$88 Find Cheap Flights from Rochester to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Rochester to Caribbean departing on 5/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Rochester to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$299
Santo Domingo
Santo Domingo1 stop$299
Montego Bay
Montego Bay1 stop$337
Oranjestad
Oranjestad2 stops$302
Nassau
Nassau1 stop$298
Kingston
Kingston1 stop$366
Simpson Bay
Simpson Bay1 stop$292
Providenciales
Providenciales1 stop$285
Bridgetown
Bridgetown1 stop$396
George Town
George Town1 stop$272
Willemstad
Willemstad1 stop$378
St. John's
St. John's2 stops$575
Puerto Plata
Puerto Plata1 stop$326
Aguadilla
Aguadilla2 stops$333
Punta Cana
Punta Cana1 stop$299
Santo Domingo
Santo Domingo1 stop$299
Montego Bay
Montego Bay1 stop$337
Oranjestad
Oranjestad2 stops$302
Nassau
Nassau1 stop$298
Kingston
Kingston1 stop$366
Simpson Bay
Simpson Bay1 stop$292
Providenciales
Providenciales1 stop$285
Bridgetown
Bridgetown1 stop$396
George Town
George Town1 stop$272
Willemstad
Willemstad1 stop$378
St. John's
St. John's2 stops$575
Puerto Plata
Puerto Plata1 stop$326
Aguadilla
Aguadilla2 stops$333

Book Cheap Rochester to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Rochester to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Rochester to Caribbean

Sat, Feb 14 - Sun, Feb 22
JetBlue Logo
6:00 am - 2:58 pm
ROC
-
SJU
7h 58m
1 stop
JetBlue Logo
3:00 pm - 11:56 pm
SJU
-
ROC
9h 56m
1 stop
$177JetBlue
Tue, May 5 - Fri, May 15
JetBlue Logo
11:00 am - 6:30 pm
ROC
-
SJU
7h 30m
1 stop
JetBlue Logo
11:59 pm - 9:58 am
SJU
-
ROC
9h 59m
1 stop
$189JetBlue
Sat, Feb 7 - Tue, Feb 10
United Airlines Logo
2:20 pm - 6:11 am
ROC
-
SJU
14h 51m
2 stops
United Airlines Logo
2:05 am - 10:02 am
SJU
-
ROC
8h 57m
1 stop
$196United Airlines
Sat, Jan 31 - Wed, Feb 25
Delta Logo
12:09 pm - 11:57 pm
ROC
-
SJU
10h 48m
1 stop
Delta Logo
6:15 am - 12:04 pm
SJU
-
ROC
6h 49m
1 stop
$209Delta
Tue, Feb 3 - Fri, Feb 6
United Airlines Logo
10:30 am - 12:36 am
ROC
-
SJU
13h 06m
2 stops
United Airlines Logo
2:05 am - 1:39 pm
SJU
-
ROC
12h 34m
2 stops
$214United Airlines
Fri, Jan 30 - Sat, Feb 7
American Airlines Logo
6:41 pm - 4:50 pm
ROC
-
AUA
21h 09m
2 stops
American Airlines Logo
4:50 pm - 12:08 pm
AUA
-
ROC
20h 18m
2 stops
$302American Airlines
Mon, Feb 2 - Fri, Feb 6
American Airlines Logo
6:10 pm - 4:28 pm
ROC
-
SXM
21h 18m
2 stops
American Airlines Logo
2:42 pm - 10:48 pm
SXM
-
ROC
9h 06m
1 stop
$316American Airlines
Tue, Feb 10 - Wed, Feb 18
Delta Logo
6:11 pm - 12:55 pm
ROC
-
AUA
17h 44m
1 stop
Delta Logo
4:35 pm - 11:58 pm
AUA
-
ROC
8h 23m
1 stop
$317Delta
Sun, Feb 22 - Wed, Feb 25
Multiple Airlines Logo
8:40 pm - 2:15 pm
ROC
-
SXM
16h 35m
1 stop
Multiple Airlines Logo
3:20 pm - 9:23 am
SXM
-
ROC
19h 03m
1 stop
$330Multiple Airlines
Sun, Apr 12 - Sat, Apr 18
Multiple Airlines Logo
10:13 am - 3:28 pm
ROC
-
STT
29h 15m
1 stop
Multiple Airlines Logo
4:40 pm - 9:23 am
STT
-
ROC
16h 43m
1 stop
$398Multiple Airlines
Booking Insights

