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$126+ Cheap flights from Rochester, NY (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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$251
(Southwest)

One-way from

$138
(Delta)

Popular in

April

Cheapest in

September

Average price

$426
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. 7% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/163:55 pmROC - SJU
1 stop6h 35mSouthwest
Fri 10/35:50 amSJU - ROC
1 stop6h 20mSouthwest
Deal found 4/30$251
This Delta deal was found by Cheapflights users on 4/30. 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.
Wed 9/176:00 amROC - SJU
1 stop10h 18mDelta
Fri 10/31:13 pmSJU - ROC
1 stop11h 21mDelta
Deal found 4/30$275
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3111:43 amROC - SJU
2 stops22h 00mSpirit Airlines
Fri 6/68:12 pmSJU - ROC
1 stop19h 02mSpirit Airlines
Deal found 4/30$301
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:30 amROC - SJU
1 stop8h 14mUnited Airlines
Mon 11/37:45 amSJU - ROC
2 stops16h 42mUnited Airlines
Deal found 4/30$350
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/168:23 amROC - SJU
2 stops11h 47mAmerican Airlines
Fri 10/35:25 pmSJU - ROC
2 stops16h 10mAmerican Airlines
Deal found 4/30$356
This JetBlue deal was found by Cheapflights users on 4/30. 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.
Fri 5/3012:59 pmROC - SJU
1 stop5h 59mJetBlue
Sun 6/153:23 amSJU - ROC
1 stop7h 17mJetBlue
Deal found 4/30$365
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/123:26 pmROC - SJU
3 stops44h 05mMultiple Airlines
Sat 5/178:12 pmSJU - ROC
1 stop19h 02mMultiple Airlines
Deal found 4/30$369
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/54:19 pmROC - SDQ
1 stop23h 26mSpirit Airlines
Wed 6/114:05 pmSDQ - ROC
1 stop23h 05mSpirit Airlines
Deal found 4/30$386
This Delta deal was found by Cheapflights users on 4/30. 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.
Mon 5/125:30 amROC - MBJ
1 stop7h 16mDelta
Fri 5/164:55 pmMBJ - ROC
1 stop6h 48mDelta
Deal found 4/30$407
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1411:43 amROC - SDQ
1 stop14h 01mMultiple Airlines
Sat 6/213:35 pmSDQ - ROC
2 stops28h 16mMultiple Airlines
Deal found 4/30$410
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/66:32 pmROC - PUJ
1 stop17h 15mSpirit Airlines
Fri 6/133:23 pmPUJ - ROC
2 stops19h 21mSpirit Airlines
Deal found 4/29$414
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/247:25 pmROC - NAS
1 stop14h 40mAmerican Airlines
Tue 7/2911:05 amNAS - ROC
1 stop11h 02mAmerican Airlines
Deal found 4/30$421

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 May 1, 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

Tue 9/16

3:55 pm-10:30 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Fri 10/3

5:50 am-12:10 pm

1 stop6h 20m

$251

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Wed 9/17

6:00 am-4:18 pm

1 stop10h 18m

San Juan Luis Munoz Marin Intl

Fri 10/3

1:13 pm-12:34 am

1 stop11h 21m

$275

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Sat 5/31

11:43 am-9:43 am

2 stops22h 00m

San Juan Luis Munoz Marin Intl

Fri 6/6

8:12 pm-3:14 pm

1 stop19h 02m

$301

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Sat 10/25

6:30 am-2:44 pm

1 stop8h 14m

San Juan Luis Munoz Marin Intl

Mon 11/3

7:45 am-11:27 pm

2 stops16h 42m

$350

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Tue 9/16

8:23 am-8:10 pm

2 stops11h 47m

San Juan Luis Munoz Marin Intl

Fri 10/3

5:25 pm-9:35 am

2 stops16h 10m

$356

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Fri 5/30

12:59 pm-6:58 pm

1 stop5h 59m

San Juan Luis Munoz Marin Intl

Sun 6/15

3:23 am-10:40 am

1 stop7h 17m

$365

RochesterSan Juan

ROC - SJU

ROCSJU

Rochester Greater Rochester Intl

Mon 5/12

3:26 pm-11:31 am

3 stops44h 05m

San Juan Luis Munoz Marin Intl

Sat 5/17

8:12 pm-3:14 pm

1 stop19h 02m

$369

RochesterSanto Domingo

ROC - SDQ

ROCSDQ

Rochester Greater Rochester Intl

Thu 6/5

4:19 pm-3:45 pm

1 stop23h 26m

Santo Domingo Las Americas

Wed 6/11

4:05 pm-3:10 pm

1 stop23h 05m

$386

RochesterMontego Bay

ROC - MBJ

ROCMBJ

Rochester Greater Rochester Intl

Mon 5/12

6:00 am-3:30 pm

1 stop10h 30m

Montego Bay Sangster Intl

Fri 5/16

4:55 pm-12:43 am

1 stop6h 48m

$407

RochesterSanto Domingo

ROC - SDQ

ROCSDQ

Rochester Greater Rochester Intl

Sat 6/14

11:43 am-1:44 am

1 stop14h 01m

Santo Domingo Las Americas

Sat 6/21

3:35 pm-7:51 pm

2 stops28h 16m

$410

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 48 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, New York to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Rochester, New York to Caribbean (average of $254). Flying from Rochester, New York to Caribbean in December is currently the most expensive (average of $336). 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 May 1, 2025.

When flying from Rochester, New York 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 May 1, 2025.
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
LATAM Airlines
7.5
Good
1,767 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Copa Airlines
7.5
Good
1,415 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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, New York to Caribbean one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $138. However, be on the lookout for offers from Spirit Airlines and American Airlines, as they are both options that can get you from Rochester, New York to Caribbean for a low price.

  • What are the most popular routes from Rochester, New York to Caribbean?

    When deciding which route to take from Rochester, New York to Caribbean consider Rochester Greater Rochester Intl - San Juan Luis Munoz Marin Intl, Rochester Greater Rochester Intl - Montego Bay Sangster Intl or Rochester Greater Rochester Intl - Nassau Intl 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, New York to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Rochester, New York to Caribbean (average of $254). Flying from Rochester, New York to Caribbean in December is currently the most expensive (average of $336). 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$182Average$511FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$267Average$596FlexibilityNo cancel feeOn-time62%
DeltaCheapest$274Average$510FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$280Average$628FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$311Average$718FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$343Average$751FlexibilityNo cancel feeOn-time63%

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