$138+ Cheap flights from Rochester (ROC) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
May 31 — Jun 71
Round-trip
1 adult, Economy
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Find cheap flights from Rochester to Caribbean with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 May 1, 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 May 1, 2026.
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/177:38 pm
ROC
- STT
2 stops17h 37m
American Airlines
Wed 5/205:05 pm
STT
- ROC
2 stops18h 23m
American Airlines
Deal found 4/29![American Airlines logo]()
$250
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/306:00 am
ROC
- STT
1 stop7h 51m
Delta
Thu 6/44:38 pm
STT
- ROC
1 stop7h 58m
Delta
Deal found 5/1![Delta logo]()
$277
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/76:40 pm
ROC
- STT
2 stops18h 12m
American Airlines
Wed 9/161:50 pm
STT
- ROC
2 stops19h 37m
American Airlines
Deal found 4/28![American Airlines logo]()
$284
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/76:00 am
ROC
- STT
1 stop7h 52m
Delta
Wed 9/162:54 pm
STT
- ROC
1 stop9h 02m
Delta
Deal found 5/1![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:15 am
ROC
- SJU
2 stops14h 23m
United Airlines
Mon 9/211:00 am
SJU
- ROC
2 stops8h 37m
United Airlines
Deal found 4/28![United Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2912:30 pm
ROC
- SJU
1 stop10h 15m
Southwest
Wed 8/58:20 am
SJU
- ROC
1 stop6h 20m
Southwest
Deal found 4/29![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/123:20 pm
ROC
- SJU
1 stop6h 40m
Southwest
Mon 8/175:30 am
SJU
- ROC
1 stop6h 45m
Southwest
Deal found 4/27![Southwest logo]()
$344
This Southwest deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 6/212:35 pm
ROC
- SJU
1 stop10h 05m
Southwest
Wed 6/33:15 pm
SJU
- ROC
1 stop6h 50m
Southwest
Deal found 5/1![Southwest logo]()
$346
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
ROC
- MBJ
1 stop10h 10m
United Airlines
Sat 5/164:12 pm
MBJ
- ROC
1 stop16h 45m
United Airlines
Deal found 4/27![United Airlines logo]()
$348
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 9/135:30 am
ROC
- PUJ
1 stop7h 02m
Delta
Wed 9/233:59 pm
PUJ
- ROC
1 stop7h 57m
Delta
Deal found 5/1![Delta logo]()
$352
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
ROC
- MBJ
1 stop6h 53m
Delta
Thu 6/412:51 pm
MBJ
- ROC
1 stop10h 45m
Delta
Deal found 4/28![Delta logo]()
$352
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:30 am
ROC
- STT
1 stop6h 41m
Delta
Tue 7/144:31 pm
STT
- ROC
1 stop8h 22m
Delta
Deal found 4/27![Delta logo]()
$355
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 May 1, 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 May 1, 2026.
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/76:00 am
ROC
- STT
1 stop7h 52m
Delta
Wed 9/162:54 pm
STT
- ROC
1 stop9h 02m
Delta
Deal found 5/1![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
ROC
- MBJ
1 stop10h 10m
United Airlines
Sat 5/164:12 pm
MBJ
- ROC
1 stop16h 45m
United Airlines
Deal found 4/27![United Airlines logo]()
$348
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/284:05 pm
ROC
- SJU
1 stop6h 45m
Southwest
Sun 9/65:00 am
SJU
- ROC
1 stop9h 20m
Southwest
Deal found 4/27![Southwest logo]()
$358
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 7/85:33 am
ROC
- SDQ
2 stops15h 52m
American Airlines
Tue 8/112:22 pm
SDQ
- ROC
2 stops21h 06m
American Airlines
Deal found 5/1![American Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/112:04 pm
ROC
- SJU
1 stop29h 08m
Multiple Airlines
Mon 6/85:47 pm
SJU
- ROC
2 stops49h 06m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$477
This JetBlue deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:03 am
ROC
- AUA
1 stop9h 37m
JetBlue
Wed 6/312:30 pm
AUA
- ROC
1 stop11h 07m
JetBlue
Deal found 4/28![JetBlue logo]()
$507
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:30 am
ROC
- STT
1 stop6h 41m
Delta
Tue 7/144:31 pm
STT
- ROC
1 stop8h 22m
Delta
Deal found 4/27![Delta logo]()
$355
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/304:15 pm
ROC
- SJU
1 stop7h 35m
United Airlines
Wed 6/31:00 am
SJU
- ROC
2 stops8h 53m
United Airlines
Deal found 4/28![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:30 am
