Caribbean

$112+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Oct 17 — Oct 241
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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 September 17, 2025.

Round-trip from

$235
(Southwest)

One-way from

$112
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$281
From Rochester Greater Rochester Intl to Caribbean
One-way flight from Rochester Greater Rochester Intl to Caribbean
Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in September 2025

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 September 17, 2025.

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.
Wed 10/296:30 amROC - SJU
1 stop8h 10mUnited Airlines
Tue 11/48:30 amSJU - ROC
2 stops13h 22mUnited Airlines
Deal found 9/17$235
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 10/298:00 amROC - SJU
2 stops14h 10mAmerican Airlines
Sat 11/17:10 amSJU - ROC
1 stop13h 50mAmerican Airlines
Deal found 9/15$241
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/15:07 pmROC - SJU
1 stop9h 41mJetBlue
Fri 11/78:05 amSJU - ROC
1 stop8h 05mJetBlue
Deal found 9/17$264
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.
Sat 11/13:35 pmROC - SJU
1 stop8h 10mSouthwest
Fri 11/76:10 amSJU - ROC
1 stop11h 50mSouthwest
Deal found 9/17$267
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.
Sat 10/255:08 pmROC - SJU
1 stop6h 48mDelta
Tue 10/281:06 pmSJU - ROC
1 stop11h 05mDelta
Deal found 9/16$275
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/55:25 amROC - SJU
1 stop6h 48mDelta
Tue 10/281:06 pmSJU - ROC
1 stop11h 05mDelta
Deal found 9/17$278
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.
Sat 9/275:25 amROC - SJU
1 stop6h 48mDelta
Sat 10/41:32 pmSJU - ROC
1 stop10h 37mDelta
Deal found 9/15$281
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.
Sat 11/84:35 pmROC - SJU
1 stop10h 13mJetBlue
Sat 11/291:50 amSJU - ROC
1 stop8h 07mJetBlue
Deal found 9/16$282
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.
Sat 9/276:30 amROC - SJU
1 stop8h 14mUnited Airlines
Fri 10/31:05 amSJU - ROC
2 stops12h 24mUnited Airlines
Deal found 9/15$294
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:00 amROC - SJU
2 stops16h 58mAmerican Airlines
Thu 11/66:25 amSJU - ROC
1 stop10h 33mAmerican Airlines
Deal found 9/15$295
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/112:43 pmROC - SJU
1 stop9h 17mDelta
Wed 10/81:06 pmSJU - ROC
1 stop11h 05mDelta
Deal found 9/17$298
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.
Fri 10/171:45 pmROC - SJU
1 stop8h 10mSouthwest
Fri 10/245:50 amSJU - ROC
1 stop6h 20mSouthwest
Deal found 9/17$299

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 September 17, 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

Rochester Greater Rochester Intl

Wed 10/29

10:00 am-10:10 pm

2 stops12h 10m

San Juan Luis Munoz Marin Intl

Sat 11/1

5:30 am-3:48 pm

1 stop10h 18m

$235

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Sat 10/25

5:08 pm-11:56 pm

1 stop6h 48m

San Juan Luis Munoz Marin Intl

Tue 10/28

1:06 pm-12:11 am

1 stop11h 05m

$275

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Sat 9/27

6:30 am-8:38 pm

2 stops14h 08m

San Juan Luis Munoz Marin Intl

Fri 10/3

1:05 am-1:29 pm

2 stops12h 24m

$281

RochesterPunta Cana

ROC - PUJ

ROCPUJ

Rochester Greater Rochester Intl

Sat 11/1

5:25 pm-1:34 pm

2 stops20h 09m

Punta Cana

Sat 11/8

5:47 pm-10:29 am

2 stops17h 42m

$306

RochesterPunta Cana

ROC - PUJ

ROCPUJ

Rochester Greater Rochester Intl

Wed 11/12

5:13 pm-11:40 am

2 stops17h 27m

Punta Cana

Tue 11/18

5:30 pm-12:10 pm

2 stops19h 40m

$306

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Wed 11/19

6:00 am-12:58 am

1 stop17h 58m

San Juan Luis Munoz Marin Intl

Tue 12/2

3:46 pm-11:15 pm

1 stop8h 29m

$312

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Rochester Greater Rochester Intl

Wed 2/25

5:30 am-1:45 pm

1 stop7h 15m

Saint Thomas Island Cyril E King

Tue 3/3

4:59 pm-12:36 am

1 stop8h 37m

$315

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Rochester Greater Rochester Intl

Tue 3/10

6:00 am-2:51 pm

1 stop8h 51m

Saint Thomas Island Cyril E King

Wed 3/11

3:56 pm-12:36 am

1 stop8h 40m

$315

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Rochester Greater Rochester Intl

Sun 2/22

5:40 pm-11:40 am

1 stop17h 00m

Saint Thomas Island Cyril E King

Wed 3/4

6:40 pm-11:57 am

2 stops18h 17m

$315

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Tue 10/21

1:38 pm-9:24 pm

1 stop7h 46m

San Juan Luis Munoz Marin Intl

Mon 10/27

5:25 am-3:10 pm

1 stop9h 45m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, September is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $254). Flying from Rochester to Caribbean 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 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 September 17, 2025.

When flying from Rochester to Caribbean, 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

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, 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.

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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
8.0
Very good

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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 Rochester Greater Rochester Intl (ROC) if they book a flight from Rochester to Caribbean. Rochester 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 6h 48m. Fly via American Airlines, Delta, or United Airlines 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 $118. However, be on the lookout for offers from Delta 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, September is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $254). Flying from Rochester to Caribbean 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

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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$189Average$625FlexibilityNo cancel feeOn-time65%
DeltaCheapest$275Average$521FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$280Average$600FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$281Average$546FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$290Average$635FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$299Average$747FlexibilityNo cancel feeOn-time63%

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