$82+ Cheap flights from Puerto Rico 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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SJU
Nov 2 — Nov 91
Round-trip
1 adult, Economy
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Find cheap flights from Puerto Rico to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Puerto Rico to Caribbean
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Cheapest flights from Puerto Rico to CaribbeanExplore 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 October 3, 2026.
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 October 3, 2026.
This Mytrip deal was found by Cheapflights users on 10/2. 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.
Sat 10/312:12 pm -
Nonstop0h 34m
Sun 10/41:06 pm -
Nonstop0h 29m
Deal found 10/2![Cape Air logo]()
$184
This Booking.com deal was found by Cheapflights users on 9/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:06 pm -
Nonstop0h 34m
Fri 10/25:41 pm -
Nonstop0h 29m
Deal found 9/30![Cape Air logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 9/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:12 pm -
Nonstop0h 34m
Tue 9/295:41 pm -
Nonstop0h 29m
Deal found 9/28![Cape Air logo]()
$187
This Frontier deal was found by Cheapflights users on 9/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:05 pm -
Nonstop1h 06m
Sat 10/312:21 pm -
Nonstop1h 01m
Deal found 9/29![Frontier logo]()
$191
This Mytrip deal was found by Cheapflights users on 9/28. 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.
Sat 12/59:30 pm -
Nonstop1h 01m
Sat 12/126:55 pm -
Nonstop1h 05m
Deal found 9/28![Arajet logo]()
$192
This Booking.com deal was found by Cheapflights users on 9/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:49 am -
Nonstop1h 01m
Tue 11/38:14 am -
Nonstop1h 05m
Deal found 9/29![Arajet logo]()
$193
This Booking.com deal was found by Cheapflights users on 9/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/104:24 pm -
Nonstop1h 01m
Thu 12/171:49 pm -
Nonstop1h 05m
Deal found 9/30![Arajet logo]()
$194
This Booking.com deal was found by Cheapflights users on 9/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:06 pm -
Nonstop0h 34m
Mon 10/53:05 pm -
Nonstop0h 29m
Deal found 9/29![Cape Air logo]()
$194
This Booking.com deal was found by Cheapflights users on 9/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:30 pm -
Nonstop1h 01m
Sat 11/146:55 pm -
Nonstop1h 05m
Deal found 9/30![Arajet logo]()
$195
This Booking.com deal was found by Cheapflights users on 9/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:00 pm -
Nonstop1h 01m
Sat 10/176:25 pm -
Nonstop1h 05m
Deal found 9/29![Arajet logo]()
$196
This Booking.com deal was found by Cheapflights users on 9/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:30 pm -
Nonstop1h 01m
Tue 10/278:14 am -
Nonstop1h 05m
Deal found 9/30![Arajet logo]()
$197
This Mytrip deal was found by Cheapflights users on 10/2. 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.
Sun 11/14:00 pm -
Nonstop1h 01m
Tue 11/108:14 am -
Nonstop1h 05m
Deal found 10/2![Arajet logo]()
$198
Best flights from Puerto Rico to CaribbeanDiscover carefully curated flight deals from Puerto Rico to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 3, 2026.
Discover carefully curated flight deals from Puerto Rico to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 3, 2026.
