$128+ Cheap flights from Rochester (ROC) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Aug 18 — Aug 251
Round-trip
1 adult, Economy
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Find cheap flights from Rochester to Caribbean with Cheapflights
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Cheapest flights from Rochester to CaribbeanExplore the most affordable flight options available from Rochester to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 19, 2026.
Explore the most affordable flight options available from Rochester to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 9/307:05 pm
ROC
- SJU
1 stop28h 52m
Multiple Airlines
Sat 10/175:12 pm
SJU
- ROC
1 stop26h 21m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:53 pm
ROC
- SJU
1 stop27h 45m
Multiple Airlines
Wed 10/145:12 pm
SJU
- ROC
1 stop25h 51m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$271
This American Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/247:36 pm
ROC
- STT
2 stops19h 19m
American Airlines
Thu 10/293:46 pm
STT
- ROC
2 stops18h 34m
American Airlines
Deal found 7/15![American Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 10/37:05 pm
ROC
- SJU
1 stop28h 52m
Multiple Airlines
Sat 10/175:12 pm
SJU
- ROC
1 stop26h 21m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/77:05 pm
ROC
- SJU
1 stop28h 52m
Multiple Airlines
Wed 10/145:12 pm
SJU
- ROC
1 stop25h 51m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/147:05 pm
ROC
- SJU
1 stop28h 52m
Multiple Airlines
Tue 10/204:39 pm
SJU
- ROC
1 stop25h 36m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 10/77:05 pm
ROC
- SJU
1 stop28h 52m
Multiple Airlines
Sat 10/175:12 pm
SJU
- ROC
1 stop26h 21m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/107:05 pm
ROC
- SJU
1 stop28h 52m
Multiple Airlines
Fri 10/164:39 pm
SJU
- ROC
1 stop25h 36m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:53 pm
ROC
- SJU
1 stop27h 45m
Multiple Airlines
Sat 10/175:12 pm
SJU
- ROC
1 stop26h 21m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$307
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 9/184:05 pm
ROC
- SJU
1 stop6h 45m
Southwest
Wed 9/232:25 pm
SJU
- ROC
1 stop6h 50m
Southwest
Deal found 7/14![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1712:55 pm
ROC
- SJU
1 stop9h 15m
Southwest
Wed 8/265:15 am
SJU
- ROC
2 stops12h 15m
Southwest
Deal found 7/17![Southwest logo]()
$319
This American Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:53 am
ROC
- SJU
2 stops10h 02m
American Airlines
Wed 9/27:03 am
SJU
- ROC
1 stop12h 12m
American Airlines
Deal found 7/19![American Airlines logo]()
$322
Best flights from Rochester to CaribbeanDiscover carefully curated flight deals from Rochester to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 19, 2026.
Discover carefully curated flight deals from Rochester to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 19, 2026.
This Southwest deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/184:05 pm
ROC
- SJU
1 stop6h 45m
Southwest
Thu 9/245:30 am
SJU
- ROC
1 stop6h 45m
Southwest
Deal found 7/18![Southwest logo]()
$316
This United Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:50 pm
ROC
- MBJ
2 stops16h 53m
United Airlines
Fri 9/1812:52 pm
MBJ
- ROC
2 stops19h 54m
United Airlines
Deal found 7/18![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:30 am
ROC
- MBJ
1 stop6h 55m
Delta
Mon 10/2612:50 pm
MBJ
- ROC
1 stop10h 43m
Delta
Deal found 7/17![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 9/912:46 pm
ROC
- SXM
2 stops24h 37m
American Airlines
Mon 9/142:23 pm
SXM
- ROC
2 stops21h 21m
American Airlines
Deal found 7/14![American Airlines logo]()
$407
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:38 am
ROC
- SXM
1 stop7h 16m
JetBlue
Thu 9/311:20 am
SXM
- ROC
1 stop12h 44m
JetBlue
Deal found 7/14![JetBlue logo]()
$517
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:55 pm
ROC
- SJU
1 stop7h 10m
Southwest
Thu 9/246:30 am
SJU
- ROC
1 stop8h 55m
Southwest
Deal found 7/17![Southwest logo]()
$316
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:30 am
ROC
- MBJ
1 stop7h 18m
United Airlines
Sun 11/12:54 pm
MBJ
- ROC
2 stops18h 51m
United Airlines
Deal found 7/16![United Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:35 pm
ROC
- SJU
2 stops8h 40m
Southwest
Mon 11/166:15 am
SJU
- ROC
2 stops10h 10m
Southwest
Deal found 7/18![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/612:21 pm
ROC
- SJU
