$123+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
May 22 — May 291
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 22, 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 22, 2026.
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Sun 5/177:38 pm
ROC
- STT
2 stops17h 37m
American Airlines
Wed 5/2011:27 am
STT
- ROC
1 stop10h 33m
American Airlines
Deal found 4/19![American Airlines logo]()
$250
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Sat 5/307:41 pm
ROC
- STT
2 stops20h 17m
American Airlines
Thu 6/44:42 pm
STT
- ROC
2 stops17h 25m
American Airlines
Deal found 4/19![American Airlines logo]()
$267
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/1212:47 pm
STT
- ROC
1 stop9h 13m
American Airlines
Deal found 4/21![American Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 9/75:58 pm
ROC
- STT
2 stops18h 54m
American Airlines
Wed 9/161:50 pm
STT
- ROC
2 stops19h 37m
American Airlines
Deal found 4/21![American Airlines logo]()
$284
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 4/20![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/46:00 am
ROC
- GCM
1 stop6h 54m
Delta
Thu 6/1112:59 pm
GCM
- ROC
1 stop9h 58m
Delta
Deal found 4/20![Delta logo]()
$321
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Fri 7/37:31 pm
ROC
- GCM
1 stop17h 17m
American Airlines
Sat 7/112:19 pm
GCM
- ROC
2 stops19h 35m
American Airlines
Deal found 4/19![American Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 11/75:25 pm
ROC
- GCM
1 stop19h 15m
American Airlines
Sat 11/142:00 pm
GCM
- ROC
1 stop9h 58m
American Airlines
Deal found 4/21![American Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 4/19. 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.
Wed 10/146:20 am
ROC
- SJU
1 stop8h 24m
United Airlines
Wed 10/287:10 am
SJU
- ROC
1 stop9h 35m
United Airlines
Deal found 4/19![United Airlines logo]()
$331
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 4/20![Southwest logo]()
$333
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/26:00 am
ROC
- GCM
2 stops10h 03m
American Airlines
Mon 5/412:35 pm
GCM
- ROC
2 stops20h 58m
American Airlines
Deal found 4/21![American Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 4/20![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 22, 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 22, 2026.
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/2011:27 am
STT
- ROC
1 stop10h 33m
American Airlines
Deal found 4/20![American Airlines logo]()
$250
This Delta deal was found by Cheapflights users on 4/18. 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 5/305:33 am
ROC
- STT
1 stop6h 33m
Delta
Thu 6/44:38 pm
STT
- ROC
1 stop7h 58m
Delta
Deal found 4/18![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 8/1111:55 am
ROC
- SJU
2 stops9h 10m
Southwest
Sun 8/166:35 am
SJU
- ROC
1 stop7h 45m
Southwest
Deal found 4/20![Southwest logo]()
$338
This United Airlines deal was found by Cheapflights users on 4/19. 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 5/26:30 am
ROC
- GCM
1 stop8h 00m
United Airlines
Mon 5/41:35 pm
GCM
- ROC
2 stops19h 22m
United Airlines
Deal found 4/19![United Airlines logo]()
$350
This JetBlue deal was found by Cheapflights users on 4/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:10 am
ROC
- SDQ
1 stop6h 08m
JetBlue
Wed 9/163:35 pm
SDQ
- ROC
1 stop7h 56m
JetBlue
Deal found 4/17![JetBlue logo]()
$414
This American Airlines deal was found by Cheapflights users on 4/18. 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 5/25:16 pm
ROC
- STT
2 stops17h 31m
American Airlines
Tue 5/125:05 pm
STT
- ROC
2 stops18h 35m
American Airlines
Deal found 4/18![American Airlines logo]()
$250
This American Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/75:43 pm
ROC
- STT
2 stops17h 04m
American Airlines
Tue 5/121:15 pm
STT
- ROC
1 stop8h 11m
American Airlines
Deal found 4/22![American Airlines logo]()
$250
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/46:00 am
ROC
- GCM
1 stop6h 54m
Delta
Thu 6/1112:59 pm
GCM
- ROC
1 stop9h 58m
Delta
Deal found 4/20![Delta logo]()
$321
This Southwest deal was found by Cheapflights users on 4/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/812:40 pm
ROC
- SJU
1 stop9h 15m
Southwest
Fri 8/146:00 am
SJU
- ROC
2 stops12h 05m
Southwest
Deal found 4/19![Southwest logo]()
$358
This United Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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
- MBJ
1 stop7h 20m
United Airlines
Thu 5/144:12 pm
MBJ
- ROC
1 stop6h 30m
United Airlines
Deal found 4/20![United Airlines logo]()
$378
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 4/21![Delta logo]()
$350
This American Airlines deal was found by Cheapflights users on 4/18. 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 6/65:00 am
ROC
- GCM
1 stop11h 07m
American Airlines
Sat 6/133:35 pm
GCM
- ROC
2 stops18h 19m
American Airlines
Deal found 4/18![American Airlines logo]()
$326
This Southwest deal was found by Cheapflights users on 4/18. 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.
