HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$167+ Cheap flights from Rochester, MN (RST) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
RST — SJU
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Rochester to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Rochester to Caribbean Islands

Keep the following information in mind while searching for Rochester to Caribbean Islands flight deals. Data was last updated October 27, 2025.

Round-trip from

$288
(American Airlines)

One-way from

$167
(American Airlines)

Popular in

September

Cheapest in

March
From Rochester to Caribbean Islands
Search Deals
One-way flight from Rochester to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 39% potential increase in price ($361 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($38 potential savings vs. average RT price).
Search Deals

Find flight deals from Rochester to Caribbean Islands

Cheapest flights from Rochester to Caribbean Islands
Explore the most affordable flight options available from Rochester to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:39 pmRST - SJU
2 stops21h 13mAmerican Airlines
Sat 12/138:18 amSJU - RST
2 stops17h 41mAmerican Airlines
Deal found 10/26$288
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/16:35 pmRST - SJU
2 stops21h 17mAmerican Airlines
Fri 12/53:58 pmSJU - RST
1 stop10h 01mAmerican Airlines
Deal found 10/26$368
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:04 pmRST - SJU
2 stops19h 46mAmerican Airlines
Sat 12/68:18 amSJU - RST
2 stops11h 51mAmerican Airlines
Deal found 10/26$395
This American Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:39 pmRST - SJU
1 stop18h 14mAmerican Airlines
Thu 11/136:25 amSJU - RST
2 stops13h 42mAmerican Airlines
Deal found 10/25$399
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/16:35 pmRST - SJU
2 stops21h 17mAmerican Airlines
Wed 12/36:42 pmSJU - RST
2 stops25h 27mAmerican Airlines
Deal found 10/26$431
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/16:35 pmRST - SJU
2 stops21h 17mAmerican Airlines
Mon 12/84:50 pmSJU - RST
2 stops21h 21mAmerican Airlines
Deal found 10/26$441
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:39 pmRST - SJU
2 stops16h 51mAmerican Airlines
Fri 12/55:56 pmSJU - RST
2 stops20h 15mAmerican Airlines
Deal found 10/26$442
This American Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:45 amRST - PUJ
1 stop7h 42mAmerican Airlines
Tue 12/231:27 pmPUJ - RST
1 stop12h 18mAmerican Airlines
Deal found 10/25$456
This American Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1712:41 pmRST - PUJ
2 stops21h 00mAmerican Airlines
Tue 12/2312:29 pmPUJ - RST
2 stops13h 16mAmerican Airlines
Deal found 10/25$460
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:35 amRST - SJU
2 stops25h 34mAmerican Airlines
Thu 12/46:42 pmSJU - RST
2 stops19h 29mAmerican Airlines
Deal found 10/26$480
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:39 pmRST - SJU
2 stops16h 51mAmerican Airlines
Mon 12/84:50 pmSJU - RST
2 stops21h 21mAmerican Airlines
Deal found 10/26$515
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/164:20 pmRST - PUJ
2 stops19h 12mDelta
Wed 12/246:03 pmPUJ - RST
2 stops25h 53mDelta
Deal found 10/26$837

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rochester to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 27, 2025.
Use the filters below to find and compare flights from Rochester to Caribbean Islands that are best for you.

