$109 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 4/15. 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 Cana2 stops$306
Santo Domingo
Santo Domingo1 stop$310
Montego Bay
Montego Bay1 stop$339
Oranjestad
Oranjestad1 stop$300
Nassau
Nassau1 stop$325
Kingston
Kingston1 stop$369
Simpson Bay
Simpson Bay1 stop$239
Providenciales
Providenciales1 stop$308
Bridgetown
Bridgetown2 stops$492
George Town
George Town2 stops$310
Willemstad
Willemstad1 stop$396
St. John's
St. John's1 stop$455
Puerto Plata
Puerto Plata1 stop$372
Aguadilla
Aguadilla1 stop$262
Punta Cana
Punta Cana2 stops$306
Santo Domingo
Santo Domingo1 stop$310
Montego Bay
Montego Bay1 stop$339
Oranjestad
Oranjestad1 stop$300
Nassau
Nassau1 stop$325
Kingston
Kingston1 stop$369
Simpson Bay
Simpson Bay1 stop$239
Providenciales
Providenciales1 stop$308
Bridgetown
Bridgetown2 stops$492
George Town
George Town2 stops$310
Willemstad
Willemstad1 stop$396
St. John's
St. John's1 stop$455
Puerto Plata
Puerto Plata1 stop$372
Aguadilla
Aguadilla1 stop$262

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

Thu, Dec 11 - Thu, Dec 18
JetBlue Logo
6:00 am - 4:43 pmROC-SXM
9h 43m1 stop
JetBlue Logo
2:10 pm - 11:59 pmSXM-ROC
10h 49m1 stop
$239JetBlue
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Sun, Mar 1 - Wed, Mar 4
JetBlue Logo
9:07 am - 7:49 pmROC-SJU
9h 42m1 stop
JetBlue Logo
3:05 pm - 11:52 pmSJU-ROC
9h 47m1 stop
$250JetBlue
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Wed, Jan 28 - Mon, Feb 2
Southwest Logo
12:40 pm - 11:10 pmROC-SJU
9h 30m1 stop
Southwest Logo
10:20 am - 9:15 pmSJU-ROC
11h 55m1 stop
$251Southwest
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Fri, Jan 16 - Thu, Jan 29
JetBlue Logo
3:30 pm - 11:55 pmROC-SJU
7h 25m1 stop
JetBlue Logo
6:00 am - 2:27 pmSJU-ROC
9h 27m1 stop
$253JetBlue
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Sun, Dec 7 - Wed, Dec 10
Delta Logo
12:27 pm - 11:20 pmROC-SJU
9h 53m1 stop
Delta Logo
7:00 am - 5:28 pmSJU-ROC
11h 28m1 stop
$267Delta
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Fri, Jan 30 - Sat, Feb 7
United Airlines Logo
6:15 am - 4:40 pmROC-AUA
9h 25m1 stop
United Airlines Logo
5:50 pm - 9:47 amAUA-ROC
16h 57m1 stop
$300United Airlines
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Sun, Dec 14 - Sun, Dec 21
American Airlines Logo
5:06 pm - 2:20 pmROC-SXM
20h 14m2 stops
American Airlines Logo
3:28 pm - 11:05 amSXM-ROC
20h 37m2 stops
$303American Airlines
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Tue, Jan 13 - Wed, Jan 21
American Airlines Logo
5:13 pm - 4:50 pmROC-AUA
22h 37m2 stops
American Airlines Logo
4:50 pm - 10:47 amAUA-ROC
18h 57m2 stops
$304American Airlines
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Sat, Jan 10 - Sat, Jan 17
United Airlines Logo
6:15 am - 4:35 pmROC-GCM
10h 20m2 stops
United Airlines Logo
5:30 pm - 9:47 amGCM-ROC
16h 17m1 stop
$310United Airlines
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Mon, Jan 26 - Thu, Jan 29
Delta Logo
6:35 pm - 2:55 pmROC-SXM
19h 20m2 stops
Delta Logo
1:55 pm - 11:53 amSXM-ROC
22h 58m2 stops
$312Delta
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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 April and July, when the average cost of round-trip tickets is $555 and $493 respectively.

What’s the cheapest day of the week to fly from Rochester to Caribbean?

The average price of all round-trip flights from Rochester to Caribbean clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Caribbean on a Tuesday and more expensive on a Friday. On your return trip to Rochester, you should consider flying back on a Saturday, and avoid Mondays for better deals.

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 4 weeks before departure, which saves you about 11% 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$109
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Rochester to George Town

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.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $375 on average. Morning departures are around 1% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $524.

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 4249 reviews
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

No delays and arrived to destination 30 min early. Staff was super friendly.

10.0 ExcellentIlevba, Nov 2025DCA - DAL
Read more Southwest reviews

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

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.

The flight was great. The gate location was way to far away!!!

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

I believe that a four-hour trip should have a meal. Delta had none.

Was charged for my luggage despite having been on one ticket from an international flight. Too tired to argue after 15 hours on flight. Was charged for rechecking it at JFK airport. Not sure why those off Kenya Airways were required to do that.

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Even though we were delayed, we were able to make our connection

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Starlink wifi on the Embraer E175 is an excellent experience. I was able to connect and work from IAD all the way to approach into BTV.

Older aircraft, no meal, only food was for purchase. Not impressed United.

United needs to step up their game. Delayed flight leaving Seattle, San Francisco. Older aircraft, not very comfortable.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

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.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

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

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports