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Caribbean Islands

$111+ Cheap flights from Rochester (ROC) to Caribbean Islands

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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find flight deals from Rochester to Caribbean Islands

Cheapest flights from Rochester to Caribbean Islands
Explore the most affordable flight options available from Rochester to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Delta deal was found by Cheapflights users on 10/29. 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 12/75:30 amROC - SJU
1 stop6h 28mDelta
Wed 12/107:00 amSJU - ROC
1 stop11h 28mDelta
Deal found 10/29$235
This Faresmojo deal was found by Cheapflights users on 10/29. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:00 amROC - SJU
1 stop8h 01mJetBlue
Mon 1/55:24 pmSJU - ROC
1 stop7h 35mJetBlue
Deal found 10/29$271
This Delta deal was found by Cheapflights users on 10/29. 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 12/712:27 pmROC - SJU
1 stop9h 53mDelta
Fri 12/122:10 pmSJU - ROC
1 stop10h 29mDelta
Deal found 10/29$278
This Delta deal was found by Cheapflights users on 10/29. 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.
Tue 11/115:30 amROC - SJU
1 stop6h 26mDelta
Tue 11/182:10 pmSJU - ROC
1 stop10h 21mDelta
Deal found 10/29$281
This JetBlue deal was found by Cheapflights users on 10/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/85:04 pmROC - SJU
1 stop9h 44mJetBlue
Fri 11/143:34 pmSJU - ROC
1 stop8h 41mJetBlue
Deal found 10/30$282
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:56 pmROC - SJU
1 stop14h 37mSpirit Airlines
Fri 12/1211:38 amSJU - ROC
1 stop7h 13mSpirit Airlines
Deal found 10/30$284
This CheapOair deal was found by Cheapflights users on 10/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/155:04 pmROC - SJU
1 stop9h 44mJetBlue
Wed 11/198:05 amSJU - ROC
1 stop16h 10mJetBlue
Deal found 10/30$289
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/1210:35 amROC - SJU
2 stops10h 47mUnited Airlines
Fri 11/142:05 amSJU - ROC
2 stops12h 31mUnited Airlines
Deal found 10/29$293
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Tue 11/116:10 amROC - SJU
2 stops13h 50mUnited Airlines
Tue 11/188:10 amSJU - ROC
1 stop9h 31mUnited Airlines
Deal found 10/29$301
This Expedia deal was found by Cheapflights users on 10/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amROC - SJU
2 stops15h 04mJetBlue
Fri 11/143:34 pmSJU - ROC
1 stop8h 41mJetBlue
Deal found 10/30$304
This CheapOair deal was found by Cheapflights users on 10/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/226:00 amROC - SJU
1 stop20h 48mJetBlue
Thu 11/271:10 pmSJU - ROC
1 stop11h 19mJetBlue
Deal found 10/30$309
This Delta deal was found by Cheapflights users on 10/29. 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.
Tue 12/306:16 pmROC - SXM
1 stop17h 02mDelta
Thu 1/154:20 pmSXM - ROC
1 stop8h 36mDelta
Deal found 10/29$311

Cheap flight deals from Rochester to Caribbean Islands

Keep the following information in mind while searching for Rochester to Caribbean Islands flight deals. Data was last updated October 30, 2025.

Round-trip from

$235
(Southwest)

One-way from

$111
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$322
From Greater Rochester Intl to Caribbean Islands
Search Deals
One-way flight from Greater Rochester Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rochester to Caribbean Islands 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 October 30, 2025.
Use the filters below to find and compare flights from Rochester to Caribbean Islands that are best for you.

Fly from

Rochester

Fly to

Caribbean Islands

Route

Depart

Return

Price

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 1/25

12:45 pm-12:05 am

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:00 am-4:05 pm

1 stop11h 05m

$235

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 1/25

6:15 am-9:26 pm

2 stops14h 11m

San Juan Luis Munoz Marin Intl

Thu 2/5

2:05 am-10:02 am

1 stop8h 57m

$235

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sat 1/24

3:20 pm-11:00 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Sat 1/31

5:30 am-11:30 am

1 stop7h 00m

$235

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 1/25

10:37 am-10:22 pm

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-1:39 pm

2 stops12h 34m

$258

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Tue 3/10

4:35 pm-2:55 am

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Sun 3/22

12:59 am-8:45 am

1 stop7h 46m

$282

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Wed 3/4

4:35 pm-3:55 am

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Sat 3/7

12:59 am-7:45 am

1 stop7h 46m

$282

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Tue 3/3

4:35 pm-3:55 am

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:00 am-3:37 pm

1 stop10h 37m

$282

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Wed 3/4

4:35 pm-2:47 am

1 stop9h 12m

San Juan Luis Munoz Marin Intl

Tue 3/10

5:00 am-3:37 pm

1 stop10h 37m

$282

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Wed 3/4

4:35 pm-2:47 am

1 stop9h 12m

San Juan Luis Munoz Marin Intl

Sun 3/8

12:59 am-8:45 am

1 stop7h 46m

$282

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Tue 12/30

6:16 pm-12:18 pm

1 stop17h 02m

Simpson Bay Princess Juliana

Fri 1/16

4:20 pm-11:56 pm

1 stop8h 36m

$311

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 results
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Best time to book a flight from Rochester to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

What is the cheapest month to book a flight from Rochester to Caribbean Islands?

Currently, February is the cheapest month in which you can book a flight from Rochester to Caribbean Islands (average of $131). Flying from Rochester to Caribbean Islands in November is currently the most expensive (average of $212). 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.

What is the cheapest time of day to fly from ROC to EPX?

Find hourly flight availability from Rochester to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

It’s typically best to fly out from Rochester to Caribbean Islands in the evening. Doing so could potentially save you 33% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Rochester to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Rochester to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Rochester to Caribbean Islands flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated October 30, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Rochester to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
United Airlines
7.4
Good
8,998 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.2
Good
2,906 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Spirit Airlines
6.3
Okay
8,116 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Rochester to Caribbean Islands. 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 Islands?

    If you book a flight to Caribbean Islands from Rochester, you will be flying from Greater Rochester Intl, which is the city’s only airport. Greater Rochester Intl (ROC) is located 3.8 mi from the center of Rochester.

  • How long is the flight from Rochester to Caribbean Islands?

    A quick flight from Rochester to Caribbean Islands can take about 10h 20m. Southwest provides one of the quickest options available for as low as $235. There are 1835 mi between Rochester and Caribbean Islands. Both multi-stop and nonstop flights can be found to your destination and back.

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

    $111 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $111 and $118, respectively.

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

    The most popular flight routes from Rochester to Caribbean Islands are Greater Rochester Intl - San Juan Luis Munoz Marin Intl, Greater Rochester Intl - Punta Cana and Greater Rochester Intl - Oranjestad Reina Beatrix.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Rochester to Caribbean Islands 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 Islands?

    Currently, February is the cheapest month in which you can book a flight from Rochester to Caribbean Islands (average of $131). Flying from Rochester to Caribbean Islands in November is currently the most expensive (average of $212). 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

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Top 6 airlines flying from Rochester to Caribbean Islands

Discover the top 6 airlines that operate flights from Rochester to Caribbean Islands. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$192Average$605FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$262Average$752FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$273Average$558FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$275Average$587FlexibilityNo cancel feeOn-time69%
DeltaCheapest$275Average$495FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$290Average$624FlexibilityNo cancel feeOn-time71%

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