Tue 7/214:25 pm
ROC
- SJU
1 stop6h 20m
Southwest
Wed 8/58:20 am
SJU
- ROC
1 stop6h 20m
Southwest
Deal found 4/18![Southwest logo]()
$386
This JetBlue deal was found by Cheapflights users on 4/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:10 am
ROC
- PUJ
1 stop6h 45m
JetBlue
Thu 10/13:46 pm
PUJ
- ROC
1 stop7h 45m
JetBlue
Deal found 4/17![JetBlue logo]()
$429
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 8/256:00 am
ROC
- MBJ
2 stops10h 34m
Delta
Tue 9/14:59 pm
MBJ
- ROC
2 stops15h 44m
Delta
Deal found 4/20![Delta logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Fri 7/37:31 pm
ROC
- GCM
1 stop17h 17m
American Airlines
Tue 7/145:12 pm
GCM
- ROC
2 stops17h 22m
American Airlines
Deal found 4/19![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/45:26 am
ROC
- STT
1 stop6h 46m
Delta
Sat 5/94:27 pm
STT
- ROC
1 stop8h 06m
Delta
Deal found 4/20![Delta logo]()
$357
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2412:10 pm
ROC
- SDQ
1 stop9h 25m
JetBlue
Sun 6/2810:17 am
SDQ
- ROC
1 stop13h 22m
JetBlue
Deal found 4/19![JetBlue logo]()
$444
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/27:00 am
ROC
- GCM
2 stops9h 03m
American Airlines
Mon 5/412:35 pm
GCM
- ROC
2 stops20h 58m
American Airlines
Deal found 4/21![American Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 4/18. 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 5/22:35 pm
ROC
- SJU
1 stop9h 15m
United Airlines
Tue 5/127:40 am
SJU
- ROC
1 stop9h 05m
United Airlines
Deal found 4/18![United Airlines logo]()
$449
This Southwest deal was found by Cheapflights users on 4/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/125:50 pm
ROC
- SJU
1 stop6h 25m
Southwest
Fri 6/195:30 am
SJU
- ROC
1 stop11h 45m
Southwest
Deal found 4/19![Southwest logo]()
$428
This Delta deal was found by Cheapflights users on 4/17. 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.
Sat 5/305:33 am
ROC
- AUA
1 stop7h 07m
Delta
Thu 6/41:55 pm
AUA
- ROC
1 stop10h 41m
Delta
Deal found 4/17![Delta logo]()
$361
This United Airlines deal was found by Cheapflights users on 4/18. 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 5/96:30 am
ROC
- MBJ
1 stop7h 20m
United Airlines
Sat 5/161:52 pm
MBJ
- ROC
1 stop30h 03m
United Airlines
Deal found 4/18![United Airlines logo]()
$452
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:03 am
ROC
- PUJ
1 stop6h 39m
JetBlue
Sat 6/612:09 pm
PUJ
- ROC
1 stop11h 28m
JetBlue
Deal found 4/17![JetBlue logo]()
$459
This American Airlines deal was found by Cheapflights users on 4/18. 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.
