$158 Find Cheap Flights from Caribbean to Rochester - Compare and Save

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 8/31. 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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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

Sat, Sep 12 - Sat, Sep 19
Multiple Airlines Logo
9:30 am - 6:15 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
8h 45m1 stop Tampa
Multiple Airlines Logo
7:05 pm - 1:34 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
18h 29m2 stops Tampa Fort Lauderdale
$264Multiple Airlines
Wed, Oct 21 - Wed, Oct 28
Multiple Airlines Logo
5:12 pm - 7:13 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
26h 01m1 stop Fort Lauderdale
Multiple Airlines Logo
7:05 pm - 11:57 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
28h 52m1 stop Tampa
$271Multiple Airlines
Wed, Sep 16 - Tue, Sep 22
Southwest Logo
11:50 am - 9:20 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
9h 30m2 stops Orlando Baltimore/Washington
Southwest Logo
1:10 pm - 10:05 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
8h 55m1 stop Orlando
$312Southwest
Wed, Sep 16 - Tue, Sep 22
Southwest Logo
5:15 am - 2:40 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
9h 25m1 stop Orlando
Southwest Logo
6:05 am - 12:50 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
6h 45m1 stop Baltimore/Washington
$312Southwest
Fri, Sep 11 - Sun, Sep 20
American Airlines Logo
2:22 pm - 9:20 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
6h 58m1 stop Philadelphia
American Airlines Logo
7:43 pm - 11:00 amROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
15h 17m2 stops Philadelphia Miami
$316American Airlines
Mon, Sep 7 - Mon, Sep 14
American Airlines Logo
10:33 am - 10:33 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
12h 00m2 stops Miami Philadelphia
American Airlines Logo
5:31 pm - 11:00 amROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
17h 29m2 stops Washington, D.C. Reagan-National Miami
$316American Airlines
Fri, Sep 11 - Sun, Sep 20
United Airlines Logo
4:55 pm - 11:44 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
6h 49m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
6:06 am - 12:54 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
6h 48m1 stop Washington, D.C. Dulles Intl
$316United Airlines
Thu, Sep 10 - Sun, Sep 20
United Airlines Logo
4:55 pm - 11:44 pmSJU  San Juan Luis Munoz Marin Intl-ROC Greater Rochester Intl
6h 49m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
6:06 am - 12:54 pmROC  Greater Rochester Intl-SJU San Juan Luis Munoz Marin Intl
6h 48m1 stop Washington, D.C. Dulles Intl
$316United Airlines
Fri, Oct 2 - Fri, Oct 30
Delta Logo
1:14 pm - 10:54 pmMBJ  Montego Bay Sangster Intl-ROC Greater Rochester Intl
8h 40m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 3:29 pmROC  Greater Rochester Intl-MBJ Montego Bay Sangster Intl
10h 29m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$339Delta
Fri, Oct 2 - Fri, Oct 30
Delta Logo
12:59 pm - 12:12 amMBJ  Montego Bay Sangster Intl-ROC Greater Rochester Intl
10h 13m1 stop New York John F Kennedy Intl
Delta Logo
6:00 am - 3:29 pmROC  Greater Rochester Intl-MBJ Montego Bay Sangster Intl
10h 29m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$339Delta
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Good to know

Low season

April

Cheapest flight

$158
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly and prices are also 8% 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 4218 reviews
8.6Crew
8.0Comfort
8.1Boarding
7.5Entertainment
7.0Food
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!

the flight got cancelled - few hours before the departure time - no time to change

The meal tray was not usable it was completely uneven

Flight from Savannah arrived very late and we did not take off till 2 hours after scheduled departure!

My flight was canceled, and instead of rebooking me on a non-stop first-class flight for the same day, which I originally had, Delta rebooked me on a one-stop flight for the following day. When I checked the Delta app, I noticed that there were available flights for both the same day and the next day. I believe this indicates poor management on their part.

So terrible. My flight was 4 hours delayed and we weren't notified til last second within an hour of boarding. WE had to sit on the plane for 4 hours. ridiculous.

The CRJ-900 was clean but the overhead air vents were broken in our First Class row, making the cabin very hot until about 30 mins into the flight. The flight attendants were both extremely apologetic and accommodating though so that is why I rated the flight as very good. They checked on us many times and truly showed they cared. The snacks for an hour and a half flight could be better. Would be nice if there was a small plated meal over convenient store snacks. WiFi also was not working. And it would be nice if Delta had adjustable headrests on these planes.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

The flight was late which i understand happens. But we flew Delta one and the Crew was stiff and not that friendly. They didnt offer beverages after they served the lunch. I dont usually do reviews but i felt i must tell you about this crew. They were american not european. We are platinum members and we are usually treated much better

flight was delayed 4+ hours. there was really no understanding of why? weather? the last hour of delay was post boarding. pilot seat was broken. was that the real reason? nonetheless, long day of inconveniences.

