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$114+ 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 9/12. 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
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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 August 18, 2025.

Round-trip from

$215
(American Airlines)

One-way from

$114
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$488
From Rochester Greater Rochester Intl to Caribbean
Search Deals
One-way flight from Rochester Greater Rochester Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 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 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 Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/71:13 pmROC - SJU
1 stop9h 06mSpirit Airlines
Thu 12/112:59 amSJU - ROC
1 stop10h 14mSpirit Airlines
Deal found 8/16$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
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/85:32 pmROC - AUA
2 stops18h 07mAmerican Airlines
Wed 11/125:40 pmAUA - ROC
2 stops19h 24mAmerican Airlines
Deal found 8/17$324

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 August 18, 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

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

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

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

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

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Tue 2/3

12:20 pm-8:30 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Tue 2/10

2:12 pm-12:36 am

1 stop11h 24m

$275

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Sat 9/13

5:05 pm-11:47 pm

1 stop6h 42m

San Juan Luis Munoz Marin Intl

Sat 9/20

1:32 pm-12:09 am

1 stop10h 37m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 59 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 August 18, 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 August 18, 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
4,246 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,925 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
JetBlue
7.2
Good
2,915 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • 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 $114. However, be on the lookout for offers from Delta and JetBlue, 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 Rochester Greater Rochester Intl - San Juan Luis Munoz Marin Intl, Rochester Greater Rochester Intl - Oranjestad Reina Beatrix or Rochester Greater Rochester Intl - Punta Cana 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, 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

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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.
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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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$189Average$578FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$272Average$544FlexibilityNo cancel feeOn-time62%
DeltaCheapest$274Average$523FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$275Average$616FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$300Average$633FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$315Average$746FlexibilityNo cancel feeOn-time63%

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