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$116+ 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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Round-trip from

$177
(JetBlue)

One-way from

$116
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$355
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. 2% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This JetBlue deal was found by Cheapflights users on 1/6. 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.
Sun 4/57:10 amROC - SJU
1 stop6h 05mJetBlue
Fri 4/104:39 pmSJU - ROC
1 stop7h 10mJetBlue
Deal found 1/6$177
This JetBlue deal was found by Cheapflights users on 1/5. 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.
Mon 2/23:35 pmROC - SJU
1 stop9h 50mJetBlue
Thu 2/52:20 pmSJU - ROC
1 stop10h 07mJetBlue
Deal found 1/5$189
This SmartFares deal was found by Cheapflights users on 1/7. 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.
Wed 2/259:45 amROC - SJU
1 stop9h 08mJetBlue
Mon 3/910:59 pmSJU - ROC
1 stop10h 01mJetBlue
Deal found 1/7$196
This JetBlue deal was found by Cheapflights users on 1/7. 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.
Tue 2/249:45 amROC - SJU
1 stop9h 08mJetBlue
Wed 3/411:59 pmSJU - ROC
1 stop10h 01mJetBlue
Deal found 1/7$201
This Delta deal was found by Cheapflights users on 1/6. 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 2/224:03 pmROC - SJU
1 stop6h 56mDelta
Wed 2/256:15 amSJU - ROC
1 stop6h 49mDelta
Deal found 1/6$206
This Delta deal was found by Cheapflights users on 1/7. 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 1/255:21 amROC - SJU
1 stop6h 44mDelta
Wed 1/287:30 amSJU - ROC
1 stop10h 46mDelta
Deal found 1/7$209
This Delta deal was found by Cheapflights users on 1/6. 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 1/204:05 pmROC - SJU
1 stop6h 52mDelta
Fri 1/236:09 amSJU - ROC
1 stop6h 55mDelta
Deal found 1/6$212
This JetBlue deal was found by Cheapflights users on 1/7. 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.
Mon 2/236:00 amROC - SJU
1 stop7h 58mJetBlue
Sat 3/711:40 pmSJU - ROC
1 stop9h 20mJetBlue
Deal found 1/7$216
This JetBlue deal was found by Cheapflights users on 1/5. 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 3/116:00 amROC - SJU
1 stop7h 36mJetBlue
Tue 3/244:22 pmSJU - ROC
1 stop7h 10mJetBlue
Deal found 1/5$224
This American Airlines deal was found by Cheapflights users on 1/6. 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 2/247:00 amROC - SJU
1 stop12h 39mAmerican Airlines
Wed 2/257:00 amSJU - ROC
2 stops11h 00mAmerican Airlines
Deal found 1/6$227
This Southwest deal was found by Cheapflights users on 1/6. 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.
Thu 2/194:20 pmROC - SJU
1 stop6h 45mSouthwest
Wed 2/256:10 amSJU - ROC
1 stop9h 50mSouthwest
Deal found 1/6$228
This JetBlue deal was found by Cheapflights users on 1/5. 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 2/259:45 amROC - SJU
1 stop9h 08mJetBlue
Sat 3/711:40 pmSJU - ROC
1 stop9h 20mJetBlue
Deal found 1/5$231

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 January 8, 2026.
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 2/24

9:45 am-7:53 pm

1 stop9h 08m

San Juan Luis Munoz Marin Intl

Tue 3/10

10:59 pm-9:00 am

1 stop10h 01m

$201

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

Tue 3/10

10:59 pm-9:00 am

1 stop10h 01m

$201

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Tue 2/24

9:45 am-7:53 pm

1 stop9h 08m

San Juan Luis Munoz Marin Intl

Fri 3/6

11:59 pm-9:00 am

1 stop10h 01m

$201

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Wed 2/25

12:59 pm-9:12 pm

1 stop7h 13m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:15 am-12:04 pm

1 stop6h 49m

$206

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 2/22

11:59 am-11:59 pm

1 stop11h 00m

San Juan Luis Munoz Marin Intl

Fri 3/6

6:02 pm-11:55 pm

1 stop6h 53m

$206

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 1/25

5:21 am-1:05 pm

1 stop6h 44m

San Juan Luis Munoz Marin Intl

Wed 1/28

7:30 am-5:16 pm

1 stop10h 46m

$209

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Tue 1/20

10:30 am-10:22 pm

2 stops10h 52m

San Juan Luis Munoz Marin Intl

Fri 1/23

8:10 am-9:04 pm

2 stops13h 54m

$212

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Thu 2/5

3:05 pm-12:40 am

1 stop8h 35m

San Juan Luis Munoz Marin Intl

Thu 2/12

5:45 pm-11:35 pm

1 stop6h 50m

$212

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 3/1

9:45 am-7:53 pm

1 stop9h 08m

San Juan Luis Munoz Marin Intl

Mon 3/9

10:59 pm-9:00 am

1 stop10h 01m

$216

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Mon 2/2

6:00 am-2:28 pm

1 stop7h 28m

Simpson Bay Princess Juliana

Fri 2/6

3:38 pm-11:27 pm

1 stop8h 49m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

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 $248). 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 January 8, 2026.
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
4,248 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Overall

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
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Overall

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
8,025 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Overall

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
9,139 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Overall

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
11,095 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Overall

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
2,896 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Overall

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 7h 13m. Fly via JetBlue, Delta, 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 $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 $248). 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$88Average$550FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$172Average$587FlexibilityNo cancel feeOn-time65%
DeltaCheapest$184Average$513FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$235Average$680FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$235Average$561FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$629FlexibilityNo cancel feeOn-time71%

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