HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$231+ 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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
RST — SJU
Mar 11 — Mar 181
Wed 3/11
Wed 3/18
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

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 February 9, 2026.

This American Airlines deal was found by Cheapflights users on 2/6. 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 3/25:00 am
RST
-
SJU
2 stops14h 49m
American Airlines
Fri 3/66:33 am
SJU
-
RST
1 stop13h 28m
American Airlines
Deal found 2/6$256
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Sat 5/97:17 pm
RST
-
SJU
2 stops17h 32m
American Airlines
Wed 5/134:30 pm
SJU
-
RST
2 stops19h 36m
American Airlines
Deal found 2/9$319
This American Airlines deal was found by Cheapflights users on 2/6. 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 3/16:37 pm
RST
-
SJU
1 stop8h 47m
American Airlines
Fri 3/612:46 pm
SJU
-
RST
2 stops13h 02m
American Airlines
Deal found 2/6$324
This Delta deal was found by Cheapflights users on 2/6. 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 3/36:30 am
RST
-
SJU
1 stop6h 48m
Delta
Wed 3/44:30 pm
SJU
-
RST
1 stop8h 16m
Delta
Deal found 2/6$337
This American Airlines deal was found by Cheapflights users on 2/8. 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 2/266:37 pm
RST
-
SJU
2 stops17h 16m
American Airlines
Thu 3/56:00 am
SJU
-
RST
2 stops14h 01m
American Airlines
Deal found 2/8$338
This American Airlines deal was found by Cheapflights users on 2/6. 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.
Fri 4/176:37 pm
RST
-
SJU
2 stops19h 58m
American Airlines
Fri 5/111:59 pm
SJU
-
RST
2 stops12h 07m
American Airlines
Deal found 2/6$359
This American Airlines deal was found by Cheapflights users on 2/6. 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 3/26:37 pm
RST
-
SJU
1 stop8h 47m
American Airlines
Tue 3/33:39 pm
SJU
-
RST
1 stop10h 09m
American Airlines
Deal found 2/6$403
This American Airlines deal was found by Cheapflights users on 2/6. 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.
Sat 2/285:00 am
RST
-
SJU
2 stops17h 52m
American Airlines
Tue 3/38:40 am
SJU
-
RST
2 stops11h 21m
American Airlines
Deal found 2/6$408
This American Airlines deal was found by Cheapflights users on 2/7. 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 2/86:01 am
RST
-
SJU
1 stop13h 38m
American Airlines
Wed 2/117:00 am
SJU
-
RST
2 stops17h 22m
American Airlines
Deal found 2/7$420
This United Airlines deal was found by Cheapflights users on 2/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:22 am
RST
-
SJU
2 stops11h 16m
United Airlines
Tue 5/121:00 am
SJU
-
RST
2 stops14h 06m
United Airlines
Deal found 2/8$426
This American Airlines deal was found by Cheapflights users on 2/6. 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.
Sat 5/306:36 pm
RST
-
MBJ
1 stop18h 37m
American Airlines
Fri 6/52:15 pm
MBJ
-
RST
1 stop9h 38m
American Airlines
Deal found 2/6$473
This American Airlines deal was found by Cheapflights users on 2/7. 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 10/146:14 pm
RST
-
PUJ
2 stops19h 53m
American Airlines
Mon 10/195:20 pm
PUJ
-
RST
2 stops18h 44m
American Airlines
Deal found 2/7$481

Find 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 February 9, 2026.

Round-trip from

$256
(American Airlines)

One-way from

$231
(American Airlines)

Popular in

September

Cheapest in

March

Average price

$366
From Rochester to Caribbean Islands
Search Deals
One-way flight from Rochester to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 40% potential increase in price ($364 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($42 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 9, 2026.
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 3/3

6:30 am-9:12 pm

2 stops12h 42m

San Juan Luis Munoz Marin Intl

Thu 3/5

4:30 pm-10:46 pm

1 stop8h 16m

$256

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Tue 4/14

5:40 am-11:02 pm

2 stops16h 22m

San Juan Luis Munoz Marin Intl

Sat 4/18

7:25 am-11:55 pm

2 stops17h 30m

$319

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Sat 5/9

7:17 pm-1:49 pm

2 stops17h 32m

San Juan Luis Munoz Marin Intl

Wed 5/13

4:30 pm-11:06 am

2 stops19h 36m

$319

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Wed 3/4

5:00 am-8:39 pm

2 stops13h 39m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:33 am-6:01 pm

