$128+ Cheap flights from Rochester (ROC) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Jul 17 — Jul 241
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 June 17, 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 June 17, 2026.
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:28 pm
ROC
- STT
2 stops18h 24m
American Airlines
Mon 12/144:16 pm
STT
- ROC
2 stops18h 58m
American Airlines
Deal found 6/16![American Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:03 am
ROC
- SJU
1 stop10h 35m
Delta
Tue 9/227:00 am
SJU
- ROC
1 stop9h 41m
Delta
Deal found 6/16![Delta logo]()
$286
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:40 am
ROC
- SJU
1 stop6h 01m
United Airlines
Wed 11/118:30 am
SJU
- ROC
2 stops13h 38m
United Airlines
Deal found 6/16![United Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:10 am
ROC
- SJU
1 stop10h 39m
Delta
Sat 9/267:00 am
SJU
- ROC
1 stop9h 41m
Delta
Deal found 6/14![Delta logo]()
$302
This Southwest deal was found by Cheapflights users on 6/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:05 pm
ROC
- SJU
1 stop6h 45m
Southwest
Thu 9/35:30 am
SJU
- ROC
1 stop6h 45m
Southwest
Deal found 6/12![Southwest logo]()
$309
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/610:48 am
ROC
- SJU
2 stops13h 27m
American Airlines
Tue 9/226:27 am
SJU
- ROC
2 stops16h 17m
American Airlines
Deal found 6/15![American Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 6/16. 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.
Sat 8/2212:40 pm
ROC
- SJU
1 stop9h 15m
Southwest
Wed 8/2610:30 am
SJU
- ROC
2 stops10h 45m
Southwest
Deal found 6/16![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:15 pm
ROC
- SJU
1 stop6h 41m
Delta
Wed 11/116:30 pm
SJU
- ROC
1 stop7h 03m
Delta
Deal found 6/16![Delta logo]()
$328
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:55 am
ROC
- SJU
1 stop10h 05m
Southwest
Tue 9/86:00 am
SJU
- ROC
1 stop6h 15m
Southwest
Deal found 6/15![Southwest logo]()
$332
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:30 am
ROC
- SJU
2 stops14h 08m
United Airlines
Tue 9/87:00 am
SJU
- ROC
2 stops16h 29m
United Airlines
Deal found 6/15![United Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:19 pm
ROC
- SJU
1 stop7h 05m
American Airlines
Sat 9/57:00 am
SJU
- ROC
1 stop9h 52m
American Airlines
Deal found 6/15![American Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:40 am
ROC
- SJU
1 stop6h 01m
United Airlines
Wed 11/118:30 am
SJU
- ROC
2 stops13h 38m
United Airlines
Deal found 6/14![United Airlines logo]()
$339
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 June 17, 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 June 17, 2026.
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/76:03 am
ROC
- SJU
1 stop10h 35m
Delta
Fri 9/1112:56 pm
SJU
- ROC
1 stop10h 56m
Delta
Deal found 6/13![Delta logo]()
$286
This Southwest deal was found by Cheapflights users on 6/13. 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 9/83:20 pm
ROC
- SJU
1 stop6h 40m
Southwest
Thu 9/175:30 am
SJU
- ROC
1 stop6h 45m
Southwest
Deal found 6/13![Southwest logo]()
$286
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:30 am
ROC
- SJU
2 stops14h 08m
United Airlines
Tue 9/87:00 am
SJU
- ROC
2 stops16h 29m
United Airlines
Deal found 6/15![United Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:26 pm
ROC
- MBJ
1 stop17h 46m
American Airlines
Mon 8/312:52 pm
MBJ
- ROC
2 stops18h 31m
American Airlines
Deal found 6/13![American Airlines logo]()
$363
This JetBlue deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:38 am
ROC
- SXM
1 stop7h 04m
JetBlue
Thu 9/102:45 pm
SXM
- ROC
1 stop8h 46m
JetBlue
Deal found 6/15![JetBlue logo]()
$518
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/83:25 pm
ROC
- SJU
1 stop8h 31m
Delta
Wed 11/117:15 am
SJU
- ROC
1 stop7h 41m
Delta
Deal found 6/14![Delta logo]()
$286
This Southwest deal was found by Cheapflights users on 6/16. 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.
