$98+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Apr 8 — Apr 151
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 March 9, 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 March 9, 2026.
This American Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 4/76:20 pm
ROC
- STT
1 stop16h 27m
American Airlines
Tue 4/145:05 pm
STT
- ROC
2 stops17h 28m
American Airlines
Deal found 3/4![American Airlines logo]()
$200
This American Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 4/297:38 pm
ROC
- STT
2 stops15h 57m
American Airlines
Fri 5/15:05 pm
STT
- ROC
2 stops17h 28m
American Airlines
Deal found 3/4![American Airlines logo]()
$205
This United Airlines deal was found by Cheapflights users on 3/8. 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 9/16:05 am
ROC
- SJU
1 stop6h 49m
United Airlines
Tue 9/291:05 am
SJU
- ROC
2 stops12h 23m
United Airlines
Deal found 3/8![United Airlines logo]()
$226
This Southwest deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 4/2712:35 pm
ROC
- SJU
1 stop11h 05m
Southwest
Sat 5/95:15 am
SJU
- ROC
1 stop6h 25m
Southwest
Deal found 3/7![Southwest logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:04 pm
ROC
- SJU
2 stops48h 29m
Multiple Airlines
Tue 5/262:50 pm
SJU
- ROC
1 stop28h 03m
Multiple Airlines
Deal found 3/5![Multiple Airlines logo]()
$240
This Southwest deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 6/112:35 pm
ROC
- SJU
1 stop11h 05m
Southwest
Fri 6/55:15 pm
SJU
- ROC
1 stop7h 00m
Southwest
Deal found 3/7![Southwest logo]()
$242
This United Airlines deal was found by Cheapflights users on 3/8. 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 5/56:49 am
ROC
- SJU
2 stops13h 49m
United Airlines
Wed 5/131:00 am
SJU
- ROC
2 stops8h 57m
United Airlines
Deal found 3/8![United Airlines logo]()
$248
This United Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 11/104:00 pm
ROC
- SJU
1 stop7h 36m
United Airlines
Tue 11/178:30 am
SJU
- ROC
2 stops13h 38m
United Airlines
Deal found 3/7![United Airlines logo]()
$254
This Delta deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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 4/254:02 pm
ROC
- SJU
1 stop7h 57m
Delta
Tue 5/52:45 pm
SJU
- ROC
1 stop8h 59m
Delta
Deal found 3/5![Delta logo]()
$256
This United Airlines deal was found by Cheapflights users on 3/8. 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 10/216:20 am
ROC
- SJU
2 stops14h 18m
United Airlines
Mon 10/261:05 am
SJU
- ROC
2 stops12h 23m
United Airlines
Deal found 3/8![United Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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 5/207:38 pm
ROC
- SJU
1 stop27h 50m
Multiple Airlines
Tue 5/262:50 pm
SJU
- ROC
1 stop28h 03m
Multiple Airlines
Deal found 3/5![Multiple Airlines logo]()
$259
This United Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 4/286:20 am
ROC
- SJU
1 stop8h 24m
United Airlines
Mon 5/41:00 am
SJU
- ROC
2 stops12h 38m
United Airlines
Deal found 3/7![United Airlines logo]()
$261
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 March 9, 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 March 9, 2026.
This Delta deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 3/6![Delta logo]()
$270
This Southwest deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 5/612:35 pm
ROC
- SJU
1 stop10h 05m
Southwest
Wed 5/203:15 pm
SJU
- ROC
1 stop6h 50m
Southwest
Deal found 3/4![Southwest logo]()
$296
This United Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2610:43 am
ROC
- SJU
1 stop9h 51m
United Airlines
Tue 5/51:00 am
SJU
- ROC
2 stops8h 57m
United Airlines
Deal found 3/5![United Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Mon 7/277:02 pm
ROC
- MBJ
2 stops17h 45m
American Airlines
Sun 8/25:17 pm
MBJ
- ROC
2 stops17h 17m
American Airlines
Deal found 3/8![American Airlines logo]()
$342
This JetBlue deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 4/276:20 am
ROC
- CUR
1 stop7h 18m
JetBlue
Thu 4/302:42 pm
CUR
- ROC
1 stop8h 57m
JetBlue
Deal found 3/6![JetBlue logo]()
$343
This Delta deal was found by Cheapflights users on 3/8. 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.