1 stop13h 28m

$319

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Sun 4/26

6:37 pm-2:29 pm

2 stops18h 52m

San Juan Luis Munoz Marin Intl

Fri 5/1

11:59 pm-11:06 am

2 stops12h 07m

$319

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Sun 3/1

6:37 pm-5:24 am

1 stop8h 47m

San Juan Luis Munoz Marin Intl

Fri 3/6

12:46 pm-11:48 pm

2 stops13h 02m

$324

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Fri 2/27

5:00 am-3:20 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:33 am-6:01 pm

1 stop13h 28m

$324

RochesterMontego Bay

RST - MBJ

RSTMBJ

Rochester

Sat 5/30

6:36 pm-1:13 pm

1 stop18h 37m

Montego Bay Sangster Intl

Fri 6/5

2:15 pm-11:53 pm

1 stop9h 38m

$473

RochesterPunta Cana

RST - PUJ

RSTPUJ

Rochester

Wed 7/8

6:36 pm-2:58 pm

2 stops19h 22m

Punta Cana

Sun 7/12

3:15 pm-11:53 pm

1 stop9h 38m

$629

RochesterSimpson Bay

RST - SXM

RSTSXM

Rochester

Sun 4/26

11:36 am-11:38 am

2 stops23h 02m

Simpson Bay Princess Juliana

Fri 5/1

2:24 pm-11:06 am

2 stops21h 42m

$638

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

Showing 1-10 of 14 results
1
2

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, April is the cheapest month in which you can book a flight from Rochester, Minnesota to Caribbean Islands (average of $95). Flying from Rochester, Minnesota to Caribbean Islands in June is currently the most expensive (average of $319). 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 February 9, 2026.
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
11,254 reviews

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

Overall

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,254 reviews
American Airlines
7.2
Good
11,254 reviews

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

Overall

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 Delta and American Airlines fly from Rochester, Minnesota to Caribbean Islands in about 12h 42m. The time it takes to get you to your destination can typically vary by up to 3h 40m. The distance between Rochester, Minnesota and Caribbean Islands is about 2333 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 - San Juan Luis Munoz Marin Intl. You may also consider Rochester - Simpson Bay Princess Juliana or Rochester - Freeport Grand Bahama 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, April is the cheapest month in which you can book a flight from Rochester, Minnesota to Caribbean Islands (average of $95). Flying from Rochester, Minnesota to Caribbean Islands in June is currently the most expensive (average of $319). 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 Sky Harbor Intl flights
Minneapolis to Las Vegas flights
Minneapolis to Fort Myers flights
Minneapolis to Orlando flights
Minneapolis to Cancún flights
Minneapolis to Dallas/Fort Worth flights
Minneapolis to Tampa flights
Minneapolis to Fort Lauderdale flights
Minneapolis to Miami flights
Minneapolis to Los Angeles flights
Minneapolis to Denver flights
Minneapolis to San Diego flights
Minneapolis to LaGuardia flights
Minneapolis to Seattle flights
Minneapolis to John F Kennedy Intl flights
Minneapolis to Phoenix-Mesa Gateway flights
Minneapolis to San Francisco flights
Minneapolis to New Orleans flights
Minneapolis to Hobby flights
Minneapolis to Nashville flights
Minneapolis to Honolulu flights
Minneapolis to Atlanta flights
Minneapolis to Reagan-National flights
Minneapolis to Newark flights
Minneapolis to O'Hare Intl flights
Minneapolis to George Bush Intcntl flights
Minneapolis to Midway flights
Minneapolis to Austin flights
Minneapolis to Mexico City flights
Minneapolis to Sarasota flights
Minneapolis to Dulles Intl flights
Minneapolis to Salt Lake City flights
Minneapolis to Boston flights
Minneapolis to Palm Springs flights
Minneapolis to Ontario flights
Minneapolis to Valparaiso flights
Minneapolis to Portland flights
Minneapolis to Charlotte flights
Minneapolis to Tucson flights
Minneapolis to Baltimore flights
Minneapolis to Vancouver Intl flights
Minneapolis to Philadelphia flights
Minneapolis to Savannah flights
Minneapolis to Anchorage flights
Minneapolis to San José del Cabo flights
Minneapolis to West Palm Beach flights
Minneapolis to San Antonio flights
Minneapolis to Puerto Vallarta flights
Minneapolis to St Petersburg flights
Minneapolis to Kahului 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 February 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$236Average$780FlexibilityNo cancel feeOn-time71%
DeltaCheapest$275Average$352FlexibilityNo 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.