This SmartFares deal was found by Cheapflights users on 10/2. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:12 pm -
Nonstop0h 34m
Sun 10/181:06 pm -
Nonstop0h 29m
Deal found 10/2![Cape Air logo]()
$199
This Priceline deal was found by Cheapflights users on 10/1. 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 11/202:50 pm -
Nonstop0h 40m
Sun 11/224:20 pm -
Nonstop0h 50m
Deal found 10/1![JetBlue logo]()
$204
This Arajet deal was found by Cheapflights users on 10/2. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/144:04 pm -
Nonstop1h 01m
Wed 10/211:29 pm -
Nonstop1h 05m
Deal found 10/2![Arajet logo]()
$222
This Booking.com deal was found by Cheapflights users on 10/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:05 pm -
Nonstop1h 25m
Sat 11/211:10 pm -
Nonstop1h 25m
Deal found 10/3![Contour logo]()
$257
This Arajet deal was found by Cheapflights users on 9/29. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/93:20 pm -
Nonstop1h 09m
Wed 12/169:45 am -
1 stop5h 13m
Deal found 9/29![Multiple Airlines logo]()
$266
This Gotogate deal was found by Cheapflights users on 9/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2810:15 am -
Nonstop0h 40m
Mon 3/84:00 pm -
Nonstop0h 40m
Deal found 9/30![interCaribbean Airways logo]()
$302
This Copa Airlines deal was found by Cheapflights users on 9/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:33 am -
1 stop6h 08m
Wed 10/288:57 am -
1 stop7h 17m
Deal found 9/28![Copa Airlines logo]()
$332
This FlightHub deal was found by Cheapflights users on 10/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:48 am -
Nonstop0h 34m
Sat 10/105:41 pm -
Nonstop0h 29m
Deal found 10/2![Cape Air logo]()
$210
This JetBlue deal was found by Cheapflights users on 10/1. 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 10/153:19 pm -
Nonstop0h 35m
Tue 10/274:40 pm -
Nonstop0h 50m
Deal found 10/1![JetBlue logo]()
$219
This FlightHub deal was found by Cheapflights users on 10/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:48 am -
Nonstop0h 34m
Sat 10/313:05 pm -
Nonstop0h 29m
Deal found 10/3![Cape Air logo]()
$210
This Arajet deal was found by Cheapflights users on 9/28. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/144:04 pm -
Nonstop1h 01m
Sat 10/176:25 pm -
Nonstop1h 05m
Deal found 9/28![Arajet logo]()
$233
This JetBlue deal was found by Cheapflights users on 10/2. 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 1/81:56 pm -
Nonstop0h 40m
Sat 1/163:26 pm -
Nonstop0h 49m
Deal found 10/2![JetBlue logo]()
$234
This Mytrip deal was found by Cheapflights users on 9/30. 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.
Sat 11/74:05 pm -
Nonstop1h 25m
Sat 11/141:10 pm -
Nonstop1h 25m
Deal found 9/30![Contour logo]()
$261
This Cape Air deal was found by Cheapflights users on 10/1. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1212:12 pm -
Nonstop0h 34m
Mon 10/123:05 pm -
Nonstop0h 29m
Deal found 10/1![Cape Air logo]()
$223
This Arajet deal was found by Cheapflights users on 10/2. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:30 pm -
Nonstop1h 01m
Sat 11/147:45 am -
1 stop8h 54m
Deal found 10/2![Multiple Airlines logo]()
$271
This Gotogate deal was found by Cheapflights users on 10/2. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/224:05 pm -
Nonstop1h 25m
Sun 11/299:00 am -
Nonstop1h 25m
Deal found 10/2![Contour logo]()
$262
This JetBlue deal was found by Cheapflights users on 9/28. 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 10/233:19 pm -
Nonstop0h 35m
Sun 10/254:40 pm -
Nonstop0h 50m
Deal found 9/28![JetBlue logo]()
$245
This Cape Air deal was found by Cheapflights users on 9/29. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:48 am -
Nonstop0h 34m
Mon 10/195:41 pm -
Nonstop0h 29m
Deal found 9/29![Cape Air logo]()
$223
This Arajet deal was found by Cheapflights users on 10/1. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/249:00 pm -
1 stop7h 00m
Sat 10/313:40 pm -
Nonstop1h 09m
Deal found 10/1![Multiple Airlines logo]()
$273
This FlightHub deal was found by Cheapflights users on 10/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/271:25 pm -
Nonstop0h 40m
Tue 2/211:35 am -
Nonstop0h 40m
Deal found 10/3![interCaribbean Airways logo]()
$328
This JetBlue deal was found by Cheapflights users on 9/28. 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 10/193:19 pm -
Nonstop0h 35m
Thu 10/224:54 pm -
Nonstop0h 42m
Deal found 9/28![JetBlue logo]()
$249
This Copa Airlines deal was found by Cheapflights users on 9/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:33 am -
1 stop6h 08m
Wed 10/287:07 pm -
1 stop21h 07m
Deal found 9/28![Copa Airlines logo]()
$332
This Arajet deal was found by Cheapflights users on 9/29. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:55 pm -
1 stop12h 50m
Wed 10/2112:41 pm -
Nonstop1h 09m
Deal found 9/29![Multiple Airlines logo]()
$280
This SmartFares deal was found by Cheapflights users on 10/2. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/194:47 pm -
Nonstop0h 34m
Thu 12/245:41 pm -
Nonstop0h 29m
Deal found 10/2![Cape Air logo]()
$239
This interCaribbean Airways deal was found by Cheapflights users on 10/2. 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 interCaribbean Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/161:25 pm -
Nonstop0h 40m
Mon 11/234:00 pm -
Nonstop0h 40m
Deal found 10/2![interCaribbean Airways logo]()
$328
This JetBlue deal was found by Cheapflights users on 10/1. 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 10/313:05 pm -
Nonstop0h 39m
Wed 11/45:59 pm -
Nonstop0h 44m
Deal found 10/1![JetBlue logo]()
$254
This Copa Airlines deal was found by Cheapflights users on 10/2. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:16 pm -
1 stop17h 29m
Fri 11/67:06 pm -
1 stop21h 03m
Deal found 10/2![Copa Airlines logo]()
$342
This SmartFares deal was found by Cheapflights users on 9/28. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:47 pm -
Nonstop0h 34m
Mon 11/28:54 am -
Nonstop0h 29m
Deal found 9/28![Cape Air logo]()
$244
This Arajet deal was found by Cheapflights users on 10/2. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:20 pm -
1 stop4h 35m
Wed 10/211:29 pm -
Nonstop1h 05m
Deal found 10/2![Multiple Airlines logo]()
$296
This interCaribbean Airways deal was found by Cheapflights users on 9/28. 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 interCaribbean Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/110:15 am -
Nonstop0h 40m
Mon 11/211:35 am -
Nonstop0h 40m
Deal found 9/28![interCaribbean Airways logo]()
$333
Last-minute flights from Puerto Rico to CaribbeanDiscover last-minute flight deals from Puerto Rico to Caribbean. Data last updated October 3, 2026 and is based on user searches.
Discover last-minute flight deals from Puerto Rico to Caribbean. Data last updated October 3, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 10/2. 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.
Sat 10/312:12 pm -
Nonstop0h 34m
Sun 10/41:06 pm -
Nonstop0h 29m
Deal found 10/2![Cape Air logo]()
$184
This Booking.com deal was found by Cheapflights users on 9/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:00 pm -
Nonstop1h 01m
Sat 10/176:25 pm -
Nonstop1h 05m
Deal found 9/29![Arajet logo]()
$196
This Booking.com deal was found by Cheapflights users on 9/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/134:30 pm -
Nonstop1h 01m
Sat 10/176:25 pm -
Nonstop1h 05m
Deal found 9/29![Arajet logo]()
$201
This SmartFares deal was found by Cheapflights users on 10/2. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:12 pm -
Nonstop0h 34m
Sun 10/181:06 pm -
Nonstop0h 29m
Deal found 10/2![Cape Air logo]()
$199
This Frontier deal was found by Cheapflights users on 9/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:44 am -
Nonstop1h 05m
Fri 10/231:59 pm -
Nonstop0h 59m
Deal found 9/29![Frontier logo]()
$200
This Booking.com deal was found by Cheapflights users on 9/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:30 pm -
Nonstop1h 01m
Tue 10/278:14 am -
Nonstop1h 05m
Deal found 9/30![Arajet logo]()
$197
This Frontier deal was found by Cheapflights users on 9/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:05 pm -
Nonstop1h 06m
Sat 10/312:21 pm -
Nonstop1h 01m
Deal found 9/29![Frontier logo]()
$191
This Booking.com deal was found by Cheapflights users on 9/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:49 am -
Nonstop1h 01m
Tue 11/38:14 am -
Nonstop1h 05m
Deal found 9/29![Arajet logo]()
$193
This Mytrip deal was found by Cheapflights users on 10/2. 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.
