$96 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 4/30. 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 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, Apr 17 - Mon, Apr 20
Southwest Logo
5:35 am - 11:55 am
SJU
-
ROC
6h 20m
1 stop
Southwest Logo
12:35 pm - 11:40 pm
ROC
-
SJU
11h 05m
1 stop
$212Southwest
Thu, Jun 4 - Mon, Jun 8
Southwest Logo
5:30 am - 5:15 pm
SJU
-
ROC
11h 45m
1 stop
Southwest Logo
12:55 pm - 12:15 am
ROC
-
SJU
11h 20m
1 stop
$256Southwest
Thu, Sep 3 - Mon, Sep 7
American Airlines Logo
3:50 pm - 12:20 am
SJU
-
ROC
8h 30m
1 stop
American Airlines Logo
10:47 am - 11:41 pm
ROC
-
SJU
12h 54m
1 stop
$262American Airlines
Thu, Apr 16 - Mon, Apr 20
United Airlines Logo
1:00 am - 1:39 pm
SJU
-
ROC
12h 39m
2 stops
United Airlines Logo
6:00 am - 12:34 pm
ROC
-
SJU
6h 34m
1 stop
$276United Airlines
Thu, Aug 6 - Mon, Aug 24
American Airlines Logo
2:30 pm - 9:32 am
MBJ
-
ROC
18h 02m
2 stops
American Airlines Logo
7:35 pm - 1:30 pm
ROC
-
MBJ
18h 55m
2 stops
$301American Airlines
Wed, Mar 18 - Sat, Mar 21
Delta Logo
6:33 am - 11:37 pm
STI
-
ROC
17h 04m
1 stop
Delta Logo
5:29 am - 7:15 pm
ROC
-
STI
13h 46m
1 stop
$352Delta
Sat, Apr 18 - Sat, Apr 25
Delta Logo
7:59 pm - 10:39 am
SDQ
-
ROC
14h 40m
1 stop
Delta Logo
4:02 pm - 12:17 am
ROC
-
SDQ
8h 15m
1 stop
$357Delta
Fri, Mar 27 - Tue, Apr 28
JetBlue Logo
3:46 pm - 11:31 pm
SDQ
-
ROC
7h 45m
1 stop
JetBlue Logo
6:20 am - 6:20 pm
ROC
-
SDQ
12h 00m
1 stop
$384JetBlue
Wed, Apr 22 - Sat, Apr 25
JetBlue Logo
3:30 pm - 11:40 pm
SDQ
-
ROC
8h 10m
1 stop
JetBlue Logo
6:20 am - 1:00 pm
ROC
-
SDQ
6h 40m
1 stop
$422JetBlue
Wed, Apr 22 - Sat, Apr 25
United Airlines Logo
3:20 pm - 9:51 am
SDQ
-
ROC
18h 31m
2 stops
United Airlines Logo
2:25 pm - 10:46 pm
ROC
-
SDQ
8h 21m
1 stop
$445United Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$96
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 7% 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 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 4311 reviews
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
Airline reviews

WiFi was not working and didn’t have a beverage service

8.0 ExcellentNick, Mar 2026
BOS - MDW
Read more Southwest reviews

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

Mediocre. Boarding is now unpleasant. The employees, once friendly and nice, are now regularly speaking sternly to passengers, badgering them to do things right so they can take off on time and gate check bags because they don't have enough overhead bin space. The pretzel snack was crushed flat and broken into even smaller pieces, which happens frequently lately. Drink service was suspended before they reached my row.

The last 3 flights between BWI and BDL canceled the beverage service mid- way. Just say up front that the fight is too short. Thanks!

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

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.

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

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.

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

It was okay, the food was good, but after the landing there was not enough time for luggage and security to catch a connection. It was crowded on board.

It’s always a great time flying with united airlines.

Good flight. Efficient boarding and competent flight crew. No problems until we arrived at our destination gate. We were early so there was an aircraft at the gate that had to move before we could pull in. Then, due to the type of aircraft we flew, the cabin door could not be opened until some luggage from the cargo bay was offloaded to preserve center of gravity characteristics. So, that further delayed deplaning. Despite being 20 minutes early on landing, we ended up being 5 to 10 minutes late after all the delays.

It was amazing. I had several upgraded seats on my flight out. Everything went smooth with no delays.

They never clean the toilet, and the food is worse

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

There was no WiFi available, there were mechanical problems with the plane and we landed at C 124, then the gate was switched to A 26, then all the way back to C126! For a 75 yo woman traveling alone, this was a difficult journey, indeed!

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.

They initially informed us that the flight was delayed, but only after waiting an hour for updates. In any event, the flight was canceled, but the way it was handled was really poor and egregious. I feel they handled the situation of informing travelers very irresponsibly. I sat in a wheelchair at the airport for over four hours before finally being told that the flight was canceled.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

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

Meals were not so good. Snack between the meals was very bad. Like Japan Airlines, they could eliminate the snack and make the second meal much better.

Good crew and flight was on time. It’s a small plane with limited overhead luggage space. They said the overhead space was full and I had to check my bag. There was still space when I got on. Waiting for my checked luggage added 30 minutes to my trip. Not the end of the world but also not great.

My seat was assigned last row behind restrooms No legroom’s I’m very Pettit Still was not comfortable Food choice was excellent

There was free WiFi (definitely a plus), but the flight was delayed 45 minutes waiting on a catering truck that never arrived. The pilot said there would be food vouchers given out at the end of the gangway to make up for the inconvenience, but there was no one offering those. Delay made me late for work!

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA flights.

The smell from the bathroom kept wafting through the cabin. It made people sick.

The seats are too uncomfortable for anyone over 5ft 8in. I'm 5'10" with a back and hip issue and I was in pai for the full duration of the flight.

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

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.

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