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$109+ Cheap flights from Rochester (ROC) to Caribbean

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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SJU
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
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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 November 18, 2025.

This United Airlines deal was found by Cheapflights users on 11/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/106:00 amROC - SJU
2 stops14h 00mUnited Airlines
Tue 12/162:05 amSJU - ROC
1 stop8h 55mUnited Airlines
Deal found 11/17$261
This Trip.com deal was found by Cheapflights users on 11/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/265:53 pmROC - SJU
1 stop8h 55mJetBlue
Wed 12/31:45 pmSJU - ROC
1 stop10h 30mJetBlue
Deal found 11/18$274
This Delta deal was found by Cheapflights users on 11/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/272:15 pmROC - SJU
1 stop7h 58mDelta
Sat 12/67:19 amSJU - ROC
1 stop11h 51mDelta
Deal found 11/17$281
This CheapOair deal was found by Cheapflights users on 11/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:56 pmROC - SJU
1 stop14h 37mSpirit Airlines
Fri 12/1211:38 amSJU - ROC
1 stop7h 13mSpirit Airlines
Deal found 11/18$284
This Delta deal was found by Cheapflights users on 11/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/712:27 pmROC - SJU
1 stop9h 53mDelta
Fri 12/121:55 pmSJU - ROC
1 stop10h 59mDelta
Deal found 11/17$295
This CheapOair deal was found by Cheapflights users on 11/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:00 amROC - SJU
1 stop14h 54mJetBlue
Thu 12/1110:00 amSJU - ROC
1 stop6h 10mJetBlue
Deal found 11/18$298
This Mytrip deal was found by Cheapflights users on 11/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:56 pmROC - SJU
2 stops16h 36mMultiple Airlines
Fri 12/194:10 amSJU - ROC
3 stops29h 43mMultiple Airlines
Deal found 11/17$321
This Delta deal was found by Cheapflights users on 11/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2312:26 pmROC - SJU
1 stop9h 47mDelta
Wed 12/37:15 amSJU - ROC
1 stop11h 34mDelta
Deal found 11/17$322
This Southwest deal was found by Cheapflights users on 11/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:40 pmROC - SJU
2 stops10h 55mSouthwest
Thu 12/116:40 amSJU - ROC
1 stop9h 35mSouthwest
Deal found 11/18$323
This American Airlines deal was found by Cheapflights users on 11/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:18 pmROC - PUJ
2 stops17h 23mAmerican Airlines
Sat 12/135:40 pmPUJ - ROC
1 stop17h 34mAmerican Airlines
Deal found 11/18$330
This American Airlines deal was found by Cheapflights users on 11/16. 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.
Fri 12/56:33 pmROC - PUJ
1 stop19h 14mAmerican Airlines
Mon 12/85:21 pmPUJ - ROC
2 stops17h 53mAmerican Airlines
Deal found 11/16$337
This Delta deal was found by Cheapflights users on 11/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:23 pmROC - PUJ
1 stop17h 50mDelta
Wed 12/105:04 pmPUJ - ROC
1 stop7h 50mDelta
Deal found 11/17$338

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 November 18, 2025.

Round-trip from

$235
(Delta)

One-way from

$109
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$412
From Greater Rochester Intl to Caribbean
Search Deals
One-way flight from Greater Rochester Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 18, 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

ROC - SJU

ROCSJU

Greater Rochester Intl

Tue 1/20

11:59 am-11:57 pm

1 stop10h 58m

San Juan Luis Munoz Marin Intl

Fri 1/23

6:09 am-12:04 pm

1 stop6h 55m

$235

RochesterSan Juan

ROC - SJU

ROCSJU

Greater Rochester Intl

Sun 12/7

12:27 pm-11:20 pm

1 stop9h 53m

San Juan Luis Munoz Marin Intl

Wed 12/10

7:00 am-5:28 pm

1 stop11h 28m

$295

RochesterOranjestad

ROC - AUA

ROCAUA

Greater Rochester Intl

Wed 1/28

6:00 am-3:50 pm

1 stop8h 50m

Oranjestad Reina Beatrix

Wed 2/4

3:46 pm-11:52 pm

1 stop9h 06m

$300

RochesterOranjestad

ROC - AUA

ROCAUA

Greater Rochester Intl

Tue 1/27

5:13 pm-4:50 pm

2 stops22h 37m

Oranjestad Reina Beatrix

Tue 2/3

5:59 pm-4:05 pm

2 stops23h 06m

$304

RochesterOranjestad

ROC - AUA

ROCAUA

Greater Rochester Intl

Sat 2/7

5:18 pm-4:50 pm

2 stops22h 32m

Oranjestad Reina Beatrix

Sat 2/14

5:59 pm-12:00 pm

2 stops19h 01m

$304

RochesterOranjestad

ROC - AUA

ROCAUA

Greater Rochester Intl

Wed 1/21

6:41 pm-4:50 pm

2 stops21h 09m

Oranjestad Reina Beatrix

Tue 1/27

5:59 pm-10:44 am

2 stops17h 45m

$304

RochesterOranjestad

ROC - AUA

ROCAUA

Greater Rochester Intl

Thu 1/29

6:41 pm-2:00 pm

1 stop18h 19m

Oranjestad Reina Beatrix

Sat 2/7

5:59 pm-10:54 am

2 stops17h 55m

$304

RochesterOranjestad

ROC - AUA

ROCAUA

Greater Rochester Intl

Fri 1/30

6:41 pm-2:42 pm

2 stops19h 01m

Oranjestad Reina Beatrix

Sat 2/7

5:59 pm-12:08 pm

2 stops19h 09m

$304

RochesterOranjestad

ROC - AUA

ROCAUA

Greater Rochester Intl

Tue 1/13

5:20 am-4:50 pm

2 stops10h 30m

Oranjestad Reina Beatrix

Wed 1/21

4:50 pm-10:47 am

2 stops18h 57m

$304

RochesterOranjestad

ROC - AUA

ROCAUA

Greater Rochester Intl

Thu 2/5

6:41 pm-4:50 pm

2 stops21h 09m

Oranjestad Reina Beatrix

Mon 2/9

3:46 pm-11:58 pm

1 stop9h 12m

$304

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 60 results
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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 to Caribbean?

Currently, February is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $130). Flying from Rochester to Caribbean in June is currently the most expensive (average of $205). 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.

What is the cheapest time of day to fly from ROC to CB?

Find hourly flight availability from Rochester to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 18, 2025.

A simple way to save on the total cost of your ticket is to fly from Rochester to Caribbean in the evening. If you’re flexible enough to do this you can expect to save up to 33% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Rochester to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Rochester to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Rochester to Caribbean flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 18, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Rochester to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,003 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,019 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,045 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,903 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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?

    Most people fly from Greater Rochester Intl (ROC) if they book a flight from Rochester to Caribbean. Greater Rochester Intl is conveniently located just 3.8 mi from Rochester’s city center.

  • How long is the flight from Rochester to Caribbean?

    There are many flights that can get you from Rochester to Caribbean in 7h 15m. Fly via Delta, American Airlines, or United Airlines to get the fastest option. Rochester and Caribbean are separated by a distance of 1659 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Rochester to Caribbean one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $109. However, be on the lookout for offers from Spirit Airlines and United Airlines, as they are both options that can get you from Rochester to Caribbean for a low price.

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

    When deciding which route to take from Rochester to Caribbean consider Greater Rochester Intl - San Juan Luis Munoz Marin Intl, Greater Rochester Intl - Oranjestad Reina Beatrix or Greater Rochester Intl - Punta Cana as they are the most popular.

  • 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 to Caribbean?

    Currently, February is the cheapest month in which you can book a flight from Rochester to Caribbean (average of $130). Flying from Rochester to Caribbean in June is currently the most expensive (average of $205). 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 6 airlines flying from Rochester to Caribbean

Discover the top 6 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 November 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$192Average$666FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$251Average$627FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$263Average$749FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$273Average$563FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$275Average$595FlexibilityNo cancel feeOn-time69%
DeltaCheapest$275Average$504FlexibilityNo cancel feeOn-timeN/A

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