$138+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
May 29 — Jun 51
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 April 29, 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 April 29, 2026.
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/177:38 pm
ROC
- STT
2 stops17h 37m
American Airlines
Wed 5/202:30 pm
STT
- ROC
1 stop7h 48m
American Airlines
Deal found 4/29![American Airlines logo]()
$250
This American Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/25:16 pm
ROC
- STT
2 stops18h 19m
American Airlines
Tue 5/1212:47 pm
STT
- ROC
1 stop9h 13m
American Airlines
Deal found 4/25![American Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 9/76:40 pm
ROC
- STT
2 stops18h 12m
American Airlines
Wed 9/161:50 pm
STT
- ROC
2 stops19h 37m
American Airlines
Deal found 4/28![American Airlines logo]()
$284
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 9/76:00 am
ROC
- STT
1 stop7h 52m
Delta
Wed 9/162:54 pm
STT
- ROC
1 stop9h 02m
Delta
Deal found 4/28![Delta logo]()
$305
This United Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 4/2610:32 am
ROC
- MBJ
1 stop5h 38m
United Airlines
Sat 5/24:12 pm
MBJ
- ROC
1 stop16h 45m
United Airlines
Deal found 4/25![United Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 6/66:05 am
ROC
- GCM
1 stop6h 35m
American Airlines
Sat 6/134:07 pm
GCM
- ROC
2 stops17h 46m
American Airlines
Deal found 4/27![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:00 am
ROC
- STT
1 stop9h 17m
Delta
Wed 5/204:27 pm
STT
- ROC
1 stop8h 06m
Delta
Deal found 4/26![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 9/66:15 am
ROC
- SJU
2 stops14h 23m
United Airlines
Mon 9/211:00 am
SJU
- ROC
2 stops8h 37m
United Airlines
Deal found 4/28![United Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:46 pm
ROC
- GCM
2 stops17h 15m
American Airlines
Sun 6/75:12 pm
GCM
- ROC
2 stops17h 21m
American Airlines
Deal found 4/29![American Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/305:33 am
ROC
- STT
1 stop6h 33m
Delta
Thu 6/44:38 pm
STT
- ROC
1 stop7h 58m
Delta
Deal found 4/25![Delta logo]()
$334
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:30 am
ROC
- GCM
2 stops9h 40m
United Airlines
Mon 5/41:35 pm
GCM
- ROC
2 stops19h 22m
United Airlines
Deal found 4/27![United Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 12/55:18 pm
ROC
- GCM
1 stop18h 42m
American Airlines
Sat 12/122:00 pm
GCM
- ROC
1 stop20h 56m
American Airlines
Deal found 4/26![American Airlines logo]()
$335
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 April 29, 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 April 29, 2026.
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 9/76:00 am
ROC
- STT
1 stop7h 52m
Delta
Wed 9/162:54 pm
STT
- ROC
1 stop9h 02m
Delta
Deal found 4/28![Delta logo]()
$305
This American Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 6/66:05 am
ROC
- GCM
1 stop6h 35m
American Airlines
Sat 6/134:07 pm
GCM
- ROC
2 stops17h 46m
American Airlines
Deal found 4/27![American Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:30 am
ROC
- SJU
2 stops14h 08m
United Airlines
Wed 5/134:55 pm
SJU
- ROC
1 stop6h 47m
United Airlines
Deal found 4/26![United Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/1112:35 pm
ROC
- SJU
1 stop11h 05m
Southwest
Thu 5/145:35 am
SJU
- ROC
1 stop11h 00m
Southwest
Deal found 4/27![Southwest logo]()
$357
This JetBlue deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:03 am
ROC
- AUA
1 stop9h 37m
JetBlue
Wed 6/312:30 pm
AUA
- ROC
1 stop11h 07m
JetBlue
Deal found 4/28![JetBlue logo]()
$507
This American Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 10/155:46 pm
ROC
- GCM
2 stops17h 59m
American Airlines
Tue 10/201:25 pm
GCM
- ROC
2 stops19h 09m
American Airlines
Deal found 4/25![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:00 am
ROC
- STT
1 stop9h 17m
Delta
Wed 5/204:27 pm
STT
- ROC
1 stop8h 06m
Delta
Deal found 4/26![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 6/75:55 pm
ROC
- SJU
1 stop6h 45m
Southwest
Wed 6/107:00 am
SJU
- ROC
1 stop6h 40m
Southwest
Deal found 4/26![Southwest logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:46 pm
ROC
- GCM
2 stops17h 15m
American Airlines
Sun 6/75:12 pm
GCM
- ROC
2 stops19h 41m
American Airlines