1 stop9h 38m
Delta
Fri 10/161:06 pm
SJU
- ROC
1 stop10h 51m
Delta
Deal found 7/15![Delta logo]()
$381
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 10/55:45 pm
ROC
- SJU
1 stop6h 20m
Southwest
Sat 10/175:40 am
SJU
- ROC
1 stop10h 40m
Southwest
Deal found 7/14![Southwest logo]()
$329
This American Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 9/305:50 pm
ROC
- STT
2 stops19h 01m
American Airlines
Wed 10/71:48 pm
STT
- ROC
2 stops20h 32m
American Airlines
Deal found 7/14![American Airlines logo]()
$421
This Justfly.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2911:00 am
ROC
- CUR
1 stop26h 27m
Multiple Airlines
Mon 11/29:50 am
CUR
- ROC
2 stops15h 00m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$889
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 10/136:05 am
ROC
- SJU
1 stop6h 29m
United Airlines
Tue 10/201:00 am
SJU
- ROC
2 stops8h 39m
United Airlines
Deal found 7/14![United Airlines logo]()
$406
This Southwest deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:35 am
ROC
- SJU
2 stops10h 35m
Southwest
Sat 10/101:00 pm
SJU
- ROC
2 stops8h 50m
Southwest
Deal found 7/16![Southwest logo]()
$352
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/106:00 am
ROC
- SDQ
1 stop12h 24m
Delta
Fri 10/162:56 pm
SDQ
- ROC
2 stops19h 59m
Delta
Deal found 7/15![Delta logo]()
$431
This United Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:20 am
ROC
- SJU
1 stop8h 24m
United Airlines
Tue 9/294:55 pm
SJU
- ROC
1 stop6h 49m
United Airlines
Deal found 7/18![United Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:16 am
ROC
- PLS
1 stop6h 10m
American Airlines
Thu 8/201:27 pm
PLS
- ROC
1 stop8h 02m
American Airlines
Deal found 7/18![American Airlines logo]()
$463
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 10/265:30 am
ROC
- PUJ
1 stop6h 58m
Delta
Mon 11/22:53 pm
PUJ
- ROC
1 stop10h 40m
Delta
Deal found 7/14![Delta logo]()
$437
This FlightHub deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:31 pm
ROC
- SXM
2 stops24h 29m
JetBlue
Fri 10/22:45 pm
SXM
- ROC
1 stop8h 46m
JetBlue
Deal found 7/19![JetBlue logo]()
$551
This American Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:44 pm
ROC
- PLS
2 stops17h 19m
American Airlines
Fri 11/611:16 am
PLS
- ROC
2 stops12h 23m
American Airlines
Deal found 7/19![American Airlines logo]()
$468
This Southwest deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:35 pm
ROC
- SJU
2 stops8h 40m
Southwest
Thu 12/102:25 pm
SJU
- ROC
1 stop8h 25m
Southwest
Deal found 7/16![Southwest logo]()
$404
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:06 am
ROC
- PUJ
1 stop7h 19m
Delta
Fri 9/254:00 pm
PUJ
- ROC
1 stop7h 50m
Delta
Deal found 7/18![Delta logo]()
$448
This United Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:50 pm
ROC
- MBJ
2 stops16h 53m
United Airlines
Sat 9/52:40 pm
MBJ
- ROC
2 stops17h 58m
United Airlines
Deal found 7/19![United Airlines logo]()
$454
This JetBlue deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:38 am
ROC
- PLS
1 stop6h 22m
JetBlue
Thu 9/102:25 pm
PLS
- ROC
1 stop9h 06m
JetBlue
Deal found 7/16![JetBlue logo]()
$555
This American Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:51 pm
ROC
- STT
1 stop17h 48m
American Airlines
Sat 10/313:46 pm
STT
- ROC
2 stops20h 16m
American Airlines
Deal found 7/17![American Airlines logo]()
$490
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:15 pm
ROC
- SDQ
1 stop7h 20m
Delta
Tue 11/246:45 am
SDQ
- ROC
1 stop8h 11m
Delta
Deal found 7/17![Delta logo]()
$448
This Justfly.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:38 am
ROC
- SXM
1 stop7h 16m
JetBlue
Sun 9/611:20 am
SXM
- ROC
1 stop12h 17m
JetBlue
Deal found 7/14![JetBlue logo]()
$569
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:55 pm
ROC
- MBJ
2 stops40h 48m
United Airlines
Mon 10/262:20 pm
MBJ
- ROC
2 stops22h 07m
United Airlines
Deal found 7/17![United Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:03 am
ROC
- MBJ
1 stop10h 31m
Delta
Sat 9/512:59 pm
MBJ
- ROC
1 stop10h 54m
Delta
Deal found 7/19![Delta logo]()
$460
This American Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 12/68:45 pm
ROC
- SXM
2 stops18h 40m
American Airlines
Sun 12/133:20 pm
SXM
- ROC
2 stops20h 35m
American Airlines
Deal found 7/15![American Airlines logo]()
$522
Last-minute flights from Rochester to CaribbeanDiscover last-minute flight deals from Rochester to Caribbean. Data last updated July 19, 2026 and is based on user searches.