Wed 5/65:26 am
ROC
- STT
1 stop6h 46m
Delta
Tue 5/124:27 pm
STT
- ROC
1 stop8h 06m
Delta
Deal found 3/8![Delta logo]()
$270
This Southwest deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/44:45 pm
ROC
- SJU
1 stop8h 35m
Southwest
Wed 6/105:00 am
SJU
- ROC
1 stop13h 25m
Southwest
Deal found 3/7![Southwest logo]()
$296
This Delta deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 5/56:18 am
ROC
- STT
1 stop8h 30m
Delta
Tue 5/124:27 pm
STT
- ROC
1 stop8h 06m
Delta
Deal found 3/4![Delta logo]()
$290
This American Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 4/156:28 pm
ROC
- MBJ
2 stops18h 23m
American Airlines
Wed 4/2910:17 am
MBJ
- ROC
1 stop6h 21m
American Airlines
Deal found 3/4![American Airlines logo]()
$342
This United Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 4/236:20 am
ROC
- AUA
1 stop9h 00m
United Airlines
Tue 4/284:30 pm
AUA
- ROC
2 stops17h 33m
United Airlines
Deal found 3/4![United Airlines logo]()
$345
This JetBlue deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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 4/276:20 am
ROC
- NAS
1 stop9h 39m
JetBlue
Thu 4/301:46 pm
NAS
- ROC
1 stop9h 53m
JetBlue
Deal found 3/5![JetBlue logo]()
$375
This Southwest deal was found by Cheapflights users on 3/8. 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.
Mon 4/2712:35 pm
ROC
- SJU
1 stop11h 05m
Southwest
Mon 5/45:05 am
SJU
- ROC
2 stops11h 30m
Southwest
Deal found 3/8![Southwest logo]()
$342
This United Airlines deal was found by Cheapflights users on 3/8. 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.
Sat 4/1810:32 am
ROC
- PUJ
1 stop5h 58m
United Airlines
Thu 4/234:40 pm
PUJ
- ROC
1 stop17h 11m
United Airlines
Deal found 3/8![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 4/205:26 am
ROC
- AUA
1 stop7h 14m
Delta
Wed 4/291:10 pm
AUA
- ROC
2 stops20h 10m
Delta
Deal found 3/7![Delta logo]()
$323
This American Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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 5/36:28 pm
ROC
- PUJ
1 stop16h 17m
American Airlines
Tue 5/124:03 pm
PUJ
- ROC
2 stops18h 30m
American Airlines
Deal found 3/5![American Airlines logo]()
$363
This JetBlue deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 4/286:20 am
ROC
- PUJ
1 stop8h 30m
JetBlue
Tue 5/52:22 pm
PUJ
- ROC
1 stop9h 17m
JetBlue
Deal found 3/7![JetBlue logo]()
$376
This United Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 6/36:00 am
ROC
- AUA
1 stop6h 40m
United Airlines
Thu 6/111:50 pm
AUA
- ROC
1 stop19h 37m
United Airlines
Deal found 3/7![United Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 5/95:16 pm
ROC
- NAS
1 stop17h 51m
American Airlines
Wed 5/138:18 am
NAS
- ROC
2 stops9h 20m
American Airlines
Deal found 3/7![American Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 5/14:00 pm
ROC
- SJU
1 stop7h 40m
Southwest
Mon 5/45:35 am
SJU
- ROC
1 stop6h 20m
Southwest
Deal found 3/4![Southwest logo]()
$379
This FlightHub deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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.
Tue 8/117:10 am
ROC
- CUR
2 stops26h 15m
Multiple Airlines
Mon 8/172:51 pm
CUR
- ROC
1 stop8h 45m
Multiple Airlines
Deal found 3/5![Multiple Airlines logo]()
$924
This Delta deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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 5/95:50 pm
ROC
- AUA
2 stops18h 10m
Delta
Wed 5/131:15 pm
AUA
- ROC
1 stop10h 42m
Delta
Deal found 3/5![Delta logo]()
$350
This United Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 4/86:20 am
ROC
- NAS
1 stop8h 37m
United Airlines
Tue 4/142:53 pm
NAS
- ROC
2 stops19h 10m
United Airlines
Deal found 3/4![United Airlines logo]()
$360
This JetBlue deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 9/17:10 am
ROC
- UVF
1 stop8h 05m
JetBlue
Thu 9/31:47 pm
UVF
- ROC
1 stop9h 49m
JetBlue
Deal found 3/6![JetBlue logo]()
$397
This Southwest deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 5/194:05 pm
ROC
- SJU
1 stop6h 35m
Southwest
Sun 5/311:15 pm
SJU
- ROC
2 stops10h 50m
Southwest
Deal found 3/4![Southwest logo]()
$381
This Delta deal was found by Cheapflights users on 3/8. 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 5/126:00 am
ROC
- MBJ
1 stop7h 56m
Delta
Wed 5/2012:51 pm
MBJ
- ROC
1 stop10h 42m
Delta
Deal found 3/8![Delta logo]()
$352
This JetBlue deal was found by Cheapflights users on 3/9. 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.
