$117+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Aug 12 — Aug 191
Round-trip
1 adult, Economy
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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 13, 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 13, 2026.
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:36 pm
ROC
- STT
2 stops19h 19m
American Airlines
Sat 10/313:46 pm
STT
- ROC
2 stops20h 16m
American Airlines
Deal found 7/9![American Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:36 pm
ROC
- SJU
2 stops29h 40m
Multiple Airlines
Sat 10/175:12 pm
SJU
- ROC
1 stop26h 21m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Wed 10/215:12 pm
SJU
- ROC
1 stop26h 01m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$272
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:00 am
ROC
- SJU
2 stops14h 38m
United Airlines
Wed 9/91:25 pm
SJU
- ROC
2 stops10h 19m
United Airlines
Deal found 7/9![United Airlines logo]()
$296
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1911:25 am
ROC
- SJU
1 stop12h 40m
Southwest
Wed 10/285:05 am
SJU
- ROC
1 stop7h 55m
Southwest
Deal found 7/11![Southwest logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:36 pm
ROC
- SJU
2 stops23h 00m
Multiple Airlines
Sat 10/175:12 pm
SJU
- ROC
1 stop26h 21m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 7/11![Multiple Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/34:17 pm
ROC
- SJU
1 stop7h 35m
Delta
Thu 9/102:59 pm
SJU
- ROC
1 stop8h 53m
Delta
Deal found 7/12![Delta logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sat 10/175:12 pm
SJU
- ROC
1 stop26h 21m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:57 am
ROC
- SJU
1 stop14h 27m
American Airlines
Tue 8/257:03 am
SJU
- ROC
1 stop11h 12m
American Airlines
Deal found 7/10![American Airlines logo]()
$322
This United Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:00 am
ROC
- MBJ
1 stop8h 14m
United Airlines
Tue 11/33:20 pm
MBJ
- ROC
2 stops18h 41m
United Airlines
Deal found 7/11![United Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/510:48 am
ROC
- SJU
1 stop11h 36m
American Airlines
Wed 8/127:03 am
SJU
- ROC
2 stops10h 23m
American Airlines
Deal found 7/10![American Airlines logo]()
$327
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 13, 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 13, 2026.
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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
Sat 10/313:46 pm
STT
- ROC
2 stops20h 16m
American Airlines
Deal found 7/8![American Airlines logo]()
$212
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:35 pm
ROC
- SJU
1 stop6h 35m
Southwest
Sat 10/175:40 am
SJU
- ROC
1 stop6h 15m
Southwest
Deal found 7/11![Southwest logo]()
$309
This United Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:50 pm
ROC
- MBJ
2 stops16h 23m
United Airlines
Tue 11/31:25 pm
MBJ
- ROC
2 stops10h 22m
United Airlines
Deal found 7/11![United Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:30 am
ROC
- SJU
1 stop6h 26m
Delta
Wed 10/217:00 am
SJU
- ROC
1 stop9h 21m
Delta
Deal found 7/12![Delta logo]()
$358
This JetBlue deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:38 am
ROC
- SXM
1 stop7h 16m
JetBlue
Thu 9/311:20 am
SXM
- ROC
1 stop12h 44m
JetBlue
Deal found 7/9![JetBlue logo]()
$482
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:55 pm
ROC
- SJU
1 stop7h 10m
Southwest
Tue 9/86:00 am
SJU
- ROC
1 stop11h 30m
Southwest
Deal found 7/13![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 9/85:30 am
ROC
- MBJ
1 stop7h 04m
Delta
Tue 9/1512:59 pm
MBJ
- ROC
1 stop10h 13m
Delta
Deal found 7/8![Delta logo]()
$362
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 9/87:50 pm
ROC
- MBJ
2 stops16h 53m
United Airlines
Tue 9/1512:52 pm
MBJ
- ROC
2 stops19h 54m
United Airlines
Deal found 7/8![United Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:10 pm
ROC
- SJU
1 stop8h 50m
Southwest
Sun 8/305:30 am
SJU
- ROC
1 stop6h 50m
Southwest
Deal found 7/13![Southwest logo]()
$339
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:05 pm
ROC
- STT
2 stops19h 46m
American Airlines
Wed 10/73:46 pm
STT
- ROC
2 stops18h 34m
American Airlines
Deal found 7/9![American Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:30 am
ROC
- MBJ
1 stop6h 55m
Delta
Mon 10/2612:50 pm
MBJ
- ROC
1 stop10h 43m
Delta
Deal found 7/12![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1211:25 am
ROC
- SJU
1 stop12h 40m
Southwest
Fri 10/165:35 pm
SJU
- ROC
1 stop6h 15m
Southwest
Deal found 7/10![Southwest logo]()
$343
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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 7/13![United Airlines logo]()
$386
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:05 pm
ROC
- STT
2 stops19h 46m
American Airlines
Sun 10/113:46 pm
STT
- ROC
2 stops18h 34m
American Airlines
Deal found 7/10![American Airlines logo]()
$396
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:30 am
ROC
- SJU
1 stop6h 38m
Delta
Wed 9/22:59 pm
SJU
- ROC
1 stop8h 51m
Delta
Deal found 7/9![Delta logo]()
$381
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 9/66:08 am
ROC
- SJU
1 stop6h 46m
United Airlines
Mon 9/211:00 am
SJU
- ROC
2 stops13h 14m
United Airlines
Deal found 7/8![United Airlines logo]()
$386
