$88 Find Cheap Flights from Caribbean to Rochester

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Rochester departing on 1/27. 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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Everything you should know

Cheapest round-trip
$189
Overall average: $316
JetBlue
Fri 2/27Sun 3/1
SJU - ROC • 1 stop
Cheapest one-way
$88
Typical prices: $141-$386
United Airlines
Tue 1/27
SJU - ROC • 1 stop
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Flight Deals
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Flight Deals

Cheap Flights from Caribbean to Rochester

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Rochester 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 Caribbean to Rochester

Fri, Feb 27 - Sun, Mar 1
JetBlue Logo
11:59 pm - 9:00 am
SJU
-
ROC
10h 01m1 stop
JetBlue Logo
9:45 am - 7:53 pm
ROC
-
SJU
9h 08m1 stop
$189JetBlue
Thu, Jan 29 - Thu, Feb 5
JetBlue Logo
8:15 am - 2:25 pm
SJU
-
ROC
7h 10m1 stop
JetBlue Logo
3:30 pm - 11:50 pm
ROC
-
SJU
7h 20m1 stop
$190JetBlue
Wed, Feb 4 - Sun, Feb 8
Delta Logo
7:00 am - 5:03 pm
SJU
-
ROC
11h 03m1 stop
Delta Logo
5:21 am - 4:50 pm
ROC
-
SJU
10h 29m1 stop
$206Delta
Wed, Jan 21 - Sun, Jan 25
Delta Logo
6:05 pm - 11:56 pm
SJU
-
ROC
6h 51m1 stop
Delta Logo
6:00 am - 2:31 pm
ROC
-
SJU
7h 31m1 stop
$212Delta
Thu, Jan 29 - Thu, Feb 5
JetBlue Logo
6:05 am - 2:25 pm
SJU
-
ROC
9h 20m1 stop
JetBlue Logo
3:30 pm - 2:24 am
ROC
-
SJU
9h 54m1 stop
$217JetBlue
Wed, Feb 4 - Sun, Feb 8
American Airlines Logo
6:00 am - 4:05 pm
SJU
-
ROC
11h 05m2 stops
American Airlines Logo
6:00 am - 6:22 pm
ROC
-
SJU
11h 22m2 stops
$232American Airlines
Wed, Feb 4 - Sun, Feb 8
JetBlue Logo
2:20 pm - 11:28 pm
SJU
-
ROC
10h 08m1 stop
JetBlue Logo
3:30 pm - 2:24 am
ROC
-
SJU
9h 54m1 stop
$236JetBlue
Thu, Jan 29 - Thu, Feb 5
American Airlines Logo
7:00 am - 10:48 pm
SJU
-
ROC
16h 48m1 stop
American Airlines Logo
11:19 am - 11:59 pm
ROC
-
SJU
11h 40m2 stops
$239American Airlines
Wed, Jan 21 - Sun, Jan 25
United Airlines Logo
8:35 am - 7:06 pm
SJU
-
ROC
11h 31m2 stops
United Airlines Logo
5:23 pm - 6:11 am
ROC
-
SJU
11h 48m2 stops
$263United Airlines
Thu, Jan 22 - Sun, Jan 25
United Airlines Logo
6:00 am - 1:39 pm
SDQ
-
ROC
32h 39m2 stops
United Airlines Logo
2:20 pm - 11:46 pm
ROC
-
SDQ
8h 26m1 stop
$390United Airlines
Useful Info

Good to know

Low seasonApril
Cheapest flight$88
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from San Juan to Rochester

FAQs for booking flights from Caribbean to Rochester

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

    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 Caribbean to Rochester.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Rochester from 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 Caribbean to Rochester?

    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 to Rochester with an airline and back to Caribbean with another airline.

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

    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 to Rochester from 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 Caribbean to Rochester

 
Need help choosing which airline to fly with from Caribbean to Rochester? 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
7.0Food
7.5Entertainment
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

Never went on board this flight. Kayak uses Underpricer (which is a scam business) as it's "customer service provider". This customer service is a classic bait and switch "service". I Got caught in the UnderPricer Bait and switch scam. 14 hours on the phone with people from India with heavy accents and upselling me to useless products. The original sell was a flight on spirit. Then they contact me later, an say after they have my money that the flight is no good as is is only one seat for a party of two. I am still in dispute to get my money back. Went to Spirit direct and had a beautiful vacation. I should never have used Kayak and their rip off artists UnderPricer.

