$93+ Cheap flights from Rochester (ROC) 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Mar 15 — Mar 221
1 adult, Economy
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Find cheap flights from Rochester 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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Rochester to Caribbean Islands
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Cheapest flights from Rochester to Caribbean IslandsExplore the most affordable flight options available from Rochester to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
Explore the most affordable flight options available from Rochester to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Mon 4/276:20 am
ROC
- SJU
1 stop8h 24m
United Airlines
Tue 4/281:00 am
SJU
- ROC
2 stops8h 51m
United Airlines
Deal found 2/9![United Airlines logo]()
$186
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:30 am
ROC
- SJU
1 stop8h 14m
United Airlines
Mon 5/181:00 am
SJU
- ROC
2 stops8h 57m
United Airlines
Deal found 2/12![United Airlines logo]()
$197
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/276:20 am
ROC
- SJU
1 stop8h 24m
United Airlines
Thu 4/307:40 am
SJU
- ROC
1 stop9h 05m
United Airlines
Deal found 2/12![United Airlines logo]()
$199
This Southwest deal was found by Cheapflights users on 2/9. 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.
Wed 5/64:05 pm
ROC
- SJU
1 stop6h 35m
Southwest
Wed 5/138:10 am
SJU
- ROC
1 stop9h 50m
Southwest
Deal found 2/9![Southwest logo]()
$210
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Tue 4/147:38 pm
ROC
- STT
1 stop16h 57m
American Airlines
Tue 4/215:05 pm
STT
- ROC
2 stops18h 35m
American Airlines
Deal found 2/9![American Airlines logo]()
$214
This Delta deal was found by Cheapflights users on 2/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:15 pm
ROC
- SJU
1 stop6h 41m
Delta
Sat 10/3112:46 pm
SJU
- ROC
1 stop11h 07m
Delta
Deal found 2/9![Delta logo]()
$216
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/215:35 pm
ROC
- SJU
2 stops11h 36m
United Airlines
Tue 2/242:05 am
SJU
- ROC
2 stops12h 38m
United Airlines
Deal found 2/11![United Airlines logo]()
$222
This KAYAK deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Sat 4/47:10 am
ROC
- SJU
1 stop9h 45m
JetBlue
Fri 4/104:39 pm
SJU
- ROC
1 stop7h 10m
JetBlue
Deal found 2/10![JetBlue logo]()
$223
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:38 pm
ROC
- STT
2 stops17h 37m
American Airlines
Tue 5/121:15 pm
STT
- ROC
1 stop8h 11m
American Airlines
Deal found 2/13![American Airlines logo]()
$224
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/215:35 pm
ROC
- SJU
2 stops11h 36m
United Airlines
Thu 2/262:05 am
SJU
- ROC
2 stops12h 38m
United Airlines
Deal found 2/12![United Airlines logo]()
$230
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Mon 4/271:40 pm
ROC
- SJU
1 stop7h 11m
American Airlines
Wed 4/293:19 pm
SJU
- ROC
1 stop6h 41m
American Airlines
Deal found 2/9![American Airlines logo]()
$232
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/2212:40 pm
ROC
- SJU
1 stop11h 25m
Southwest
Thu 2/266:00 am
SJU
- ROC
1 stop10h 20m
Southwest
Deal found 2/11![Southwest logo]()
$238
Best flights from Rochester to Caribbean IslandsDiscover carefully curated flight deals from Rochester to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
Discover carefully curated flight deals from Rochester to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:30 am
ROC
- SJU
1 stop8h 14m
United Airlines
Mon 5/181:00 am
SJU
- ROC
2 stops8h 57m
United Airlines
Deal found 2/12![United Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 2/9. 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.
