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Caribbean

$55+ Cheap flights from Puerto Rico 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SJU
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheap flight deals from Puerto Rico to Caribbean

Keep the following information in mind while searching for Puerto Rico to Caribbean flight deals. Data was last updated August 17, 2025.

Round-trip from

$84
(JetBlue)

One-way from

$55
(JetBlue)

Good round-trip deal

$77 or less

Good one-way deal

$54 or less
From Puerto Rico to Caribbean
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One-way flight from Puerto Rico to Caribbean
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Price to beat on a round-trip flight from Puerto Rico to Caribbean.
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Price to beat on a one-way flight from Puerto Rico to Caribbean.
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Find flight deals from Puerto Rico to Caribbean

Cheapest flights from Puerto Rico to Caribbean
Explore the most affordable flight options available from Puerto Rico to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2025.

This JetBlue deal was found by Cheapflights users on 8/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/292:46 pmSJU - STX
Nonstop0h 43mJetBlue
Thu 11/64:25 pmSTX - SJU
Nonstop0h 48mJetBlue
Deal found 8/15$84
This Priceline deal was found by Cheapflights users on 8/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2512:46 pmSJU - STX
Nonstop0h 40mJetBlue
Wed 8/272:23 pmSTX - SJU
Nonstop0h 47mJetBlue
Deal found 8/17$104
This JetBlue deal was found by Cheapflights users on 8/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1712:46 pmSJU - STX
Nonstop0h 40mJetBlue
Wed 8/202:23 pmSTX - SJU
Nonstop0h 47mJetBlue
Deal found 8/15$109
This JetBlue deal was found by Cheapflights users on 8/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2212:50 pmSJU - STT
Nonstop0h 38mJetBlue
Mon 8/252:23 pmSTT - SJU
Nonstop0h 47mJetBlue
Deal found 8/15$109
This JetBlue deal was found by Cheapflights users on 8/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3112:50 pmSJU - STT
Nonstop0h 38mJetBlue
Thu 9/43:30 pmSTT - SJU
Nonstop0h 40mJetBlue
Deal found 8/16$124
This JetBlue deal was found by Cheapflights users on 8/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/112:50 pmSJU - STT
Nonstop0h 38mJetBlue
Fri 9/53:30 pmSTT - SJU
Nonstop0h 40mJetBlue
Deal found 8/16$125
This Priceline deal was found by Cheapflights users on 8/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/261:50 pmSJU - STX
Nonstop0h 40mJetBlue
Mon 12/293:25 pmSTX - SJU
Nonstop0h 49mJetBlue
Deal found 8/17$129
This Expedia deal was found by Cheapflights users on 8/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2212:50 pmSJU - STT
Nonstop0h 38mJetBlue
Sat 8/234:10 pmSTT - SJU
Nonstop0h 44mJetBlue
Deal found 8/15$129
This Priceline deal was found by Cheapflights users on 8/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1512:46 pmSJU - STX
Nonstop0h 40mJetBlue
Sun 8/172:23 pmSTX - SJU
Nonstop0h 47mJetBlue
Deal found 8/15$134
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/181:55 pmSJU - STT
Nonstop0h 40mJetBlue
Sun 10/263:17 pmSTT - SJU
Nonstop0h 42mJetBlue
Deal found 8/17$139
This CheapOair deal was found by Cheapflights users on 8/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/271:50 pmSJU - STX
Nonstop0h 40mJetBlue
Thu 1/13:25 pmSTX - SJU
Nonstop0h 49mJetBlue
Deal found 8/17$144
This JetBlue deal was found by Cheapflights users on 8/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/131:55 pmSJU - STT
Nonstop0h 40mJetBlue
Sat 10/183:30 pmSTT - SJU
Nonstop0h 40mJetBlue
Deal found 8/15$149

Cheapflights Fare Finder

 
Customize your flight search to find flights from Puerto Rico 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 August 17, 2025.
Use the filters below to find and compare flights from Puerto Rico to Caribbean that are best for you.

