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$126+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$251
(American Airlines)

One-way from

$126
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$471
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. 6% potential increase in price ($30 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 July 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 July 3, 2025.

This American Airlines deal was found by Cheapflights users on 7/3. 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.
Mon 9/228:06 amROC - SJU
2 stops15h 31mAmerican Airlines
Sat 9/274:45 pmSJU - ROC
2 stops19h 26mAmerican Airlines
Deal found 7/3$251
This Southwest deal was found by Cheapflights users on 7/2. 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 8/303:35 pmROC - SJU
1 stop7h 05mSouthwest
Wed 9/33:05 pmSJU - ROC
1 stop7h 00mSouthwest
Deal found 7/2$263
This United Airlines deal was found by Cheapflights users on 7/2. 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
1 stop9h 06mUnited Airlines
Deal found 7/2$271
This Delta deal was found by Cheapflights users on 7/1. 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 8/315:29 amROC - SJU
1 stop6h 49mDelta
Thu 9/47:00 amSJU - ROC
1 stop11h 42mDelta
Deal found 7/1$275
This FlightHub deal was found by Cheapflights users on 7/1. 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.
Wed 7/2311:18 amROC - SJU
1 stop14h 17mSpirit Airlines
Thu 7/3110:14 pmSJU - ROC
1 stop16h 19mSpirit Airlines
Deal found 7/1$284
This FlightHub deal was found by Cheapflights users on 7/2. 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.
Sat 8/306:40 amROC - STT
1 stop7h 08mSpirit Airlines
Wed 9/32:43 pmSTT - ROC
1 stop7h 27mSpirit Airlines
Deal found 7/2$285
This JetBlue deal was found by Cheapflights users on 6/30. 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.
Wed 7/1612:30 pmROC - SJU
1 stop7h 05mJetBlue
Fri 7/183:05 amSJU - ROC
1 stop8h 19mJetBlue
Deal found 6/30$285
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/236:00 amROC - AUA
1 stop8h 10mDelta
Tue 10/71:55 pmAUA - ROC
1 stop10h 39mDelta
Deal found 6/30$345
This Delta deal was found by Cheapflights users on 7/3. 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 12/76:00 amROC - NAS
1 stop7h 11mDelta
Wed 12/104:50 pmNAS - ROC
1 stop7h 09mDelta
Deal found 7/3$349
This American Airlines deal was found by Cheapflights users on 7/1. 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 8/196:00 amROC - AUA
1 stop7h 30mAmerican Airlines
Tue 8/264:05 pmAUA - ROC
2 stops19h 18mAmerican Airlines
Deal found 7/1$350
This SmartFares deal was found by Cheapflights users on 6/30. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1711:13 amROC - PUJ
1 stop27h 47mSpirit Airlines
Thu 8/2112:40 pmPUJ - ROC
1 stop9h 30mSpirit Airlines
Deal found 6/30$366
This Delta deal was found by Cheapflights users on 7/3. 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 10/195:25 amROC - MBJ
1 stop7h 13mDelta
Thu 10/231:03 pmMBJ - ROC
1 stop10h 31mDelta
Deal found 7/3$371

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 July 3, 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

Mon 9/22

8:06 am-11:37 pm

2 stops15h 31m

San Juan Luis Munoz Marin Intl

Sat 9/27

4:45 pm-12:11 pm

2 stops19h 26m

$251

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Sat 8/30

3:35 pm-10:40 pm

1 stop7h 05m

San Juan Luis Munoz Marin Intl

Wed 9/3

3:05 pm-10:05 pm

1 stop7h 00m

$263

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Sun 9/7

5:53 am-1:45 pm

1 stop7h 52m

San Juan Luis Munoz Marin Intl

Wed 9/10

1:05 am-10:11 am

1 stop9h 06m

$271

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Sun 8/31

11:13 am-9:48 pm

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Sat 9/6

3:19 pm-10:57 am

2 stops19h 38m

$273

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Sun 8/31

5:29 am-12:18 pm

1 stop6h 49m

San Juan Luis Munoz Marin Intl

Sat 9/6

2:20 pm-11:11 pm

1 stop8h 51m

$275

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Wed 7/16

12:30 pm-7:35 pm

1 stop7h 05m

San Juan Luis Munoz Marin Intl

Fri 7/18

3:05 am-11:24 am

1 stop8h 19m

$285

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Rochester Greater Rochester Intl

Sat 8/30

6:40 am-1:48 pm

1 stop7h 08m

Saint Thomas Island Cyril E King

Wed 9/3

2:43 pm-10:10 pm

1 stop7h 27m

$285

RochesterOranjestad

ROC - AUA

ROCAUA

Rochester Greater Rochester Intl

Tue 9/23

6:00 am-2:10 pm

1 stop8h 10m

Oranjestad Reina Beatrix

Tue 10/7

1:55 pm-12:34 am

1 stop10h 39m

$345

RochesterOranjestad

ROC - AUA

ROCAUA

Rochester Greater Rochester Intl

Tue 8/19

6:43 am-3:05 pm

1 stop8h 22m

Oranjestad Reina Beatrix

Tue 8/26

2:45 pm-11:23 am

2 stops20h 38m

$350

RochesterPunta Cana

ROC - PUJ

ROCPUJ

Rochester Greater Rochester Intl

Sun 8/17

11:13 am-3:00 pm

1 stop27h 47m

Punta Cana

Thu 8/21

12:40 pm-10:10 pm

1 stop9h 30m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 58 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 July 3, 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 July 3, 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
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,916 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $126. 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?

    When deciding which route to take from Rochester to Caribbean consider Rochester Greater Rochester Intl - Punta Cana, Rochester Greater Rochester Intl - San Juan Luis Munoz Marin Intl or Rochester 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, 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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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$179Average$510FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$268Average$565FlexibilityNo cancel feeOn-time62%
DeltaCheapest$274Average$501FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$275Average$617FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$300Average$711FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$346Average$755FlexibilityNo cancel feeOn-time63%

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