Thu 6/46:46 pm
ROC
- GCM
2 stops17h 15m
American Airlines
Sun 6/75:12 pm
GCM
- ROC
2 stops20h 40m
American Airlines
Deal found 4/18![American Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 4/16. 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.
Wed 5/1312:35 pm
ROC
- SJU
1 stop10h 05m
Southwest
Mon 6/15:35 am
SJU
- ROC
1 stop6h 20m
Southwest
Deal found 4/16![Southwest logo]()
$434
This Delta deal was found by Cheapflights users on 4/17. 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.
Sat 5/305:33 am
ROC
- SXM
1 stop8h 33m
Delta
Thu 6/43:20 pm
SXM
- ROC
1 stop8h 37m
Delta
Deal found 4/17![Delta logo]()
$367
This Orbitz deal was found by Cheapflights users on 4/17. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:30 am
ROC
- BGI
3 stops30h 10m
Multiple Airlines
Fri 5/224:20 pm
BGI
- ROC
2 stops29h 03m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$1,208
This American Airlines deal was found by Cheapflights users on 4/17. 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 8/17:02 pm
ROC
- MBJ
2 stops17h 45m
American Airlines
Sat 8/85:13 pm
MBJ
- ROC
2 stops17h 15m
American Airlines
Deal found 4/17![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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
- SXM
1 stop7h 47m
Delta
Sat 5/93:20 pm
SXM
- ROC
1 stop8h 37m
Delta
Deal found 4/20![Delta logo]()
$367
Last-minute flights from Rochester to CaribbeanDiscover last-minute flight deals from Rochester to Caribbean. Data last updated April 22, 2026 and is based on user searches.
Discover last-minute flight deals from Rochester to Caribbean. Data last updated April 22, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/17. 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 4/274:00 pm
ROC
- SJU
1 stop7h 40m
Southwest
Tue 5/53:15 pm
SJU
- ROC
1 stop6h 50m
Southwest
Deal found 4/17![Southwest logo]()
$351
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/16:28 pm
ROC
- SJU
1 stop16h 20m
American Airlines
Sat 5/96:00 am
SJU
- ROC
1 stop8h 44m
American Airlines
Deal found 4/17![American Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/1212:47 pm
STT
- ROC
1 stop9h 13m
American Airlines
Deal found 4/21![American Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/26:00 am
ROC
- GCM
2 stops10h 03m
American Airlines
Mon 5/412:35 pm
GCM
- ROC
2 stops20h 58m
American Airlines
Deal found 4/21![American Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Sat 5/22:35 pm
ROC
- SJU
1 stop9h 15m
United Airlines
Tue 5/57:20 am
SJU
- ROC
1 stop6h 55m
United Airlines
Deal found 4/17![United Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/26:18 am
ROC
- SJU
1 stop10h 05m
Delta
Tue 5/127:05 am
SJU
- ROC
1 stop11h 14m
Delta
Deal found 4/21![Delta logo]()
$348
This United Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/26:00 am
ROC
- GCM
1 stop10h 10m
United Airlines
Mon 5/41:35 pm
GCM
- ROC
2 stops19h 22m
United Airlines
Deal found 4/21![United Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 4/20![Southwest logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1112:04 pm
ROC
- SJU
2 stops12h 17m
Multiple Airlines
Thu 5/147:00 am
SJU
- ROC
1 stop28h 24m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$342
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Sun 5/177:38 pm
ROC
- STT
2 stops17h 37m
American Airlines
Wed 5/2011:27 am
STT
- ROC
1 stop10h 33m
American Airlines
Deal found 4/19![American Airlines logo]()
$250
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Sat 5/307:41 pm
ROC
- STT
2 stops20h 17m
American Airlines
Thu 6/44:42 pm
STT
- ROC
2 stops17h 25m
American Airlines
Deal found 4/19![American Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 4/20![Delta logo]()
$317
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 22, 2026.