Wed 5/64:05 pm
ROC
- SJU
1 stop6h 35m
Southwest
Wed 5/138:10 am
SJU
- ROC
1 stop9h 50m
Southwest
Deal found 2/9![Southwest logo]()
$210
This American Airlines deal was found by Cheapflights users on 2/9. 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 4/297:38 pm
ROC
- STT
1 stop16h 57m
American Airlines
Fri 5/15:05 pm
STT
- ROC
2 stops17h 28m
American Airlines
Deal found 2/9![American Airlines logo]()
$214
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/235:23 am
ROC
- SJU
1 stop6h 42m
Delta
Wed 3/42:16 pm
SJU
- ROC
1 stop10h 39m
Delta
Deal found 2/12![Delta logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:00 am
ROC
- SJU
1 stop7h 58m
JetBlue
Mon 3/23:17 pm
SJU
- ROC
1 stop9h 42m
JetBlue
Deal found 2/13![JetBlue logo]()
$298
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/276:20 am
ROC
- SJU
1 stop8h 24m
United Airlines
Thu 4/307:40 am
SJU
- ROC
1 stop9h 05m
United Airlines
Deal found 2/12![United Airlines logo]()
$199
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Tue 4/145:46 pm
ROC
- STT
2 stops17h 01m
American Airlines
Tue 4/212:30 pm
STT
- ROC
2 stops20h 03m
American Airlines
Deal found 2/9![American Airlines logo]()
$214
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Tue 4/287:38 pm
ROC
- STT
1 stop16h 57m
American Airlines
Fri 5/15:05 pm
STT
- ROC
2 stops17h 28m
American Airlines
Deal found 2/9![American Airlines logo]()
$214
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/215:35 pm
ROC
- SJU
2 stops11h 36m
United Airlines
Tue 2/242:05 am
SJU
- ROC
2 stops12h 38m
United Airlines
Deal found 2/10![United Airlines logo]()
$222
This Southwest deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 5/812:40 pm
ROC
- SJU
1 stop11h 00m
Southwest
Wed 5/138:10 am
SJU
- ROC
1 stop9h 50m
Southwest
Deal found 2/10![Southwest logo]()
$248
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/2212:59 pm
ROC
- SJU
1 stop9h 59m
Delta
Wed 3/46:15 am
SJU
- ROC
1 stop6h 49m
Delta
Deal found 2/12![Delta logo]()
$255
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 5/27:38 pm
ROC
- STT
1 stop16h 57m
American Airlines
Tue 5/122:05 pm
STT
- ROC
2 stops20h 28m
American Airlines
Deal found 2/10![American Airlines logo]()
$224
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:59 pm
ROC
- SJU
1 stop7h 13m
Delta
Fri 3/66:15 am
SJU
- ROC
1 stop6h 49m
Delta
Deal found 2/13![Delta logo]()
$273
This JetBlue deal was found by Cheapflights users on 2/9. 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.
Tue 2/246:00 am
ROC
- SXM
1 stop8h 15m
JetBlue
Thu 2/262:25 pm
SXM
- ROC
1 stop10h 34m
JetBlue
Deal found 2/9![JetBlue logo]()
$329
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:20 am
ROC
- SJU
1 stop8h 20m
United Airlines
Wed 3/48:30 am
SJU
- ROC
2 stops11h 46m
United Airlines
Deal found 2/10![United Airlines logo]()
$294
This JetBlue deal was found by Cheapflights users on 2/9. 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.
Sun 4/266:30 am
ROC
- PLS
1 stop7h 40m
JetBlue
Wed 4/292:24 pm
PLS
- ROC
1 stop9h 15m
JetBlue
Deal found 2/9![JetBlue logo]()
$349
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/166:45 pm
ROC
- AUA
1 stop17h 10m
Delta
Tue 2/244:35 pm
AUA
- ROC
2 stops20h 29m
Delta
Deal found 2/10![Delta logo]()
$328
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 4/78:24 pm
ROC
- MBJ
1 stop16h 49m
American Airlines
Thu 4/164:37 pm
MBJ
- ROC
2 stops19h 23m
American Airlines
Deal found 2/10![American Airlines logo]()
$317
This KAYAK deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/266:00 am
ROC
- SDQ
1 stop8h 11m
JetBlue
Tue 3/310:35 pm
SDQ
- ROC
1 stop11h 25m
JetBlue
Deal found 2/11![JetBlue logo]()
$361
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/266:18 am
ROC
- PLS
1 stop7h 52m
Delta
Wed 4/292:55 pm
PLS
- ROC
1 stop9h 48m
Delta
Deal found 2/11![Delta logo]()
$331
This United Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:20 am
ROC
- AUA
1 stop9h 00m
United Airlines
Tue 4/284:30 pm
AUA
- ROC
1 stop17h 21m
United Airlines
Deal found 2/13![United Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Tue 4/215:46 pm
ROC
- MBJ
2 stops16h 27m
American Airlines
Fri 4/242:29 pm
MBJ
- ROC
2 stops19h 04m
American Airlines
Deal found 2/9![American Airlines logo]()
$317
This JetBlue deal was found by Cheapflights users on 2/9. 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 2/236:00 am
ROC
- PUJ
1 stop7h 32m
JetBlue
Thu 2/2612:37 pm
PUJ
- ROC
1 stop12h 22m
JetBlue
Deal found 2/9![JetBlue logo]()
$363
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/226:18 am
ROC
- PLS
1 stop6h 22m
Delta
Tue 4/283:25 pm
PLS
- ROC
1 stop8h 19m
Delta
Deal found 2/11![Delta logo]()
$331
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Wed 3/116:07 am
ROC
- AUA
2 stops10h 03m
United Airlines
Wed 3/184:50 pm
AUA
- ROC
1 stop16h 58m
United Airlines
Deal found 2/9![United Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:28 pm
ROC
- MBJ
2 stops19h 05m
American Airlines
Tue 3/32:33 pm
MBJ
- ROC
2 stops20h 31m
American Airlines
Deal found 2/13![American Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
ROC
- NAS
1 stop8h 50m
Delta
Sat 5/96:00 pm
NAS
- ROC
1 stop5h 49m
Delta
Deal found 2/13![Delta logo]()
$336
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Wed 3/186:07 am
ROC