Deal found 4/26![American Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 5/305:33 am
ROC
- STT
1 stop6h 33m
Delta
Thu 6/44:38 pm
STT
- ROC
1 stop7h 58m
Delta
Deal found 4/26![Delta logo]()
$334
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/304:15 pm
ROC
- SJU
1 stop7h 35m
United Airlines
Wed 6/31:00 am
SJU
- ROC
2 stops8h 53m
United Airlines
Deal found 4/28![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/105:33 am
ROC
- MBJ
1 stop6h 53m
Delta
Thu 6/412:51 pm
MBJ
- ROC
1 stop10h 45m
Delta
Deal found 4/27![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 10/208:00 am
ROC
- MBJ
1 stop6h 58m
American Airlines
Tue 10/275:00 pm
MBJ
- ROC
2 stops17h 26m
American Airlines
Deal found 4/29![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/136:00 am
ROC
- MBJ
1 stop10h 10m
United Airlines
Thu 6/44:12 pm
MBJ
- ROC
1 stop6h 47m
United Airlines
Deal found 4/27![United Airlines logo]()
$396
This Southwest deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/712:35 pm
ROC
- SJU
1 stop11h 05m
Southwest
Sun 5/105:35 am
SJU
- ROC
1 stop13h 10m
Southwest
Deal found 4/24![Southwest logo]()
$397
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/105:33 am
ROC
- MBJ
1 stop6h 53m
Delta
Wed 6/312:51 pm
MBJ
- ROC
1 stop10h 42m
Delta
Deal found 4/27![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/106:28 pm
ROC
- MBJ
2 stops18h 23m
American Airlines
Thu 6/45:17 pm
MBJ
- ROC
2 stops17h 11m
American Airlines
Deal found 4/28![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/76:00 am
ROC
- NAS
1 stop5h 28m
United Airlines
Wed 6/1012:35 pm
NAS
- ROC
1 stop10h 43m
United Airlines
Deal found 4/29![United Airlines logo]()
$398
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 7/75:30 am
ROC
- STT
1 stop6h 41m
Delta
Tue 7/144:31 pm
STT
- ROC
1 stop8h 22m
Delta
Deal found 4/27![Delta logo]()
$355
This American Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 8/258:00 am
ROC
- MBJ
1 stop6h 58m
American Airlines
Sat 8/295:13 pm
MBJ
- ROC
2 stops16h 42m
American Airlines
Deal found 4/24![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 6/412:55 pm
ROC
- SJU
2 stops11h 10m
Southwest
Wed 6/103:45 pm
SJU
- ROC
1 stop7h 00m
Southwest
Deal found 4/28![Southwest logo]()
$434
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/266:10 am
ROC
- AUA
1 stop6h 30m
United Airlines
Tue 6/23:10 pm
AUA
- ROC
2 stops18h 17m
United Airlines
Deal found 4/27![United Airlines logo]()
$404
This United Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 6/76:00 am
ROC
- NAS
1 stop5h 28m
United Airlines
Sat 6/1312:35 pm
NAS
- ROC
1 stop5h 47m
United Airlines
Deal found 4/26![United Airlines logo]()
$407
This Southwest deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/282:15 pm
ROC
- SJU
1 stop7h 45m
Southwest
Tue 8/45:15 am
SJU
- ROC
2 stops12h 15m
Southwest
Deal found 4/24![Southwest logo]()
$454
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 6/411:48 am
ROC
- SDQ
1 stop12h 53m
Delta
Thu 6/112:05 pm
SDQ
- ROC
1 stop10h 51m
Delta
Deal found 4/24![Delta logo]()
$386
This American Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 6/36:20 am
ROC
- SDQ
2 stops16h 35m
American Airlines
Fri 6/121:45 pm
SDQ
- ROC
1 stop10h 07m
American Airlines
Deal found 4/24![American Airlines logo]()
$391
This Southwest deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 6/115:50 pm
ROC
- SJU
1 stop6h 25m
Southwest
Wed 6/1710:00 am
SJU
- ROC
1 stop12h 45m
Southwest
Deal found 4/24![Southwest logo]()
$471
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/135:30 am
ROC
- STT
1 stop6h 41m
Delta
Mon 7/204:31 pm
STT
- ROC
1 stop8h 22m
Delta
Deal found 4/27![Delta logo]()
$393
This American Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 5/126:20 pm
ROC
- MBJ
1 stop15h 53m
American Airlines
Wed 5/2010:17 am
MBJ
- ROC
1 stop6h 21m
American Airlines
Deal found 4/26![American Airlines logo]()
$394
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/66:15 am
ROC
- GCM
1 stop8h 15m
United Airlines
Sat 6/132:40 pm
GCM
- ROC
1 stop7h 59m
United Airlines
Deal found 4/29![United Airlines logo]()
$441
Last-minute flights from Rochester to CaribbeanDiscover last-minute flight deals from Rochester to Caribbean. Data last updated April 29, 2026 and is based on user searches.