Search for one-way flight options from Rochester to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/310:13 am
ROC
- SJU
1 stop26h 10m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Mon 5/46:20 pm
ROC
- SJU
1 stop22h 23m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$136
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/194:00 pm
ROC
- SJU
1 stop7h 35m
Delta
Deal found 4/20![Delta logo]()
$138
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Mon 5/187:38 pm
ROC
- SXM
2 stops19h 44m
American Airlines
Deal found 4/17![American Airlines logo]()
$139
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/312:48 pm
ROC
- SJU
1 stop10h 25m
Delta
Deal found 4/20![Delta logo]()
$151
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:28 pm
ROC
- MBJ
1 stop15h 45m
American Airlines
Deal found 4/20![American Airlines logo]()
$152
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/306:05 am
ROC
- SJU
1 stop6h 41m
American Airlines
Deal found 4/21![American Airlines logo]()
$154
This United Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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
Deal found 4/21![United Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Sat 5/237:38 pm
ROC
- SJU
2 stops28h 21m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$155
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/136:45 am
ROC
- MBJ
2 stops9h 52m
American Airlines
Deal found 4/21![American Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/307:38 pm
ROC
- SJU
2 stops28h 21m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$158
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 4/20![American Airlines logo]()
$169
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 22, 2026.
Round-trip from | $250 (American Airlines) |
|---|---|
One-way from | $123 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $377 |
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 22, 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
Sun 5/17
7:38 pm-1:15 pm
2 stops17h 37m
Saint Thomas Island Cyril E King
Wed 5/20
11:27 am-10:00 pm
1 stop10h 33m
$250
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Sat 5/2
5:16 pm-10:47 am
2 stops17h 31m
Saint Thomas Island Cyril E King
Tue 5/12
5:05 pm-11:40 am
2 stops18h 35m
$250
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Thu 5/7
5:43 pm-10:47 am
2 stops17h 04m
Saint Thomas Island Cyril E King
Tue 5/12
1:15 pm-9:26 pm
1 stop8h 11m
$250
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
$317
RochesterGeorge Town
ROC - GCM
ROCGCM
Greater Rochester Intl
Thu 6/4
6:00 am-11:54 am
1 stop6h 54m
George Town Owen Roberts Intl
Thu 6/11
12:59 pm-11:57 pm
1 stop9h 58m
$321
RochesterGeorge Town
ROC - GCM
ROCGCM
Greater Rochester Intl
Sat 6/6
5:00 am-3:07 pm
1 stop11h 07m
George Town Owen Roberts Intl
Sat 6/13
3:35 pm-10:54 am
2 stops18h 19m
$326
RochesterGeorge Town
ROC - GCM
ROCGCM
Greater Rochester Intl
Fri 7/3
7:31 pm-11:48 am
1 stop17h 17m
George Town Owen Roberts Intl
Tue 7/14
5:12 pm-11:34 am
2 stops17h 22m
$326
RochesterGeorge Town
ROC - GCM
ROCGCM
Greater Rochester Intl
Sat 5/2
7:00 am-3:03 pm
2 stops9h 03m
George Town Owen Roberts Intl
Mon 5/4
12:35 pm-10:33 am
2 stops20h 58m
$334
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Tue 8/11
11:55 am-9:05 pm
2 stops9h 10m
San Juan Luis Munoz Marin Intl
Sun 8/16
6:35 am-2:20 pm
1 stop7h 45m
$338
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-2:52 pm
2 stops20h 40m
$345
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-STT
ROC-SJU
ROC-GCM
ROC-SDQ
ROC-MBJ
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-SJU
ROC-GCM
ROC-SDQ
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 22, 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.
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
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 22, 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 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$506 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$487 | 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$598 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$235 | Average$680 | FlexibilityNo cancel fee | On-time63% |