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/1412:55 pm
ROC
- SJU
1 stop9h 15m
Southwest
Mon 8/315:00 am
SJU
- ROC
1 stop10h 25m
Southwest
Deal found 7/8![Southwest logo]()
$353
This JetBlue deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:38 am
ROC
- AUA
1 stop10h 00m
JetBlue
Thu 9/34:17 pm
AUA
- ROC
1 stop7h 47m
JetBlue
Deal found 7/9![JetBlue logo]()
$496
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:00 am
ROC
- AUA
1 stop8h 10m
Delta
Tue 8/41:55 pm
AUA
- ROC
1 stop10h 58m
Delta
Deal found 7/9![Delta logo]()
$381
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:00 am
ROC
- SJU
1 stop6h 15m
United Airlines
Thu 10/294:50 pm
SJU
- ROC
1 stop6h 57m
United Airlines
Deal found 7/10![United Airlines logo]()
$386
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 10/141:35 pm
ROC
- SJU
1 stop8h 15m
Southwest
Sat 11/76:45 am
SJU
- ROC
1 stop6h 35m
Southwest
Deal found 7/8![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:00 am
ROC
- AUA
1 stop9h 25m
United Airlines
Mon 11/235:35 pm
AUA
- ROC
2 stops17h 26m
United Airlines
Deal found 7/9![United Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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
- AUA
2 stops9h 34m
American Airlines
Sun 8/304:50 pm
AUA
- ROC
2 stops17h 17m
American Airlines
Deal found 7/8![American Airlines logo]()
$480
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:30 am
ROC
- PUJ
1 stop6h 58m
Delta
Mon 11/22:53 pm
PUJ
- ROC
1 stop10h 40m
Delta
Deal found 7/11![Delta logo]()
$417
This JetBlue deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:10 am
ROC
- AUA
1 stop8h 20m
JetBlue
Fri 9/181:40 pm
AUA
- ROC
1 stop9h 51m
JetBlue
Deal found 7/11![JetBlue logo]()
$605
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 9/76:00 am
ROC
- MBJ
1 stop6h 43m
United Airlines
Mon 9/1412:52 pm
MBJ
- ROC
2 stops24h 22m
United Airlines
Deal found 7/8![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3010:00 am
ROC
- PUJ
2 stops26h 15m
Delta
Fri 12/115:05 pm
PUJ
- ROC
1 stop7h 48m
Delta
Deal found 7/12![Delta logo]()
$422
This American Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:40 pm
ROC
- STX
2 stops19h 24m
American Airlines
Tue 8/258:04 am
STX
- ROC
2 stops15h 15m
American Airlines
Deal found 7/11![American Airlines logo]()
$540
This American Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:41 pm
ROC
- STX
2 stops20h 23m
American Airlines
Tue 8/188:04 am
STX
- ROC
2 stops15h 15m
American Airlines
Deal found 7/11![American Airlines logo]()
$540
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:00 am
ROC
- PUJ
1 stop6h 08m
United Airlines
Mon 11/26:35 pm
PUJ
- ROC
2 stops16h 10m
United Airlines
Deal found 7/10![United Airlines logo]()
$448
Last-minute flights from Rochester to CaribbeanDiscover last-minute flight deals from Rochester to Caribbean. Data last updated July 13, 2026 and is based on user searches.
Discover last-minute flight deals from Rochester to Caribbean. Data last updated July 13, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 7/306:00 am
ROC
- AUA
1 stop8h 10m
Delta
Tue 8/41:55 pm
AUA
- ROC
1 stop10h 58m
Delta
Deal found 7/8![Delta logo]()
$381
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:00 am
ROC
- SJU
2 stops11h 33m
American Airlines
Wed 8/127:03 am
SJU
- ROC
2 stops10h 23m
American Airlines
Deal found 7/10![American Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/1412:55 pm
ROC
- SJU
1 stop9h 15m
Southwest
Mon 8/315:00 am
SJU
- ROC
1 stop10h 25m
Southwest
Deal found 7/8![Southwest logo]()
$353
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:57 am
ROC
- SJU
1 stop14h 27m
American Airlines
Tue 8/257:03 am
SJU
- ROC
1 stop11h 12m
American Airlines
Deal found 7/10![American Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:05 pm
ROC
- SJU
1 stop6h 45m
Southwest
Wed 8/266:00 am
SJU
- ROC
1 stop6h 15m
Southwest
Deal found 7/9![Southwest logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:23 pm
ROC
- SJU
2 stops29h 11m
Multiple Airlines
Thu 8/273:28 pm
SJU
- ROC
1 stop19h 56m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$365
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:35 am
ROC
- SJU
2 stops10h 35m
Southwest
Mon 8/316:00 am
SJU
- ROC
2 stops12h 05m
Southwest
Deal found 7/10![Southwest logo]()
$366
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:10 pm
ROC
- SJU
1 stop8h 50m
Southwest
Sun 8/305:30 am
SJU
- ROC
1 stop6h 50m
Southwest
Deal found 7/13![Southwest logo]()
$339
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/266:08 am
ROC
- AUA
1 stop6h 32m
United Airlines
Sun 8/303:10 pm
AUA
- ROC
2 stops18h 28m
United Airlines
Deal found 7/8![United Airlines logo]()
$396
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:30 am
ROC
- SJU
1 stop11h 03m
Delta
Wed 9/22:59 pm
SJU
- ROC
1 stop8h 51m
Delta
Deal found 7/13![Delta logo]()
$358
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/293:15 pm
ROC
- SJU
1 stop6h 40m
Southwest
Tue 9/16:00 am
SJU
- ROC
1 stop11h 30m
Southwest
Deal found 7/10![Southwest logo]()
$296
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:30 am
ROC
- SJU
2 stops14h 08m
United Airlines
Tue 9/17:00 am
SJU
- ROC
2 stops14h 29m
United Airlines
Deal found 7/10![United Airlines logo]()
$333
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 13, 2026.