Sun 11/14:00 pm -
Nonstop1h 01m
Thu 11/121:49 pm -
Nonstop1h 05m
Deal found 10/2![Arajet logo]()
$194
This Mytrip deal was found by Cheapflights users on 10/2. 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.
Sun 11/14:00 pm -
Nonstop1h 01m
Tue 11/108:14 am -
Nonstop1h 05m
Deal found 10/2![Arajet logo]()
$198
This Booking.com deal was found by Cheapflights users on 9/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:30 pm -
Nonstop1h 01m
Sat 11/146:55 pm -
Nonstop1h 05m
Deal found 9/30![Arajet logo]()
$195
This Booking.com deal was found by Cheapflights users on 10/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:30 pm -
Nonstop1h 01m
Sat 11/216:55 pm -
Nonstop1h 05m
Deal found 10/2![Arajet logo]()
$199
One-way flights from Puerto Rico to CaribbeanSearch for one-way flight options from Puerto Rico to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 3, 2026.
Search for one-way flight options from Puerto Rico to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 3, 2026.
This Booking.com deal was found by Cheapflights users on 9/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:00 pm -
Nonstop1h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Arajet logo]()
$82
This Mytrip deal was found by Cheapflights users on 9/29. 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.
Tue 10/134:30 pm -
Nonstop1h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Arajet logo]()
$83
This Frontier deal was found by Cheapflights users on 9/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:35 pm -
Nonstop1h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Frontier logo]()
$84
This Booking.com deal was found by Cheapflights users on 9/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:30 pm -
Nonstop1h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Arajet logo]()
$85
This Frontier deal was found by Cheapflights users on 9/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2611:44 am -
Nonstop1h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Frontier logo]()
$86
This Mytrip deal was found by Cheapflights users on 9/29. 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.
Sun 10/114:55 pm -
Nonstop1h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Arajet logo]()
$87
This Booking.com deal was found by Cheapflights users on 10/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:09 pm -
Nonstop1h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Arajet logo]()
$87
This Booking.com deal was found by Cheapflights users on 9/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/64:30 pm -
Nonstop1h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Arajet logo]()
$88
This CheapOair deal was found by Cheapflights users on 9/29. 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 10/316:09 pm -
Nonstop1h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Arajet logo]()
$88
This CheapOair deal was found by Cheapflights users on 9/30. 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 11/79:30 pm -
Nonstop1h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Arajet logo]()
$89
This Cheapflightsfares deal was found by Cheapflights users on 10/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1010:18 am -
Nonstop1h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Frontier logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/289:30 pm -
Nonstop1h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Arajet logo]()
$90
Find 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 October 3, 2026.
Round-trip from | $190 (Mytrip) |
|---|---|
One-way from | $82 (Booking.com) |
Good round-trip deal | $117 or less |
Good one-way deal | $60 or less |
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 7,457,451 searches. Data last updated October 3, 2026.
Use the filters below to find and compare flights from Puerto Rico to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JuanPunta Cana
SJU San Juan Luis Munoz Marin Intl - PUJ Punta Cana
SJUPUJ
San Juan Luis Munoz Marin Intl
Tue 10/13
4:30 pm-5:31 pm
Nonstop1h 01m
Punta Cana
Wed 12/31
12:00 am-12:30 am
Nonstop0h 00m
$94
Quickest round-trip
San JuanCulebra
SJU San Juan Luis Munoz Marin Intl - CPX Culebra
SJUCPX
San Juan Luis Munoz Marin Intl
Fri 10/9
9:48 am-10:22 am
Nonstop0h 34m
Culebra
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$96
San JuanSanto Domingo
SJU San Juan Luis Munoz Marin Intl - SDQ Santo Domingo Las Americas
SJUSDQ
San Juan Luis Munoz Marin Intl
Sun 11/29
6:09 pm-7:18 pm
Nonstop1h 09m
Santo Domingo Las Americas
Wed 12/31
12:00 am-12:30 am
