$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 5/7. 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

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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$303
Santo Domingo
Santo Domingo1 stop$403
Montego Bay
Montego Bay2 stops$312
Oranjestad
Oranjestad2 stops$306
Nassau
Nassau1 stop$310
Kingston
Kingston1 stop$396
Simpson Bay
Simpson Bay1 stop$301
Providenciales
Providenciales1 stop$354
Bridgetown
Bridgetown1 stop$555
George Town
George Town2 stops$286
Willemstad
Willemstad1 stop$461
St. John's
St. John's2 stops$585
Puerto Plata
Puerto Plata1 stop$403
Aguadilla
Aguadilla1 stop$284
Punta Cana
Punta Cana1 stop$303
Santo Domingo
Santo Domingo1 stop$403
Montego Bay
Montego Bay2 stops$312
Oranjestad
Oranjestad2 stops$306
Nassau
Nassau1 stop$310
Kingston
Kingston1 stop$396
Simpson Bay
Simpson Bay1 stop$301
Providenciales
Providenciales1 stop$354
Bridgetown
Bridgetown1 stop$555
George Town
George Town2 stops$286
Willemstad
Willemstad1 stop$461
St. John's
St. John's2 stops$585
Puerto Plata
Puerto Plata1 stop$403
Aguadilla
Aguadilla1 stop$284

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

Wed, Apr 29 - Fri, May 1
American Airlines Logo
7:38 pm - 12:35 pm
ROC
-
STT
16h 57m
1 stop
American Airlines Logo
5:05 pm - 10:33 am
STT
-
ROC
17h 28m
2 stops
$180American Airlines
Mon, Apr 20 - Wed, Apr 29
Delta Logo
12:48 pm - 11:12 pm
ROC
-
SJU
10h 24m
1 stop
Delta Logo
5:42 pm - 12:43 am
SJU
-
ROC
7h 01m
1 stop
$216Delta
Tue, Apr 14 - Fri, Apr 17
Southwest Logo
12:35 pm - 10:40 pm
ROC
-
SJU
10h 05m
1 stop
Southwest Logo
5:35 am - 11:55 am
SJU
-
ROC
6h 20m
1 stop
$217Southwest
Tue, Mar 3 - Thu, Mar 12
Delta Logo
12:59 pm - 11:58 pm
ROC
-
SJU
9h 59m
1 stop
Delta Logo
6:15 am - 5:21 pm
SJU
-
ROC
11h 06m
1 stop
$222Delta
Sat, May 2 - Tue, May 12
American Airlines Logo
5:16 pm - 11:35 am
ROC
-
STT
18h 19m
2 stops
American Airlines Logo
5:05 pm - 10:55 am
STT
-
ROC
17h 50m
2 stops
$224American Airlines
Sat, May 2 - Fri, May 8
United Airlines Logo
2:35 pm - 11:50 pm
ROC
-
SJU
9h 15m
1 stop
United Airlines Logo
1:00 am - 1:38 pm
SJU
-
ROC
12h 38m
2 stops
$236United Airlines
Thu, May 7 - Sun, May 10
Southwest Logo
12:40 pm - 11:40 pm
ROC
-
SJU
11h 00m
1 stop
Southwest Logo
5:20 pm - 12:05 am
SJU
-
ROC
6h 45m
1 stop
$267Southwest
Sat, Apr 25 - Fri, May 1
United Airlines Logo
2:25 pm - 11:50 pm
ROC
-
SJU
9h 25m
1 stop
United Airlines Logo
1:00 am - 1:38 pm
SJU
-
ROC
12h 38m
2 stops
$277United Airlines
Wed, Apr 22 - Wed, Apr 29
JetBlue Logo
6:20 am - 2:10 pm
ROC
-
PLS
7h 50m
1 stop
JetBlue Logo
2:25 pm - 11:39 pm
PLS
-
ROC
9h 14m
1 stop
$354JetBlue
Fri, Apr 17 - Fri, Apr 24
JetBlue Logo
6:20 am - 3:59 pm
ROC
-
NAS
9h 39m
1 stop
JetBlue Logo
5:09 pm - 11:40 pm
NAS
-
ROC
6h 31m
1 stop
$361JetBlue
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 $286 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $562 and $491 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 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$88
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Rochester to Saint Thomas Island

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 4299 reviews
8.1Boarding
7.5Entertainment
7.0Food
8.0Comfort
8.6Crew
Airline reviews

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

10.0 ExcellentTy&Steph, Feb 2026
CLT - STL
Read more Southwest reviews

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

The charges were ridiculous for an hour flight and the turbulence was very scary.

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

Boarding and crew were fantastic, but I paid for a window seat with no window. Seat 11D on a CRJ-900 apparently does not have a window. Lesson learned.

It was good. The leg room was not great in Row 1.

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Smooth boarding, pleasant and professional lady checking us in. Crew service was excellent, again pleasant, but professional. Nice touch-down on landing! Thank you Delta. 💗

Paid for wifi that didn't work. No plug in seat to work. No entertainment.

We departed early and made up time in the air allowing us to arrive 30 minutes early. Capt was incredibly genuine and thanked every passenger for flying with Delta. Completely humble and professional!

They double booked seats, the gate staff changed my ticket as I was boarding she went over to the computer and changed it without telling me. She messed up an entire three row section for me and others. Other travelers were outraged but the gate staff were so rude, so condescending saying it wasn't their problem to solve. I would rate this a zero if I could. Will not fly Delta again I'll stick with United and American.

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

The flight was comfortable and uneventful, which is what I desire

We got delayed three hours and nobody thought to have the bathroom fixed while we were sitting waiting to board? took a full hour to have maintenance come and check it off. Had to shut the bathroom down twice so that the pilots could go to the bathroom. Everyone missed their connections.

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Flight on time. Excellent service in Premium Economy. Great food served and cleaned up promptly. Unfortunately the climate control was malfunctioning and it was very cold and felt a bit like camping. Cold helps with sleep though so not complaining too much. Slept well. It asks to rate "entertainment". I do not like any IFE, don't shove a big screen in my face—I have my own phone if I want it. So this will always get low ratings.

We had turbulence ever 1/2 hr or so and the captains announcements were SOOOO LOUD

Everything was great except for the boarding process. Everyone is lining up all at the same time and it’s hard to tell between the groups as they are way too large.

Women boarding passengers at the gate was absolutely rude and disrespectful of passengers. The flight attendant was absolutely delightful! Smiling and connected with the passengers. So happy. The seats are cramped and uncomfortable but I guess that’s just the way it is Communication regarding flight was excellent

Overall we had a good experience during our flight from San Francisco to Houston.

Airport terminal was outdated, flight was on a small jet with no wifi

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

One day, I do so hope for a gluten free snack! Seems like with the rest of the world FINALLY figuring out what gluten free is, American Airlines would too. Fingers crossed!!

I would like the crew to talk LESS over the PA and specifically about credit card offers. I am trying to work, sleep, watch a movie and the PA was booming about a credit card offer. Could we go back to the days when the customer was more important than selling a credit card?

There were no TV screens - even in Business class. 5 delays, and only given $12 meal voucher! Terrible!

My seat tv didn’t work the whole trip. And the seat space is too small despite being seated at the front.

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.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports