$107+ Cheap flights from Rochester (ROC) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Rochester to Caribbean with Cheapflights
1. Tell us where you want to go
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 September 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 September 17, 2026.
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 10/205:59 pm -
1 stop17h 21m
Fri 11/68:30 am -
1 stop11h 05m
Deal found 9/16![American Airlines logo]()
$214
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:50 am -
1 stop7h 50m
Mon 11/162:05 am -
2 stops12h 27m
Deal found 9/17![United Airlines logo]()
$265
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 9/3011:55 am -
2 stops10h 10m
Wed 10/76:35 am -
2 stops11h 30m
Deal found 9/15![Southwest logo]()
$268
This JetBlue deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/94:00 pm -
1 stop6h 30m
Fri 12/185:12 pm -
1 stop7h 46m
Deal found 9/17![JetBlue logo]()
$275
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 11/164:50 pm -
2 stops18h 20m
Thu 12/34:45 pm -
1 stop6h 53m
Deal found 9/14![American Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:05 pm -
2 stops18h 26m
Thu 10/157:00 am -
1 stop12h 03m
Deal found 9/13![Multiple Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:59 pm -
1 stop18h 03m
Fri 12/117:25 am -
1 stop11h 44m
Deal found 9/12![Multiple Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 11/186:00 am -
2 stops15h 39m
Wed 12/23:53 pm -
1 stop6h 41m
Deal found 9/14![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2312:50 pm -
2 stops10h 07m
Sat 12/58:30 am -
1 stop10h 47m
Deal found 9/17![American Airlines logo]()
$291
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2611:25 am -
1 stop12h 45m
Tue 10/275:50 am -
1 stop12h 15m
Deal found 9/14![Southwest logo]()
$294
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sun 10/1112:15 pm -
1 stop12h 00m
Fri 10/235:35 pm -
1 stop6h 20m
Deal found 9/15![Southwest logo]()
$299
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:13 am -
1 stop8h 03m
Wed 11/255:29 pm -
1 stop8h 08m
Deal found 9/17![American Airlines logo]()
$332
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 September 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 September 17, 2026.
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sun 10/1112:15 pm -
1 stop12h 00m
Fri 10/235:35 pm -
1 stop6h 20m
Deal found 9/15![Southwest logo]()
$299
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 1/126:15 am -
1 stop8h 25m
Wed 1/205:50 pm -
1 stop6h 56m
Deal found 9/16![United Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 9/16. 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 1/186:00 am -
2 stops16h 00m
Fri 1/2211:18 am -
1 stop5h 16m
Deal found 9/16![American Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 9/15. 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 2/196:00 am -
1 stop9h 15m
Thu 2/252:55 pm -
1 stop8h 58m
Deal found 9/15![Delta logo]()
$356
This JetBlue deal was found by Cheapflights users on 9/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:10 am -
1 stop6h 48m
Wed 10/213:00 pm -
1 stop9h 03m
Deal found 9/13![JetBlue logo]()
$435
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/256:15 am -
2 stops15h 07m
Mon 2/12:05 am -
2 stops12h 31m
Deal found 9/17![United Airlines logo]()
$304
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2812:55 pm -
1 stop7h 10m
Tue 9/295:15 am -
1 stop9h 25m
Deal found 9/14![Southwest logo]()
$337
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/125:10 pm -
2 stops19h 50m
Tue 3/25:59 pm -
2 stops19h 12m
Deal found 9/17![American Airlines logo]()
$346
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 10/305:50 am -
1 stop7h 21m
Mon 11/21:00 pm -
1 stop6h 56m
Deal found 9/14![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 9/16. 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.
Wed 2/241:15 pm -
2 stops22h 40m
Mon 3/16:00 pm -
2 stops23h 27m
Deal found 9/16![Delta logo]()
$376
This Southwest deal was found by Cheapflights users on 9/16. 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.
Mon 10/55:45 pm -
1 stop6h 25m
Sat 10/103:05 pm -
1 stop6h 50m
Deal found 9/16![Southwest logo]()
$347
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Sun 2/75:04 pm -
2 stops20h 25m
Tue 2/165:33 pm -
2 stops22h 20m
Deal found 9/14![American Airlines logo]()
$371
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/286:15 am -
1 stop9h 25m
Tue 2/25:35 pm -
1 stop7h 11m
Deal found 9/17![United Airlines logo]()
$360
This JetBlue deal was found by Cheapflights users on 9/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/257:00 am -
1 stop11h 01m
Fri 1/299:45 am -
1 stop12h 19m
Deal found 9/16![JetBlue logo]()
$456
This Southwest deal was found by Cheapflights users on 9/16. 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.