Search for one-way flight options from Rochester to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Deal found 7/11![Multiple Airlines logo]()
$117
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/136:20 am
ROC
- MBJ
2 stops9h 50m
United Airlines
Deal found 7/8![United Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:05 pm
ROC
- SJU
1 stop28h 52m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$144
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:30 am
ROC
- SJU
1 stop6h 26m
Delta
Deal found 7/9![Delta logo]()
$148
This Delta deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:30 am
ROC
- MBJ
1 stop7h 04m
Delta
Deal found 7/12![Delta logo]()
$157
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:41 pm
ROC
- PUJ
1 stop16h 29m
American Airlines
Deal found 7/9![American Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:30 pm
ROC
- SJU
2 stops30h 11m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$160
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/184:17 pm
ROC
- SJU
1 stop7h 35m
Delta
Deal found 7/11![Delta logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:30 pm
ROC
- SJU
2 stops30h 26m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$164
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:51 pm
ROC
- SJU
1 stop16h 29m
American Airlines
Deal found 7/10![American Airlines logo]()
$165
This Expedia deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:10 pm
ROC
- SJU
2 stops11h 48m
JetBlue
Deal found 7/12![JetBlue logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:23 pm
ROC
- SJU
2 stops29h 11m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$174
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 13, 2026.
Round-trip from | $212 (American Airlines) |
|---|---|
One-way from | $117 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $471 |
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 13, 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
Sat 10/24
7:36 pm-2:55 pm
2 stops19h 19m
Saint Thomas Island Cyril E King
Sat 10/31
3:46 pm-12:02 pm
2 stops20h 16m
$212
Quickest round-trip
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Sat 10/10
3:35 pm-10:10 pm
1 stop6h 35m
San Juan Luis Munoz Marin Intl
Sat 10/17
5:40 am-11:55 am
1 stop6h 15m
$309
RochesterMontego Bay
ROC - MBJ
ROCMBJ
Greater Rochester Intl
Tue 10/27
7:50 pm-11:13 am
2 stops16h 23m
Montego Bay Sangster Intl
Tue 11/3
1:25 pm-11:47 pm
2 stops10h 22m
$339
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Fri 9/4
12:55 pm-8:05 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Tue 9/8
6:00 am-5:30 pm
1 stop11h 30m
$339
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Tue 8/25
1:10 pm-10:00 pm
1 stop8h 50m
San Juan Luis Munoz Marin Intl
Sun 8/30
5:30 am-12:20 pm
1 stop6h 50m
$339
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Mon 10/12
11:25 am-12:05 am
1 stop12h 40m
San Juan Luis Munoz Marin Intl
Fri 10/16
5:35 pm-11:50 pm
1 stop6h 15m
$343
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Fri 8/14
12:55 pm-10:10 pm
1 stop9h 15m
San Juan Luis Munoz Marin Intl
Mon 8/31
5:00 am-3:25 pm
1 stop10h 25m
$353
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Tue 10/13
5:30 am-11:56 am
1 stop6h 26m
San Juan Luis Munoz Marin Intl
Wed 10/21
7:00 am-4:21 pm
1 stop9h 21m
$358
RochesterMontego Bay
ROC - MBJ
ROCMBJ
Greater Rochester Intl
Tue 9/8
5:30 am-11:34 am
1 stop7h 04m
Montego Bay Sangster Intl
Tue 9/15
12:59 pm-12:12 am
1 stop10h 13m
$362
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
$362
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-MBJ
ROC-SXM
ROC-AUA
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-MBJ
ROC-SXM
What is the cheapest month to book a flight from Rochester to Caribbean?
Currently, August is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $122). Flying from Rochester to Caribbean in April is currently the most expensive (average of $1,095). 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 50 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 13, 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
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
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.
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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 July 13, 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$509 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$481 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$516 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$232 | Average$609 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$235 | Average$723 | FlexibilityNo cancel fee | On-time63% |