Fri 8/284:05 pm
ROC
- SJU
1 stop6h 45m
Southwest
Sat 9/55:55 am
SJU
- ROC
1 stop6h 25m
Southwest
Deal found 6/16![Southwest logo]()
$296
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/165:30 am
ROC
- SJU
1 stop11h 03m
Delta
Fri 8/215:50 pm
SJU
- ROC
1 stop7h 03m
Delta
Deal found 6/12![Delta logo]()
$286
This Southwest deal was found by Cheapflights users on 6/16. 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.
Sat 8/2212:40 pm
ROC
- SJU
1 stop9h 15m
Southwest
Wed 8/2610:30 am
SJU
- ROC
2 stops10h 45m
Southwest
Deal found 6/16![Southwest logo]()
$319
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:40 pm
ROC
- STT
2 stops20h 12m
American Airlines
Mon 8/173:43 pm
STT
- ROC
2 stops18h 40m
American Airlines
Deal found 6/12![American Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:22 am
ROC
- PUJ
1 stop8h 38m
United Airlines
Sat 9/263:35 pm
PUJ
- ROC
1 stop8h 09m
United Airlines
Deal found 6/13![United Airlines logo]()
$381
This Southwest deal was found by Cheapflights users on 6/13. 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.
Sat 8/157:50 am
ROC
- SJU
2 stops10h 25m
Southwest
Wed 8/198:20 am
SJU
- ROC
1 stop6h 20m
Southwest
Deal found 6/13![Southwest logo]()
$328
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:05 pm
ROC
- STT
2 stops19h 46m
American Airlines
Wed 10/75:40 pm
STT
- ROC
2 stops15h 54m
American Airlines
Deal found 6/13![American Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:05 am
ROC
- SJU
2 stops10h 20m
Southwest
Tue 9/86:00 am
SJU
- ROC
1 stop6h 15m
Southwest
Deal found 6/15![Southwest logo]()
$332
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:10 pm
ROC
- MBJ
1 stop17h 33m
United Airlines
Mon 9/1412:52 pm
MBJ
- ROC
1 stop22h 03m
United Airlines
Deal found 6/14![United Airlines logo]()
$418
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:40 pm
ROC
- AUA
2 stops17h 52m
American Airlines
Sat 9/52:15 pm
AUA
- ROC
2 stops21h 24m
American Airlines
Deal found 6/13![American Airlines logo]()
$382
This Southwest deal was found by Cheapflights users on 6/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1612:55 pm
ROC
- SJU
2 stops9h 50m
Southwest
Fri 8/216:30 am
SJU
- ROC
1 stop8h 55m
Southwest
Deal found 6/12![Southwest logo]()
$343
This JetBlue deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:38 am
ROC
- SXM
1 stop7h 04m
JetBlue
Sun 9/63:02 pm
SXM
- ROC
1 stop8h 34m
JetBlue
Deal found 6/15![JetBlue logo]()
$531
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1712:37 pm
ROC
- AUA
2 stops22h 33m
Delta
Tue 7/211:55 pm
AUA
- ROC
1 stop10h 58m
Delta
Deal found 6/15![Delta logo]()
$443
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:05 am
ROC
- AUA
1 stop6h 54m
American Airlines
Sun 6/285:10 pm
AUA
- ROC
1 stop24h 56m
American Airlines
Deal found 6/16![American Airlines logo]()
$405
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:30 am
ROC
- AUA
1 stop8h 50m
United Airlines
Sat 8/293:10 pm
AUA
- ROC
2 stops18h 21m
United Airlines
Deal found 6/14![United Airlines logo]()
$472
This JetBlue deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:38 am
ROC
- MBJ
1 stop7h 02m
JetBlue
Thu 9/310:45 am
MBJ
- ROC
1 stop11h 52m
JetBlue
Deal found 6/15![JetBlue logo]()
$544
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:30 am
ROC
- MBJ
1 stop7h 04m
Delta
Mon 9/1412:50 pm
MBJ
- ROC
1 stop10h 22m
Delta
Deal found 6/13![Delta logo]()
$460
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:48 pm
ROC
- PUJ
2 stops22h 37m
United Airlines
Wed 12/95:20 pm
PUJ
- ROC
2 stops22h 00m
United Airlines
Deal found 6/12![United Airlines logo]()
$475
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:35 pm
ROC
- STT
2 stops19h 00m
American Airlines
Sat 10/311:50 pm
STT
- ROC
2 stops22h 12m
American Airlines