Fly from

Puerto Rico

Fly to

Caribbean

Route

Depart

Return

Price

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Thu 10/30

2:46 pm-3:29 pm

Nonstop0h 43m

Christiansted Henry Rohlsen

Tue 11/4

4:25 pm-5:13 pm

Nonstop0h 48m

$84

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Sat 11/8

2:46 pm-3:29 pm

Nonstop0h 43m

Christiansted Henry Rohlsen

Mon 11/10

4:25 pm-5:13 pm

Nonstop0h 48m

$84

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Tue 10/28

2:46 pm-3:29 pm

Nonstop0h 43m

Christiansted Henry Rohlsen

Thu 11/6

4:25 pm-5:13 pm

Nonstop0h 48m

$84

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Fri 8/22

12:46 pm-1:26 pm

Nonstop0h 40m

Christiansted Henry Rohlsen

Sun 8/24

2:23 pm-3:10 pm

Nonstop0h 47m

$84

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Sat 11/1

2:46 pm-3:29 pm

Nonstop0h 43m

Christiansted Henry Rohlsen

Sat 11/8

4:25 pm-5:13 pm

Nonstop0h 48m

$84

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Thu 11/6

2:46 pm-3:29 pm

Nonstop0h 43m

Christiansted Henry Rohlsen

Sat 11/15

4:25 pm-5:13 pm

Nonstop0h 48m

$84

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Wed 10/29

2:46 pm-3:29 pm

Nonstop0h 43m

Christiansted Henry Rohlsen

Wed 11/5

4:25 pm-5:13 pm

Nonstop0h 48m

$84

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Thu 10/30

2:46 pm-3:29 pm

Nonstop0h 43m

Christiansted Henry Rohlsen

Thu 11/6

4:25 pm-5:13 pm

Nonstop0h 48m

$84

San JuanSaint Thomas Island

SJU - STT

SJUSTT

San Juan Luis Munoz Marin Intl

Wed 8/27

12:50 pm-1:28 pm

Nonstop0h 38m

Saint Thomas Island Cyril E King

Sat 8/30

4:10 pm-4:54 pm

Nonstop0h 44m

$109

San JuanSaint Thomas Island

SJU - STT

SJUSTT

San Juan Luis Munoz Marin Intl

Fri 8/22

12:50 pm-1:28 pm

Nonstop0h 38m

Saint Thomas Island Cyril E King

Mon 8/25

2:23 pm-3:10 pm

Nonstop0h 47m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 60 results
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Best time to book a flight from Puerto Rico to Caribbean

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

What is the cheapest month to book a flight from Puerto Rico to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Puerto Rico to Caribbean (average of $254). Flying from Puerto Rico 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.

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

Find hourly flight availability from Puerto Rico 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 August 17, 2025.

When flying from Puerto Rico to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Puerto Rico to Caribbean

Explore weekly flight availability from Puerto Rico to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 17, 2025.

The most flights from PR0 to 0CB are scheduled on a Sunday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).

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 August 17, 2025.
Read reviews from past customers who have flown JetBlue, Silver Airways, and Frontier from Puerto Rico 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.
JetBlue
7.2
Good
2,915 reviews

Crew

8.0

Food

6.7

Overall

7.2

Comfort

7.6

Boarding

7.4

Entertainment

7.3

Reviews

1 / 20
4.0
Okay

Anonymous,Feb 2025

BOS - SFO

Flight was delayed an hour due to a flight plan issue. Then additional fuel was needed. The crew did communicate well. Upon departure there was not food available for purchase, at least not by the time they got to row 23. Wifi didn't work consistently. Not the normal Jetblue experience. The Captain and crew were great though.
JetBlue
7.2
Good
2,915 reviews
JetBlue
7.2
Good
2,915 reviews

Crew

8.0

Food

6.7

Overall

7.2

Comfort

7.6

Boarding

7.4

Entertainment

7.3

Reviews

1 / 20
4.0
Okay

Anonymous,Feb 2025

BOS - SFO

Flight was delayed an hour due to a flight plan issue. Then additional fuel was needed. The crew did communicate well. Upon departure there was not food available for purchase, at least not by the time they got to row 23. Wifi didn't work consistently. Not the normal Jetblue experience. The Captain and crew were great though.
Silver Airways
5.9
Fair
248 reviews
JetBlue
7.2
Good
2,915 reviews

Crew

8.0

Food

6.7

Overall

7.2

Comfort

7.6

Boarding

7.4

Entertainment

7.3

Reviews

1 / 20
4.0
Okay

Anonymous,Feb 2025

BOS - SFO

Flight was delayed an hour due to a flight plan issue. Then additional fuel was needed. The crew did communicate well. Upon departure there was not food available for purchase, at least not by the time they got to row 23. Wifi didn't work consistently. Not the normal Jetblue experience. The Captain and crew were great though.
Frontier
5.8
Fair
3,212 reviews
JetBlue
7.2
Good
2,915 reviews

Crew

8.0

Food

6.7

Overall

7.2

Comfort

7.6

Boarding

7.4

Entertainment

7.3

Reviews

1 / 20
4.0
Okay

Anonymous,Feb 2025

BOS - SFO

Flight was delayed an hour due to a flight plan issue. Then additional fuel was needed. The crew did communicate well. Upon departure there was not food available for purchase, at least not by the time they got to row 23. Wifi didn't work consistently. Not the normal Jetblue experience. The Captain and crew were great though.

Related info for your journey

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

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

    One-way options have recently been found by users for as low as $55 on JetBlue. Other airlines that offer cheap prices include Arajet from $78 and Frontier from $81 one-way.

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

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

  • How can I find direct flights from Puerto Rico to Caribbean?

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

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

    Yes. Cheapflights offers flight deals from Puerto Rico 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 Puerto Rico to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Puerto Rico to Caribbean (average of $254). Flying from Puerto Rico 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

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 Puerto Rico to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Puerto Rico to Caribbean

Discover the top 8 airlines that operate flights from Puerto Rico 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 August 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$82Average$223FlexibilityNo cancel feeOn-time62%
Cape AirCheapest$93Average$134FlexibilityNo cancel feeOn-time63%
ArajetCheapest$103Average$186FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$121Average$461FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$146Average$423FlexibilityNo cancel feeOn-time62%
Sky HighCheapest$147Average$277FlexibilityNo cancel feeOn-timeN/A
Hahn AirCheapest$156Average$360FlexibilityNo cancel feeOn-timeN/A
Silver AirwaysCheapest$232Average$322FlexibilityNo cancel feeOn-timeN/A

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