HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$111+ 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 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
We work with more than 300 partners to bring you better travel deals

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

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.

Find 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 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

Keep the following information in mind while searching for Rochester to Caribbean 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
Search Deals
One-way flight from Greater Rochester Intl to Caribbean
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 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 that are best for you.

Fly from

Rochester

Fly to

Caribbean

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
1
2
3
...
6

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 $131). Flying from Rochester to Caribbean 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 CB?

Find hourly flight availability from Rochester to Caribbean. 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.

A simple way to save on the total cost of your ticket is to fly from Rochester to Caribbean in the evening. If you’re flexible enough to do this you can expect to save up to 33% on your trip compared to booking a flight at noon.

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

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

Travelers seeking maximum savings on their Rochester to Caribbean 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

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 October 30, 2025.
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.
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,906 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 10h 20m. Fly via Southwest, United Airlines, or JetBlue 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 American Airlines, with whom users have recently found tickets for as low as $111. However, be on the lookout for offers from United Airlines and Delta, 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?

    When deciding which route to take from Rochester to Caribbean consider Greater Rochester Intl - San Juan Luis Munoz Marin Intl, Greater Rochester Intl - Punta Cana or Greater Rochester Intl - Oranjestad Reina Beatrix as they are the most popular.

  • 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 $131). Flying from Rochester to Caribbean 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

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

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Cancún flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Los Angeles flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
Newark to Cancún flights
LaGuardia to Miami flights
John F Kennedy Intl to Dallas/Fort Worth flights
LaGuardia to Dallas/Fort Worth flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Los Angeles flights
John F Kennedy Intl to O'Hare Intl flights
John F Kennedy Intl to Mexico City flights
John F Kennedy Intl to San Francisco flights
John F Kennedy Intl to Heathrow flights
John F Kennedy Intl to West Palm Beach flights
Newark to Heathrow flights
Newark to Orlando flights
Newark to Las Vegas flights
John F Kennedy Intl to Tampa flights
LaGuardia to Hobby flights
John F Kennedy Intl to Atlanta flights
John F Kennedy Intl to Charles de Gaulle flights
Newark to San Francisco flights
LaGuardia to Orlando flights
LaGuardia to Tampa flights
Newark to West Palm Beach flights
Newark to Tampa flights
Newark to Mexico City flights
John F Kennedy Intl to Hobby flights
LaGuardia to Cancún flights
Newark to Hobby flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Haneda flights
LaGuardia to Los Angeles flights
John F Kennedy Intl to Tel Aviv flights
Newark to Charles de Gaulle flights
John F Kennedy Intl to Denver flights
John F Kennedy Intl to Sky Harbor Intl flights
Newark to New Orleans flights
LaGuardia to Mexico City flights
Newark to Narita flights
Newark to Haneda flights
Newark to Sky Harbor Intl flights
John F Kennedy Intl to New Orleans flights

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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$192Average$665FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$262Average$752FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$273Average$565FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$275Average$587FlexibilityNo cancel feeOn-time69%
DeltaCheapest$275Average$509FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$290Average$633FlexibilityNo cancel feeOn-time71%

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.