Discover last-minute flight deals from Rochester to Caribbean. Data last updated April 29, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/25:16 pm
ROC
- STT
2 stops18h 19m
American Airlines
Tue 5/1212:47 pm
STT
- ROC
1 stop9h 13m
American Airlines
Deal found 4/25![American Airlines logo]()
$275
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/210:32 am
ROC
- GCM
1 stop5h 38m
United Airlines
Mon 5/41:35 pm
GCM
- ROC
2 stops19h 22m
United Airlines
Deal found 4/27![United Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/25:26 am
ROC
- STT
1 stop6h 46m
Delta
Tue 5/124:27 pm
STT
- ROC
1 stop8h 06m
Delta
Deal found 4/25![Delta logo]()
$342
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/25:02 pm
ROC
- MBJ
2 stops17h 11m
American Airlines
Sat 5/94:37 pm
MBJ
- ROC
2 stops16h 56m
American Airlines
Deal found 4/29![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:30 am
ROC
- SJU
2 stops14h 08m
United Airlines
Wed 5/134:55 pm
SJU
- ROC
1 stop6h 47m
United Airlines
Deal found 4/26![United Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/94:35 pm
ROC
- SJU
1 stop7h 05m
Southwest
Thu 5/145:35 am
SJU
- ROC
1 stop6h 20m
Southwest
Deal found 4/25![Southwest logo]()
$357
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
ROC
- MBJ
1 stop6h 53m
Delta
Thu 6/412:51 pm
MBJ
- ROC
1 stop10h 45m
Delta
Deal found 4/28![Delta logo]()
$352
This United Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 5/126:30 am
ROC
- SJU
2 stops14h 54m
United Airlines
Fri 5/157:20 am
SJU
- ROC
1 stop6h 55m
United Airlines
Deal found 4/26![United Airlines logo]()
$347
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/136:00 am
ROC
- MBJ
1 stop10h 10m
United Airlines
Sat 5/164:12 pm
MBJ
- ROC
1 stop16h 45m
United Airlines
Deal found 4/27![United Airlines logo]()
$348
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/177:38 pm
ROC
- STT
2 stops17h 37m
American Airlines
Wed 5/202:30 pm
STT
- ROC
1 stop7h 48m
American Airlines
Deal found 4/29![American Airlines logo]()
$250
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:00 am
ROC
- STT
1 stop9h 17m
Delta
Wed 5/204:27 pm
STT
- ROC
1 stop8h 06m
Delta
Deal found 4/26![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/305:33 am
ROC
- STT
1 stop6h 33m
Delta
Thu 6/44:38 pm
STT
- ROC
1 stop7h 58m
Delta
Deal found 4/25![Delta logo]()
$334
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 April 29, 2026.
