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Caribbean

$89+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
1 adult, Economy
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Cheap 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 December 31, 2025.

This Southwest deal was found by Cheapflights users on 12/31. 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.
Wed 12/313:50 pmROC - SJU
1 stop6h 30mSouthwest
Fri 1/26:05 amSJU - ROC
2 stops12h 25mSouthwest
Deal found 12/31$687
This American Airlines deal was found by Cheapflights users on 12/31. 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 12/315:24 pmROC - SJU
1 stop17h 15mAmerican Airlines
Fri 1/28:35 pmSJU - ROC
1 stop16h 24mAmerican Airlines
Deal found 12/31$767
This United Airlines deal was found by Cheapflights users on 12/30. 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.
Wed 12/312:25 pmROC - AUA
2 stops22h 15mUnited Airlines
Sat 1/33:25 pmAUA - ROC
2 stops30h 50mUnited Airlines
Deal found 12/30$772
This American Airlines deal was found by Cheapflights users on 12/28. 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 12/297:18 pmROC - NAS
1 stop17h 27mAmerican Airlines
Mon 1/512:43 pmNAS - ROC
1 stop10h 15mAmerican Airlines
Deal found 12/28$779
This United Airlines deal was found by Cheapflights users on 12/31. 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 12/317:45 pmROC - SJU
2 stops19h 51mUnited Airlines
Fri 1/28:30 amSJU - ROC
1 stop6h 43mUnited Airlines
Deal found 12/31$811
This American Airlines deal was found by Cheapflights users on 12/30. 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.
Wed 12/312:32 pmROC - AUA
1 stop24h 18mAmerican Airlines
Sat 1/34:50 pmAUA - ROC
2 stops19h 15mAmerican Airlines
Deal found 12/30$825
This Kiwi.com deal was found by Cheapflights users on 12/28. 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.
Mon 12/296:57 pmROC - SJU
2 stops36h 42mMultiple Airlines
Mon 1/59:37 pmSJU - ROC
1 stop20h 18mMultiple Airlines
Deal found 12/28$836
This United Airlines deal was found by Cheapflights users on 12/31. 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 12/317:45 pmROC - SJU
2 stops18h 55mUnited Airlines
Fri 1/22:05 amSJU - ROC
2 stops15h 15mUnited Airlines
Deal found 12/31$961
This Southwest deal was found by Cheapflights users on 12/31. 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.
Wed 12/313:50 pmROC - SJU
1 stop6h 30mSouthwest
Sun 1/46:35 amSJU - ROC
1 stop11h 55mSouthwest
Deal found 12/31$967
This United Airlines deal was found by Cheapflights users on 12/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:21 pmROC - AUA
2 stops43h 19mUnited Airlines
Tue 1/65:50 pmAUA - ROC
2 stops23h 58mUnited Airlines
Deal found 12/29$1,013
This Kiwi.com deal was found by Cheapflights users on 12/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 pmROC - NAS
1 stop23h 40mMultiple Airlines
Sun 1/44:25 pmNAS - ROC
1 stop24h 30mMultiple Airlines
Deal found 12/29$1,032
This American Airlines deal was found by Cheapflights users on 12/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:44 amROC - SJU
2 stops11h 15mAmerican Airlines
Sat 1/310:25 amSJU - ROC
1 stop14h 16mAmerican Airlines
Deal found 12/29$1,041

Find flight deals from Rochester to Caribbean

Keep the following information in mind while searching for Rochester to Caribbean flight deals. Data was last updated December 31, 2025.

Round-trip from

$175
(United Airlines)

One-way from

$89
(Priceline)

Popular in

April

Cheapest in

September

Average price

$542
From Greater Rochester Intl to Caribbean
Search Deals
One-way flight from Greater Rochester Intl to Caribbean
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. 3% potential price decrease ($13 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 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 31, 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

Greater Rochester Intl

Sat 4/25

6:20 am-2:44 pm

1 stop8h 24m

San Juan Luis Munoz Marin Intl

Fri 5/1

1:00 am-1:29 pm

2 stops12h 29m

$175

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Mon 2/2

3:35 pm-11:50 pm

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Thu 2/5

2:20 pm-11:27 pm

1 stop10h 07m

$188

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Mon 1/19

5:21 am-4:50 pm

1 stop10h 29m

San Juan Luis Munoz Marin Intl

Tue 2/3

7:00 am-5:03 pm

1 stop11h 03m

$205

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Wed 2/25

6:05 am-5:27 pm

1 stop10h 22m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:15 am-12:04 pm

1 stop6h 49m

$205

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Thu 2/19

4:20 pm-12:05 am

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Thu 2/26

6:00 am-3:20 pm

1 stop10h 20m

$211

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 1/18

3:30 pm-2:25 am

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Thu 1/22

2:20 pm-11:28 pm

1 stop10h 08m

$215

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Thu 1/22

12:40 pm-11:10 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Sat 1/31

6:00 am-12:10 pm

1 stop7h 10m

$227

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Thu 2/5

4:20 pm-12:05 am

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Thu 2/12

6:30 am-12:05 pm

1 stop6h 35m

$227

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Thu 1/29

2:20 pm-12:36 am

1 stop9h 16m

San Juan Luis Munoz Marin Intl

Thu 2/5

8:10 am-9:04 pm

2 stops13h 54m

$229

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Tue 1/27

6:30 am-2:28 pm

1 stop6h 58m

Simpson Bay Princess Juliana

Fri 2/6

3:38 pm-11:27 pm

1 stop8h 49m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

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, February is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $89). Flying from Rochester to Caribbean in December is currently the most expensive (average of $269). 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.

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 December 31, 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
4,251 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,013 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,124 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,074 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,901 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 Greater Rochester Intl (ROC) if they book a flight from Rochester to Caribbean. 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 7h 15m. Fly via United Airlines, JetBlue, or Delta 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 Spirit Airlines, with whom users have recently found tickets for as low as $77. However, be on the lookout for offers from United Airlines 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 Greater Rochester Intl - San Juan Luis Munoz Marin Intl, Greater Rochester Intl - Oranjestad Reina Beatrix or 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, February is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $89). Flying from Rochester to Caribbean in December is currently the most expensive (average of $269). 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 December 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$88Average$565FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$172Average$591FlexibilityNo cancel feeOn-time65%
DeltaCheapest$190Average$496FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$235Average$680FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$235Average$553FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$633FlexibilityNo cancel feeOn-time71%

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