU
- JAX
1 stop10h 22m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$232
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 February 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 February 4, 2026.
This Frontier deal was found by Cheapflights users on 2/3. 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.
Thu 4/95:28 pm
JAX
- SJU
1 stop7h 24m
Frontier
Tue 4/144:00 pm
SJU
- JAX
Nonstop3h 41m
Frontier
Deal found 2/3![Frontier logo]()
$227
This JetBlue deal was found by Cheapflights users on 2/4. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:55 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Fri 5/812:30 pm
SJU
- JAX
Nonstop3h 28m
JetBlue
Deal found 2/4![JetBlue logo]()
$230
This CheapOair deal was found by Cheapflights users on 2/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/303:27 pm
JAX
- SJU
1 stop9h 02m
Multiple Airlines
Mon 5/412:00 pm
SJU
- JAX
1 stop9h 19m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$238
This Southwest deal was found by Cheapflights users on 2/1. 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.
Mon 4/135:35 am
JAX
- SJU
2 stops9h 20m
Southwest
Fri 4/245:35 am
SJU
- JAX
1 stop10h 45m
Southwest
Deal found 2/1![Southwest logo]()
$259
This Delta deal was found by Cheapflights users on 2/3. 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.
Wed 4/225:39 pm
JAX
- SJU
1 stop5h 33m
Delta
Wed 4/292:34 pm
SJU
- JAX
1 stop9h 25m
Delta
Deal found 2/3![Delta logo]()
$259
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:00 am
JAX
- SXM
1 stop9h 28m
American Airlines
Wed 3/45:28 pm
SXM
- JAX
1 stop7h 31m
American Airlines
Deal found 2/1![American Airlines logo]()
$295
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Tue 2/249:20 am
JAX
- STT
1 stop27h 36m
United Airlines
Fri 3/61:02 pm
STT
- JAX
1 stop23h 26m
United Airlines
Deal found 2/2![United Airlines logo]()
$479
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/34:25 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Fri 4/1012:30 pm
SJU
- JAX
Nonstop3h 15m
JetBlue
Deal found 2/4![JetBlue logo]()
$240
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/204:55 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Mon 4/2712:30 pm
SJU
- JAX
Nonstop3h 28m
JetBlue
Deal found 2/1![JetBlue logo]()
$249
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:30 am
JAX
- SJU
1 stop8h 02m
Delta
Tue 3/36:37 pm
SJU
- JAX
1 stop6h 24m
Delta
Deal found 2/2![Delta logo]()
$294
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:00 am
JAX
- SXM
1 stop5h 29m
American Airlines
Tue 3/314:28 pm
SXM
- JAX
1 stop16h 35m
American Airlines
Deal found 2/1![American Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 2/187:53 pm
JAX
- MBJ
1 stop18h 00m
Frontier
Fri 2/2010:05 am
MBJ
- JAX
1 stop9h 12m
Frontier
Deal found 2/3![Frontier logo]()
$302
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/14:25 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Mon 4/1312:30 pm
SJU
- JAX
Nonstop3h 15m
JetBlue
Deal found 2/4![JetBlue logo]()
$260
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:55 am
JAX
- SJU
1 stop10h 29m
Delta
Sun 5/105:15 pm
SJU
- JAX
1 stop7h 03m
Delta
Deal found 2/2![Delta logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Mon 2/167:53 pm
JAX
- MBJ
2 stops16h 09m
Multiple Airlines
Fri 2/2010:05 am
MBJ
- JAX
1 stop9h 12m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/88:07 pm
JAX
- SXM
1 stop17h 09m
American Airlines
Mon 3/164:28 pm
SXM
- JAX
1 stop16h 35m
American Airlines
Deal found 2/1![American Airlines logo]()
$295
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/64:45 pm
JAX
- SJU
Nonstop2h 50m
JetBlue
Fri 4/1012:30 pm
SJU
- JAX
Nonstop3h 15m
JetBlue
Deal found 2/4![JetBlue logo]()
$261
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:30 am
JAX
- SXM
1 stop7h 24m
Delta
Tue 3/3112:55 pm
SXM
- JAX
1 stop11h 07m
Delta
Deal found 2/4![Delta logo]()
$295
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Thu 3/197:01 am
JAX
- SXM
1 stop7h 59m
American Airlines
Thu 3/2612:29 pm
SXM
- JAX
1 stop11h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 2/187:53 pm
JAX
- MBJ
1 stop18h 00m
Multiple Airlines
Tue 2/241:00 pm
MBJ
- JAX
2 stops30h 01m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/205:58 pm
JAX
- PUJ
1 stop20h 14m
Frontier
Tue 3/243:32 pm
PUJ
- JAX
1 stop28h 01m
Frontier
Deal found 2/3![Frontier logo]()
$371
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/238:07 pm
JAX
- UVF
2 stops17h 41m
American Airlines
Mon 3/24:58 pm
UVF
- JAX
2 stops18h 03m
American Airlines
Deal found 1/31![American Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/204:06 pm
JAX
- PUJ
2 stops19h 23m
Multiple Airlines
Tue 3/243:32 pm
PUJ
- JAX
1 stop28h 01m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$355
This Delta deal was found by Cheapflights users on 1/31. 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.
Fri 3/65:30 am
JAX
- UVF
1 stop8h 35m
Delta
Wed 3/113:18 pm
UVF
- JAX
1 stop8h 41m
Delta
Deal found 1/31![Delta logo]()
$328
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:18 pm
JAX
- PUJ
1 stop13h 04m
Frontier
Mon 4/139:14 pm
PUJ
- JAX
1 stop22h 27m
Frontier
Deal found 2/2![Frontier logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 2/187:53 pm
JAX
- MBJ
2 stops16h 09m
Multiple Airlines
Fri 2/2010:05 am
MBJ
- JAX
1 stop9h 12m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$362
This Expedia deal was found by Cheapflights users on 2/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:18 pm
JAX
- PUJ
1 stop13h 04m
Frontier
Tue 4/141:16 pm
PUJ
- JAX
1 stop6h 25m
Frontier
Deal found 2/3![Frontier logo]()
$374
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Thu 2/2612:45 pm
JAX
- STT
1 stop24h 11m
United Airlines
Fri 3/61:02 pm
STT
- JAX
1 stop23h 26m
United Airlines
Deal found 2/2![United Airlines logo]()
$511
This American Airlines deal was found by Cheapflights users on 2/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:00 am
JAX
- UVF
1 stop7h 48m
American Airlines
Mon 3/93:18 pm
UVF
- JAX
1 stop18h 43m
American Airlines
Deal found 2/4![American Airlines logo]()
$350
This Priceline deal was found by Cheapflights users on 2/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:55 pm
JAX
- STT
1 stop22h 27m
JetBlue
Tue 5/52:45 pm
STT
- JAX
1 stop25h 13m
JetBlue
Deal found 2/3![JetBlue logo]()
$360
Last-minute flights from Jacksonville to Caribbean IslandsDiscover last-minute flight deals from Jacksonville to Caribbean Islands. Data last updated February 4, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Caribbean Islands. Data last updated February 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/96:58 pm
JAX
- SJU
1 stop19h 08m
Frontier
Sat 2/146:00 am
SJU
- JAX
1 stop16h 12m
Frontier
Deal found 2/2![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 2/187:53 pm
JAX
- MBJ
1 stop18h 00m
Frontier
Sat 2/2110:40 am
MBJ
- JAX
1 stop8h 01m
Frontier
Deal found 2/3![Frontier logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 2/2010:51 pm
JAX
- SJU
1 stop12h 54m
Frontier
Tue 2/2411:07 am
SJU
- JAX
2 stops32h 54m
Frontier
Deal found 2/3![Frontier logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 2/2010:51 pm
JAX
- SJU
1 stop25h 46m
Multiple Airlines
Tue 2/243:18 pm
SJU
- JAX
1 stop28h 43m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 2/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:10 pm
JAX
- SJU
1 stop12h 50m
American Airlines
Thu 2/267:01 pm
SJU
- JAX
1 stop15h 02m
American Airlines
Deal found 2/3![American Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:51 pm
JAX
- SJU
1 stop25h 46m
Multiple Airlines
Fri 2/272:59 am
SJU
- JAX
1 stop18h 52m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2710:51 pm
JAX
- SJU
1 stop25h 33m
Frontier
Sat 3/74:41 pm
SJU
- JAX
2 stops22h 52m
Frontier
Deal found 2/2![Frontier logo]()
$245
This Frontier deal was found by Cheapflights users on 2/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/110:51 pm
JAX
- SJU
1 stop10h 54m
Frontier
Fri 3/62:59 am
SJU
- JAX
1 stop13h 39m
Frontier
Deal found 2/2![Frontier logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:29 pm
JAX
- SJU
2 stops19h 02m
Multiple Airlines
Fri 3/610:12 pm
SJU
- JAX
1 stop18h 26m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Mon 3/210:51 pm
JAX
- SJU
2 stops19h 07m
Multiple Airlines
Thu 3/56:00 am
SJU
- JAX
1 stop16h 56m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$248
This Priceline deal was found by Cheapflights users on 2/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:43 am
JAX
- SJU
1 stop8h 10m
Multiple Airlines
Fri 3/62:59 am
SJU
- JAX
1 stop13h 39m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$247
This Priceline deal was found by Cheapflights users on 2/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/284:45 pm
JAX
- SJU
Nonstop2h 58m
Multiple Airlines
Wed 4/16:00 am
SJU
- JAX
1 stop13h 33m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$216
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 February 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 February 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/138:12 pm
JAX
- NAS
1 stop18h 18m
Frontier
Deal found 2/2![Frontier logo]()
$87
This Super.com deal was found by Cheapflights users on 2/2. 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.
