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$295+ Cheap flights from Rochester, MN (RST) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
RST — SJU
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Rochester to Caribbean

Keep the following information in mind while searching for Rochester to Caribbean flight deals. Data was last updated September 15, 2025.

Round-trip from

$295
(American Airlines)

Popular in

September

Cheapest in

March

Average price

$918
From Rochester to Caribbean
Search Deals
Highest demand for flights based on searches. 40% potential increase in price ($365 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
Average for round-trip flights in September 2025
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Find flight deals from Rochester to Caribbean

Cheapest flights from Rochester to Caribbean
Explore the most affordable flight options available from Rochester to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/13. 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 10/196:08 pmRST - SJU
2 stops19h 47mAmerican Airlines
Sat 10/255:25 amSJU - RST
2 stops13h 13mAmerican Airlines
Deal found 9/13$298
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/296:06 pmRST - SJU
2 stops23h 08mAmerican Airlines
Fri 10/34:43 pmSJU - RST
2 stops20h 47mAmerican Airlines
Deal found 9/14$399
This American Airlines deal was found by Cheapflights users on 9/13. 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 9/204:00 pmRST - SJU
2 stops18h 11mAmerican Airlines
Thu 9/256:10 amSJU - RST
2 stops18h 39mAmerican Airlines
Deal found 9/13$409
This American Airlines deal was found by Cheapflights users on 9/13. 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 12/226:15 pmRST - SJU
2 stops13h 21mAmerican Airlines
Thu 1/110:26 amSJU - RST
2 stops15h 19mAmerican Airlines
Deal found 9/13$669
This American Airlines deal was found by Cheapflights users on 9/12. 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 12/86:39 pmRST - EIS
2 stops19h 33mAmerican Airlines
Thu 12/115:48 pmEIS - RST
2 stops20h 23mAmerican Airlines
Deal found 9/12$874
This WestJet deal was found by Cheapflights users on 9/13. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/194:20 pmRST - PUJ
2 stops43h 15mWestJet
Fri 12/2611:00 amPUJ - RST
2 stops32h 56mWestJet
Deal found 9/13$4,006
This WestJet deal was found by Cheapflights users on 9/14. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:30 amRST - MBJ
2 stops35h 53mWestJet
Sat 1/33:25 pmMBJ - RST
2 stops32h 37mWestJet
Deal found 9/14$4,527

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rochester to Caribbean 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 September 15, 2025.
Use the filters below to find and compare flights from Rochester to Caribbean that are best for you.

Fly from

Rochester

Fly to

Caribbean

Route

Depart

Return

Price

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

2:30 pm-10:59 am

2 stops22h 29m

$295

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Sun 10/19

6:08 pm-2:55 pm

2 stops19h 47m

San Juan Luis Munoz Marin Intl

Sat 10/25

5:25 am-5:38 pm

2 stops13h 13m

$298

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Mon 9/29

6:06 pm-6:14 pm

2 stops23h 08m

San Juan Luis Munoz Marin Intl

Fri 10/3

4:43 pm-12:30 pm

2 stops20h 47m

$399

RochesterSanto Domingo

RST - SDQ

RSTSDQ

Rochester

Tue 3/3

4:30 pm-1:30 pm

2 stops19h 00m

Santo Domingo Las Americas

Thu 3/5

8:00 pm-4:08 pm

2 stops22h 08m

$742

RochesterRoad Town

RST - EIS

RSTEIS

Rochester

Mon 12/8

6:39 pm-4:12 pm

2 stops19h 33m

Road Town Beef Island

Thu 12/11

5:48 pm-12:11 pm

2 stops20h 23m

$874

RochesterPunta Cana

RST - PUJ

RSTPUJ

Rochester

Fri 12/19

4:20 pm-1:35 pm

2 stops43h 15m

Punta Cana

Fri 12/26

11:00 am-5:56 pm

2 stops32h 56m

$4,006

RochesterMontego Bay

RST - MBJ

RSTMBJ

Rochester

Tue 12/23

6:30 am-7:23 pm

2 stops35h 53m

Montego Bay Sangster Intl

Sat 1/3

3:25 pm-5:56 pm

2 stops27h 31m

$4,527

RochesterKingston

RST - KIN

RSTKIN

Rochester

Tue 2/24

11:15 am-8:00 pm

2 stops7h 45m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Best time to book a flight from Rochester to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, September is the cheapest month in which you can book a flight from Rochester, Minnesota to Caribbean (average of $254). Flying from Rochester, Minnesota to Caribbean in June is currently the most expensive (average of $339). 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated September 15, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Rochester to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,956 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,956 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Rochester to Caribbean. 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?

    For a flight from Rochester to Caribbean, you will be flying from Rochester. Rochester (RST) is just 7.0 mi from the center of the city.

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

    A quick flight from Rochester, Minnesota to Caribbean can take about 8h 43m. American Airlines provides one of the quickest options available for as low as $295. Rochester, Minnesota and Caribbean are separated by a distance of 2333 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    While some choose either Rochester - Montego Bay Sangster Intl or Rochester - Road Town Beef Island, Rochester - San Juan Luis Munoz Marin Intl is the most popular route from Rochester, Minnesota to Caribbean.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Rochester to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Rochester, Minnesota to Caribbean (average of $254). Flying from Rochester, Minnesota to Caribbean in June is currently the most expensive (average of $339). 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

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Alternative routes for Rochester to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Rochester to Caribbean

Discover the top 2 airlines that operate flights from Rochester to Caribbean. 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$264Average$587FlexibilityNo cancel feeOn-time71%
DeltaCheapest$264Average$369FlexibilityNo cancel feeOn-timeN/A

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