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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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SJU
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$84
(CheapOair)

One-way from

$55
(JetBlue)

Good round-trip deal

$98 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 September 16, 2025.

This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/62:46 pmSJU - STX
Nonstop0h 43mJetBlue
Mon 11/104:25 pmSTX - SJU
Nonstop0h 48mJetBlue
Deal found 9/14$84
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Sat 11/223:40 pmSJU - STX
Nonstop0h 41mJetBlue
Thu 11/275:16 pmSTX - SJU
Nonstop0h 48mJetBlue
Deal found 9/15$99
This Priceline deal was found by Cheapflights users on 9/15. 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.
Sun 12/142:45 pmSJU - STX
Nonstop0h 43mJetBlue
Mon 12/154:23 pmSTX - SJU
Nonstop0h 48mJetBlue
Deal found 9/15$104
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Thu 12/181:50 pmSJU - STX
Nonstop0h 40mJetBlue
Sat 12/273:25 pmSTX - SJU
Nonstop0h 49mJetBlue
Deal found 9/15$109
This Priceline deal was found by Cheapflights users on 9/15. 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.
Tue 12/22:45 pmSJU - STX
Nonstop0h 43mJetBlue
Thu 12/44:23 pmSTX - SJU
Nonstop0h 48mJetBlue
Deal found 9/15$119
This CheapOair deal was found by Cheapflights users on 9/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/191:55 pmSJU - STT
Nonstop0h 36mJetBlue
Sun 9/213:30 pmSTT - SJU
Nonstop0h 40mJetBlue
Deal found 9/15$119
This CheapOair 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 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 9/14$129
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Sat 11/11:46 pmSJU - STT
Nonstop0h 38mJetBlue
Sat 11/154:35 pmSTT - SJU
Nonstop0h 47mJetBlue
Deal found 9/15$129
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Thu 11/203:40 pmSJU - STX
Nonstop0h 41mJetBlue
Sun 11/305:16 pmSTX - SJU
Nonstop0h 48mJetBlue
Deal found 9/15$139
This JetBlue deal was found by Cheapflights users on 9/15. 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 9/261:55 pmSJU - STT
Nonstop0h 36mJetBlue
Sun 9/283:30 pmSTT - SJU
Nonstop0h 40mJetBlue
Deal found 9/15$139
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Sat 11/223:40 pmSJU - STX
Nonstop0h 41mJetBlue
Mon 12/15:33 pmSTX - SJU
Nonstop0h 47mJetBlue
Deal found 9/15$144
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/13:20 pmSJU - SDQ
Nonstop1h 09mArajet
Wed 10/1512:56 pmSDQ - SJU
Nonstop1h 09mArajet
Deal found 9/14$145

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 September 16, 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

Fri 11/21

4:00 pm-4:42 pm

Nonstop0h 42m

Christiansted Henry Rohlsen

Thu 11/27

5:16 pm-6:04 pm

Nonstop0h 48m

$84

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Thu 11/20

3:40 pm-4:21 pm

Nonstop0h 41m

Christiansted Henry Rohlsen

Thu 11/27

5:16 pm-6:04 pm

Nonstop0h 48m

$84

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Mon 12/8

2:45 pm-3:28 pm

Nonstop0h 43m

Christiansted Henry Rohlsen

Fri 12/12

4:23 pm-5:11 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

Mon 11/10

4:25 pm-5:13 pm

Nonstop0h 48m

$84

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Sat 11/22

3:40 pm-4:21 pm

Nonstop0h 41m

Christiansted Henry Rohlsen

Thu 11/27

5:16 pm-6:04 pm

Nonstop0h 48m

$99

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Tue 3/10

3:25 pm-4:15 pm

Nonstop0h 50m

Christiansted Henry Rohlsen

Wed 3/11

5:10 pm-6:00 pm

Nonstop0h 50m

$104

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Thu 12/18

1:50 pm-2:30 pm

Nonstop0h 40m

Christiansted Henry Rohlsen

Sat 12/27

3:25 pm-4:14 pm

Nonstop0h 49m

$109

San JuanChristiansted

SJU - STX

SJUSTX

San Juan Luis Munoz Marin Intl

Mon 1/12

3:40 pm-4:20 pm

Nonstop0h 40m

Christiansted Henry Rohlsen

Sat 1/17

5:15 pm-6:00 pm

Nonstop0h 45m

$119

San JuanSaint Thomas Island

SJU - STT

SJUSTT

San Juan Luis Munoz Marin Intl

Sat 11/29

11:35 am-12:12 pm

Nonstop0h 37m

Saint Thomas Island Cyril E King

Wed 12/3

3:17 pm-3:59 pm

Nonstop0h 42m

$119

San JuanSaint Thomas Island

SJU - STT

SJUSTT

San Juan Luis Munoz Marin Intl

Fri 1/30

3:45 pm-4:20 pm

Nonstop0h 35m

Saint Thomas Island Cyril E King

Sat 2/7

5:15 pm-6:00 pm

Nonstop0h 45m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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 September 16, 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.

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 16, 2025.
Read reviews from past customers who have flown JetBlue, Frontier, and Silver Airways 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
2,914 reviews

Comfort

7.6

Overall

7.2

Entertainment

7.2

Food

6.7

Crew

8.0

Boarding

7.4

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
2,914 reviews
JetBlue
7.2
Good
2,914 reviews

Comfort

7.6

Overall

7.2

Entertainment

7.2

Food

6.7

Crew

8.0

Boarding

7.4

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
3,174 reviews
JetBlue
7.2
Good
2,914 reviews

Comfort

7.6

Overall

7.2

Entertainment

7.2

Food

6.7

Crew

8.0

Boarding

7.4

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
5.8
Fair
242 reviews
JetBlue
7.2
Good
2,914 reviews

Comfort

7.6

Overall

7.2

Entertainment

7.2

Food

6.7

Crew

8.0

Boarding

7.4

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.

  • How long is the flight from Puerto Rico to Caribbean?

    Airlines like JetBlue and Arajet fly from Puerto Rico to Caribbean in about 42m. The time it takes to get you to your destination is usually consistent. The distance between Puerto Rico and Caribbean is about 94 mi. All flights are typically nonstop.

  • 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 $70 and Frontier from $75 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 7 airlines flying from Puerto Rico to Caribbean

Discover the top 7 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$82Average$197FlexibilityNo cancel feeOn-time62%
Cape AirCheapest$93Average$134FlexibilityNo cancel feeOn-time63%
ArajetCheapest$104Average$186FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$121Average$477FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$143Average$420FlexibilityNo cancel feeOn-time62%
Sky HighCheapest$146Average$278FlexibilityNo cancel feeOn-timeN/A
Hahn AirCheapest$156Average$360FlexibilityNo cancel feeOn-timeN/A

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