Deal found 6/13![American Airlines logo]()
$453
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/294:26 pm
ROC
- SDQ
1 stop8h 28m
Delta
Wed 8/52:05 pm
SDQ
- ROC
1 stop10h 48m
Delta
Deal found 6/14![Delta logo]()
$463
This FlightHub deal was found by Cheapflights users on 6/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:10 am
ROC
- SXM
2 stops30h 50m
JetBlue
Fri 10/22:45 pm
SXM
- ROC
1 stop8h 46m
JetBlue
Deal found 6/12![JetBlue logo]()
$565
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/296:40 am
ROC
- MBJ
1 stop7h 49m
United Airlines
Sat 1/306:00 pm
MBJ
- ROC
2 stops15h 37m
United Airlines
Deal found 6/14![United Airlines logo]()
$489
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:40 pm
ROC
- AUA
1 stop17h 10m
American Airlines
Tue 9/84:50 pm
AUA
- ROC
2 stops18h 13m
American Airlines
Deal found 6/13![American Airlines logo]()
$460
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:20 am
ROC
- STT
1 stop7h 24m
Delta
Wed 10/72:49 pm
STT
- ROC
1 stop9h 04m
Delta
Deal found 6/14![Delta logo]()
$467
Last-minute flights from Rochester to CaribbeanDiscover last-minute flight deals from Rochester to Caribbean. Data last updated June 17, 2026 and is based on user searches.
Discover last-minute flight deals from Rochester to Caribbean. Data last updated June 17, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:40 pm
ROC
- AUA
2 stops18h 20m
American Airlines
Tue 6/234:20 pm
AUA
- ROC
2 stops19h 08m
American Airlines
Deal found 6/15![American Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/186:00 am
ROC
- AUA
1 stop8h 10m
Delta
Tue 6/231:55 pm
AUA
- ROC
1 stop10h 56m
Delta
Deal found 6/16![Delta logo]()
$377
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/206:46 pm
ROC
- MBJ
2 stops17h 58m
American Airlines
Sat 7/43:02 pm
MBJ
- ROC
2 stops19h 28m
American Airlines
Deal found 6/16![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:05 am
ROC
- AUA
1 stop6h 54m
American Airlines
Sun 6/282:33 pm
AUA
- ROC
2 stops19h 34m
American Airlines
Deal found 6/13![American Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:31 pm
ROC
- AUA
1 stop17h 23m
American Airlines
Wed 7/154:22 pm
AUA
- ROC
2 stops19h 08m
American Airlines
Deal found 6/15![American Airlines logo]()
$382
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/118:29 pm
ROC
- SXM
2 stops19h 15m
American Airlines
Wed 7/154:45 pm
SXM
- ROC
2 stops18h 45m
American Airlines
Deal found 6/15![American Airlines logo]()
$372
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:00 am
ROC
- SJU
1 stop7h 45m
United Airlines
Tue 8/117:20 am
SJU
- ROC
1 stop6h 53m
United Airlines
Deal found 6/12![United Airlines logo]()
$384
This Priceline deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:10 pm
ROC
- SJU
1 stop12h 03m
JetBlue
Wed 8/55:01 am
SJU
- ROC
1 stop7h 32m
JetBlue
Deal found 6/14![JetBlue logo]()
$386
This Cheapflightsfares deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:10 pm
ROC
- SJU
1 stop9h 30m
JetBlue
Fri 8/75:15 am
SJU
- ROC
1 stop8h 26m
JetBlue
Deal found 6/14![JetBlue logo]()
$388
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/265:30 am
ROC
- STT
1 stop6h 41m
Delta
Tue 8/44:31 pm
STT
- ROC
1 stop8h 22m
Delta
Deal found 6/15![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:30 am
ROC
- STT
1 stop6h 41m
Delta
Tue 8/44:31 pm
STT
- ROC
1 stop8h 22m
Delta
Deal found 6/14![Delta logo]()
$397
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/307:03 pm
ROC
- MBJ
2 stops17h 44m
American Airlines
Thu 8/62:52 pm
MBJ
- ROC
2 stops18h 31m
American Airlines
Deal found 6/15![American Airlines logo]()
$396
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 June 17, 2026.
Search for one-way flight options from Rochester to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 17, 2026.
