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Caribbean Islands

$235+ Cheap flights from Rochester, MN (RST) to Caribbean Islands

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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
RST — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/17. 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 12/186:15 pmRST - SJU
2 stops13h 20mAmerican Airlines
Tue 1/136:30 amSJU - RST
2 stops17h 52mAmerican Airlines
Deal found 12/17$438
This Delta deal was found by Cheapflights users on 12/18. 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.
Mon 12/226:20 amRST - SJU
2 stops15h 00mDelta
Thu 1/17:00 amSJU - RST
2 stops15h 48mDelta
Deal found 12/18$532
This Delta deal was found by Cheapflights users on 12/16. 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.
Mon 12/296:20 amRST - SJU
1 stop7h 09mDelta
Wed 12/313:45 amSJU - RST
2 stops16h 11mDelta
Deal found 12/16$665
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/296:15 pmRST - SJU
2 stops19h 33mAmerican Airlines
Thu 1/16:18 amSJU - RST
2 stops19h 32mAmerican Airlines
Deal found 12/16$738
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/2311:06 amRST - SJU
2 stops20h 29mAmerican Airlines
Thu 1/16:18 amSJU - RST
2 stops19h 32mAmerican Airlines
Deal found 12/16$825
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/2211:06 amRST - SJU
2 stops8h 59mAmerican Airlines
Thu 1/16:18 amSJU - RST
2 stops19h 32mAmerican Airlines
Deal found 12/16$854

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 December 18, 2025.

Round-trip from

$235
(American Airlines)

Popular in

September

Cheapest in

March

Average price

$551
From Rochester to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 40% potential increase in price ($366 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 December 2025
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 December 18, 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

Sun 2/8

11:36 am-10:48 am

2 stops21h 12m

San Juan Luis Munoz Marin Intl

Wed 2/11

6:00 am-10:22 pm

2 stops18h 22m

$235

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Mon 4/20

6:06 am-12:10 am

2 stops17h 04m

San Juan Luis Munoz Marin Intl

Fri 4/24

3:45 pm-11:01 am

2 stops20h 16m

$235

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Sat 4/25

6:26 pm-1:52 pm

2 stops18h 26m

San Juan Luis Munoz Marin Intl

Wed 4/29

5:40 am-9:48 pm

2 stops17h 08m

$235

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Sat 1/10

5:02 pm-1:08 pm

2 stops18h 06m

San Juan Luis Munoz Marin Intl

Thu 1/15

6:00 am-6:09 pm

1 stop14h 09m

$293

RochesterSan Juan

RST - SJU

RSTSJU

Rochester

Thu 1/22

6:01 am-3:18 pm

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Tue 1/27

6:00 am-10:22 pm

2 stops18h 22m

$293

RochesterPunta Cana

RST - PUJ

RSTPUJ

Rochester

Sun 2/22

6:35 pm-2:58 pm

2 stops18h 23m

Punta Cana

Fri 2/27

12:38 pm-11:42 pm

2 stops13h 04m

$434

RochesterMontego Bay

RST - MBJ

RSTMBJ

Rochester

Sat 1/31

4:52 pm-1:49 pm

2 stops43h 57m

Montego Bay Sangster Intl

Sat 2/7

3:25 pm-4:12 pm

2 stops25h 47m

$3,383

RochesterPunta Cana

RST - PUJ

RSTPUJ

Rochester

Mon 1/19

11:45 am-1:35 pm

2 stops23h 50m

Punta Cana

Fri 1/23

11:00 am-4:12 pm

2 stops31h 12m

$3,386

RochesterMontego Bay

RST - MBJ

RSTMBJ

Rochester

Tue 1/20

11:45 am-1:54 pm

2 stops25h 09m

Montego Bay Sangster Intl

Fri 1/23

2:55 pm-4:12 pm

2 stops26h 17m

$3,466

RochesterPunta Cana

RST - PUJ

RSTPUJ

Rochester

Fri 1/30

6:45 am-6:25 am

2 stops21h 40m

Punta Cana

Fri 2/6

7:20 am-4:12 pm

2 stops34h 52m

$3,488

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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, September is the cheapest month in which you can book a flight from Rochester, Minnesota to Caribbean Islands (average of $144). 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 December 18, 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
11,054 reviews

Entertainment

6.9

Boarding

7.5

Overall

7.2

Food

6.5

Crew

8.0

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,054 reviews
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Boarding

7.5

Overall

7.2

Food

6.5

Crew

8.0

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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 WestJet fly from Rochester, Minnesota to Caribbean Islands in about 21h 12m. The time it takes to get you to your destination can typically vary by up to 22h 45m. 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 - Punta Cana or Rochester - Montego Bay Sangster 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, September is the cheapest month in which you can book a flight from Rochester, Minnesota to Caribbean Islands (average of $144). 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.

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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$264Average$559FlexibilityNo cancel feeOn-time71%
DeltaCheapest$275Average$369FlexibilityNo cancel feeOn-timeN/A

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