2.0 MediocreAnonymous, Jan 2026
SJU - BWI
Read more Southwest reviews

Never went on board this flight. Kayak uses Underpricer (which is a scam business) as it's "customer service provider". This customer service is a classic bait and switch "service". I Got caught in the UnderPricer Bait and switch scam. 14 hours on the phone with people from India with heavy accents and upselling me to useless products. The original sell was a flight on spirit. Then they contact me later, an say after they have my money that the flight is no good as is is only one seat for a party of two. I am still in dispute to get my money back. Went to Spirit direct and had a beautiful vacation. I should never have used Kayak and their rip off artists UnderPricer.

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.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

I went to washroom twice and once there was no toilet seat cover and the other no toilet paper at all. I don't think it was ever replenished or checked before we boarded as it was very early on in the flight.

Premium economy is like the forgotten class. Aside from meal service never saw a flight attendant. Any additional beverages required going to the very back of the plane to request and there was rarely an attendant there. Seat leg / foot rest hardly elevates and not well suite for someone under 5’6. Bulky armrests

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I paid for a business class ticket on Delta. It was sourced to Virgin Atlantic. They changed out the aircraft which had fewer upper class tickets. Even though I'd checked into the lounge, was receiving alerts via kayak about the delay and changes; no one informed me that the seat would be changed - until I attempted to board and was told that I would have an economy seat or they could search to put me on another airline. Even the flight crew were informed of this change (10 passengers were bumped out of Upper Class) around 2 pm (1400) time. Hours would have helped to consider alternatives instead of making a last minute change. There needs to be compensation from both Delta and Virgin given this change in service/experience.

The food is terrible. The staff is wonderful. Comfort is good.

For some reason, I couldn't choose my seat. The airline gave me a seat when I got there. Not happy about that. Otherwise, everything else was great!

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

One of the best airlines that I flew on, the flight attendants were very attentive and professional.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

The staff was hospitable and professional. The seat had a bit of wear. The winner shade was stuck 1/4 open. I received the best of both worlds. The morning sun was able to come in and blind the screen i was trying to use while at the same time it was too low to look out and enjoy the view. Rather embarrassing for a 1st class ticket.

On the way my flight entertainment wouldn’t work the screen went black and no matter how many times I tried to turn it on it wouldn’t. Food was surprisingly good but the tray tables were tiny so you couldn’t get anything else on the table. The seats hardly go back and are not overly comfortable. Wouldn’t fly United again.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

In Liberia airport 5 min before our departure the airport was closed for takeoff for 30 min. Upon arrival to IAH we didn’t have any available gate and waited taxing another 40 min. As a result we arrived for 1+ h later. The walkway to the passport control in IAH is about 1-2 ml long. After the passport control you have to pass the security check again. Only 3 out of 16 checkpoints were open and the line was enormously long. As a result, even though we supposed to have 2.5 hrs gap in between the flights we missed our transfer. United rebooked us for the next available flight early morning and provided free hotel and meal vouchers through.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

The staff was nice, however boarding taking 2 hours. That’s insane. Overall very bad experience, a lot of turbulence and when landed in Chicago was horrible. I don’t think I’ll flight with UA again.

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

RIC Staff was not enough. Elderly passengers had to wait 30 minutes to deplane, so we could board and still had to walk as no chairs were provided. And, passenger in front of my seat assignment rammed seat against my legs entire flight time. Was mildly bruised and left thigh still sore.

Overall, an average flight; food options were not the best, and there were bugs on the plane.

There was no TV's on the plane? I tried to activated the WiFi multiple times before the plane took off but it wasn't work well.

Air Marco’s fleet of airplanes are old and pathetic. The seats are torn and stained. The monitors don’t work properly. If this wasn’t a business trip and I had control of booking the flight, I would not travel on this carrier.

Good service, friendly staff. Food was average for airlines and the seats were small.

Pathetic check in experience once again. Not enough staff scheduled at bag drop or for special assistance at LHR. Really need to rethink the whole self check in procedure. The crew was good. A very decent selection of special meals in this leg as compared to the JFK-LHR leg.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

A cookie and a soda, packed like sardines, will never be a positive experience. Also, boarded a 5:30 flight at 7:45pm

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

To not have food or proper snacks on a 5 hour flight was the worst.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

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