ROC
- MBJ
1 stop6h 55m
Delta
Sat 10/34:59 pm
MBJ
- ROC
2 stops15h 44m
Delta
Deal found 4/27![Delta logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/75:00 am
ROC
- NAS
1 stop5h 02m
American Airlines
Fri 6/1212:39 pm
NAS
- ROC
1 stop9h 48m
American Airlines
Deal found 4/27![American Airlines logo]()
$398
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/412:55 pm
ROC
- SJU
2 stops11h 10m
Southwest
Wed 6/103:45 pm
SJU
- ROC
1 stop7h 00m
Southwest
Deal found 4/28![Southwest logo]()
$434
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
ROC
- MBJ
1 stop10h 10m
United Airlines
Thu 6/44:12 pm
MBJ
- ROC
1 stop6h 47m
United Airlines
Deal found 4/27![United Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/288:19 pm
ROC
- MBJ
2 stops17h 49m
American Airlines
Thu 7/22:09 pm
MBJ
- ROC
2 stops19h 12m
American Airlines
Deal found 4/29![American Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:33 am
ROC
- STT
1 stop6h 33m
Delta
Thu 6/44:38 pm
STT
- ROC
1 stop7h 58m
Delta
Deal found 4/28![Delta logo]()
$365
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/76:00 am
ROC
- NAS
1 stop5h 28m
United Airlines
Wed 6/1012:35 pm
NAS
- ROC
1 stop10h 43m
United Airlines
Deal found 4/29![United Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:20 pm
ROC
- MBJ
1 stop15h 53m
American Airlines
Wed 5/202:29 pm
MBJ
- ROC
2 stops18h 48m
American Airlines
Deal found 4/27![American Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/14:00 pm
ROC
- SJU
1 stop7h 40m
Southwest
Mon 6/85:30 am
SJU
- ROC
1 stop6h 45m
Southwest
Deal found 4/26![Southwest logo]()
$439
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:00 am
ROC
- STT
1 stop9h 17m
Delta
Wed 5/204:27 pm
STT
- ROC
1 stop8h 06m
Delta
Deal found 4/29![Delta logo]()
$368
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:10 am
ROC
- AUA
1 stop6h 30m
United Airlines
Tue 6/23:10 pm
AUA
- ROC
2 stops18h 17m
United Airlines
Deal found 4/27![United Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:41 pm
ROC
- STT
2 stops20h 17m
American Airlines
Thu 6/44:42 pm
STT
- ROC
2 stops17h 25m
American Airlines
Deal found 4/29![American Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/215:33 am
ROC
- STT
1 stop6h 33m
Delta
Thu 5/284:38 pm
STT
- ROC
1 stop7h 58m
Delta
Deal found 4/30![Delta logo]()
$375
This JetBlue deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/317:03 am
ROC
- PLS
1 stop6h 20m
JetBlue
Thu 6/42:29 pm
PLS
- ROC
1 stop9h 08m
JetBlue
Deal found 4/28![JetBlue logo]()
$578
This Southwest deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 6/85:50 pm
ROC
- SJU
1 stop6h 25m
Southwest
Mon 6/157:00 am
SJU
- ROC
2 stops8h 55m
Southwest
Deal found 5/1![Southwest logo]()
$491
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/76:00 am
ROC
- NAS
1 stop5h 28m
United Airlines
Sat 6/135:15 pm
NAS
- ROC
1 stop6h 24m
United Airlines
Deal found 4/29![United Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/75:50 am
ROC
- NAS
2 stops8h 03m
American Airlines
Sat 6/133:47 pm
NAS
- ROC
1 stop8h 05m
American Airlines
Deal found 4/29![American Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:30 am
ROC
- PUJ
1 stop6h 58m
Delta
Wed 10/211:53 pm
PUJ
- ROC
1 stop10h 40m
Delta
Deal found 4/27![Delta logo]()
$401
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/277:03 am
ROC
- UVF
1 stop8h 32m
JetBlue
Sat 5/304:55 pm
UVF
- ROC
1 stop17h 07m
JetBlue
Deal found 5/1![JetBlue logo]()
$614
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:58 pm
ROC
- AUA
2 stops18h 34m
American Airlines
Thu 8/274:50 pm
AUA
- ROC
2 stops17h 27m
American Airlines
Deal found 4/29![American Airlines logo]()
$424
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am
ROC
- MBJ
1 stop6h 43m
United Airlines
Mon 10/261:48 pm
MBJ
- ROC
1 stop19h 15m
United Airlines
Deal found 4/29![United Airlines logo]()
$429
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/56:20 am
ROC
- SJU
1 stop7h 00m
Delta
Thu 6/115:45 pm
SJU
- ROC
1 stop7h 11m
Delta
Deal found 4/30![Delta logo]()
$434
Last-minute flights from Rochester to CaribbeanDiscover last-minute flight deals from Rochester to Caribbean. Data last updated May 1, 2026 and is based on user searches.
