What is the cheapest airline that flies from Greater Rochester Intl to Caribbean Islands?

United Airlines, American Airlines, and JetBlue are the most popular carriers operating from Greater Rochester Intl to Caribbean Islands

What airlines fly to Caribbean Islands?

JetBlue, American Airlines and Delta are the top three most popular airlines that fly to Caribbean Islands from Rochester according to our data. JetBlue is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 7 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Greater Rochester Intl Airport to Caribbean Islands?

Prices for flights from Greater Rochester Intl Airport to Caribbean Islands are updated daily.

How many operators does momondo search for flights from Greater Rochester Intl Airport to Caribbean Islands?

As of December 2025, there are 6 operators available to choose from for flights from Greater Rochester Intl Airport to Caribbean Islands.

How old do you have to be to fly from Greater Rochester Intl Airport to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Greater Rochester Intl Airport to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$106 Cheap Flights from Rochester to Caribbean Islands in 2025/26

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Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:30 pm - 11:50 pm

ROC

SJU

7h 20m1 stop

6:05 am - 2:40 pm

SJU

ROC

9h 35m1 stop

$250JetBlue

Fri, Jan 30 - Mon, Feb 2

6:00 am - 3:22 pm

ROC

SJU

8h 22m1 stop

10:00 am - 3:10 pm

SJU

ROC

6h 10m1 stop

$253JetBlue

Wed, Dec 10 - Sat, Dec 13

10:30 am - 12:36 am

ROC

SJU

13h 06m2 stops

2:05 am - 1:45 pm

SJU

ROC

12h 40m2 stops

$265United Airlines

Tue, Mar 3 - Wed, Mar 4

1:26 pm - 12:36 am

ROC

SJU

10h 10m2 stops

2:05 am - 1:39 pm

SJU

ROC

12h 34m2 stops

$267United Airlines

Mon, Jan 12 - Tue, Jan 20

6:17 am - 1:59 pm

ROC

SJU

6h 42m1 stop

3:32 pm - 11:54 pm

SJU

ROC

9h 22m1 stop

$270Delta

Sun, Dec 7 - Fri, Dec 12

6:00 am - 3:07 pm

ROC

SXM

8h 07m1 stop

2:42 pm - 10:48 pm

SXM

ROC

9h 06m1 stop

$293American Airlines

Sat, Jan 24 - Fri, Jan 30

7:18 pm - 1:59 pm

ROC

SXM

17h 41m2 stops

3:31 pm - 10:54 am

SXM

ROC

20h 23m2 stops

$298American Airlines

Thu, Jan 1 - Wed, Jan 14

6:35 pm - 12:30 pm

ROC

SXM

16h 55m1 stop

4:20 pm - 11:56 pm

SXM

ROC

8h 36m1 stop

$307Delta

Thu, Jan 22 - Tue, Jan 27

6:56 pm - 2:49 pm

ROC

STT

18h 53m1 stop

3:23 pm - 4:55 pm

STT

ROC

26h 32m1 stop

$511Spirit Airlines

Sun, Dec 14 - Fri, Dec 19

6:56 pm - 2:49 pm

ROC

STT

18h 53m1 stop

3:23 pm - 4:55 pm

STT

ROC

26h 32m1 stop

$520Spirit Airlines

Sun, Dec 14 - Thu, Dec 18

JetBlue flights from Rochester to Caribbean Islands

Our best JetBlue deals on Rochester to Caribbean Islands flight tickets

JetBlue

Jan 30

ROC3:30 pmGreater Rochester Intl

7h 20m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Feb 2

SJU8:15 amSan Juan Luis Munoz Marin Intl

7h 25m

1 stop

ROC2:40 pmGreater Rochester Intl

$250

Find similar

JetBlue

Dec 10

ROC6:00 amGreater Rochester Intl

8h 22m

1 stop

SJU3:22 pmSan Juan Luis Munoz Marin Intl

Dec 13

SJU10:00 amSan Juan Luis Munoz Marin Intl

6h 10m

1 stop

ROC3:10 pmGreater Rochester Intl

$253

Find similar

JetBlue

Jan 26

ROC6:30 amGreater Rochester Intl

6h 58m

1 stop

SXM2:28 pmSimpson Bay Princess Juliana

Jan 29

SXM3:43 pmSimpson Bay Princess Juliana

8h 45m

1 stop

ROC11:28 pmGreater Rochester Intl

$257

Find similar

Southwest flights from Rochester to Caribbean Islands

Our best Southwest deals on Rochester to Caribbean Islands flight tickets

Southwest

Jan 24

ROC3:20 pmGreater Rochester Intl

6h 40m

1 stop

SJU11:00 pmSan Juan Luis Munoz Marin Intl

Jan 27

SJU6:00 amSan Juan Luis Munoz Marin Intl

10h 00m

2 stops

ROC3:00 pmGreater Rochester Intl

$255

Find similar

Southwest

Feb 2

ROC6:10 amGreater Rochester Intl

11h 55m

2 stops

SJU7:05 pmSan Juan Luis Munoz Marin Intl

Feb 9

SJU5:35 amSan Juan Luis Munoz Marin Intl

9h 50m

1 stop

ROC2:25 pmGreater Rochester Intl

$299

Find similar

Southwest

Dec 8

ROC12:40 pmGreater Rochester Intl

9h 40m

1 stop

SJU11:20 pmSan Juan Luis Munoz Marin Intl

Dec 15

SJU6:40 amSan Juan Luis Munoz Marin Intl

6h 15m

1 stop

ROC11:55 amGreater Rochester Intl

$319

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Rochester to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Fri 1/30

3:30 pm-11:50 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Mon 2/2

6:05 am-2:40 pm

1 stop9h 35m

$250

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Wed 12/10

6:00 am-3:22 pm

1 stop8h 22m

San Juan Luis Munoz Marin Intl

Sat 12/13

10:00 am-3:10 pm

1 stop6h 10m

$253

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Tue 3/3

10:30 am-12:36 am

2 stops13h 06m

San Juan Luis Munoz Marin Intl

Wed 3/4

2:05 am-1:45 pm

2 stops12h 40m

$265

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Mon 1/12

1:26 pm-12:36 am

2 stops10h 10m

San Juan Luis Munoz Marin Intl

Tue 1/20

2:05 am-1:39 pm

2 stops12h 34m

$267

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 12/7

6:17 am-1:59 pm

1 stop6h 42m

San Juan Luis Munoz Marin Intl

Fri 12/12

3:32 pm-11:54 pm

1 stop9h 22m

$270

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Sat 1/24

6:00 am-3:07 pm

1 stop8h 07m

Simpson Bay Princess Juliana

Fri 1/30

2:42 pm-10:48 pm

1 stop9h 06m

$293

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Thu 1/1

7:18 pm-1:59 pm

2 stops17h 41m

Simpson Bay Princess Juliana

Wed 1/14

3:31 pm-10:54 am

2 stops20h 23m

$298

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Thu 1/22

6:35 pm-12:30 pm

1 stop16h 55m

Simpson Bay Princess Juliana

Tue 1/27

4:20 pm-11:56 pm

1 stop8h 36m

$307

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Greater Rochester Intl

Sun 12/14

6:56 pm-2:49 pm

1 stop18h 53m

Saint Thomas Island Cyril E King

Fri 12/19

3:23 pm-4:55 pm

1 stop26h 32m

$511

RochesterSaint Thomas Island

ROC - STT

ROCSTT

Greater Rochester Intl

Sun 12/14

6:56 pm-2:49 pm

1 stop18h 53m

Saint Thomas Island Cyril E King

Thu 12/18

3:23 pm-4:55 pm

1 stop26h 32m

$520

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Rochester to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of September is, on average, the cheapest month to fly to Caribbean Islands from Rochester, with most prices found around $286. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Rochester averaging around $308.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Rochester to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $364. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $509. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Rochester to Caribbean Islands in the evening for as low as $375. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $524. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Rochester when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $424 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Rochester for as low as $355 on momondo.

Can stopping save me money on Rochester to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Rochester to Caribbean Islands.

Cheap Rochester to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Rochester to Caribbean Islands

Fastest flight time	5h 25m
Direct flights	None

The fastest flight from Rochester to Caribbean Islands takes 5h 25m

There are no direct flights from Rochester to Caribbean Islands. There are no popular flight routes from Rochester to Caribbean Islands.

