$138 Find Cheap Flights from Rochester to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Rochester to Caribbean departing on 5/5. 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 Rochester to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$556
Montego Bay
Montego Bay1 stop$357
Kingston
Kingston2 stops$758
Punta Cana
Punta Cana2 stops$556
Montego Bay
Montego Bay1 stop$357
Kingston
Kingston2 stops$758

Book Cheap Rochester to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Rochester to Caribbean 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 Rochester to Caribbean

Sat, May 9 - Wed, May 13
United Airlines Logo
11:05 am - 8:34 pm
RST
-
SJU
8h 29m
1 stop
United Airlines Logo
3:56 pm - 12:36 am
SJU
-
RST
9h 40m
1 stop
$250United Airlines
Sat, May 9 - Wed, May 13
American Airlines Logo
7:18 pm - 2:18 pm
RST
-
SJU
18h 00m
1 stop
American Airlines Logo
7:25 am - 11:55 pm
SJU
-
RST
17h 30m
2 stops
$300American Airlines
Sat, May 9 - Wed, May 13
American Airlines Logo
7:18 pm - 3:35 pm
RST
-
SJU
19h 17m
2 stops
American Airlines Logo
7:25 am - 11:55 pm
SJU
-
RST
17h 30m
2 stops
$311American Airlines
Sat, May 9 - Wed, May 13
American Airlines Logo
7:18 pm - 2:18 pm
RST
-
SJU
18h 00m
1 stop
American Airlines Logo
7:25 am - 11:55 pm
SJU
-
RST
17h 30m
2 stops
$317American Airlines
Sat, May 9 - Wed, May 13
United Airlines Logo
11:05 am - 8:34 pm
RST
-
SJU
8h 29m
1 stop
United Airlines Logo
3:56 pm - 12:36 am
SJU
-
RST
9h 40m
1 stop
$324United Airlines
Sat, May 9 - Wed, May 13
United Airlines Logo
11:05 am - 8:34 pm
RST
-
SJU
8h 29m
1 stop
United Airlines Logo
3:56 pm - 12:36 am
SJU
-
RST
9h 40m
1 stop
$340United Airlines
Tue, Apr 28 - Tue, May 5
American Airlines Logo
5:40 am - 12:13 pm
RST
-
MBJ
6h 33m
1 stop
American Airlines Logo
12:25 pm - 11:06 am
MBJ
-
RST
22h 41m
2 stops
$357American Airlines
Tue, Apr 14 - Sat, Apr 18
American Airlines Logo
5:40 am - 8:51 pm
RST
-
SJU
14h 11m
2 stops
American Airlines Logo
5:45 am - 11:55 pm
SJU
-
RST
19h 10m
2 stops
$360American Airlines
Mon, May 4 - Thu, May 7
United Airlines Logo
5:00 am - 2:44 pm
RST
-
SJU
8h 44m
1 stop
United Airlines Logo
7:20 am - 9:44 pm
SJU
-
RST
15h 24m
2 stops
$390United Airlines
Tue, Apr 14 - Sat, Apr 18
American Airlines Logo
5:40 am - 8:51 pm
RST
-
SJU
14h 11m
2 stops
American Airlines Logo
5:45 am - 11:55 pm
SJU
-
RST
19h 10m
2 stops
$401American Airlines
Booking Insights

KAYAK's insights & trends for Rochester to Caribbean flights

Get data-powered insights and trends into flights from Rochester to Caribbean to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Rochester to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Rochester to Caribbean were found on United Airlines ($250) and American Airlines ($250).

Good to know

Low seasonJuly
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 23% lower on average.

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Rochester to Caribbean?

    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 Rochester to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Rochester to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Rochester to 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 Rochester to Caribbean?

    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 from Rochester to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Rochester to Caribbean?

    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 from Rochester to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Rochester to Caribbean

 
Need help choosing which airline to fly with from Rochester to Caribbean? 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.
7.1
American AirlinesOverall score based on 11468 reviews
6.4Food
7.2Comfort
7.9Crew
6.9Entertainment
7.5Boarding
Airline reviews

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

8.0 ExcellentRanjani, Mar 2026
BOS - CVG
Read more American Airlines reviews

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

Not really sure I enjoyed the flight at all. The flight attendants seemed a little tired and rude at times. The snacks were lacking in taste and sustenance. The flight was incredibly turbulent for three plus hours and the pilot had to do a second pass to land at our final destination because he was coming in so fast. He must have taken a short cut and because of it we had to suffer the violent turbulence and the dropping down. It had to be one of if not the worse flights I have ever been on and have traveled vastly all over the world.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Aging planer and NO wifi on a 14 hour day flight. Unless you are retired or don't need to work or be in touch with the world... The lack of Wifif really ruined the flight. And the old plane - really showing it's age, wasn't great

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports