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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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
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 January 21, 2026.

This United Airlines deal was found by Cheapflights users on 1/21. 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 4/216:00 am
ROC
-
SJU
1 stop6h 34m
United Airlines
Wed 4/221:00 am
SJU
-
ROC
2 stops8h 51m
United Airlines
Deal found 1/21$176
This JetBlue deal was found by Cheapflights users on 1/20. 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 2/276:00 am
ROC
-
SJU
1 stop7h 42m
JetBlue
Sun 3/810:59 pm
SJU
-
ROC
1 stop10h 01m
JetBlue
Deal found 1/20$177
This JetBlue deal was found by Cheapflights users on 1/21. 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 5/2611:00 am
ROC
-
SJU
1 stop9h 03m
JetBlue
Mon 6/13:30 am
SJU
-
ROC
1 stop6h 28m
JetBlue
Deal found 1/21$189
This United Airlines deal was found by Cheapflights users on 1/20. 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 2/86:15 am
ROC
-
SJU
1 stop8h 25m
United Airlines
Wed 2/118:10 am
SJU
-
ROC
2 stops13h 54m
United Airlines
Deal found 1/20$194
This JetBlue deal was found by Cheapflights users on 1/20. 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 am
ROC
-
SJU
1 stop9h 08m
JetBlue
Fri 2/2711:59 pm
SJU
-
ROC
1 stop10h 01m
JetBlue
Deal found 1/20$201
This JetBlue deal was found by Cheapflights users on 1/19. 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 5/247:07 am
ROC
-
SJU
1 stop6h 40m
JetBlue
Wed 5/273:30 am
SJU
-
ROC
1 stop6h 28m
JetBlue
Deal found 1/19$204
This United Airlines deal was found by Cheapflights users on 1/19. 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 5/56:00 am
ROC
-
SJU
1 stop6h 34m
United Airlines
Wed 5/137:20 am
SJU
-
ROC
2 stops13h 35m
United Airlines
Deal found 1/19$212
This United Airlines deal was found by Cheapflights users on 1/19. 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 2/72:20 pm
ROC
-
SJU
2 stops14h 51m
United Airlines
Fri 2/132:05 am
SJU
-
ROC
1 stop8h 56m
United Airlines
Deal found 1/19$214
This JetBlue deal was found by Cheapflights users on 1/19. 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 am
ROC
-
SJU
1 stop7h 58m
JetBlue
Tue 3/311:59 pm
SJU
-
ROC
1 stop10h 01m
JetBlue
Deal found 1/19$216
This JetBlue deal was found by Cheapflights users on 1/20. 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 5/511:00 am
ROC
-
SJU
1 stop7h 30m
JetBlue
Sun 5/1011:59 pm
SJU
-
ROC
1 stop9h 59m
JetBlue
Deal found 1/20$224
This American Airlines deal was found by Cheapflights users on 1/20. 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 am
ROC
-
SJU
2 stops12h 39m
American Airlines
Fri 2/276:00 am
SJU
-
ROC
1 stop15h 12m
American Airlines
Deal found 1/20$232
This JetBlue deal was found by Cheapflights users on 1/20. 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 5/37:07 am
ROC
-
SJU
1 stop6h 22m
JetBlue
Tue 5/1911:59 pm
SJU
-
ROC
1 stop9h 59m
JetBlue
Deal found 1/20$236

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 January 21, 2026.

Round-trip from

$176
(United Airlines)

One-way from

$89
(Expedia)

Popular in

December

Cheapest in

September

Average price

$354
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. 3% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 21, 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

Sat 2/28

9:45 am-7:53 pm

1 stop9h 08m

San Juan Luis Munoz Marin Intl

Tue 3/3

3:25 pm-11:59 pm

1 stop9h 34m

$266

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 1/25

1:01 pm-11:45 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Wed 1/28

3:20 pm-10:52 pm

1 stop8h 32m

$271

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Greater Rochester Intl

Fri 3/27

6:10 am-3:06 pm

2 stops8h 56m

Saint Thomas Island Cyril E King

Fri 4/3

1:15 pm-11:49 pm

2 stops10h 34m

$278

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Fri 2/27

9:50 am-7:53 pm

1 stop9h 03m

San Juan Luis Munoz Marin Intl

Tue 3/3

11:59 pm-9:00 am

1 stop10h 01m

$281

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Fri 2/6

6:30 am-4:18 pm

1 stop8h 48m

Simpson Bay Princess Juliana

Fri 2/13

2:25 pm-11:56 pm

1 stop10h 31m

$292

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Tue 2/24

6:00 am-3:15 pm

1 stop8h 15m

Simpson Bay Princess Juliana

Tue 3/3

2:25 pm-11:59 pm

1 stop10h 34m

$292

RochesterOranjestad

ROC - AUA

ROCAUA

Greater Rochester Intl

Thu 2/5

6:41 pm-2:00 pm

1 stop18h 19m

Oranjestad Reina Beatrix

Tue 2/10

2:59 pm-10:48 pm

1 stop8h 49m

$297

RochesterOranjestad

ROC - AUA

ROCAUA

Greater Rochester Intl

Sun 2/8

6:15 am-4:40 pm

1 stop9h 25m

Oranjestad Reina Beatrix

Thu 2/12

5:50 pm-9:48 am

1 stop16h 58m

$297

RochesterNassau

ROC - NAS

ROCNAS

Greater Rochester Intl

Wed 3/4

9:50 am-3:41 pm

1 stop5h 51m

Nassau Intl

Wed 3/11

5:00 pm-11:59 pm

1 stop6h 59m

$298

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Thu 4/9

7:10 am-1:15 pm

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Thu 4/16

5:01 am-3:11 pm

1 stop10h 10m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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 21, 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
4,266 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
8,089 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
9,191 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
11,174 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
2,890 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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 9h 08m. 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 JetBlue and United 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 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 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$88Average$566FlexibilityNo cancel feeOn-time62%
DeltaCheapest$138Average$484FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$170Average$427FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$175Average$546FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$235Average$681FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$235Average$616FlexibilityNo cancel feeOn-time71%

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