KAYAK's insights & trends for Rochester to Caribbean flights

Get data-powered insights and trends into flights from Rochester to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Rochester to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Rochester to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Rochester to Caribbean is September, when tickets cost $285 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $562 and $537 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Rochester to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Rochester to Caribbean, you should book around 3 weeks before departure, which saves you about 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$88
Best time to beat the crowds with an average 13% drop in price.
Flight from Rochester to Simpson Bay

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Rochester to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Rochester to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Rochester to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Rochester to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Rochester to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Rochester to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Rochester to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Rochester to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Rochester to Caribbean

 
Need help choosing which airline to fly with from Rochester to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4261 reviews
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
8.0Comfort
Airline reviews

The seats were comfortable, and the boarding process was pretty smooth.

10.0 ExcellentJohn, Jan 2026
BWI - MDW
Read more Southwest reviews

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

We got exit row seats both flights. Everything was running on time

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

The entertainment screens were not working and there was no air condition the entire flight. Very uncomfortable.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Plenty of leg room, temperature was great and staff was excellent. Would do it more often.

I truly love flying with Delta. They have always treated me with the upmost respect

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

Delayed, toilets did not flush, pilot parked to far away from Gate

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

Ineffective communication with United resulted in lost baggage. Their Baggage Tracing counter at MUC was shut down from 11:00-14:15 on my arrival. Undertrained, underinformed staff had me Running all over MUC to find someone to help me to no avail. Staff was rude, unhelpful, and unable to effectively use the systems they did have operational. They refused to contact United in any way or provide any accommodation or other resources while I waited for my luggage. This has destroyed my downstream itinerary. If they had even the slightest visibility I may have been able to reschedule/plan, but again, their staff provided nothing, and did nothing more than their website, which doesn’t even work on a standard phone browser. Miserable failure at all levels that weren’t associated with the operation of the aircraft.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

left on time, reasonable boarding process arrived early luggage came out quickly

I like flying first class, and United has a nice one

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

Check-in, boarding and the flight from Phoenix to Houston was quick and easy. The flight from Houston to Shreveport was delayed 5 hours. It was frustrating but I think United handled it the best they could.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Tell the crew (when boarding) to yell at the imbeciles blocking us from walking up to scan. I promise everyone crowds around and half of us (most the time I’m group 4) have to push our way through. Your staff is awesome, the public - not so much-

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

Disliked having to wait a little longer to disembark from the plan when we landed in London

Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

We arrived 4 hours early and still almost missed the flight because they weren’t able to access one of the boarding tickets. They then sent hour bags late and we were all of our without clothing and eventually had to take an expensive cab back and forth to the airport as they wouldn’t deliver the bag which arrived late at night that day and we would have to wait until noon the began day (messing up a second day of plans). Also, all the food has dairy or pork. No vegan or even vegetarian option in the flight—even for purchase.

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

Pathetic check in experience at JFK. Everything is self check in. Not enough staff present to help with when the check in process or the kiosk gets stuck. Staff present not welcoming or pleasant at all. On the other hand the NY based flight crew was great. Courteous and friendly throughout the flight. Special meals leave a lot to be desired. Kids meals should be made available when kids are flying and same goes for special kids meals too.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

Not a pleasant experience, service was poor. Didn't like it

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

flight was delayed for hours with no explanation. The plane was a very old aircraft.

Communication since no reason or explanation was given for 3 hrs delay

The flight departed more than 1 hour late. Leg room is bigger than most airlines

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports