$326 Find Cheap Flights from Rochester to Caribbean Islands

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Rochester to Caribbean Islands departing on 9/14. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Rochester to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Rochester to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Rochester to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$659
Santo Domingo
Santo Domingo2 stops$700
Montego Bay
Montego Bay1 stop$486
Kingston
Kingston2 stops$1,747
Punta Cana
Punta Cana2 stops$659
Santo Domingo
Santo Domingo2 stops$700
Montego Bay
Montego Bay1 stop$486
Kingston
Kingston2 stops$1,747

Book Cheap Rochester to Caribbean Islands 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 Islands 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 Islands

Mon, Sep 14 - Mon, Sep 21
American Airlines Logo
6:08 pm - 1:32 pm
RST
-
SJU
18h 24m
2 stops
American Airlines Logo
2:22 pm - 9:52 am
SJU
-
RST
20h 30m
2 stops
$326American Airlines
Wed, Dec 9 - Mon, Dec 14
American Airlines Logo
6:39 pm - 1:20 pm
RST
-
MBJ
17h 41m
1 stop
American Airlines Logo
2:02 pm - 12:11 pm
MBJ
-
RST
23h 09m
2 stops
$486American Airlines
Tue, Jul 28 - Sat, Aug 1
American Airlines Logo
5:46 am - 6:24 pm
RST
-
SJU
11h 38m
2 stops
American Airlines Logo
12:59 am - 10:28 am
SJU
-
RST
10h 29m
1 stop
$523American Airlines
Mon, Aug 3 - Mon, Aug 10
American Airlines Logo
7:02 pm - 4:14 pm
RST
-
MBJ
21h 12m
2 stops
American Airlines Logo
12:47 pm - 9:49 am
MBJ
-
RST
21h 02m
2 stops
$532American Airlines
Tue, Jul 7 - Fri, Jul 10
American Airlines Logo
10:59 am - 11:48 pm
RST
-
SJU
11h 49m
1 stop
American Airlines Logo
12:59 am - 6:09 pm
SJU
-
RST
18h 10m
1 stop
$535American Airlines
Tue, Jul 28 - Sat, Aug 1
American Airlines Logo
5:46 am - 11:48 pm
RST
-
SJU
17h 02m
1 stop
American Airlines Logo
12:59 am - 10:28 am
SJU
-
RST
10h 29m
1 stop
$567American Airlines
Sun, Nov 15 - Thu, Nov 19
United Airlines Logo
8:00 am - 3:57 pm
RST
-
PUJ
29h 57m
1 stop
United Airlines Logo
2:55 pm - 9:20 pm
PUJ
-
RST
8h 25m
1 stop
$704United Airlines
Sun, Nov 15 - Thu, Nov 19
United Airlines Logo
7:00 pm - 5:28 pm
RST
-
PUJ
20h 28m
2 stops
United Airlines Logo
2:55 pm - 9:20 pm
PUJ
-
RST
8h 25m
1 stop
$707United Airlines
Sun, Nov 15 - Thu, Nov 19
United Airlines Logo
2:51 pm - 3:57 pm
RST
-
PUJ
23h 06m
1 stop
United Airlines Logo
2:55 pm - 10:54 pm
PUJ
-
RST
9h 59m
1 stop
$722United Airlines
Sat, Nov 14 - Wed, Nov 18
WestJet Logo
4:25 pm - 3:30 pm
RST
-
KIN
46h 05m
2 stops
WestJet Logo
4:30 pm - 10:46 pm
KIN
-
RST
31h 16m
2 stops
$3,612WestJet
Booking Insights

KAYAK's insights & trends for Rochester to Caribbean Islands flights

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

Can I save money by flying with a layover from Rochester to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $370, prices are generally cheapest when you fly direct.

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

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

    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 Islands 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 Islands?

    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 Islands 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 Islands

 
See real verified KAYAK customer reviews for airlines flying from Rochester to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Rochester to Caribbean Islands? 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 11746 reviews
7.5Boarding
6.4Food
7.2Comfort
6.8Entertainment
7.9Crew
Airline reviews

American Airlines is a great dependable airline, on time arrival and departure with polite crew and staff.

10.0 ExcellentAndrew, Jun 2026
OKC - PHX
Read more American Airlines reviews

American Airlines is a great dependable airline, on time arrival and departure with polite crew and staff.

I think since I am an AA Advantage member, my checked bags should have been free, but I paid for all 4 of us.

This flight moved Gates several times in a short time period, from B to C, which required a substantial walk or rail ride. Then the flight was delayed more than 2 hours and the food was subpar compared to other flights.

Flight was delayed multiple times without giving any particular reason and the only thing that was communicated was that 'Aircraft is getting ready'. I was stuck at SFO airport for 15 hours and finally took Southwest Airlines flight back home to Dallas.

Hydraulic leak caused the flight to be cancelled. Auto system scheduled us on a 3 am flight. Wevhsedvrebook on the app and hit schedules later in the afternoon. Our luggage per gate and ticket agent would be rescanned and put in our new flight. Did not happen. Our luggage stayed in hsv. Baggage claim in wash dc unable to help. We filed a claim. Several emails about our luggage were in conflict with one another. Called as baggage and was on hold 30 minutes. Oscar said one of 2 was out fir delivery then cancelled. About 45 minutes later both pieces were delivered. Their system is suspect

I was not clear if food was offered or not.

Because I bought my ticket from Underpricer, I could not check in online. I could only check in at the airport and that was deeply frustrating because I had to arrive very early. The flight also departed 45 min late and passengers were given no explanations about why we were delayed. I was worried I would miss my connecting flight. Once on board, however, the flight was fine.

Absolutely terrible. They boarded the plane, supposedly realized they didn't refuel the plane or load the luggage so we sat as the gate inside the plane for over 2 hours while they supposedly did things that should have been done before having passengers board the planem

Flight cancelled. Twice. And no communication. No gate agent. Went past boarding time and had to go and see email from AA. Airport communication was bad

I love the e fact that the staff communicated swiftly when my flight was delayed and gate number changed

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports