$110 Find Cheap Flights from Caribbean to Rochester - Compare and Save

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Cheap Flights from Caribbean to Rochester

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Rochester

Fri, Dec 4 - Mon, Dec 7
JetBlue Logo
8:10 am - 3:07 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
7h 57m1 stop New York John F Kennedy Intl
JetBlue Logo
4:00 pm - 11:30 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
6h 30m1 stop New York John F Kennedy Intl
$181JetBlue
Wed, Nov 4 - Sat, Nov 7
JetBlue Logo
4:00 pm - 11:49 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
8h 49m1 stop New York John F Kennedy Intl
JetBlue Logo
11:18 am - 8:48 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
8h 30m1 stop New York John F Kennedy Intl
$218JetBlue
Thu, Jan 21 - Sun, Jan 24
American Airlines Logo
8:15 am - 5:25 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
10h 10m1 stop Philadelphia
American Airlines Logo
6:00 am - 9:11 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
14h 11m2 stops Philadelphia Charlotte Douglas
$220American Airlines
Thu, Jan 21 - Sun, Jan 24
American Airlines Logo
7:22 am - 5:25 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
11h 03m2 stops Miami Philadelphia
American Airlines Logo
6:00 am - 9:11 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
14h 11m2 stops Philadelphia Charlotte Douglas
$220American Airlines
Thu, Nov 5 - Mon, Nov 9
Southwest Logo
6:35 am - 12:00 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
6h 25m1 stop Baltimore/Washington
Southwest Logo
4:05 pm - 1:00 amROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
7h 55m1 stop Orlando
$240Southwest
Fri, Dec 4 - Tue, Dec 8
Southwest Logo
6:40 am - 11:55 amSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
6h 15m1 stop Baltimore/Washington
Southwest Logo
4:00 pm - 11:20 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
6h 20m1 stop Baltimore/Washington
$240Southwest
Thu, Nov 12 - Sun, Nov 15
United Airlines Logo
2:52 pm - 11:32 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
9h 40m1 stop Newark
United Airlines Logo
5:50 am - 2:40 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
7h 50m1 stop Newark
$240United Airlines
Wed, Nov 11 - Sat, Nov 14
United Airlines Logo
8:05 am - 2:20 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
7h 15m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
5:50 am - 1:32 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
6h 42m1 stop Newark
$240United Airlines
Wed, Nov 4 - Mon, Nov 9
Delta Logo
4:05 pm - 11:41 pmSXM  Simpson Bay Princess Juliana-ROC Greater Rochester Intl
8h 36m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 2:40 pmROC  Greater Rochester Intl-SXM Simpson Bay Princess Juliana
7h 40m1 stop Atlanta Hartsfield-Jackson
$306Delta
Tue, Nov 3 - Sat, Nov 7
Delta Logo
6:10 pm - 11:57 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
6h 47m1 stop New York John F Kennedy Intl
Delta Logo
4:20 pm - 12:52 amROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
7h 32m1 stop New York John F Kennedy Intl
$306Delta
Useful Info

Good to know

Low season

April

Cheapest flight

$110
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly with an average 2% increase in price.
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 4 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.
7.9
SouthwestOverall score based on 4223 reviews
7.0Food
8.6Crew
8.0Comfort
8.1Boarding
7.4Entertainment
Airline reviews

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

10.0 ExcellentMelissa, Mar 2026
Read more Southwest reviews

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

Pretty seamless, just a tad bit late in taking off and landing.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Gate agents were informative and friendly… flight attendants were as well. Had a fun time chatting about their legacy AirTran experiences as a former fan of the airline that Southwest acquired.

The fluidity of the entire process of boarding the plane the flight attendants attentiveness. The flight attendants also provided coloring books for my kids who loved it.

It good. Just not that plane didn’t have power outlets to charge devices etc.

We stood on the tarmac for over an hour. Very bad turbulence the whole ride. Very to get to the restroom.

C Am handicapped and couldn't get help with my luggage.

Healthier snack would be much appreciated. Love traveling on Southwest!

Gate agent in LAS named Juliett should win an award for excellent customer service.

Leslie the gate agent was incredibly helpful with helping me get on an earlier flight! I saved several hours of airport time thanks to her, and she made the process easy and quick.

The flight was delayed to board, then delay in landing and extremely bumpy landing.

For some reason, there was very little volume on the cabin announcements. You could not hear what the pilot or crew were saying.

Carmen was an absolute delight on the flight staff! Everyone was lovely and made it a very pleasant flight.

I don't know why the crew decided to board 15 minutes early without informing anyone not at the gate. Why would you have the app send a notification that we're boarding on time, instead board early, and then rush me to the gate. Then have me check my carry-on when I specifically packed my bag as to not do so.

