Caribbean

$101+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Mar 25 — Apr 11
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Cheap flight deals from Rochester to Caribbean

Cheapest flights from Rochester to Caribbean
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 February 23, 2026.

This Delta deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” 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 4/2012:48 pm
ROC
-
SJU
1 stop7h 36m
Delta
Wed 4/295:42 pm
SJU
-
ROC
1 stop7h 01m
Delta
Deal found 2/21$216
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 3/24:03 pm
ROC
-
SJU
1 stop6h 53m
Delta
Thu 3/56:15 am
SJU
-
ROC
1 stop6h 49m
Delta
Deal found 2/20$222
This JetBlue deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 4/127:10 am
ROC
-
SJU
1 stop9h 45m
JetBlue
Sat 4/183:30 pm
SJU
-
ROC
1 stop8h 08m
JetBlue
Deal found 2/19$223
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 stops17h 37m
American Airlines
Tue 5/125:05 pm
STT
-
ROC
2 stops17h 50m
American Airlines
Deal found 2/20$224
This Southwest deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” 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 4/2012:35 pm
ROC
-
SJU
1 stop11h 05m
Southwest
Fri 4/245:35 am
SJU
-
ROC
1 stop6h 20m
Southwest
Deal found 2/21$224
This American Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” 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 3/86:26 pm
ROC
-
STT
1 stop16h 40m
American Airlines
Thu 3/125:25 pm
STT
-
ROC
2 stops19h 34m
American Airlines
Deal found 2/21$230
This United Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 4/266:20 am
ROC
-
SJU
1 stop8h 24m
United Airlines
Wed 4/297:20 am
SJU
-
ROC
1 stop6h 55m
United Airlines
Deal found 2/20$239
This United Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” 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 5/22:35 pm
ROC
-
SJU
1 stop9h 15m
United Airlines
Fri 5/81:00 am
SJU
-
ROC
2 stops12h 38m
United Airlines
Deal found 2/21$241
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 4/267:38 pm
ROC
-
SJU
1 stop16h 57m
American Airlines
Wed 4/293:19 pm
SJU
-
ROC
1 stop6h 41m
American Airlines
Deal found 2/20$242
This Delta deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 am
ROC
-
SJU
1 stop10h 31m
Delta
Sat 10/32:26 pm
SJU
-
ROC
1 stop9h 30m
Delta
Deal found 2/22$247
This Delta deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” 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 3/112:59 pm
ROC
-
SJU
1 stop9h 59m
Delta
Wed 3/46:15 am
SJU
-
ROC
1 stop12h 01m
Delta
Deal found 2/22$250
This American Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” 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 3/37:00 am
ROC
-
STT
1 stop8h 40m
American Airlines
Mon 3/95:25 pm
STT
-
ROC
2 stops19h 34m
American Airlines
Deal found 2/21$255

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 February 23, 2026.

Round-trip from

$216
(Delta)

One-way from

$101
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$396
From Greater Rochester Intl to Caribbean
One-way flight from Greater Rochester Intl to Caribbean
Highest demand for flights based on searches. 5% potential increase in price ($23 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 February 23, 2026.
Use the filters below to find and compare flights from Rochester to Caribbean that are best for you.

Fly from

Rochester

Fly to

Caribbean

Route

Depart

Return

Price

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 4/12

7:10 am-4:55 pm

1 stop9h 45m

San Juan Luis Munoz Marin Intl

Sat 4/18

3:30 pm-11:38 pm

1 stop8h 08m

$223

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Greater Rochester Intl

Wed 4/29

5:25 pm-12:35 pm

2 stops19h 10m

Saint Thomas Island Cyril E King

Fri 5/1

11:27 am-10:00 pm

1 stop10h 33m

$224

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Greater Rochester Intl

Sat 5/2

7:27 pm-10:47 am

1 stop15h 20m

Saint Thomas Island Cyril E King

Tue 5/12

5:05 pm-10:33 am

2 stops17h 28m

$224

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Greater Rochester Intl

Tue 4/7

6:20 pm-10:47 am

1 stop16h 27m

Saint Thomas Island Cyril E King

Tue 4/14

12:47 pm-9:47 pm

2 stops9h 00m

$224

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 3/1

11:59 am-11:59 pm

1 stop11h 00m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:15 am-5:16 pm

1 stop12h 01m

$265

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

4:20 pm-12:18 am

1 stop7h 58m

$270

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Wed 2/25

12:40 pm-12:35 am

2 stops10h 55m

San Juan Luis Munoz Marin Intl

Fri 2/27

6:00 am-3:20 pm

1 stop10h 20m

$291

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Thu 2/26

12:59 pm-11:58 pm

1 stop9h 59m

San Juan Luis Munoz Marin Intl

Fri 3/6

6:15 am-12:04 pm

1 stop6h 49m

$291

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sat 5/2

10:46 am-11:50 pm

2 stops13h 04m

San Juan Luis Munoz Marin Intl

Tue 5/12

7:20 am-8:55 pm

2 stops13h 35m

$296

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Mon 4/20

4:00 pm-11:40 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Thu 8/13

5:30 am-12:15 pm

1 stop6h 45m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 60 results
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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.
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

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 $250). 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 February 23, 2026.
Read reviews from past customers who have flown Southwest, Delta, and United 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.

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.
  • What airport do you fly from for flights from Rochester to Caribbean?

    Most people fly from Greater Rochester Intl (ROC) if they book a flight from Rochester to Caribbean. Greater Rochester Intl is conveniently located just 3.8 mi from Rochester’s city center.

  • How long is the flight from Rochester to Caribbean?

    There are many flights that can get you from Rochester to Caribbean in 9h 45m. Fly via JetBlue, American Airlines, or Delta to get the fastest option. Rochester and Caribbean are separated by a distance of 1835 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Rochester to Caribbean one-way?

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $88. However, be on the lookout for offers from United Airlines and Spirit Airlines, as they are both options that can get you from Rochester to Caribbean for a low price.

  • What are the most popular routes from Rochester to Caribbean?

  • Can I find deals for flights from Rochester to Caribbean that include hotel bookings?

    Yes. In addition to deals on Rochester to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Rochester to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Rochester to Caribbean.

  • Can I find deals for business class flights from Rochester to Caribbean?

    Yes. Cheapflights offers flight deals from Rochester to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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 $250). 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.

See more FAQs

Browse thousands of different 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.

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 February 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$88Average$531FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$133Average$344FlexibilityNo cancel feeOn-time65%
DeltaCheapest$138Average$471FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$175Average$530FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$232Average$630FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$235Average$715FlexibilityNo cancel feeOn-time63%

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