Mon 10/55:45 pm -
1 stop6h 25m
Thu 10/85:30 am -
1 stop13h 10m
Deal found 9/16![Southwest logo]()
$378
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 2/86:00 am -
1 stop9h 25m
Fri 2/122:00 pm -
1 stop9h 08m
Deal found 9/14![Delta logo]()
$425
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/196:20 am -
1 stop9h 02m
Fri 2/2612:55 pm -
1 stop10h 01m
Deal found 9/17![United Airlines logo]()
$370
This JetBlue deal was found by Cheapflights users on 9/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/84:00 pm -
1 stop10h 34m
Sat 12/123:31 pm -
1 stop9h 28m
Deal found 9/16![JetBlue logo]()
$462
This Delta deal was found by Cheapflights users on 9/15. 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.
Wed 9/3012:27 pm -
1 stop9h 52m
Tue 10/66:45 am -
1 stop9h 36m
Deal found 9/15![Delta logo]()
$429
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/28:45 pm -
2 stops18h 48m
Tue 3/95:28 pm -
2 stops20h 41m
Deal found 9/17![American Airlines logo]()
$436
This United Airlines deal was found by Cheapflights users on 9/12. 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.
Tue 10/275:50 am -
1 stop6h 59m
Tue 11/37:30 pm -
1 stop17h 57m
Deal found 9/12![United Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 9/14. 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 2/75:30 pm -
2 stops17h 40m
Fri 2/122:00 pm -
1 stop9h 08m
Deal found 9/14![Delta logo]()
$430
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/126:51 pm -
1 stop16h 14m
Mon 10/1912:20 pm -
2 stops10h 31m
Deal found 9/16![American Airlines logo]()
$447
This JetBlue deal was found by Cheapflights users on 9/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:10 am -
1 stop7h 31m
Sun 10/1811:08 am -
1 stop12h 55m
Deal found 9/14![JetBlue logo]()
$495
This United Airlines deal was found by Cheapflights users on 9/15. 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 3/210:15 am -
1 stop26h 35m
Tue 3/94:55 pm -
1 stop7h 37m
Deal found 9/15![United Airlines logo]()
$391
This Delta deal was found by Cheapflights users on 9/14. 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 2/95:30 am -
1 stop7h 05m
Sat 2/132:20 pm -
1 stop9h 33m
Deal found 9/14![Delta logo]()
$440
This Delta deal was found by Cheapflights users on 9/15. 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 2/26:15 pm -
1 stop17h 40m
Mon 2/84:35 pm -
2 stops20h 11m
Deal found 9/15![Delta logo]()
$444
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Mon 2/16:40 am -
1 stop7h 34m
Sat 2/65:21 pm -
1 stop6h 25m
Deal found 9/13![United Airlines logo]()
$405
This JetBlue deal was found by Cheapflights users on 9/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/16:00 am -
1 stop8h 05m
Fri 2/53:15 pm -
1 stop8h 42m
Deal found 9/14![JetBlue logo]()
$567
This American Airlines deal was found by Cheapflights users on 9/15. 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 1/65:00 am -
2 stops9h 26m
Sun 1/101:42 pm -
2 stops20h 08m
Deal found 9/15![American Airlines logo]()
$522
Last-minute flights from Rochester to CaribbeanDiscover last-minute flight deals from Rochester to Caribbean. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Rochester to Caribbean. Data last updated September 17, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 9/3011:55 am -
2 stops10h 10m
Wed 10/76:35 am -
2 stops11h 30m
Deal found 9/15![Southwest logo]()
$268
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/74:25 pm -
1 stop6h 45m
Wed 10/215:50 am -
1 stop6h 15m
Deal found 9/17![Southwest logo]()
$307
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 am -
2 stops9h 38m
Sat 10/1012:21 pm -
2 stops9h 11m
Deal found 9/17![American Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:05 pm -
2 stops18h 26m
Thu 10/157:00 am -
1 stop12h 03m
Deal found 9/13![Multiple Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/107:36 pm -
2 stops16h 42m
Thu 10/155:13 pm -
2 stops16h 45m
Deal found 9/16![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sun 10/1112:15 pm -
1 stop12h 00m
Fri 10/235:35 pm -
1 stop6h 20m
Deal found 9/15![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 9/15. 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 10/134:25 pm -
1 stop6h 45m
Fri 10/165:35 pm -
1 stop6h 20m
Deal found 9/15![Southwest logo]()
$324
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 10/205:59 pm -
1 stop17h 21m
Fri 11/68:30 am -
1 stop11h 05m
Deal found 9/16![American Airlines logo]()
$214
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2611:25 am -
1 stop12h 45m
Tue 10/275:50 am -
1 stop12h 15m
Deal found 9/14![Southwest logo]()
$294
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 10/265:50 am -
1 stop7h 50m
Mon 10/261:05 am -
2 stops12h 27m
Deal found 9/14![United Airlines logo]()
$311
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 10/305:50 am -
1 stop7h 21m
Mon 11/21:00 pm -
1 stop6h 56m
Deal found 9/14![United Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/308:45 pm -
2 stops19h 17m
Sat 11/75:10 pm -
2 stops18h 49m
Deal found 9/14![American Airlines logo]()
$364
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 September 17, 2026.