Discover last-minute flight deals from Rochester to Caribbean. Data last updated May 1, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:18 am
ROC
- STT
1 stop7h 33m
Delta
Tue 5/124:27 pm
STT
- ROC
1 stop8h 06m
Delta
Deal found 4/28![Delta logo]()
$362
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:38 pm
ROC
- STT
2 stops15h 57m
American Airlines
Tue 5/125:05 pm
STT
- ROC
2 stops18h 35m
American Airlines
Deal found 4/28![American Airlines logo]()
$365
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:35 pm
ROC
- SJU
1 stop11h 05m
Southwest
Tue 5/1211:25 am
SJU
- ROC
2 stops10h 40m
Southwest
Deal found 4/27![Southwest logo]()
$362
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:50 pm
ROC
- SJU
1 stop6h 34m
United Airlines
Sat 5/97:40 am
SJU
- ROC
1 stop9h 05m
United Airlines
Deal found 4/30![United Airlines logo]()
$371
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/65:25 pm
ROC
- SJU
1 stop6h 15m
Southwest
Sun 5/105:35 am
SJU
- ROC
1 stop13h 10m
Southwest
Deal found 4/29![Southwest logo]()
$372
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:43 pm
ROC
- MBJ
2 stops16h 30m
American Airlines
Sun 5/104:37 pm
MBJ
- ROC
2 stops19h 23m
American Airlines
Deal found 5/1![American Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
ROC
- MBJ
1 stop6h 53m
Delta
Thu 6/412:51 pm
MBJ
- ROC
1 stop10h 45m
Delta
Deal found 4/28![Delta logo]()
$352
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1112:35 pm
ROC
- SJU
1 stop11h 05m
Southwest
Thu 5/145:35 am
SJU
- ROC
1 stop11h 00m
Southwest
Deal found 4/27![Southwest logo]()
$357
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
ROC
- MBJ
1 stop10h 10m
United Airlines
Sat 5/164:12 pm
MBJ
- ROC
1 stop16h 45m
United Airlines
Deal found 4/27![United Airlines logo]()
$348
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/177:38 pm
ROC
- STT
2 stops17h 37m
American Airlines
Wed 5/202:30 pm
STT
- ROC
1 stop7h 48m
American Airlines
Deal found 4/29![American Airlines logo]()
$250
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:00 am
ROC
- STT
1 stop9h 17m
Delta
Wed 5/204:27 pm
STT
- ROC
1 stop8h 06m
Delta
Deal found 4/27![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/306:00 am
ROC
- STT
1 stop7h 51m
Delta
Thu 6/44:38 pm
STT
- ROC
1 stop7h 58m
Delta
Deal found 5/1![Delta logo]()
$277
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 May 1, 2026.
Search for one-way flight options from Rochester to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 1, 2026.
