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$102+ 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 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

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 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

Keep the following information in mind while searching for Rochester to Caribbean 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
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. 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 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 that are best for you.

Fly from

Rochester

Fly to

Caribbean

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

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 $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 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 December 18, 2025.

A simple way to save on the total cost of your ticket is to fly from Rochester to Caribbean in the evening. If you’re flexible enough to do this you can expect to save up to 33% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Rochester to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Rochester to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Rochester to Caribbean 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

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 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
7.9
Good
4,250 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

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
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

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
8,005 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

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
9,092 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

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
11,055 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

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
2,897 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

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 8h 23m. Fly via JetBlue, United Airlines, or American Airlines 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 $94. 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 $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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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 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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