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

Flight was late to take off Plane broke down Had to move everyone to another plane Told we weren’t going to LGA but Newark Also told we would be taken to NY But United lied and we ended up at Newark at 2 in the morning Horrible experience. And the experience of trying to get compensation from United is just as bad. They could not care less about their passengers Never again!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

Delays from united along with Newark air space caused delays. But an average flight! Unfortunately we come to expect delays from the airlines.

Fast checkin with the self serve terminal, good communication at the boarding gate.

The plane’s radio wasn’t working. This delayed the plane for an hour and a half. Then we all broaded and taxied down the runway only to get called back because the radio was still not working. Had to get off the plane and then find another plane making the trip 4 hours delayed. Maybe a different plane should have been chosen sooner?!?!?!

There was no room in overhead bin to place our luggage despite we had tree seats. It means a lot of people had more than 1 carry on bags. When I asked a crew member to help she said that it was not her responsibility.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

Wheelchair assistance was not complete. The person left me at the departure gate without informing the groundstaff of my requirements. I had to walk to the departure counter to ask for help to reach the plane door. The crew informed me that in future they were not allowed to help passengers like me, senior citizen and Wheelchair passenger with placing their carry on bags in the overhead compartments!

Very bumpy flight & the crew was not happy to be there

Food horrible, even because there was no food the personal was rude and show off and the landing and take off ,was an adventure.

Old plane. Dirty. Not many things worked. Service was poor.

Uncomfortable seats, spotty WiFi, only Biscoff for snack (no one likes those).

boarding announcements werent clear/loud. Tired of those cookies. Of the 3 staff/attendants, 1 was good and the other 2 were mediocre.

They cancelled our flight two times after rebooking us for a later flight. We never got on the plane. We found another solution by driving.

Long delays to board due to mechanical issues with plane.

Flight canceled because they didn’t have enough flight attendants. No refunds or credits for future flights

Boarding was awful - no order, people cutting in line, completely chaotic Planes are very old and uncomfortable. Noticeable difference between Delta and United on same route.

It’s was ok just I missed the crew member passing offers water or juice during the flight not just when offer the dinner or breakfast.

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

The seats were roomier than other airplanes I’ve been on.

Checking-in in Barbados was excellent, connecting in JFK to JAX was a nightmare, had to wait over 1 hour and 20 minutes to receive my check bag. After receiving my checked bag and going to the gate to check in for my flight to Jax the crew there had no clue. They first told me that I had missed the flight and had to rebooked.. after trying to speak with JetBlue reservations (without luck) I was asked to leave my Phone number for a recall, I did so and my call was returned after 15 hours. I finally looked at the information board and saw the flight that I was originally scheduled for was still at the gate. I alerted an JetBlue employee of my findings and was told to rush to the gate and see if I could still board. The agent at the boarding gate apparently was having a very bad day, after lecturing me on how late I was (which was not a fault of mine) let me on the flight. A VERY BAD EXPERIENCE. I will NEVER fly JetBlue ever in my life again.

The boarding gate experience was good, however they were too exact at checking

Horrible - for the first time in my life i was denied boarding an international flight because the name used on my ticket - Josh - was not exactly the same as my passport - Joshua. At no time during ticketing, online check-in, or at the airport flying from Boston to NY was i notified of a problem. It was only at boarding from NY to Costa Rica I was informed of the problem and by then it was too late. After missing the flight I was told by airport Jet Blue staff, including a supervisor, that it was my problem and they could not assist because i bought "the cheapest fare". i was hung up on twice by JetBlue customer service, including once by a supervisor. I blame Kayak and your awful partner ChatDeal for even allowing me to purchase an international ticket without verifying this - you effectively sold me a ticket i could not use. Shame on you and shame on ChatDeal for doing nothing to help me resolve the situation. What a scam.

Probably won't be traveling with JetBlue again. The planes for both flights were so old; I was honestly nervous it was going to hold up. The screens had so much static. I couldn't change the volume and my movie changed to Portuguese five minutes in and refused to switch back to English. Onboarding process on the way back was utter chaos.

Ask flight attendants to make normal temperature. It was freezing very uncomfortable. No one want to lessen to you.

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

Good experience. Flight was on time staff was pleasant. One of the airlines I would highly recommend

Domestic flights are good. Just stay away from international travel

Every time I leave from sti Dominican Republic, there is always a delay with a flight , causing a rush to make it to the next flight considering you have to go threw immigration

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