Search for one-way flight options from Rochester to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Mon 1/111:14 pm -
2 stops10h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$107
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:59 pm -
1 stop17h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![American Airlines logo]()
$109
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/312:23 pm -
2 stops9h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$110
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 1/195:10 pm -
2 stops19h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$135
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Wed 2/32:30 pm -
1 stop9h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$135
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/236:51 pm -
1 stop16h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$142
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/305:55 pm -
2 stops19h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:05 pm -
2 stops18h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:05 pm -
2 stops18h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$151
This American Airlines deal was found by Cheapflights users on 9/15. 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 2/276:26 pm -
1 stop15h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$152
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:10 am -
2 stops15h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$152
This American Airlines deal was found by Cheapflights users on 9/12. 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 1/256:00 am -
1 stop16h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![American Airlines logo]()
$153
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 September 17, 2026.
Round-trip from | $214 (American Airlines) |
|---|---|
One-way from | $107 (United Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $466 |
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 7,457,451 searches. Data last updated September 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 Greater Rochester Intl - SJU San Juan Luis Munoz Marin Intl
ROCSJU
Greater Rochester Intl
Mon 1/11
1:14 pm-12:36 am
2 stops10h 22m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$107
RochesterSimpson Bay
ROC Greater Rochester Intl - SXM Simpson Bay Princess Juliana
ROCSXM
Greater Rochester Intl
Tue 1/19
5:10 pm-1:52 pm
2 stops19h 42m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$135
RochesterSan Juan
ROC Greater Rochester Intl - SJU San Juan Luis Munoz Marin Intl
ROCSJU
Greater Rochester Intl
Sat 11/14
5:50 am-1:32 pm
1 stop6h 42m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$152
RochesterOranjestad
ROC Greater Rochester Intl - AUA Oranjestad Reina Beatrix
ROCAUA
Greater Rochester Intl
Sat 11/14
6:43 pm-1:45 pm
1 stop18h 02m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$153
RochesterOranjestad
ROC Greater Rochester Intl - AUA Oranjestad Reina Beatrix
ROCAUA
Greater Rochester Intl
Thu 12/10
6:54 pm-3:09 pm
2 stops19h 15m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$153
RochesterSan Juan
ROC Greater Rochester Intl - SJU San Juan Luis Munoz Marin Intl
ROCSJU
Greater Rochester Intl
Sat 11/14
11:18 am-8:48 pm
1 stop8h 30m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$158
Quickest round-trip
RochesterSan Juan
ROC Greater Rochester Intl - SJU San Juan Luis Munoz Marin Intl
ROCSJU
Greater Rochester Intl
Sat 10/17
3:35 pm-10:15 pm
1 stop6h 40m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$158
RochesterSan Juan
ROC Greater Rochester Intl - SJU San Juan Luis Munoz Marin Intl
ROCSJU
Greater Rochester Intl
Wed 2/3
6:40 am-9:24 pm
2 stops13h 44m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$158
RochesterMontego Bay
ROC Greater Rochester Intl - MBJ Montego Bay Sangster Intl
ROCMBJ
Greater Rochester Intl
Tue 12/1
6:00 am-4:47 pm
1 stop10h 47m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$167
RochesterMontego Bay
ROC Greater Rochester Intl - MBJ Montego Bay Sangster Intl
ROCMBJ
Greater Rochester Intl
Sun 11/22
5:35 pm-2:14 pm
2 stops20h 39m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$167
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-SJU
ROC-SXM
ROC-AUA
ROC-MBJ
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-SJU
ROC-SXM
ROC-AUA
ROC-MBJ
What is the cheapest month to book a flight from Rochester to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $440). Flying from Rochester to Caribbean in December is currently the most expensive (average of $605). 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 65 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 September 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.
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - 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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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 September 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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$541 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$533 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$175 | Average$536 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$626 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$242 | Average$672 | FlexibilityNo cancel fee | On-time63% |