$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 2/27. 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
$242
Overall average: $323
Delta
Wed 2/25Mon 3/2
SJU - ROC • 1 stop
Cheapest one-way
$88
Typical prices: $138-$231
Southwest
Fri 2/27
SJU - ROC • 1 stop
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Flight Deals
Useful Info
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

Wed, Feb 25 - Mon, Mar 2
Delta Logo
6:02 pm - 11:55 pm
SJU
-
ROC
6h 53m
1 stop
Delta Logo
11:59 am - 11:56 pm
ROC
-
SJU
10h 57m
1 stop
$242Delta
Wed, Feb 25 - Mon, Mar 2
Multiple Airlines Logo
4:31 pm - 9:23 am
SJU
-
ROC
17h 52m
1 stop
Multiple Airlines Logo
6:20 pm - 2:53 am
ROC
-
SJU
31h 33m
2 stops
$265Multiple Airlines
Thu, Jun 25 - Fri, Jul 3
JetBlue Logo
5:01 am - 2:37 pm
SJU
-
ROC
9h 36m
1 stop
JetBlue Logo
7:07 am - 1:47 pm
ROC
-
SJU
6h 40m
1 stop
$277JetBlue
Sat, Feb 14 - Wed, Feb 18
Southwest Logo
7:35 am - 3:35 pm
SJU
-
ROC
9h 00m
1 stop
Southwest Logo
6:10 am - 7:05 pm
ROC
-
SJU
11h 55m
2 stops
$295Southwest
Wed, Feb 25 - Sat, Feb 28
Southwest Logo
10:20 am - 9:15 pm
SJU
-
ROC
11h 55m
1 stop
Southwest Logo
4:55 pm - 11:55 pm
ROC
-
SJU
6h 00m
1 stop
$298Southwest
Wed, Feb 11 - Wed, Feb 18
JetBlue Logo
2:20 pm - 11:27 pm
SJU
-
ROC
10h 07m
1 stop
JetBlue Logo
6:00 am - 3:23 pm
ROC
-
SJU
8h 23m
1 stop
$313JetBlue
Tue, Feb 24 - Mon, Mar 2
United Airlines Logo
2:05 am - 1:43 pm
SJU
-
ROC
12h 38m
2 stops
United Airlines Logo
6:00 am - 9:00 pm
ROC
-
SJU
14h 00m
2 stops
$326United Airlines
Fri, Feb 13 - Wed, Feb 18
United Airlines Logo
2:05 am - 10:01 am
SJU
-
ROC
8h 56m
1 stop
United Airlines Logo
2:24 pm - 12:36 am
ROC
-
SJU
9h 12m
1 stop
$355United Airlines
Wed, Feb 11 - Sat, Feb 14
American Airlines Logo
6:00 am - 9:19 pm
SDQ
-
ROC
16h 19m
2 stops
American Airlines Logo
5:10 pm - 10:00 am
ROC
-
SDQ
15h 50m
2 stops
$682American Airlines
Fri, Mar 27 - Tue, Apr 7
American Airlines Logo
12:28 pm - 10:32 pm
MBJ
-
ROC
9h 04m
1 stop
American Airlines Logo
6:20 pm - 9:13 am
ROC
-
MBJ
15h 53m
1 stop
$952American Airlines
Useful Info

Good to know

Low seasonMarch
Cheapest flight$88
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 2% 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 4267 reviews
7.5Entertainment
7.0Food
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

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.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Air travel sucks. It continues to be awful for all airlines. No shame on delta alone.

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!!!!

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

This Japanese airline provides great service and very helpful in assisting their passengers.

Good crew. Boarding delays. Almost two hours wait for the bags in DC.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

I so appreciate the crew members on each flight of United. They are outstanding.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Long delays, lack of information about the status of the flight. The flight was delayed 4 times.

It was good. But the gate team made me check my carry on when there was plenty of space for my luggage on the plane. Otherwise our trip was fine.

Bags took over and hour to come out. Delays due to wind caused rebooking.

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.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

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.

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