No headphones, forced to sit in another seat that I did not book, had to check my carry on when I boarded the plane I saw backpacks and other non carry on items stuffed in the carry on holder! Horrible experience Wi-Fi did not work either

Terrible - the flight was delayed taking off after boarding. Then the flight circled lga before landing. Significant delay

Our flight from Detroit to LaGuardia on Thursday 8/20 was delayed from 555 to 910 due to storms and a ground stop at LGA. It’s never fun to be stuck at the airport but I thought the desk crew and captain handled it well and kept us informed. I especially liked how they referred to us as their “LaGuardia family.” I am a loyal delta customer and this is one of the reasons why.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

The crew was friendly and helpful. The entertainment system in my row did not work for movies and TV shows and the Direct TV cut off in parts and stopped showing the baseball playoff game.

Non-stop commercials were frustrating when trying to view direct TV

Great. I was in mint class. Security was spectacular. A lot of room on the flight! And the WiFi worked this time- it didn’t work the last time and I am on a business trip so that was a problem.

Paid relatively a lot of money for a not comfortable seat. I would not take this service again until seating is improved. Food also not up to standard for price paid.

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

Poor, had a 5+ hours delay. Kept sitting in the aircraft with three kids. It was terrible

I have flown Jet Blue many times between JFK and SFO. I appreciate how clean the planes are, the ability to select my onboard entertainment and the flight crews have always been amazing! Unfortunately, my trip from SFO to JFK on August 23 was unusual. I arrived early at SFO for the 12:00 noon scheduled boarding. The flight was supposed to take off at 12:45pm but after sitting for a while, the plane had to return to the gate to have a generator inspected. After deplaning and then reboarding, we eventually took off around 3:30 pm. It was explained to the passengers that because the plane was using a backup generator, additional fuel was needed and the flight would take longer than originally scheduled. We were originally supposed to arrive at JFK at 9:32 pm but instead, arrived at midnight. Unfortunately, I was exhausted for the funeral I attended the next morning. As a passenger, I have always expected that the plane will be in good mechanical order and that all parts will function as expected. I'm not entirely certain that if I fly Jet Blue in the future, that I will have the same level of confidence that I had become accustomed to. Thanks for the opportunity to provide this feedback. Kathy Nigro

Cabin crew were good Food could be a lot better

It was a short flight so there were no entertainments nor super comfortable which is OKAY, just the review system doesnt allow for N/A which is why okay was put, but overall good! No delays and nice crew

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

Old plane. Nowhere as compared to non US airlines like JAL.

Not good always. Even our trip to japan was disaster with the American airlines delays and cancellatios. Now unfortunately we needed to book again with them last min. Was okay but as usual not comfortable seating.

Susan the flight attendant was great. She greeted me with a smile and showed great hospitality.

Horrible! We departed out of terminal 5, not only was the sign for flights and gate information were so badly organized that it took 2 minutes for all of the flight info load for the correct airline. One would think BA would have new and well managed jet ways, but no you had to take a bus to the plane. It took for every and detailed departure by 40 mins. I’ve had better class of service from Indian Airlines. BA needs to work on upscaling to meet the Industry norms. I can see regional airlines using this loading method but not on an international flight.

Good flight, regional jet so old and seats could use an upgrade

Flying on this airline is nothing short of a full blown circus clown show. On a recent return from my mother’s funeral, my only available choice from IND to PWM was American, which I hesitantly booked as I rarely fly them for many of the following reasons and never will again. I was booked IND-PHL-PWM totaling about six hours. The flight was cancelled due to NE weather. They rebooked me on a two stop flight IND-DFW (Yes DALLAS)-PHL-PWM, still all on the same day. After arriving in DFW, they continually delayed the DFW-PHL flight due to maintenance issues on the arriving flight. Finally it was delayed to the point that my PHL-PWM connection was no longer possible. They then rebooked me thru LGA with the short flight the NEXT DAY to PWM and offered to put me up for the night in NYC (or so I assumed). The flight DFW-LGA was then delayed so much that I asked to be put in an earlier flight with a lessor delay. Throughout this day chats with their AI assistant were useless as were subsequent chats supposedly with a real person(?). Only one customer service agent in DFW was actually helpful and appeared to care. Upon arrival at LGA post midnight, they issued me car and hotel vouchers in Trenton NEW JERSEY at a very old Howard Johnsons ONE HALF HOUR from LGA. The hotel was an $85, 1.5 rated hotel in a very sketchy area of NJ that I would have never voluntarily booked. As I prepared to catch the car back to LGA the next morning I received a text that my flight was cancelled. TWICE IN TWO DAYS. I went to LGA hoping to have AA book me on an earlier Delta flight. The full service line was at least 200 people deep, so I tried to reach a real person agent by phone. After 1/2 hours on hold I gave up and waited for my later LGA-PWM flight. It actually started boarding on-time, but only shortly after announced a maintenance hold. We were told it was nothing serious, just an adjustment to the Captains seat. Only one update was given while we waited 1.5+ hours for a “SEAT ADJUSTMENT”. Can’t forget to mention that on all of these planes the WiFi only worked on two. During that time at least three others flights in my area announced that they were overbooked and were taking volunteers before bumping people. Another flight to ORD announced a gate change and less than five minutes after announced that they were really not changing and announced for everyone to return to that gate. Can’t forget to mention that on all of these planes the WiFi only worked on two.🤡🤡

Wheelchair was waiting for me,changed to a better seat which was great as it's hard for me to walk

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