HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$108+ 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 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Rochester to Caribbean Islands 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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 August 18, 2025.

Round-trip from

$215
(Southwest)

One-way from

$111
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$488
From Rochester Greater Rochester Intl to Caribbean Islands
Search Deals
One-way flight from Rochester Greater Rochester Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($22 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 August 2025
Search Deals

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 August 18, 2025.

This Southwest deal was found by Cheapflights users on 8/17. 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.
Thu 9/254:40 pmROC - SJU
1 stop6h 50mSouthwest
Tue 9/307:20 amSJU - ROC
1 stop7h 50mSouthwest
Deal found 8/17$215
This Southwest deal was found by Cheapflights users on 8/16. 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.
Sun 9/74:25 pmROC - SJU
1 stop8h 20mSouthwest
Thu 9/115:50 amSJU - ROC
1 stop10h 15mSouthwest
Deal found 8/16$245
This Trip.com deal was found by Cheapflights users on 8/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/176:05 amROC - SJU
1 stop6h 37mJetBlue
Sun 9/212:25 pmSJU - ROC
1 stop9h 34mJetBlue
Deal found 8/17$264
This Delta deal was found by Cheapflights users on 8/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/135:05 pmROC - SJU
1 stop6h 42mDelta
Sat 9/201:32 pmSJU - ROC
1 stop10h 37mDelta
Deal found 8/17$275
This JetBlue deal was found by Cheapflights users on 8/18. 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.
Thu 9/186:05 amROC - SJU
1 stop8h 51mJetBlue
Mon 9/222:25 pmSJU - ROC
1 stop9h 34mJetBlue
Deal found 8/18$282
This Southwest deal was found by Cheapflights users on 8/17. 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.
Thu 9/184:40 pmROC - SJU
1 stop6h 50mSouthwest
Thu 9/254:05 pmSJU - ROC
1 stop7h 05mSouthwest
Deal found 8/17$296
This Delta deal was found by Cheapflights users on 8/18. 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 11/276:00 amROC - SJU
1 stop7h 15mDelta
Sat 12/66:20 pmSJU - ROC
1 stop7h 14mDelta
Deal found 8/18$297
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/66:20 amROC - SJU
1 stop7h 52mSpirit Airlines
Wed 10/152:49 amSJU - ROC
1 stop20h 52mSpirit Airlines
Deal found 8/17$302
This CheapOair deal was found by Cheapflights users on 8/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/74:05 pmROC - SJU
1 stop16h 47mJetBlue
Fri 12/129:30 amSJU - ROC
1 stop6h 40mJetBlue
Deal found 8/17$303
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Sun 9/75:53 amROC - SJU
1 stop7h 52mUnited Airlines
Wed 9/101:05 amSJU - ROC
2 stops8h 36mUnited Airlines
Deal found 8/16$305
This Trip.com deal was found by Cheapflights users on 8/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/161:38 pmROC - SJU
1 stop7h 46mJetBlue
Sat 10/183:03 amSJU - ROC
1 stop9h 20mJetBlue
Deal found 8/16$306
This Delta deal was found by Cheapflights users on 8/16. 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.
Mon 9/225:25 amROC - AUA
1 stop7h 15mDelta
Wed 10/11:55 pmAUA - ROC
1 stop10h 14mDelta
Deal found 8/16$319

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 August 18, 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