Fri 4/246:20 am
ROC
- PUJ
1 stop8h 45m
JetBlue
Wed 4/2912:45 pm
PUJ
- ROC
1 stop10h 53m
JetBlue
Deal found 3/9![JetBlue logo]()
$408
This American Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 6/186:46 pm
ROC
- AUA
2 stops18h 47m
American Airlines
Tue 6/234:50 pm
AUA
- ROC
2 stops18h 42m
American Airlines
Deal found 3/7![American Airlines logo]()
$414
This United Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 4/156:20 am
ROC
- MBJ
2 stops9h 50m
United Airlines
Mon 4/204:12 pm
MBJ
- ROC
1 stop16h 39m
United Airlines
Deal found 3/4![United Airlines logo]()
$394
This Southwest deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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 5/241:15 pm
ROC
- SJU
1 stop9h 40m
Southwest
Sun 5/315:35 am
SJU
- ROC
1 stop13h 10m
Southwest
Deal found 3/5![Southwest logo]()
$395
This JetBlue deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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.
Wed 4/296:30 am
ROC
- PLS
1 stop6h 35m
JetBlue
Thu 4/302:25 pm
PLS
- ROC
1 stop9h 14m
JetBlue
Deal found 3/5![JetBlue logo]()
$409
Last-minute flights from Rochester to CaribbeanDiscover last-minute flight deals from Rochester to Caribbean. Data last updated March 9, 2026 and is based on user searches.
Discover last-minute flight deals from Rochester to Caribbean. Data last updated March 9, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 3/156:26 pm
ROC
- STT
1 stop16h 40m
American Airlines
Wed 3/253:34 pm
STT
- ROC
2 stops20h 03m
American Airlines
Deal found 3/6![American Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 4/76:20 pm
ROC
- STT
1 stop16h 27m
American Airlines
Tue 4/145:05 pm
STT
- ROC
2 stops17h 28m
American Airlines
Deal found 3/4![American Airlines logo]()
$200
This American Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 4/107:38 pm
ROC
- SJU
2 stops13h 33m
American Airlines
Wed 4/156:00 am
SJU
- ROC
2 stops10h 34m
American Airlines
Deal found 3/6![American Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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 4/1210:13 am
ROC
- SJU
1 stop8h 42m
Multiple Airlines
Fri 4/176:30 am
SJU
- ROC
2 stops11h 10m
Multiple Airlines
Deal found 3/5![Multiple Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 4/1312:35 pm
ROC
- SJU
1 stop11h 05m
Southwest
Wed 4/223:15 pm
SJU
- ROC
1 stop6h 50m
Southwest
Deal found 3/4![Southwest logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1910:13 am
ROC
- SJU
1 stop26h 20m
Multiple Airlines
Tue 4/283:08 am
SJU
- ROC
2 stops29h 37m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$283
This Delta deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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 4/254:02 pm
ROC
- SJU
1 stop7h 57m
Delta
Tue 5/52:45 pm
SJU
- ROC
1 stop8h 59m
Delta
Deal found 3/5![Delta logo]()
$256
This American Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 4/2611:17 am
ROC
- SJU
1 stop10h 48m
American Airlines
Tue 5/127:25 am
SJU
- ROC
2 stops16h 15m
American Airlines
Deal found 3/7![American Airlines logo]()
$282
This Southwest deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 4/2712:35 pm
ROC
- SJU
1 stop11h 05m
Southwest
Sat 5/95:15 am
SJU
- ROC
1 stop6h 25m
Southwest
Deal found 3/7![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 4/2712:35 pm
ROC
- SJU
1 stop11h 05m
Southwest
Sun 5/105:20 pm
SJU
- ROC
1 stop6h 45m
Southwest
Deal found 3/4![Southwest logo]()
$276
This United Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 4/286:20 am
ROC
- SJU
1 stop8h 24m
United Airlines
Mon 5/41:00 am
SJU
- ROC
2 stops12h 38m
United Airlines
Deal found 3/7![United Airlines logo]()
$261
This American Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 4/297:38 pm
ROC
- STT
1 stop16h 57m
American Airlines
Fri 5/15:05 pm
STT
- ROC
2 stops17h 28m
American Airlines
Deal found 3/4![American Airlines logo]()
$205
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 March 9, 2026.
Search for one-way flight options from Rochester to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 9, 2026.