Discover last-minute flight deals from Rochester to Caribbean. Data last updated July 19, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1311:35 am
ROC
- SJU
1 stop11h 15m
Southwest
Thu 8/275:30 am
SJU
- ROC
1 stop6h 45m
Southwest
Deal found 7/14![Southwest logo]()
$376
This Orbitz deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:47 pm
ROC
- SJU
1 stop8h 58m
JetBlue
Tue 8/188:30 pm
SJU
- ROC
2 stops14h 50m
JetBlue
Deal found 7/15![JetBlue logo]()
$388
This American Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:40 pm
ROC
- SXM
1 stop17h 04m
American Airlines
Thu 8/202:22 pm
SXM
- ROC
2 stops19h 45m
American Airlines
Deal found 7/16![American Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:41 pm
ROC
- SXM
2 stops18h 41m
American Airlines
Sun 8/234:39 pm
SXM
- ROC
2 stops18h 20m
American Airlines
Deal found 7/16![American Airlines logo]()
$407
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1712:55 pm
ROC
- SJU
1 stop9h 15m
Southwest
Wed 8/265:15 am
SJU
- ROC
2 stops12h 15m
Southwest
Deal found 7/17![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:05 pm
ROC
- SJU
1 stop6h 45m
Southwest
Tue 8/258:20 am
SJU
- ROC
1 stop6h 20m
Southwest
Deal found 7/15![Southwest logo]()
$352
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/206:00 am
ROC
- SJU
1 stop7h 45m
United Airlines
Tue 8/257:00 am
SJU
- ROC
2 stops16h 29m
United Airlines
Deal found 7/15![United Airlines logo]()
$361
This American Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:16 am
ROC
- SJU
1 stop8h 35m
American Airlines
Tue 9/87:03 am
SJU
- ROC
2 stops10h 23m
American Airlines
Deal found 7/18![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:53 am
ROC
- SJU
2 stops10h 02m
American Airlines
Wed 9/27:03 am
SJU
- ROC
1 stop12h 12m
American Airlines
Deal found 7/19![American Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/275:30 am
ROC
- SJU
1 stop11h 03m
Delta
Wed 9/22:59 pm
SJU
- ROC
1 stop8h 51m
Delta
Deal found 7/15![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:55 pm
ROC
- SJU
1 stop7h 10m
Southwest
Fri 9/43:20 pm
SJU
- ROC
1 stop6h 45m
Southwest
Deal found 7/18![Southwest logo]()
$316
This American Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2811:06 am
ROC
- SJU
1 stop12h 53m
American Airlines
Sun 8/307:03 am
SJU
- ROC
1 stop8h 07m
American Airlines
Deal found 7/18![American Airlines logo]()
$390
One-way flights from Rochester to CaribbeanSearch for one-way flight options from Rochester to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 19, 2026.