- SXM
1 stop6h 43m
United Airlines
Tue 3/243:55 pm
SXM
- ROC
1 stop17h 53m
United Airlines
Deal found 2/9![United Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 5/128:24 pm
ROC
- MBJ
1 stop16h 49m
American Airlines
Wed 5/204:37 pm
MBJ
- ROC
2 stops17h 51m
American Airlines
Deal found 2/11![American Airlines logo]()
$317
This KAYAK deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 7/811:41 am
ROC
- SDQ
1 stop9h 23m
JetBlue
Tue 8/115:01 am
SDQ
- ROC
1 stop7h 25m
JetBlue
Deal found 2/10![JetBlue logo]()
$401
Last-minute flights from Rochester to Caribbean IslandsDiscover last-minute flight deals from Rochester to Caribbean Islands. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from Rochester to Caribbean Islands. Data last updated February 13, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/212:49 pm
ROC
- SJU
1 stop6h 33m
United Airlines
Tue 2/242:05 am
SJU
- ROC
2 stops12h 38m
United Airlines
Deal found 2/10![United Airlines logo]()
$222
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/215:35 pm
ROC
- SJU
2 stops11h 36m
United Airlines
Thu 2/262:05 am
SJU
- ROC
2 stops12h 38m
United Airlines
Deal found 2/12![United Airlines logo]()
$230
This Southwest deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/214:25 pm
ROC
- SJU
1 stop7h 15m
Southwest
Wed 2/256:10 am
SJU
- ROC
1 stop9h 50m
Southwest
Deal found 2/10![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/2212:40 pm
ROC
- SJU
1 stop11h 25m
Southwest
Thu 2/266:00 am
SJU
- ROC
1 stop10h 20m
Southwest
Deal found 2/11![Southwest logo]()
$238
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/2212:59 pm
ROC
- SJU
1 stop9h 59m
Delta
Wed 3/46:15 am
SJU
- ROC
1 stop6h 49m
Delta
Deal found 2/12![Delta logo]()
$255
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/226:26 pm
ROC
- STT
1 stop16h 40m
American Airlines
Wed 3/41:02 pm
STT
- ROC
2 stops11h 46m
American Airlines
Deal found 2/10![American Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/2212:59 pm
ROC
- SJU
1 stop9h 59m
Delta
Tue 3/106:15 am
SJU
- ROC
1 stop11h 06m
Delta
Deal found 2/12![Delta logo]()
$288
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/232:24 pm
ROC
- SJU
1 stop9h 12m
United Airlines
Wed 2/252:05 am
SJU
- ROC
2 stops12h 38m
United Airlines
Deal found 2/10![United Airlines logo]()
$257
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Wed 2/2510:30 am
ROC
- SJU
1 stop9h 30m
United Airlines
Wed 2/252:05 am
SJU
- ROC
2 stops12h 38m
United Airlines
Deal found 2/12![United Airlines logo]()
$270
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:59 pm
ROC
- SJU
1 stop7h 13m
Delta
Fri 3/66:15 am
SJU
- ROC
1 stop6h 49m
Delta
Deal found 2/13![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/2612:59 pm
ROC
- SJU
1 stop7h 13m
Delta
Wed 3/47:00 am
SJU
- ROC
1 stop11h 02m
Delta
Deal found 2/12![Delta logo]()
$281
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/86:26 pm
ROC
- STT
1 stop16h 40m
American Airlines
Wed 3/112:03 pm
STT
- ROC
1 stop8h 45m
American Airlines
Deal found 2/12![American Airlines logo]()
$224
One-way flights from Rochester to Caribbean IslandsSearch for one-way flight options from Rochester to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
Search for one-way flight options from Rochester to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
This United Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/252:23 pm
ROC
- SJU
1 stop9h 27m
United Airlines
Deal found 2/13![United Airlines logo]()
$93
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:30 am
ROC
- SJU
1 stop8h 14m
United Airlines
Deal found 2/10![United Airlines logo]()
$104
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 3/34:03 pm
ROC
- SJU
1 stop6h 53m
Delta
Deal found 2/11![Delta logo]()
$108
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/166:28 pm
ROC
- STT
1 stop16h 19m
American Airlines
Deal found 2/12![American Airlines logo]()
$110
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/2111:59 am
ROC
- SJU
1 stop10h 57m
Delta
Deal found 2/10![Delta logo]()
$111
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 5/46:18 am
ROC
- NAS
1 stop10h 15m
Delta
Deal found 2/12![Delta logo]()
$114
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Sat 5/97:38 pm
ROC
- STT
2 stops19h 11m
American Airlines
Deal found 2/9![American Airlines logo]()
$116
This Priceline deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:10 am
ROC
- NAS
1 stop9h 06m
JetBlue
Deal found 2/12![JetBlue logo]()
$121
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 5/61:40 pm
ROC
- SJU
1 stop7h 11m
American Airlines
Deal found 2/10![American Airlines logo]()
$121
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 3/125:30 pm
ROC
- NAS
1 stop17h 45m
American Airlines
Deal found 2/11![American Airlines logo]()
$127
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/95:30 pm
ROC
- MBJ
2 stops18h 54m
American Airlines
Deal found 2/12![American Airlines logo]()
$132
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:00 am
ROC
- SXM
1 stop7h 59m
Delta
Deal found 2/13![Delta logo]()
$135
Find flight deals from Rochester to Caribbean Islands
Keep the following information in mind while searching for Rochester to Caribbean Islands flight deals. Data was last updated February 13, 2026.