Nonstop0h 00m
$96
San JuanCulebra
SJU San Juan Luis Munoz Marin Intl - CPX Culebra
SJUCPX
San Juan Luis Munoz Marin Intl
Wed 10/14
12:12 pm-12:46 pm
Nonstop0h 34m
Culebra
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$98
San JuanPunta Cana
SJU San Juan Luis Munoz Marin Intl - PUJ Punta Cana
SJUPUJ
San Juan Luis Munoz Marin Intl
Tue 10/20
4:30 pm-5:31 pm
Nonstop1h 01m
Punta Cana
Wed 12/31
12:00 am-12:30 am
Nonstop0h 00m
$99
San JuanPunta Cana
SJU San Juan Luis Munoz Marin Intl - PUJ Punta Cana
SJUPUJ
San Juan Luis Munoz Marin Intl
Tue 10/6
4:30 pm-5:31 pm
Nonstop1h 01m
Punta Cana
Wed 12/31
12:00 am-12:30 am
Nonstop0h 00m
$102
San JuanSanto Domingo
SJU San Juan Luis Munoz Marin Intl - SDQ Santo Domingo Las Americas
SJUSDQ
San Juan Luis Munoz Marin Intl
Sun 11/22
6:09 pm-7:18 pm
Nonstop1h 09m
Santo Domingo Las Americas
Wed 12/31
12:00 am-12:30 am
Nonstop0h 00m
$102
San JuanSanto Domingo
SJU San Juan Luis Munoz Marin Intl - SDQ Santo Domingo Las Americas
SJUSDQ
San Juan Luis Munoz Marin Intl
Wed 12/2
3:20 pm-4:29 pm
Nonstop1h 09m
Santo Domingo Las Americas
Wed 12/31
12:00 am-12:30 am
Nonstop0h 00m
$102
San JuanPunta Cana
SJU San Juan Luis Munoz Marin Intl - PUJ Punta Cana
SJUPUJ
San Juan Luis Munoz Marin Intl
Sat 10/24
6:09 pm-3:55 am
1 stop9h 46m
Punta Cana
Wed 12/31
12:00 am-12:30 am
Nonstop0h 00m
$111
San JuanChristiansted
SJU San Juan Luis Munoz Marin Intl - STX Christiansted Henry Rohlsen
SJUSTX
San Juan Luis Munoz Marin Intl
Thu 12/3
1:48 pm-2:29 pm
Nonstop0h 41m
Christiansted Henry Rohlsen
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$115
Showing 1-10 of 60 resultsSorted by cheapest first
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.
SJU-CPX
SJU-PUJ
SJU-SDQ
SJU-STX
SJU-DOM
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
PR0-0CB
SJU-CPX
SJU-PUJ
SJU-SDQ
SJU-STX
What is the cheapest month to book a flight from Puerto Rico to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Puerto Rico to Caribbean (average of $201). Flying from Puerto Rico to Caribbean in July is currently the most expensive (average of $309). 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 October 3, 2026.
One of the essential ways to save on airfare from Puerto Rico to Caribbean is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 16% on airfare.
How far ahead should I book a flight from Puerto Rico to Caribbean?
Booking 38 days in advance of your planned departure date is, on average, the best time to get cheap flights from Puerto Rico to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Puerto Rico to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Puerto Rico to Caribbean. Price data was last updated on January 3, 2026.
Travelers seeking maximum savings on their Puerto Rico to Caribbean flight should consider departing on Saturday afternoons when fares are most often at their lowest. Tuesday evenings 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 October 3, 2026.
Read reviews from past customers who have flown Cape Air,JetBlue, andinterCaribbean 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.
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.
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
Complete your trip
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Top destinations
Alternative routes for Puerto Rico to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Puerto Rico to Caribbean by cabin class
Find flights from Puerto Rico to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Puerto Rico and Caribbean flights
Browse other Puerto Rico and Caribbean flight options. Last updated on October 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Caribbean
Find the right flight back to Puerto Rico after your stay in Caribbean
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Puerto Rico to Caribbean flights
Consider these flights traveling from Puerto Rico to Caribbean.
Top 6 airlines flying from Puerto Rico to Caribbean
Discover the top 6 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 7,457,451 searches. Data last updated October 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$106 | Average$228 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$119 | Average$476 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$124 | Average$154 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$128 | Average$200 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$381 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$506 | Average$686 | FlexibilityNo cancel fee | On-time71% |