Rochester Greater Rochester Intl

Fri 10/3

12:45 pm-12:45 am

1 stop12h 00m

San Juan Luis Munoz Marin Intl

Mon 10/6

5:50 am-5:15 pm

1 stop11h 25m

$215

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Thu 9/25

5:49 pm-11:11 am

2 stops17h 22m

San Juan Luis Munoz Marin Intl

Tue 9/30

6:10 am-11:48 pm

2 stops17h 38m

$215

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Thu 10/2

12:45 pm-12:45 am

1 stop12h 00m

San Juan Luis Munoz Marin Intl

Sun 10/5

5:45 am-5:10 pm

1 stop11h 25m

$215

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Sat 9/20

6:06 am-11:37 pm

2 stops17h 31m

San Juan Luis Munoz Marin Intl

Tue 9/23

6:10 am-11:48 pm

2 stops17h 38m

$215

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Fri 9/26

12:35 pm-11:30 pm

1 stop10h 55m

San Juan Luis Munoz Marin Intl

Sun 9/28

5:05 am-1:45 pm

1 stop8h 40m

$215

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Thu 9/25

4:40 pm-11:30 pm

1 stop6h 50m

San Juan Luis Munoz Marin Intl

Tue 9/30

7:20 am-3:10 pm

1 stop7h 50m

$215

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Mon 10/6

5:50 pm-12:45 am

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Thu 10/16

5:30 pm-11:45 pm

1 stop6h 15m

$215

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Sun 9/7

4:25 pm-12:45 am

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Thu 9/11

5:50 am-4:05 pm

1 stop10h 15m

$245

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Thu 10/16

1:45 pm-9:55 pm

1 stop8h 10m

San Juan Luis Munoz Marin Intl

Sun 10/19

5:45 am-12:05 pm

1 stop6h 20m

$245

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Wed 9/17

6:05 am-12:42 pm

1 stop6h 37m

San Juan Luis Munoz Marin Intl

Sun 9/21

2:25 pm-11:59 pm

1 stop9h 34m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 56 results
1
2
3
...
6

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, September is the cheapest month in which you can book a flight from Rochester to Caribbean Islands (average of $254). Flying from Rochester to Caribbean Islands in June is currently the most expensive (average of $339). 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 August 18, 2025.

When flying from Rochester to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 18, 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
8.0
Very good
7,981 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

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
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

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
8,925 reviews
Delta
8.0
Very good
7,981 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

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
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

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
2,915 reviews
Delta
8.0
Very good
7,981 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

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
8,038 reviews
Delta
8.0
Very good
7,981 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

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. Rochester 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 8h 15m. Southwest provides one of the quickest options available for as low as $319. There are 2163 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?

    $108 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on American Airlines and JetBlue, with prices starting from $114 and $121, respectively.

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

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

  • 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, September is the cheapest month in which you can book a flight from Rochester to Caribbean Islands (average of $254). Flying from Rochester to Caribbean Islands in June is currently the most expensive (average of $339). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Rochester to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Cancún flights
John F Kennedy Intl to O'Hare Intl flights
Newark to Cancún flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Orlando flights
Newark to Los Angeles flights
Newark to Miami flights
Newark to O'Hare Intl flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Dallas/Fort Worth flights
LaGuardia to Dallas/Fort Worth flights
LaGuardia to Fort Lauderdale flights
Newark to Las Vegas flights
John F Kennedy Intl to San Francisco flights
LaGuardia to Miami flights
John F Kennedy Intl to Mexico City flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to San Francisco flights
Newark to Orlando flights
John F Kennedy Intl to Denver flights
LaGuardia to O'Hare Intl flights
LaGuardia to Atlanta flights
LaGuardia to Los Angeles flights
LaGuardia to Orlando flights
LaGuardia to Denver flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to Seattle flights
John F Kennedy Intl to Atlanta flights
Newark to Denver flights
LaGuardia to Cancún flights
John F Kennedy Intl to West Palm Beach flights
LaGuardia to Las Vegas flights
John F Kennedy Intl to Sky Harbor Intl flights
Newark to Atlanta flights
Newark to Seattle flights
LaGuardia to Hobby flights
Newark to Mexico City flights
John F Kennedy Intl to Tampa flights
Newark to Sky Harbor Intl flights
John F Kennedy Intl to Hobby flights
Newark to Hobby flights
John F Kennedy Intl to New Orleans flights
John F Kennedy Intl to Ontario flights
Newark to Tampa flights
LaGuardia to Nashville flights
Newark to Pearson Intl flights
John F Kennedy Intl to San Diego flights
John F Kennedy Intl to Midway flights

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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$189Average$599FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$272Average$543FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$275Average$605FlexibilityNo cancel feeOn-time69%
DeltaCheapest$275Average$521FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$300Average$641FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$315Average$746FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.