Caribbean

$129+ 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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Jun 18 — Jun 251
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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 May 19, 2026.

This Delta deal was found by Cheapflights users on 5/18. 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 5/18$285
This United Airlines deal was found by Cheapflights users on 5/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:20 am
ROC
-
GCM
1 stop8h 10m
United Airlines
Sat 6/134:15 pm
GCM
-
ROC
1 stop6h 44m
United Airlines
Deal found 5/17$321
This American Airlines deal was found by Cheapflights users on 5/18. 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 6/65:00 am
ROC
-
GCM
1 stop11h 07m
American Airlines
Sat 6/134:07 pm
GCM
-
ROC
2 stops18h 21m
American Airlines
Deal found 5/18$326
This American Airlines deal was found by Cheapflights users on 5/17. 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 7/15:00 am
ROC
-
GCM
1 stop7h 30m
American Airlines
Wed 7/85:10 pm
GCM
-
ROC
2 stops17h 20m
American Airlines
Deal found 5/17$331
This American Airlines deal was found by Cheapflights users on 5/18. 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 12/55:15 am
ROC
-
GCM
2 stops15h 00m
American Airlines
Sat 12/122:00 pm
GCM
-
ROC
1 stop20h 56m
American Airlines
Deal found 5/18$332
This American Airlines deal was found by Cheapflights users on 5/18. 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 8/307:39 pm
ROC
-
PUJ
2 stops17h 05m
American Airlines
Sat 9/54:18 pm
PUJ
-
ROC
2 stops18h 05m
American Airlines
Deal found 5/18$345
This Southwest deal was found by Cheapflights users on 5/18. 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 7/315:50 pm
ROC
-
SJU
1 stop6h 25m
Southwest
Wed 8/58:20 am
SJU
-
ROC
1 stop6h 20m
Southwest
Deal found 5/18$346
This American Airlines deal was found by Cheapflights users on 5/18. 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 8/125:22 pm
ROC
-
PUJ
2 stops17h 18m
American Airlines
Sat 8/154:19 pm
PUJ
-
ROC
2 stops18h 36m
American Airlines
Deal found 5/18$350
This American Airlines deal was found by Cheapflights users on 5/18. 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 7/218:32 pm
ROC
-
AUA
2 stops18h 48m
American Airlines
Wed 7/293:02 pm
AUA
-
ROC
1 stop7h 25m
American Airlines
Deal found 5/18$350
This American Airlines deal was found by Cheapflights users on 5/18. 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 8/297:39 pm
ROC
-
AUA
1 stop17h 11m
American Airlines
Sat 9/55:06 pm
AUA
-
ROC
1 stop21h 48m
American Airlines
Deal found 5/18$351
This American Airlines deal was found by Cheapflights users on 5/18. 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 8/125:22 pm
ROC
-
PUJ
2 stops17h 18m
American Airlines
Sun 8/164:19 pm
PUJ
-
ROC
2 stops17h 58m
American Airlines
Deal found 5/18$355
This American Airlines deal was found by Cheapflights users on 5/18. 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 7/57:03 pm
ROC
-
MBJ
2 stops17h 44m
American Airlines
Fri 7/105:14 pm
MBJ
-
ROC
2 stops17h 21m
American Airlines
Deal found 5/18$357

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 May 19, 2026.

Round-trip from

$285
(Delta)

One-way from

$129
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$381
From Greater Rochester Intl to Caribbean
One-way flight from Greater Rochester Intl to Caribbean
Highest demand for flights based on searches. 5% potential increase in price ($25 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 May 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 May 19, 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

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

$285

RochesterGeorge Town

ROC - GCM

ROCGCM

Greater Rochester Intl

Sat 6/6

6:20 am-1:30 pm

1 stop8h 10m

George Town Owen Roberts Intl

Sat 6/13

4:15 pm-11:59 pm

1 stop6h 44m

$321

RochesterGeorge Town

ROC - GCM

ROCGCM

Greater Rochester Intl

Sat 6/6

6:46 pm-11:01 am

2 stops17h 15m

George Town Owen Roberts Intl

Sat 6/13

12:31 pm-12:12 am

2 stops10h 41m

$326

RochesterGeorge Town

ROC - GCM

ROCGCM

Greater Rochester Intl

Fri 8/21

7:50 pm-12:25 pm

2 stops17h 35m

George Town Owen Roberts Intl

Sat 8/29

1:35 pm-9:01 am

2 stops18h 26m

$326

RochesterGeorge Town

ROC - GCM

ROCGCM

Greater Rochester Intl

Fri 8/21

8:16 pm-1:10 pm

2 stops17h 54m

George Town Owen Roberts Intl

Sat 8/29

2:10 pm-10:55 am

2 stops19h 45m

$326

RochesterOranjestad

ROC - AUA

ROCAUA

Greater Rochester Intl

Wed 6/3

6:00 am-4:40 pm

1 stop10h 40m

Oranjestad Reina Beatrix

Wed 6/10

4:30 pm-11:59 pm

1 stop7h 29m

$356

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Fri 9/11

5:30 am-12:13 pm

1 stop6h 43m

San Juan Luis Munoz Marin Intl

Sun 9/20

1:32 pm-12:38 am

1 stop11h 06m

$357

RochesterMontego Bay

ROC - MBJ

ROCMBJ

Greater Rochester Intl

Sun 8/23

6:40 pm-11:42 am

2 stops18h 02m

Montego Bay Sangster Intl

Mon 8/31

2:37 pm-10:23 am

2 stops18h 46m

$357

RochesterMontego Bay

ROC - MBJ

ROCMBJ

Greater Rochester Intl

Sun 7/5

7:03 pm-11:47 am

2 stops17h 44m

Montego Bay Sangster Intl

Fri 7/10

5:14 pm-11:35 am

2 stops17h 21m

$357

RochesterOranjestad

ROC - AUA

ROCAUA

Greater Rochester Intl

Wed 6/3

6:20 am-3:10 pm

1 stop8h 50m

Oranjestad Reina Beatrix

Tue 6/9

5:50 pm-9:53 am

2 stops16h 03m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/15

Showing 1-10 of 60 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

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.

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 $1,306). 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 May 19, 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.

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Comfort

8.0

Entertainment

7.5

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.

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Comfort

8.0

Entertainment

7.5

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.

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Comfort

8.0

Entertainment

7.5

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.

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Comfort

8.0

Entertainment

7.5

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.

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Comfort

8.0

Entertainment

7.5

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.

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Comfort

8.0

Entertainment

7.5

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 33m. Fly via Delta, United Airlines, or American 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, 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 $1,306). 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 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 May 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$88Average$517FlexibilityNo cancel feeOn-time62%
DeltaCheapest$138Average$487FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$175Average$518FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$216Average$355FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$232Average$589FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$235Average$700FlexibilityNo cancel feeOn-time63%

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