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Thu 5/76:28 pm
ROC
- STT
1 stop16h 19m
American Airlines
Deal found 3/8![American Airlines logo]()
$98
This American Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 5/36:28 pm
ROC
- SJU
1 stop16h 20m
American Airlines
Deal found 3/4![American Airlines logo]()
$106
This United Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 8/256:05 am
ROC
- SJU
1 stop6h 49m
United Airlines
Deal found 3/4![United Airlines logo]()
$113
This Priceline deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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.
Mon 4/137:10 am
ROC
- NAS
1 stop8h 24m
JetBlue
Deal found 3/5![JetBlue logo]()
$114
This United Airlines deal was found by Cheapflights users on 3/8. 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 4/156:20 am
ROC
- STT
1 stop9h 11m
United Airlines
Deal found 3/8![United Airlines logo]()
$121
This United Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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 3/232:27 pm
ROC
- SJU
1 stop9h 09m
United Airlines
Deal found 3/5![United Airlines logo]()
$121
This American Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 3/215:10 pm
ROC
- STT
2 stops18h 02m
American Airlines
Deal found 3/7![American Airlines logo]()
$123
This Delta deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” 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 4/136:00 am
ROC
- NAS
2 stops10h 33m
Delta
Deal found 3/5![Delta logo]()
$124
This Delta deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 3/165:29 am
ROC
- SJU
1 stop10h 28m
Delta
Deal found 3/4![Delta logo]()
$128
This American Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:38 pm
ROC
- SJU
2 stops13h 35m
American Airlines
Deal found 3/6![American Airlines logo]()
$131
This United Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/76:00 am
ROC
- NAS
1 stop7h 33m
United Airlines
Deal found 3/5![United Airlines logo]()
$134
This American Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 4/1411:25 am
ROC
- SJU
2 stops10h 40m
American Airlines
Deal found 3/4![American Airlines logo]()
$141
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 March 9, 2026.
Round-trip from | $200 (American Airlines) |
|---|---|
One-way from | $98 (American Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $365 |
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 March 9, 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 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
$270
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Wed 5/6
5:26 am-12:12 pm
1 stop6h 46m
Saint Thomas Island Cyril E King
Tue 5/12
4:27 pm-12:33 am
1 stop8h 06m
$270
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Tue 5/5
6:18 am-2:48 pm
1 stop8h 30m
Saint Thomas Island Cyril E King
Tue 5/12
4:27 pm-12:33 am
1 stop8h 06m
$290
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Wed 5/6
12:35 pm-10:40 pm
1 stop10h 05m
San Juan Luis Munoz Marin Intl
Wed 5/20
3:15 pm-10:05 pm
1 stop6h 50m
$296
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Thu 6/4
4:45 pm-1:20 am
1 stop8h 35m
San Juan Luis Munoz Marin Intl
Wed 6/10
5:00 am-6:25 pm
1 stop13h 25m
$296
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Sun 4/26
10:43 am-8:34 pm
1 stop9h 51m
San Juan Luis Munoz Marin Intl
Tue 5/5
1:00 am-9:57 am
2 stops8h 57m
$302
RochesterOranjestad
ROC - AUA
ROCAUA
Greater Rochester Intl
Mon 4/20
5:26 am-12:40 pm
1 stop7h 14m
Oranjestad Reina Beatrix
Wed 4/29
1:10 pm-9:20 am
2 stops20h 10m
$323
RochesterMontego Bay
ROC - MBJ
ROCMBJ
Greater Rochester Intl
Mon 7/27
7:02 pm-11:47 am
2 stops17h 45m
Montego Bay Sangster Intl
Sun 8/2
5:17 pm-11:34 am
2 stops17h 17m
$342
RochesterMontego Bay
ROC - MBJ
ROCMBJ
Greater Rochester Intl
Wed 4/15
6:28 pm-11:51 am
2 stops18h 23m
Montego Bay Sangster Intl
Wed 4/29
10:17 am-5:38 pm
1 stop6h 21m
$342
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Mon 4/27
12:35 pm-11:40 pm
1 stop11h 05m
San Juan Luis Munoz Marin Intl
Mon 5/4
5:05 am-4:35 pm
2 stops11h 30m
$342
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-NAS
ROC-AUA
ROC-PUJ
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-NAS
ROC-AUA
What is the cheapest month to book a flight from Rochester to Caribbean?
Currently, February is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $89). Flying from Rochester to Caribbean in December is currently the most expensive (average of $251). 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 March 9, 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
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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 March 9, 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 March 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$544 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$463 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$170 | Average$352 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$175 | Average$518 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$232 | Average$613 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$235 | Average$714 | FlexibilityNo cancel fee | On-time63% |