This American Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:31 pm
ROC
- STT
1 stop17h 08m
American Airlines
Deal found 6/14![American Airlines logo]()
$128
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:40 pm
ROC
- STT
2 stops20h 12m
American Airlines
Deal found 6/15![American Airlines logo]()
$139
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:30 am
ROC
- SJU
1 stop6h 26m
Delta
Deal found 6/16![Delta logo]()
$143
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:30 am
ROC
- STT
1 stop6h 41m
Delta
Deal found 6/15![Delta logo]()
$153
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:57 am
ROC
- SJU
2 stops10h 37m
American Airlines
Deal found 6/12![American Airlines logo]()
$156
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:31 pm
ROC
- SJU
2 stops17h 29m
American Airlines
Deal found 6/12![American Airlines logo]()
$162
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1410:46 am
ROC
- STT
2 stops26h 13m
American Airlines
Deal found 6/15![American Airlines logo]()
$169
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/35:50 pm
ROC
- SJU
1 stop6h 30m
Southwest
Deal found 6/15![Southwest logo]()
$171
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:45 pm
ROC
- AUA
1 stop16h 55m
United Airlines
Deal found 6/15![United Airlines logo]()
$177
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:30 am
ROC
- SJU
1 stop6h 26m
Delta
Deal found 6/15![Delta logo]()
$185
This American Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:26 pm
ROC
- MBJ
1 stop17h 46m
American Airlines
Deal found 6/14![American Airlines logo]()
$188
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:05 am
ROC
- SJU
1 stop6h 29m
United Airlines
Deal found 6/16![United Airlines logo]()
$188
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 June 17, 2026.
Round-trip from | $218 (United Airlines) |
|---|---|
One-way from | $128 (American Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $464 |
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 June 17, 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
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Mon 9/7
6:03 am-4:38 pm
1 stop10h 35m
San Juan Luis Munoz Marin Intl
Fri 9/11
12:56 pm-11:52 pm
1 stop10h 56m
$286
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Tue 9/8
3:20 pm-10:00 pm
1 stop6h 40m
San Juan Luis Munoz Marin Intl
Thu 9/17
5:30 am-12:15 pm
1 stop6h 45m
$286
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Sun 11/8
3:25 pm-12:56 am
1 stop8h 31m
San Juan Luis Munoz Marin Intl
Wed 11/11
7:15 am-1:56 pm
1 stop7h 41m
$286
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Sun 8/16
5:30 am-4:33 pm
1 stop11h 03m
San Juan Luis Munoz Marin Intl
Fri 8/21
5:50 pm-12:53 am
1 stop7h 03m
$286
Quickest round-trip
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Fri 8/28
4:05 pm-10:50 pm
1 stop6h 45m
San Juan Luis Munoz Marin Intl
Sat 9/5
5:55 am-12:20 pm
1 stop6h 25m
$296
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Sat 8/22
12:40 pm-9:55 pm
1 stop9h 15m
San Juan Luis Munoz Marin Intl
Wed 8/26
10:30 am-9:15 pm
2 stops10h 45m
$319
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Sat 8/15
7:50 am-6:15 pm
2 stops10h 25m
San Juan Luis Munoz Marin Intl
Wed 8/19
8:20 am-2:40 pm
1 stop6h 20m
$328
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Tue 9/1
6:05 am-4:25 pm
2 stops10h 20m
San Juan Luis Munoz Marin Intl
Tue 9/8
6:00 am-12:15 pm
1 stop6h 15m
$332
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Tue 9/1
6:30 am-8:38 pm
2 stops14h 08m
San Juan Luis Munoz Marin Intl
Tue 9/8
7:00 am-11:29 pm
2 stops16h 29m
$335
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Sun 8/16
12:55 pm-10:45 pm
2 stops9h 50m
San Juan Luis Munoz Marin Intl
Fri 8/21
6:30 am-3:25 pm
1 stop8h 55m
$343
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-AUA
ROC-MBJ
ROC-SXM
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Rochester to Caribbean
ROC-0CB
ROC-STT
ROC-SJU
ROC-AUA
ROC-MBJ
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 $1,246). 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 June 17, 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.
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Rochester to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Rochester to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Rochester to Caribbean by cabin class
Find flights from Rochester to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Rochester and Caribbean flights
Browse other Rochester and Caribbean flight options. Last updated on June 17, 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 June 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$525 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$493 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$527 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$232 | Average$616 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$235 | Average$715 | FlexibilityNo cancel fee | On-time63% |