Fly from

Rochester

Fly to

Caribbean Islands

Route

Depart

Return

Price

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Tue 1/13

6:00 am-10:48 am

2 stops26h 48m

San Juan Luis Munoz Marin Intl

Fri 1/16

6:00 am-6:09 pm

1 stop14h 09m

$295

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Thu 1/15

6:39 pm-8:50 pm

2 stops24h 11m

San Juan Luis Munoz Marin Intl

Sat 1/17

5:55 pm-11:06 am

2 stops19h 11m

$295

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Tue 3/3

11:12 am-9:55 pm

1 stop8h 43m

San Juan Luis Munoz Marin Intl

Wed 3/4

2:45 pm-10:59 am

2 stops22h 14m

$295

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Tue 1/13

6:00 am-8:50 pm

2 stops12h 50m

San Juan Luis Munoz Marin Intl

Wed 1/14

6:00 am-6:03 pm

1 stop14h 03m

$363

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Mon 12/1

6:35 pm-5:52 pm

2 stops21h 17m

San Juan Luis Munoz Marin Intl

Fri 12/5

5:56 pm-12:11 pm

2 stops20h 15m

$368

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Tue 12/2

6:35 pm-10:09 pm

2 stops25h 34m

San Juan Luis Munoz Marin Intl

Thu 12/4

3:58 pm-11:59 pm

1 stop10h 01m

$368

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Tue 12/2

6:35 pm-10:09 pm

2 stops25h 34m

San Juan Luis Munoz Marin Intl

Fri 12/5

3:58 pm-11:59 pm

1 stop10h 01m

$368

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Tue 12/2

6:35 pm-10:09 pm

2 stops25h 34m

San Juan Luis Munoz Marin Intl

Tue 12/9

4:50 pm-12:11 pm

2 stops21h 21m

$368

RochesterPunta Cana

RST - PUJ

RSTPUJ

Rochester

Sun 2/22

6:35 pm-4:54 pm

1 stop20h 19m

Punta Cana

Mon 3/2

1:06 pm-11:38 pm

1 stop12h 32m

$457

RochesterPunta Cana

RST - PUJ

RSTPUJ

Rochester

Wed 12/17

6:04 pm-11:41 am

2 stops15h 37m

Punta Cana

Tue 12/23

2:27 pm-11:45 pm

1 stop11h 18m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 29 results
1
2
3

Best time to book a flight from Rochester to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Rochester with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Rochester to Caribbean Islands

What is the cheapest month to book a flight from Rochester, Minnesota to Caribbean Islands?

Currently, October is the cheapest month in which you can book a flight from Rochester, Minnesota to Caribbean Islands (average of $133). Flying from Rochester, Minnesota to Caribbean Islands in June is currently the most expensive (average of $332). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated October 27, 2025.
Read reviews from past customers who have flown American Airlines from Rochester to Caribbean Islands. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,033 reviews

Crew

8.0

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,033 reviews
American Airlines
7.2
Good
11,033 reviews

Crew

8.0

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Rochester to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Rochester to Caribbean Islands?

    Most people fly from Rochester (RST) if they book a flight from Rochester to Caribbean Islands. Rochester is conveniently located just 7.0 mi from Rochester’s city center.

  • How long is the flight from Rochester, Minnesota to Caribbean Islands?

    Airlines like American Airlines and Delta fly from Rochester, Minnesota to Caribbean Islands in about 6h 40m. The time it takes to get you to your destination can typically vary by up to 20h 08m. The distance between Rochester, Minnesota and Caribbean Islands is about 1947 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Rochester, Minnesota to Caribbean Islands?

    The most popular route from Rochester, Minnesota to Caribbean Islands is Rochester - Montego Bay Sangster Intl. You may also consider Rochester - Punta Cana or Rochester - San Juan Luis Munoz Marin Intl.

  • Can I find deals for flights from Rochester to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Rochester to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Rochester to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Rochester to Caribbean Islands.

  • Can I find deals for business class flights from Rochester to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Rochester to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Rochester, Minnesota to Caribbean Islands?

    Currently, October is the cheapest month in which you can book a flight from Rochester, Minnesota to Caribbean Islands (average of $133). Flying from Rochester, Minnesota to Caribbean Islands in June is currently the most expensive (average of $332). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Rochester to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Minneapolis to Las Vegas flights
Minneapolis to Dallas/Fort Worth flights
Minneapolis to Sky Harbor Intl flights
Minneapolis to Cancún flights
Minneapolis to John F Kennedy Intl flights
Minneapolis to Denver flights
Minneapolis to Orlando flights
Minneapolis to LaGuardia flights
Minneapolis to Miami flights
Minneapolis to Newark flights
Minneapolis to Seattle flights
Minneapolis to Los Angeles flights
Minneapolis to Fort Lauderdale flights
Minneapolis to Honolulu flights
Minneapolis to O'Hare Intl flights
Minneapolis to Fort Myers flights
Minneapolis to Hobby flights
Minneapolis to Tampa flights
Minneapolis to San Diego flights
Minneapolis to San Francisco flights
Minneapolis to Midway flights
Minneapolis to New Orleans flights
Minneapolis to George Bush Intcntl flights
Minneapolis to Mexico City flights
Minneapolis to Austin flights
Minneapolis to Baltimore flights
Minneapolis to Cozumel flights
Minneapolis to Portland flights
Minneapolis to Reagan-National flights
Minneapolis to Dulles Intl flights
Minneapolis to Atlanta flights
Minneapolis to Phoenix-Mesa Gateway flights
Minneapolis to Nashville flights
Minneapolis to Boston flights
Minneapolis to Charlotte flights
Minneapolis to Kahului flights
Minneapolis to Philadelphia flights
Minneapolis to Sarasota flights
Minneapolis to Ontario flights
Minneapolis to Puerto Vallarta flights
Minneapolis to Salt Lake City flights
Minneapolis to Detroit flights
Minneapolis to Love Field flights
Minneapolis to Palm Springs flights
Minneapolis to Charleston flights
Minneapolis to Tucson flights
Minneapolis to Raleigh flights
Minneapolis to San José del Cabo flights
Minneapolis to Saskatoon flights
Minneapolis to Santa Ana flights

Top 2 airlines flying from Rochester to Caribbean Islands

Discover the top 2 airlines that operate flights from Rochester to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$264Average$568FlexibilityNo cancel feeOn-time71%
DeltaCheapest$264Average$376FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.