Caribbean

$117+ 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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
May 8 — May 151
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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 April 8, 2026.

This Delta deal was found by Cheapflights users on 4/7. 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.
Wed 5/65:26 am
ROC
-
STT
1 stop6h 46m
Delta
Mon 5/114:27 pm
STT
-
ROC
1 stop8h 06m
Delta
Deal found 4/7$270
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Sat 5/25:16 pm
ROC
-
STT
2 stops18h 19m
American Airlines
Tue 5/122:30 pm
STT
-
ROC
2 stops20h 03m
American Airlines
Deal found 4/6$280
This United Airlines deal was found by Cheapflights users on 4/4. 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 4/182:25 pm
ROC
-
SJU
1 stop9h 25m
United Airlines
Tue 4/214:55 pm
SJU
-
ROC
1 stop6h 47m
United Airlines
Deal found 4/4$282
This American Airlines deal was found by Cheapflights users on 4/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:38 pm
ROC
-
STT
2 stops17h 37m
American Airlines
Mon 5/115:05 pm
STT
-
ROC
2 stops17h 28m
American Airlines
Deal found 4/5$285
This United Airlines deal was found by Cheapflights users on 4/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:30 am
ROC
-
STT
1 stop10h 30m
United Airlines
Tue 5/122:10 pm
STT
-
ROC
1 stop8h 48m
United Airlines
Deal found 4/5$286
This American Airlines deal was found by Cheapflights users on 4/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:16 pm
ROC
-
STT
2 stops18h 19m
American Airlines
Mon 4/2011:27 am
STT
-
ROC
1 stop10h 33m
American Airlines
Deal found 4/5$290
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1910:13 am
ROC
-
SJU
1 stop26h 20m
Multiple Airlines
Sat 4/253:43 pm
SJU
-
ROC
2 stops17h 02m
Multiple Airlines
Deal found 4/5$295
This Delta deal was found by Cheapflights users on 4/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:33 am
ROC
-
STT
1 stop6h 33m
Delta
Thu 6/44:38 pm
STT
-
ROC
1 stop7h 58m
Delta
Deal found 4/5$296
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
Fri 4/176:20 pm
ROC
-
SJU
2 stops42h 03m
Multiple Airlines
Sat 4/2512:57 pm
SJU
-
ROC
1 stop20h 26m
Multiple Airlines
Deal found 4/4$299
This United Airlines deal was found by Cheapflights users on 4/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/182:50 pm
ROC
-
SJU
2 stops9h 00m
United Airlines
Fri 4/241:00 am
SJU
-
ROC
2 stops12h 39m
United Airlines
Deal found 4/5$300
This American Airlines deal was found by Cheapflights users on 4/6. 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 10/1310:47 am
ROC
-
SJU
1 stop12h 54m
American Airlines
Wed 10/216:00 am
SJU
-
ROC
2 stops10h 06m
American Airlines
Deal found 4/6$302
This American Airlines deal was found by Cheapflights users on 4/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:17 am
ROC
-
SJU
2 stops9h 34m
American Airlines
Sat 5/26:00 am
SJU
-
ROC
1 stop13h 10m
American Airlines
Deal found 4/7$307

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 April 8, 2026.

Round-trip from

$270
(Delta)

One-way from

$117
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$371
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 ($31 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in April 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 April 8, 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

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Greater Rochester Intl

Wed 5/6

5:26 am-12:12 pm

1 stop6h 46m

Saint Thomas Island Cyril E King

Mon 5/11

4:27 pm-12:33 am

1 stop8h 06m

$270

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Greater Rochester Intl

Sat 5/30

5:33 am-12:06 pm

1 stop6h 33m

Saint Thomas Island Cyril E King

Thu 6/4

4:38 pm-12:36 am

1 stop7h 58m

$270

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Greater Rochester Intl

Sat 5/2

5:16 pm-11:35 am

2 stops18h 19m

Saint Thomas Island Cyril E King

Tue 5/12

5:05 pm-10:33 am

2 stops17h 28m

$280

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Greater Rochester Intl

Sat 5/2

6:30 am-5:00 pm

1 stop10h 30m

Saint Thomas Island Cyril E King

Tue 5/12

2:10 pm-10:58 pm

1 stop8h 48m

$286

RochesterWillemstad

ROC - CUR

ROCCUR

Greater Rochester Intl

Tue 4/21

6:20 am-1:36 pm

1 stop7h 16m

Willemstad Hato Int.

Wed 4/29

2:42 pm-11:38 pm

1 stop8h 56m

$336

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Greater Rochester Intl

Thu 5/7

6:49 am-1:08 pm

1 stop6h 19m

Saint Thomas Island Cyril E King

Tue 5/12

2:10 pm-11:42 pm

2 stops9h 32m

$347

RochesterMontego Bay

ROC - MBJ

ROCMBJ

Greater Rochester Intl

Tue 4/21

6:00 am-12:13 pm

1 stop7h 13m

Montego Bay Sangster Intl

Fri 4/24

1:15 pm-11:42 pm

1 stop9h 27m

$352

RochesterMontego Bay

ROC - MBJ

ROCMBJ

Greater Rochester Intl

Sat 5/2

6:30 am-3:10 pm

2 stops9h 40m

Montego Bay Sangster Intl

Sat 5/16

4:12 pm-9:57 am

1 stop16h 45m

$352

RochesterGeorge Town

ROC - GCM

ROCGCM

Greater Rochester Intl

Sat 6/6

6:00 am-3:07 pm

2 stops10h 07m

George Town Owen Roberts Intl

Sat 6/13

12:40 pm-11:52 pm

1 stop10h 12m

$352

RochesterPunta Cana

ROC - PUJ

ROCPUJ

Greater Rochester Intl

Fri 4/24

6:20 pm-10:20 am

1 stop16h 00m

Punta Cana

Wed 4/29

11:20 am-8:45 am

1 stop21h 25m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/5

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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.

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 April 8, 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

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 6h 46m. Fly via Delta, American Airlines, or United Airlines to get the fastest option. Rochester and Caribbean are separated by a distance of 1865 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, 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.

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 April 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$88Average$529FlexibilityNo cancel feeOn-time62%
DeltaCheapest$138Average$465FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$175Average$511FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$216Average$355FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$232Average$613FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$235Average$702FlexibilityNo cancel feeOn-time63%

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