Caribbean

$109+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Jul 15 — Jul 221
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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 June 15, 2026.

This United Airlines deal was found by Cheapflights users on 6/11. 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 9/96:00 am
ROC
-
SJU
2 stops14h 38m
United Airlines
Fri 9/111:00 am
SJU
-
ROC
2 stops13h 14m
United Airlines
Deal found 6/11$218
This United Airlines deal was found by Cheapflights users on 6/11. 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 12/86:40 am
ROC
-
SJU
1 stop7h 00m
United Airlines
Fri 12/118:10 am
SJU
-
ROC
1 stop9h 35m
United Airlines
Deal found 6/11$231
This Southwest deal was found by Cheapflights users on 6/10. 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.
Sat 8/153:15 pm
ROC
-
SJU
1 stop6h 40m
Southwest
Wed 8/198:20 am
SJU
-
ROC
1 stop6h 20m
Southwest
Deal found 6/10$252
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Sun 9/610:48 am
ROC
-
SJU
2 stops11h 07m
American Airlines
Tue 9/226:27 am
SJU
-
ROC
2 stops17h 15m
American Airlines
Deal found 6/11$265
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Fri 9/46:00 am
ROC
-
SJU
1 stop7h 45m
United Airlines
Tue 9/151:00 am
SJU
-
ROC
2 stops13h 14m
United Airlines
Deal found 6/10$276
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:03 am
ROC
-
SJU
1 stop10h 35m
Delta
Tue 9/227:00 am
SJU
-
ROC
1 stop9h 41m
Delta
Deal found 6/15$286
This United Airlines deal was found by Cheapflights users on 6/14. 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 11/86:40 am
ROC
-
SJU
1 stop7h 00m
United Airlines
Wed 11/118:30 am
SJU
-
ROC
2 stops13h 38m
United Airlines
Deal found 6/14$296
This Delta deal was found by Cheapflights users on 6/14. 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 9/106:10 am
ROC
-
SJU
1 stop10h 39m
Delta
Sat 9/267:00 am
SJU
-
ROC
1 stop9h 41m
Delta
Deal found 6/14$302
This Southwest deal was found by Cheapflights users on 6/10. 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.
Fri 9/1811:35 am
ROC
-
SJU
2 stops11h 30m
Southwest
Fri 9/2510:00 am
SJU
-
ROC
2 stops12h 05m
Southwest
Deal found 6/10$307
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/296:00 am
ROC
-
SJU
1 stop7h 45m
United Airlines
Wed 9/24:55 pm
SJU
-
ROC
1 stop6h 49m
United Airlines
Deal found 6/10$308
This Southwest deal was found by Cheapflights users on 6/12. 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 8/274:05 pm
ROC
-
SJU
1 stop6h 45m
Southwest
Thu 9/35:30 am
SJU
-
ROC
1 stop6h 45m
Southwest
Deal found 6/12$309
This American Airlines deal was found by Cheapflights users on 6/10. 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 8/297:40 pm
ROC
-
NAS
2 stops13h 50m
American Airlines
Wed 9/210:20 am
NAS
-
ROC
2 stops12h 59m
American Airlines
Deal found 6/10$310

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 June 15, 2026.

Round-trip from

$218
(United Airlines)

One-way from

$109
(Southwest)

Popular in

December

Cheapest in

September

Average price

$464
From Greater Rochester Intl to Caribbean
One-way flight from Greater Rochester Intl to Caribbean
Highest demand for flights based on searches. 7% potential increase in price ($30 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in June 2026

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 June 15, 2026.
Use the filters below to find and compare flights from Rochester to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 11/8

3:25 pm-12:56 am

1 stop8h 31m

San Juan Luis Munoz Marin Intl

Wed 11/11

7:15 am-1:56 pm

1 stop7h 41m

$286

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 9/6

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Mon 9/21

1:00 am-2:14 pm

2 stops13h 14m

$286

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Mon 9/7

6:03 am-4:38 pm

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Fri 9/11

12:56 pm-11:52 pm

1 stop10h 56m

$286

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 9/6

6:03 am-4:38 pm

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Tue 9/22

7:00 am-4:41 pm

1 stop9h 41m

$286

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 8/16

5:30 am-4:33 pm

1 stop11h 03m

San Juan Luis Munoz Marin Intl

Fri 8/21

5:50 pm-12:53 am

1 stop7h 03m

$286

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Wed 11/11

3:25 pm-11:55 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Mon 11/16

7:15 am-1:56 pm

1 stop7h 41m

$286

RochesterNassau

ROC - NAS

ROCNAS

Greater Rochester Intl

Sat 8/29

7:40 pm-9:30 am

2 stops13h 50m

Nassau Intl

Wed 9/2

10:20 am-11:19 pm

2 stops12h 59m

$310

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sat 11/7

5:15 pm-12:56 am

1 stop6h 41m

San Juan Luis Munoz Marin Intl

Wed 11/11

6:30 pm-12:33 am

1 stop7h 03m

$328

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Tue 10/13

6:05 am-12:34 pm

1 stop6h 29m

San Juan Luis Munoz Marin Intl

Wed 10/21

4:55 pm-11:44 pm

1 stop6h 49m

$342

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Tue 8/11

1:10 pm-9:05 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

Mon 8/24

10:00 am-10:05 pm

2 stops12h 05m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 53 resultsSorted by cheapest first
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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, August is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $122). Flying from Rochester to Caribbean in April is currently the most expensive (average of $1,246). 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.

How far ahead should I book a flight from Rochester to Caribbean?

The price you pay for your flight from Rochester to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 50 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 June 15, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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.

Overall

7.9

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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 45m. Fly via Delta, 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 JetBlue, with whom users have recently found tickets for as low as $88. However, be on the lookout for offers from United Airlines and American 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?

  • 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, August is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $122). Flying from Rochester to Caribbean in April is currently the most expensive (average of $1,246). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

Top 5 airlines flying from Rochester to Caribbean

Discover the top 5 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 June 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$88Average$525FlexibilityNo cancel feeOn-time62%
DeltaCheapest$138Average$493FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$175Average$527FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$232Average$616FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$235Average$715FlexibilityNo cancel feeOn-time63%

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