Search for one-way flight options from Rochester to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 9/97:05 pm
ROC
- SJU
1 stop28h 52m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$128
This American Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:41 pm
ROC
- STT
2 stops16h 37m
American Airlines
Deal found 7/16![American Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 9/57:23 pm
ROC
- SJU
2 stops29h 11m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$141
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/1210:19 am
ROC
- MBJ
1 stop5h 51m
United Airlines
Deal found 7/14![United Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:53 pm
ROC
- SJU
1 stop27h 45m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$148
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:30 am
ROC
- MBJ
1 stop7h 04m
Delta
Deal found 7/16![Delta logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/173:39 pm
ROC
- SJU
2 stops32h 18m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$152
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 9/212:26 pm
ROC
- SJU
1 stop10h 03m
Delta
Deal found 7/14![Delta logo]()
$158
This American Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 11/78:45 pm
ROC
- SXM
2 stops18h 35m
American Airlines
Deal found 7/15![American Airlines logo]()
$160
This American Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:48 am
ROC
- SJU
2 stops11h 07m
American Airlines
Deal found 7/18![American Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:30 pm
ROC
- SJU
2 stops30h 26m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$162
This American Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:43 pm
ROC
- SJU
2 stops15h 17m
American Airlines
Deal found 7/17![American Airlines logo]()
$165
Find flight deals from Rochester to Caribbean
Keep the following information in mind while searching for Rochester to Caribbean flight deals. Data was last updated July 19, 2026.
Round-trip from | $262 (Kiwi.com) |
|---|---|
One-way from | $128 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $477 |
Cheapflights Fare Finder
Customize your flight search to find flights from Rochester to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 19, 2026.
Use the filters below to find and compare flights from Rochester to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Fri 9/18
4:05 pm-10:50 pm
1 stop6h 45m
San Juan Luis Munoz Marin Intl
Thu 9/24
5:30 am-12:15 pm
1 stop6h 45m
$316
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Thu 9/17
12:55 pm-8:05 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Thu 9/24
6:30 am-3:25 pm
1 stop8h 55m
$316
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Wed 11/11
12:35 pm-10:15 pm
2 stops8h 40m
San Juan Luis Munoz Marin Intl
Mon 11/16
6:15 am-3:25 pm
2 stops10h 10m
$322
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Mon 10/5
5:45 pm-12:05 am
1 stop6h 20m
San Juan Luis Munoz Marin Intl
Sat 10/17
5:40 am-4:20 pm
1 stop10h 40m
$329
RochesterMontego Bay
ROC - MBJ
ROCMBJ
Greater Rochester Intl
Mon 9/14
7:50 pm-11:43 am
2 stops16h 53m
Montego Bay Sangster Intl
Fri 9/18
12:52 pm-9:46 am
2 stops19h 54m
$349
RochesterMontego Bay
ROC - MBJ
ROCMBJ
Greater Rochester Intl
Wed 10/28
6:30 am-12:48 pm
1 stop7h 18m
Montego Bay Sangster Intl
Sun 11/1
2:54 pm-9:45 am
2 stops18h 51m
$349
RochesterMontego Bay
ROC - MBJ
ROCMBJ
Greater Rochester Intl
Wed 10/21
5:30 am-11:25 am
1 stop6h 55m
Montego Bay Sangster Intl
Mon 10/26
12:50 pm-12:33 am
1 stop10h 43m
$352
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Mon 9/14
11:35 am-10:10 pm
2 stops10h 35m
San Juan Luis Munoz Marin Intl
Sat 10/10
1:00 pm-9:50 pm
2 stops8h 50m
$352
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Tue 10/6
12:21 pm-9:59 pm
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Fri 10/16
1:06 pm-11:57 pm
1 stop10h 51m
$381
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Tue 12/1
12:35 pm-10:15 pm
2 stops8h 40m
San Juan Luis Munoz Marin Intl
Thu 12/10
2:25 pm-9:50 pm
1 stop8h 25m
$404
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Rochester to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Rochester with our price prediction graph.
ROC-SJU
ROC-MBJ
ROC-SXM
ROC-STT
ROC-CUR
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
ROC-0CB
ROC-SJU
ROC-MBJ
ROC-SXM
ROC-STT
What is the cheapest month to book a flight from Rochester to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $423). Flying from Rochester to Caribbean in December is currently the most expensive (average of $588). 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.
How far ahead should I book a flight from Rochester to Caribbean?
The price you pay for your flight from Rochester to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 61 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated July 19, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Rochester to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Rochester to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Rochester to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Rochester to Caribbean by cabin class
Find flights from Rochester to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Rochester and Caribbean flights
Browse other Rochester and Caribbean flight options. Last updated on July 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Rochester to Caribbean flights
Consider these flights traveling from Rochester to Caribbean.
Top 5 airlines flying from Rochester to Caribbean
Discover the top 5 airlines that operate flights from Rochester to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$508 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$482 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$509 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$605 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$239 | Average$723 | FlexibilityNo cancel fee | On-time63% |