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:44 pm
ROC
- MBJ
2 stops16h 59m
United Airlines
Deal found 4/28![United Airlines logo]()
$138
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/304:00 pm
ROC
- SJU
1 stop7h 35m
Delta
Deal found 4/28![Delta logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 stops12h 17m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$154
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:00 pm
ROC
- SJU
2 stops10h 45m
American Airlines
Deal found 4/30![American Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:38 pm
ROC
- SJU
2 stops32h 23m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:38 pm
ROC
- SJU
2 stops32h 23m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$160
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/612:48 pm
ROC
- SJU
1 stop10h 27m
Delta
Deal found 4/29![Delta logo]()
$161
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:58 pm
ROC
- PUJ
2 stops16h 04m
American Airlines
Deal found 4/30![American Airlines logo]()
$170
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/265:00 am
ROC
- NAS
1 stop5h 01m
American Airlines
Deal found 4/28![American Airlines logo]()
$171
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/134:05 pm
ROC
- SJU
1 stop6h 35m
Southwest
Deal found 4/27![Southwest logo]()
$171
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/317:41 pm
ROC
- AUA
1 stop17h 18m
American Airlines
Deal found 4/29![American Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:04 pm
ROC
- SJU
2 stops15h 57m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$179
Find flight deals from Rochester to Caribbean
Keep the following information in mind while searching for Rochester to Caribbean flight deals. Data was last updated May 1, 2026.
Round-trip from | $250 (American Airlines) |
|---|---|
One-way from | $138 (United Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $381 |
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 May 1, 2026.
Use the filters below to find and compare flights from Rochester to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Mon 9/7
6:00 am-1:52 pm
1 stop7h 52m
Saint Thomas Island Cyril E King
Wed 9/16
2:54 pm-11:56 pm
1 stop9h 02m
$299
RochesterMontego Bay
ROC - MBJ
ROCMBJ
Greater Rochester Intl
Wed 5/13
6:00 am-3:10 pm
1 stop10h 10m
Montego Bay Sangster Intl
Sat 5/16
4:12 pm-9:57 am
1 stop16h 45m
$348
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Tue 7/7
5:30 am-12:11 pm
1 stop6h 41m
Saint Thomas Island Cyril E King
Tue 7/14
4:31 pm-12:53 am
1 stop8h 22m
$355
RochesterMontego Bay
ROC - MBJ
ROCMBJ
Greater Rochester Intl
Wed 9/23
5:30 am-11:25 am
1 stop6h 55m
Montego Bay Sangster Intl
Sat 10/3
4:59 pm-9:43 am
2 stops15h 44m
$357
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
Sun 9/6
5:00 am-2:20 pm
1 stop9h 20m
$358
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
$365
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Sun 5/17
6:00 am-3:17 pm
1 stop9h 17m
Saint Thomas Island Cyril E King
Wed 5/20
4:27 pm-12:33 am
1 stop8h 06m
$368
RochesterSaint Thomas Island
ROC - STT
ROCSTT
Greater Rochester Intl
Thu 5/21
5:33 am-12:06 pm
1 stop6h 33m
Saint Thomas Island Cyril E King
Thu 5/28
4:38 pm-12:36 am
1 stop7h 58m
$375
RochesterSan Juan
ROC - SJU
ROCSJU
Greater Rochester Intl
Sat 5/30
4:15 pm-11:50 pm
1 stop7h 35m
San Juan Luis Munoz Marin Intl
Wed 6/3
1:00 am-9:53 am
2 stops8h 53m
$382
RochesterSanto Domingo
ROC - SDQ
ROCSDQ
Greater Rochester Intl
Wed 7/8
5:33 am-9:25 pm
2 stops15h 52m
Santo Domingo Las Americas
Tue 8/11
2:22 pm-11:28 am
2 stops21h 06m
$391
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-MBJ
ROC-SJU
ROC-PUJ
ROC-SDQ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Rochester to Caribbean
ROC-0CB
ROC-STT
ROC-MBJ
ROC-SJU
ROC-PUJ
How far ahead should I book a flight from Rochester to Caribbean?
The price you pay for your flight from Rochester to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 50 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Rochester to Caribbean?
Currently, April is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $103). Flying from Rochester to Caribbean in January is currently the most expensive (average of $876). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated May 1, 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
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Rochester to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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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 May 1, 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 May 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$512 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$484 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$514 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$216 | Average$355 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$232 | Average$593 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$235 | Average$733 | FlexibilityNo cancel fee | On-time63% |