Search for one-way flight options from Rochester to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/57:44 pm
ROC
- MBJ
2 stops16h 59m
United Airlines
Deal found 4/28![United Airlines logo]()
$138
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/304:00 pm
ROC
- SJU
1 stop7h 35m
Delta
Deal found 4/28![Delta logo]()
$138
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/44:05 pm
ROC
- SJU
1 stop7h 54m
Delta
Deal found 4/27![Delta logo]()
$151
This American Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:07 am
ROC
- SXM
1 stop7h 14m
American Airlines
Deal found 4/27![American Airlines logo]()
$156
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/2710:42 am
ROC
- SJU
1 stop12h 19m
American Airlines
Deal found 4/28![American Airlines logo]()
$156
This American Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 6/197:40 pm
ROC
- SXM
2 stops20h 02m
American Airlines
Deal found 4/26![American Airlines logo]()
$164
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 6/25:33 am
ROC
- AUA
1 stop7h 07m
Delta
Deal found 4/26![Delta logo]()
$167
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/206:28 pm
ROC
- GCM
2 stops17h 33m
American Airlines
Deal found 4/28![American Airlines logo]()
$169
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 8/66:58 pm
ROC
- PUJ
2 stops16h 04m
American Airlines
Deal found 4/28![American Airlines logo]()
$170
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 7/265:00 am
ROC
- NAS
1 stop5h 01m
American Airlines
Deal found 4/28![American Airlines logo]()
$171
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/134:05 pm
ROC
- SJU
1 stop6h 35m
Southwest
Deal found 4/27![Southwest logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/2912:04 pm
ROC
- SJU
2 stops15h 57m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$179
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 April 29, 2026.
Round-trip from | $250 (American Airlines) |
|---|---|
One-way from | $138 (United Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $395 |
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 April 29, 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
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Mon 9/7
6:00 am-1:52 pm
1 stop7h 52m
Saint Thomas Island Cyril E King
Wed 9/16
2:54 pm-11:56 pm
1 stop9h 02m
$305
RochesterGeorge Town
ROC - GCM
ROCGCM
Greater Rochester Intl
Sat 6/6
6:05 am-11:40 am
1 stop6h 35m
George Town Owen Roberts Intl
Sat 6/13
4:07 pm-10:53 am
2 stops17h 46m
$326
RochesterGeorge Town
ROC - GCM
ROCGCM
Greater Rochester Intl
Thu 10/15
5:46 pm-10:45 am
2 stops17h 59m
George Town Owen Roberts Intl
Tue 10/20
1:25 pm-9:34 am
2 stops19h 09m
$326
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Sun 5/17
6:00 am-3:17 pm
1 stop9h 17m
Saint Thomas Island Cyril E King
Wed 5/20
4:27 pm-12:33 am
1 stop8h 06m
$327
RochesterGeorge Town
ROC - GCM
ROCGCM
Greater Rochester Intl
Thu 6/4
6:46 pm-11:01 am
2 stops17h 15m
George Town Owen Roberts Intl
Sun 6/7
5:12 pm-1:53 pm
2 stops19h 41m
$331
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Sat 5/30
5:33 am-12:06 pm
1 stop6h 33m
Saint Thomas Island Cyril E King
Thu 6/4
4:38 pm-12:36 am
1 stop7h 58m
$334
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Sat 5/9
6:30 am-8:38 pm
2 stops14h 08m
San Juan Luis Munoz Marin Intl
Wed 5/13
4:55 pm-11:42 pm
1 stop6h 47m
$343
RochesterMontego Bay
ROC - MBJ
ROCMBJ
Greater Rochester Intl
Sun 5/10
5:33 am-11:26 am
1 stop6h 53m
Montego Bay Sangster Intl
Thu 6/4
12:51 pm-12:36 am
1 stop10h 45m
$352
RochesterMontego Bay
ROC - MBJ
ROCMBJ
Greater Rochester Intl
Sun 5/10
5:33 am-11:26 am
1 stop6h 53m
Montego Bay Sangster Intl
Wed 6/3
12:51 pm-12:33 am
1 stop10h 42m
$352
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Tue 7/7
5:30 am-12:11 pm
1 stop6h 41m
Saint Thomas Island Cyril E King
Tue 7/14
4:31 pm-12:53 am
1 stop8h 22m
$355
Showing 1-10 of 58 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-STT
ROC-MBJ
ROC-GCM
ROC-SJU
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
ROC-0CB
ROC-STT
ROC-MBJ
ROC-GCM
ROC-SJU
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 50 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Rochester to Caribbean?
Currently, April is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $103). Flying from Rochester to Caribbean in January is currently the most expensive (average of $876). 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
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 April 29, 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.
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
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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
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 April 29, 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 6 airlines flying from Rochester to Caribbean
Discover the top 6 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 April 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$512 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$484 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$514 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$216 | Average$355 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$232 | Average$593 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$235 | Average$733 | FlexibilityNo cancel fee | On-time63% |