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Caribbean Islands

$102+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1912:24 pmROC - SJU
1 stop6h 19mAmerican Airlines
Wed 1/146:30 amSJU - ROC
1 stop17h 18mAmerican Airlines
Deal found 12/16$337
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/236:00 amROC - SXM
1 stop6h 50mUnited Airlines
Tue 12/304:55 pmSXM - ROC
1 stop7h 46mUnited Airlines
Deal found 12/16$367
This JetBlue deal was found by Cheapflights users on 12/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:00 amROC - SJU
1 stop9h 26mJetBlue
Wed 1/142:20 pmSJU - ROC
1 stop10h 08mJetBlue
Deal found 12/17$368
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:05 amROC - GCM
1 stop5h 56mAmerican Airlines
Sat 12/273:15 pmGCM - ROC
1 stop9h 19mAmerican Airlines
Deal found 12/16$378
This JetBlue deal was found by Cheapflights users on 12/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:00 amROC - SJU
1 stop9h 26mJetBlue
Wed 1/142:20 pmSJU - ROC
1 stop10h 08mJetBlue
Deal found 12/17$395
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/246:00 amROC - AUA
1 stop8h 50mAmerican Airlines
Sun 12/285:59 pmAUA - ROC
1 stop18h 06mAmerican Airlines
Deal found 12/17$413
This Priceline deal was found by Cheapflights users on 12/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 amROC - SJU
1 stop9h 26mJetBlue
Mon 12/292:21 pmSJU - ROC
1 stop10h 38mJetBlue
Deal found 12/17$415
This Delta deal was found by Cheapflights users on 12/17. 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.
Thu 12/185:44 pmROC - AUA
2 stops18h 31mDelta
Tue 12/234:35 pmAUA - ROC
1 stop8h 24mDelta
Deal found 12/17$418
This Delta deal was found by Cheapflights users on 12/16. 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.
Sun 12/217:13 pmROC - AUA
1 stop16h 17mDelta
Sat 12/271:45 pmAUA - ROC
1 stop11h 14mDelta
Deal found 12/16$448
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/205:24 pmROC - PUJ
1 stop17h 04mAmerican Airlines
Mon 12/222:27 pmPUJ - ROC
1 stop8h 46mAmerican Airlines
Deal found 12/16$453
This Expedia deal was found by Cheapflights users on 12/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:00 amROC - SJU
1 stop9h 26mMultiple Airlines
Mon 12/224:10 amSJU - ROC
2 stops13h 45mMultiple Airlines
Deal found 12/15$455
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:32 pmROC - AUA
1 stop24h 18mAmerican Airlines
Sun 1/115:59 pmAUA - ROC
2 stops17h 55mAmerican Airlines
Deal found 12/16$465

Find 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 December 18, 2025.

Round-trip from

$250
(Priceline)

One-way from

$102
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$553
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 December 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 December 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

Greater Rochester Intl

Tue 1/20

6:30 am-3:53 pm

1 stop8h 23m

San Juan Luis Munoz Marin Intl

Mon 1/26

6:05 am-2:40 pm

1 stop9h 35m

$250

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Wed 4/22

5:00 pm-2:55 am

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Sat 4/25

7:20 am-4:05 pm

1 stop8h 45m

$250

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Mon 2/23

6:00 am-2:58 pm

1 stop7h 58m

San Juan Luis Munoz Marin Intl

Mon 3/2

11:59 pm-9:00 am

1 stop10h 01m

$250

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Wed 1/14

10:30 am-9:00 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Sat 1/24

7:45 am-9:04 pm

2 stops14h 19m

$251

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Thu 4/16

5:00 pm-2:55 am

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Mon 4/20

7:20 am-4:05 pm

1 stop8h 45m

$253

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Sun 2/1

6:45 am-4:18 pm

1 stop8h 33m

Simpson Bay Princess Juliana

Thu 2/5

3:43 pm-11:27 pm

1 stop8h 44m

$257

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sat 1/24

2:48 pm-6:11 am

2 stops14h 23m

San Juan Luis Munoz Marin Intl

Tue 2/10

2:05 am-1:39 pm

2 stops12h 34m

$265

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Mon 3/2

2:24 pm-12:36 am

1 stop9h 12m

San Juan Luis Munoz Marin Intl

Tue 3/3

2:05 am-1:43 pm

2 stops12h 38m

$265

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Tue 1/20

10:30 am-12:36 am

2 stops13h 06m

San Juan Luis Munoz Marin Intl

Tue 2/10

2:05 am-10:02 am

1 stop8h 57m

$265

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Fri 1/23

3:30 pm-12:58 am

1 stop8h 28m

San Juan Luis Munoz Marin Intl

Sat 1/31

2:20 pm-11:28 pm

1 stop10h 08m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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 $89). Flying from Rochester to Caribbean Islands in December is currently the most expensive (average of $261). 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 December 18, 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 December 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
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
8,005 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
9,091 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
11,054 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
2,897 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
8,190 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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 8h 23m. JetBlue provides one of the quickest options available for as low as $250. 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?

    $94 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on United Airlines and JetBlue, with prices starting from $106 and $115, 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 - Oranjestad Reina Beatrix and 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, February is the cheapest month in which you can book a flight from Rochester to Caribbean Islands (average of $89). Flying from Rochester to Caribbean Islands in December is currently the most expensive (average of $261). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$88Average$571FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$175Average$655FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$235Average$730FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$235Average$555FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$251Average$633FlexibilityNo cancel feeOn-time71%
DeltaCheapest$268Average$497FlexibilityNo cancel feeOn-timeN/A

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