Round-trip from | $186 (United Airlines) |
|---|---|
One-way from | $93 (United Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $396 |
Cheapflights Fare Finder
Customize your flight search to find flights from Rochester 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 13, 2026.
Use the filters below to find and compare flights from Rochester to Caribbean Islands that are best for you.
Fly from
Rochester
Fly to
Caribbean Islands
Route
Depart
Return
Price
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Sun 5/3
6:30 am-2:44 pm
1 stop8h 14m
San Juan Luis Munoz Marin Intl
Mon 5/18
1:00 am-9:57 am
2 stops8h 57m
$197
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Mon 4/27
6:20 am-2:44 pm
1 stop8h 24m
San Juan Luis Munoz Marin Intl
Thu 4/30
7:40 am-4:45 pm
1 stop9h 05m
$199
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Wed 5/6
4:05 pm-10:40 pm
1 stop6h 35m
San Juan Luis Munoz Marin Intl
Wed 5/13
8:10 am-6:00 pm
1 stop9h 50m
$210
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Wed 4/29
7:38 pm-12:35 pm
1 stop16h 57m
Saint Thomas Island Cyril E King
Fri 5/1
5:05 pm-10:33 am
2 stops17h 28m
$214
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Tue 4/14
5:46 pm-10:47 am
2 stops17h 01m
Saint Thomas Island Cyril E King
Tue 4/21
2:30 pm-10:33 am
2 stops20h 03m
$214
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Tue 4/28
7:38 pm-12:35 pm
1 stop16h 57m
Saint Thomas Island Cyril E King
Fri 5/1
5:05 pm-10:33 am
2 stops17h 28m
$214
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Mon 2/23
5:23 am-1:05 pm
1 stop6h 42m
San Juan Luis Munoz Marin Intl
Wed 3/4
2:16 pm-11:55 pm
1 stop10h 39m
$222
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Sat 2/21
5:35 pm-6:11 am
2 stops11h 36m
San Juan Luis Munoz Marin Intl
Tue 2/24
2:05 am-1:43 pm
2 stops12h 38m
$222
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Sat 5/2
7:38 pm-12:35 pm
1 stop16h 57m
Saint Thomas Island Cyril E King
Tue 5/12
2:05 pm-10:33 am
2 stops20h 28m
$224
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Fri 5/8
12:40 pm-11:40 pm
1 stop11h 00m
San Juan Luis Munoz Marin Intl
Wed 5/13
8:10 am-6:00 pm
1 stop9h 50m
$248
Showing 1-10 of 60 results
Best time to book a flight from Rochester to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Rochester with our price prediction graph.
ROC-SJU
ROC-STT
ROC-NAS
ROC-MBJ
ROC-SXM
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 Rochester to Caribbean Islands
ROC-zzEPX
ROC-SJU
ROC-STT
ROC-NAS
ROC-MBJ
What is the cheapest month to book a flight from Rochester to Caribbean Islands?
Currently, February is the cheapest month in which you can book a flight from Rochester to Caribbean Islands (average of $89). Flying from Rochester to Caribbean Islands in December is currently the most expensive (average of $250). 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.
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 13, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Rochester 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
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Rochester 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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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Rochester 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 Rochester to Caribbean Islands by cabin class
Find flights from Rochester to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Rochester and Caribbean Islands flights
Browse other Rochester and Caribbean Islands flight options. Last updated on February 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Rochester to Caribbean Islands flights
Consider these flights traveling from Rochester to Caribbean Islands.
Top 6 airlines flying from Rochester to Caribbean Islands
Discover the top 6 airlines that operate flights from Rochester 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$546 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$133 | Average$332 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$138 | Average$473 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$547 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$232 | Average$633 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$235 | Average$713 | FlexibilityNo cancel fee | On-time63% |