Search flight deals

When did momondo last update prices for flights from Greater Rochester Intl Airport to Caribbean Islands?
Prices for flights from Greater Rochester Intl Airport to Caribbean Islands are updated daily.
How many operators does momondo search for flights from Greater Rochester Intl Airport to Caribbean Islands?
As of December 2025, there are 6 operators available to choose from for flights from Greater Rochester Intl Airport to Caribbean Islands.
How old do you have to be to fly from Greater Rochester Intl Airport to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Greater Rochester Intl Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Rochester to Caribbean Islands?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Rochester to Caribbean Islands is Airbus A220-300 (14.10% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet 900 (9.58%), Boeing 737-800 Passenger/BBJ2 (winglets) (8.63%), and Airbus A320-100/200 (8.39%).

Best airlines flying from Rochester to Caribbean Islands

Compare and see reviews for airlines that fly from Rochester to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $192	Free Cancellation	Rating 6.3 8,160 reviews	Search Spirit Airlines flights
Southwest	PriceFrom $242	Free Cancellation	Rating 8.0 4,254 reviews	Search Southwest flights
American Airlines	PriceFrom $251	Free Cancellation	Rating 7.2 11,044 reviews	Search American Airlines flights
JetBlue	PriceFrom $252	Free Cancellation	Rating 7.2 2,898 reviews	Search JetBlue flights
United Airlines	PriceFrom $258	Free Cancellation	Rating 7.4 9,066 reviews	Search United Airlines flights
Delta	PriceFrom $275	Free Cancellation	Rating 7.9 8,010 reviews	Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Rochester to Caribbean Islands?

It is quick and easy to find Rochester to Caribbean Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean Islands that suits you.

Can I find flights from Rochester to Caribbean Islands with flexible booking policies on momondo?

Flights from Rochester to Caribbean Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Rochester to Caribbean Islands?

momondo helps you find the best flight between Rochester and Caribbean Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Rochester to Caribbean Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean Islands from Rochester. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

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Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Flights to New Yorkfrom $48

Flights to Londonfrom $338

Flights to Bangkokfrom $518

Flights to Tokyofrom $358

Flights to Los Angelesfrom $40

Flights to Parisfrom $334

Flights to Copenhagenfrom $316

Flights to Istanbulfrom $374

Flights to Manilafrom $512

Flights to Romefrom $323

Flights to Miamifrom $47

Flights to Chicagofrom $47

Rochester flight routes

Flights from Greater Rochester Intl to Wilmington New Hanover County

Flights from Greater Rochester Intl to Nashville Intl

Flights from Greater Rochester Intl to Raleigh-Durham

Flights from Greater Rochester Intl to Fort Lauderdale

Flights from Greater Rochester Intl to Orlando

Flights from Greater Rochester Intl to Charleston

Cheap flights from Rochester to Caribbean Islands from $106

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Rochester to Caribbean Islands departing on 3/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Rochester to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

JetBlue flights from Rochester to Caribbean Islands

Our best JetBlue deals on Rochester to Caribbean Islands flight tickets

Southwest flights from Rochester to Caribbean Islands

Our best Southwest deals on Rochester to Caribbean Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Rochester to Caribbean Islands that are best for you.

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Rochester to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean Islands?

The month of September is, on average, the cheapest month to fly to Caribbean Islands from Rochester, with most prices found around $286. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Rochester averaging around $308.

What is the cheapest day to depart on your flight to Caribbean Islands?

What is the cheapest time of day to depart on your flight to Caribbean Islands?

How far in advance should I book a flight to Caribbean Islands?

Can stopping save me money on Rochester to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Rochester to Caribbean Islands.

What is the cheapest airline that flies from Greater Rochester Intl to Caribbean Islands?

United Airlines, American Airlines, and JetBlue are the most popular carriers operating from Greater Rochester Intl to Caribbean Islands

What airlines fly to Caribbean Islands?

Cheap Rochester to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Rochester to Caribbean Islands

Fastest flight time

Direct flights

When did momondo last update prices for flights from Greater Rochester Intl Airport to Caribbean Islands?

How many operators does momondo search for flights from Greater Rochester Intl Airport to Caribbean Islands?

How old do you have to be to fly from Greater Rochester Intl Airport to Caribbean Islands?

What documentation or ID do you need to fly to Caribbean Islands?

What is the most popular plane model from Rochester to Caribbean Islands?

Best airlines flying from Rochester to Caribbean Islands

Compare and see reviews for airlines that fly from Rochester to Caribbean Islands with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Rochester to Caribbean Islands?

Can I find flights from Rochester to Caribbean Islands with flexible booking policies on momondo?

How can momondo help me find flights from Rochester to Caribbean Islands?

I’m not ready to book a flight from Rochester to Caribbean Islands right now. Can momondo alert me if prices change?

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo