$132 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 4/22. 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.
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1 adult, Economy, 0 bags

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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, May 1 - Sun, May 3
Southwest Logo
4:25 pm - 11:10 pm
SJU
-
ROC
6h 45m
1 stop
Southwest Logo
4:20 pm - 11:45 pm
ROC
-
SJU
7h 25m
1 stop
$266Southwest
Thu, Apr 30 - Sun, May 3
Delta Logo
5:42 pm - 12:43 am
SJU
-
ROC
7h 01m
1 stop
Delta Logo
5:26 am - 12:12 pm
ROC
-
SJU
6h 46m
1 stop
$276Delta
Tue, Apr 21 - Sun, Apr 26
Multiple Airlines Logo
2:09 am - 9:23 am
SJU
-
ROC
31h 14m
2 stops
Multiple Airlines Logo
10:13 am - 7:22 pm
ROC
-
SJU
9h 09m
1 stop
$277Multiple Airlines
Wed, Apr 22 - Sun, Apr 26
Delta Logo
12:55 pm - 11:44 pm
SJU
-
ROC
10h 49m
1 stop
Delta Logo
4:02 pm - 11:59 pm
ROC
-
SJU
7h 57m
1 stop
$282Delta
Wed, Apr 29 - Sun, May 3
United Airlines Logo
1:00 am - 9:57 am
SJU
-
ROC
8h 57m
2 stops
United Airlines Logo
6:49 am - 1:45 pm
ROC
-
SJU
6h 56m
1 stop
$286United Airlines
Thu, Apr 30 - Sun, May 3
American Airlines Logo
6:00 am - 4:34 pm
SJU
-
ROC
10h 34m
2 stops
American Airlines Logo
7:30 am - 10:05 pm
ROC
-
SJU
14h 35m
1 stop
$302American Airlines
Mon, May 4 - Tue, May 12
United Airlines Logo
1:00 am - 1:38 pm
SJU
-
ROC
12h 38m
2 stops
United Airlines Logo
6:49 am - 1:45 pm
ROC
-
SJU
6h 56m
1 stop
$306United Airlines
Thu, Aug 6 - Sun, Aug 23
American Airlines Logo
2:30 pm - 9:32 am
MBJ
-
ROC
18h 02m
2 stops
American Airlines Logo
7:35 pm - 12:20 pm
ROC
-
MBJ
17h 45m
2 stops
$321American Airlines
Sat, Apr 25 - Wed, Apr 29
JetBlue Logo
1:40 pm - 11:40 pm
SXM
-
ROC
10h 00m
1 stop
JetBlue Logo
6:30 am - 1:14 pm
ROC
-
SXM
6h 44m
1 stop
$394JetBlue
Thu, May 28 - Sat, Jun 13
JetBlue Logo
8:52 am - 4:16 pm
STI
-
ROC
7h 24m
1 stop
JetBlue Logo
12:10 pm - 11:50 pm
ROC
-
STI
11h 40m
1 stop
$412JetBlue
Useful Info

Good to know

Low seasonApril
Cheapest flight$132
Best time to beat the crowds but there is an average 27% increase 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 4334 reviews
8.1Boarding
8.6Crew
7.0Food
7.5Entertainment
8.0Comfort
Airline reviews

One of the best airlines for fast boarding, on time arrivals, and top notch service!

10.0 ExcellentSunderesh, Apr 2026
OKC - AUS
Read more Southwest reviews

One of the best airlines for fast boarding, on time arrivals, and top notch service!

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Plane was late. Zero service for 2+ hour flight and it was not that bumpy.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Had a great flight. Delayed takeoff, but comfortable. Snacks were good.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

I am very please with the service received from Southwest. Although there was a refuel stop in Fl before we got the Baltimore. The service and kindness of the staff was excellent.

The flight was delayed 90 minutes The Gate was wrong The Restroom on Aircraft was not clean There was a half used water bottle in my seat

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

Wonderful crew, great movie selection and good food. I prefer Airbus to Boeing, much more comfortable

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

Cabin was not pressurized properly. Several passengers had respiratory difficulties.

The staff was fine. The plane was extremely tight, and I paid for the wifi and it did not work at all. I was actually going to ask for a refund.

Terrible. Four hour delay because Delta could not find crew to man the aircraft. Terrible communication. Terrible insight into the delays. One of the worst flight experiences I’ve had.

The crew, and fellow passengers, were super gracious and kind. There seemed to be plenty of bin space even though the plane was full. It’s nice to get a glass of wine with dinner in Premiere seating, and there was a lot of food.

Good experience and the flight landed early. There was no food I had or entertainment.

bulkhead seat had very little legroom - even in bsiness class.

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

This was the first flight in the morning. We boarded fine. The cabin door was closed and we were ready to go. We were notified by the Captain that ATC issued and ground stop for 40 minutes. So, without even pushing back from the gate, we were already 40 minutes late. We actually were released to push-back and taxi at 30 minutes. But, some passengers had tight connections and were not going to make their connections. Some passengers asked about the delay and the effect on the connections and were told by the cabin attendant that all flights will be delayed and so they should be OK. However, that was not true. My connecting flight was on time and I arrived at IAH with 21 minutes to make my connection. I did and I'm happy about that, but the flight crew should not have given assurances to the passengers who might have missed their connections.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

The crew was generally professional. Though one of the crew members seemed to be easily annoyed, the others were fine and helpful. The green olives and almonds snack was really good. A great idea, and nice balance of tastes.

It as confusing with the connections and I almost missed my next flight because of the first delay with the first flight. United could have helped passengers go through immigration quicker rather than waiting with everyone else. The flight attendants were super friendly and lovely. The vegetarian food was awful- I did not finish. I would suggest they just do pasta next time

Flights were on time actually early service was good and crew cheerful

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

I had a great experience flying with JetBlue and would always choose JetBlue over the other airlines. I am also very bummed that they will discontinue flying to Belize very soon. SAD

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

I was especially impressed without efficiently the crew got passengers on and off. One of the stewards was slightly gruff, I thought. No big deal but that's what I noticed.

Delayed our flight to accommodate another flight but didn’t make the decision to do so until we were supposed to board despite having all the same information hours prior. Arrived so delayed that we didn’t get a gate and had to deplane on the tarmac and get bussed to terminal in the rain after 1am. Arrived to the terminal and due to construction could not get a ride share - had to either take the air train to Howard beach or stand in line with 200 other people waiting for a taxi.

Well, its a hit or miss when boarding most of the time your employees just let everyone enter immediately In one bum rush. Then out of know where tell the passengers only let A can enter then b then c etc. So make a decision and stick to it. Do it by alphabet and have famn strick compliance. Let the public know. That makes easier on passengers.

Qatar does not answer phone calls and communicate with travelers about trip cancellations

The seats have so much room. They give great free snacks. Staff was so nice.

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

Very smooth flight, good legroom with the "even more room" seats. Entertainment choice was excellent, wifi on board, plane was modern. Pilot got a round of applause for a smooth landing in very blustery conditions. Love flying with them. Check in was OK too. We were too early so we had to wait until groundstaff showed up 3hrs before the flight.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

Everything was excellent and I enjoyed myself. Thank for everything

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

A chaotic and uncomfortable experience from start to finish. The boarding process was a disaster; despite group numbers, it was a free-for-all that the staff failed to manage (especially after group 5). Once on board, the "entertainment" was non-existent. There are no seatback screens, and the mobile app selection is incredibly thin. The hardware is severely dated. My seat had zero cushioning left—it felt like sitting on a hard board for the entire flight—and the legroom was cramped. To make matters worse, the bathroom was repulsive, with toilet paper, soiled paper towels and liquid/pee all over the floor. When I did interact with the crew, they provided the absolute bare minimum and made me feel like an inconvenience for asking for anything. Avoid this flight if you can.

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

The flight itself was excellent but the gate attendant made me check my carryon since she said it was an inch too big. I’ve had no problems with this carryon on recent flights on Qantas, Delta, Austrian, Southwest Airlines even though the overhead bins are the same size. there were other carryons in the bins that also looked larger than mine and there was room left in the bins for more. When I picked up my carryon from baggage claim one of the wheels had broken off.

Ceiling fell down and had to have maintenance come and duct tape it up. No WiFi on the flight.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Really good. I accidentally left my duffel on the plane and the reps were so friendly in retrieving it.

Movie selections were very limited. Meals were not f So good.

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