Thu 4/303:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Deal found 2/2![Frontier logo]()
$95
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:51 pm
JAX
- SJU
1 stop12h 54m
Frontier
Deal found 2/2![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:29 pm
JAX
- SJU
2 stops22h 29m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$97
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Thu 3/127:01 am
JAX
- SXM
1 stop7h 59m
American Airlines
Deal found 2/2![American Airlines logo]()
$103
This American Airlines deal was found by Cheapflights users on 2/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/146:00 am
JAX
- SXM
1 stop5h 38m
American Airlines
Deal found 2/3![American Airlines logo]()
$104
This Trip.com deal was found by Cheapflights users on 2/2. 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.
Mon 2/96:58 pm
JAX
- SJU
1 stop19h 08m
Frontier
Deal found 2/2![Frontier logo]()
$107
This Super.com deal was found by Cheapflights users on 2/2. 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.
Wed 4/154:55 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Deal found 2/2![JetBlue logo]()
$108
This Cheapflightsfares deal was found by Cheapflights users on 2/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:55 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Deal found 2/4![JetBlue logo]()
$109
This KAYAK deal was found by Cheapflights users on 2/3. 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.
Wed 4/294:55 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Deal found 2/3![JetBlue logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:46 pm
JAX
- SJU
1 stop26h 38m
Frontier
Deal found 2/4![Frontier logo]()
$113
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:30 am
JAX
- SJU
1 stop5h 31m
Delta
Deal found 2/2![Delta 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 February 4, 2026.
Round-trip from | $212 (CheapOair) |
|---|---|
One-way from | $87 (Kiwi.com) |
Popular in | December |
Cheapest in | August |
Average price | $345 |
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 February 4, 2026.
Use the filters below to find and compare flights from Jacksonville to Caribbean Islands that are best for you.
Fly from
Jacksonville
Fly to
Caribbean Islands
Route
Depart
Return
Price
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Thu 4/9
5:28 pm-12:52 am
1 stop7h 24m
San Juan Luis Munoz Marin Intl
Tue 4/14
4:00 pm-7:41 pm
Nonstop3h 41m
$227
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Fri 5/1
4:55 pm-7:53 pm
Nonstop2h 58m
San Juan Luis Munoz Marin Intl
Fri 5/8
12:30 pm-3:58 pm
Nonstop3h 28m
$230
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Thu 4/30
3:27 pm-12:29 am
1 stop9h 02m
San Juan Luis Munoz Marin Intl
Mon 5/4
12:00 pm-9:19 pm
1 stop9h 19m
$238
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Fri 4/3
4:25 pm-7:23 pm
Nonstop2h 58m
San Juan Luis Munoz Marin Intl
Fri 4/10
12:30 pm-3:45 pm
Nonstop3h 15m
$240
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Mon 4/20
4:55 pm-7:53 pm
Nonstop2h 58m
San Juan Luis Munoz Marin Intl
Mon 4/27
12:30 pm-3:58 pm
Nonstop3h 28m
$249
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Mon 4/13
5:35 am-2:55 pm
2 stops9h 20m
San Juan Luis Munoz Marin Intl
Fri 4/24
5:35 am-4:20 pm
1 stop10h 45m
$259
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Wed 4/22
5:39 pm-11:12 pm
1 stop5h 33m
San Juan Luis Munoz Marin Intl
Wed 4/29
2:34 pm-11:59 pm
1 stop9h 25m
$259
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Wed 4/1
4:25 pm-7:23 pm
Nonstop2h 58m
San Juan Luis Munoz Marin Intl
Mon 4/13
12:30 pm-3:45 pm
Nonstop3h 15m
$260
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Mon 4/6
4:45 pm-7:35 pm
Nonstop2h 50m
San Juan Luis Munoz Marin Intl
Fri 4/10
12:30 pm-3:45 pm
Nonstop3h 15m
$261
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Thu 2/26
5:30 am-2:32 pm
1 stop8h 02m
San Juan Luis Munoz Marin Intl
Tue 3/3
6:37 pm-12:01 am
1 stop6h 24m
$294
Showing 1-10 of 60 results
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-NAS
JAX-SJU
JAX-SXM
JAX-MBJ
JAX-UVF
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-NAS
JAX-SJU
JAX-SXM
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 $78). Flying from Jacksonville to Caribbean Islands in October is currently the most expensive (average of $259). 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 February 4, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 20% on flights from Jacksonville to Caribbean Islands by exploring options for tickets at noon.
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 January 31, 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. Tuesday 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 February 4, 2026.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American 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.
Entertainment
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.9
Overall
7.9
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 February 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 February 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$503 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$114 | Average$310 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$169 | Average$304 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$208 | Average$501 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$233 | Average$570 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$273 | Average$371 | FlexibilityNo cancel fee | On-time63% |