$106 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $106 One Way, $237 Round Trip
$237 return flights and $106 one-way flights to Caribbean were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
JFK
New York
SJU
San Juan
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
JFK
New York
SJU
San Juan
$241 Roundtrip, found 21 hours ago
$241
Roundtrip
found 21 hours ago
JFK
New York
SJU
San Juan
$242 Roundtrip, found 3 days ago
$242
Roundtrip
found 3 days ago
EWR
New York
SJU
San Juan
$266 Roundtrip, just found
$266
Roundtrip
just found
EWR
New York
SJU
San Juan
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
EWR
New York
SJU
San Juan
$295 Roundtrip, found 3 days ago
$295
Roundtrip
found 3 days ago
JFK
New York
NAS
Nassau
$313 Roundtrip, found 22 hours ago
$313
Roundtrip
found 22 hours ago
EWR
New York
PUJ
Punta Cana
$315 Roundtrip, just found
$315
Roundtrip
just found
EWR
New York
SDQ
Santo Domingo
$315 Roundtrip, just found
$315
Roundtrip
just found
JFK
New York
SDQ
Santo Domingo
$322 Roundtrip, found 2 hours ago
$322
Roundtrip
found 2 hours ago
JFK
New York
MBJ
Montego Bay
$325 Roundtrip, found 1 hour ago
$325
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$327 Roundtrip, found 10 hours ago
$327
Roundtrip
found 10 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | San Juan | August 16 to August 22 | $476 |
| JFK | San Juan | August 15 to August 18 | $551 |
| LGA | Oranjestad | August 15 to August 26 | $614 |
| LGA | Santiago de los Caballeros | August 15 to August 30 | $625 |
| JFK | Kingston | August 16 to August 30 | $627 |
| JFK | Montego Bay | August 16 to August 24 | $631 |
| JFK | Santiago de los Caballeros | August 16 to August 24 | $655 |
| JFK | Piarco | August 16 to August 24 | $715 |
| LGA | Santo Domingo | August 16 to August 22 | $741 |
| JFK | Nassau | August 15 to August 19 | $745 |
| JFK | Oranjestad | August 16 to August 22 | $746 |
| EWR | Kingston | August 15 to August 23 | $798 |
| EWR | Santo Domingo | August 16 to August 26 | $827 |
| JFK | Santo Domingo | August 15 to August 16 | $842 |
| EWR | Montego Bay | August 15 to August 22 | $1,036 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$355 nightly
The price is $383 total per night from Aug 16 to Aug 17
$383 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Paradise Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $140 total per night from Aug 30 to Aug 31
$140 total
Aug 30 - Aug 31
Total with taxes and fees
Stay at this hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$314 nightly
The price is $349 total per night from Sep 1 to Sep 2
$349 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this beach hotel in Nassau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.6/10 Good! (2,395 reviews)
"We had an amazing vacation very comfortable. Food was good and Staff was incredible."
Reviewed on Aug 13, 2026
Save an average of 15% on thousands of hotels when you're signed in
Meridian Inn
Dover St. Lawrence Gap Christ Church
Stay at this hotel in St. Lawrence Gap. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (861 reviews)
"Stayed 2 nights while waiting for flights after a cruise. Wonderful place on the Ocean. Great pool and friendly staff. Comfortable bed. Would certainly stay here again as it’s a great price when you do not want an all inclusive resort. I gave cleanliness a 5* even though the bathroom had tiny ants ..."
Reviewed on Apr 25, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Our Top Caribbean Apartment Hotels
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $168 total per night from Sep 9 to Sep 10
$168 total
Sep 9 - Sep 10
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$265 nightly
The price is $298 total per night from Aug 16 to Aug 17
$298 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this beach hotel in Noord. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.6/10 Exceptional! (1,006 reviews)
"Great location, just in front the beach. Amenities are just perfect for families, couples or solo travelers. Pool is small but to be honest I think you don't need it. Restaurante and bar are good places to chill, see the sunset, or have fun. My only complaint is that you need to go to the restaurant ..."
Reviewed on Aug 10, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$541 nightly
The price is $612 total per night from Aug 14 to Aug 15
$612 total
Aug 14 - Aug 15
Total with taxes and fees
Book a stay at this spa resort in Noord. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (1,001 reviews)
"My Wife and I were very pleased with our stay ( 7/28 to 8/4)…Staff was mostly excellent …Concierge and Pool Maintainer Leo were excellent and very friendly…The one complaint I have about personnel is the Lady that works in the Market; she follows you around the small store as if you’re going to steal ..."
Reviewed on Aug 12, 2026
Save an average of 15% on thousands of hotels when you're signed in
Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
$303 nightly
The price is $351 total per night from Sep 12 to Sep 13
$351 total
Sep 12 - Sep 13
Total with taxes and fees
Book a stay at this beach hotel in Oranjestad. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,868 reviews)
"The resort was just ok. Our room had mold and was musty smelling. It was very difficult to breathe at night sleeping. I asked to change rooms and the front desk staff was not accommodating. They said the cleaning staff was going to do a deep clean but they didn’t. We stayed out of the room for most ..."
Reviewed on Aug 13, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Score Epic Caribbean Accommodation Deals
Hotel El Convento
100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $261 total per night from Sep 2 to Sep 3
$261 total
Sep 2 - Sep 3
Total with taxes and fees
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $260 total per night from Sep 8 to Sep 9
$260 total
Sep 8 - Sep 9
Total with taxes and fees
Book a stay at this beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 6 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $226 total per night from Aug 30 to Aug 31
$226 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Save an average of 15% on thousands of hotels when you're signed in
The Reef at Atlantis
Paradise Beach Drive Paradise Island New Providence
Book a stay at this luxury resort in Paradise Island. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the pool and the helpful staff ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1 Punta Cana La Altagracia
The price is $280 total per night from Sep 11 to Sep 12
$280 total
per night
Sep 11 - Sep 12
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
8.2/10 Very Good! (5,989 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Hotel has great amenities, but the rooms were smelly, dirty, my son had to change his room 5 times. Do not recommend it."
Reviewed on Aug 13, 2026
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao Punta Cana La Altagracia
Book a stay at this beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Dreams Rose Hall Resort & Spa - All Inclusive
Rose Hall Montego Bay Saint James
Book a stay at this luxury resort in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (1,549 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"All was good"
Reviewed on Jan 15, 2026
Save an average of 15% on thousands of hotels when you're signed in
Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (4,918 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Clean room and staff was wonderful."
Reviewed on Aug 13, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Caribbean
If you are looking for affordable flights to Caribbean, look no further. Orbitz offers discounted rates to many destinations.
Bargain flights to Caribbean now available
As you review your budget and travel plans, consider the low fares Orbitz offers on Caribbean flights. With Orbitz, booking flights to Caribbean is easy and the lowest prices are guaranteed.
Easy self-help service offered
Orbitz offers cutting edge mobile tools that allow you to review and make bookings from your Android or iPhone mobile device with a simple application. You can easily and conveniently update your information or book your trip using this service. You are also able to obtain information on affordable hotel packages and receive frequent flight updates. You will receive confirmation of bookings or reservations made using the mobile service on the same day of the request. Change details or receive updates on your Caribbean flights by visiting the Orbitz site or mobile application.
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Orbitz ensures that you are kept informed with up-to-date flight information, providing feedback to up to six contact numbers to ensure that everyone receives the feedback. In addition to providing the discounted deals on Caribbean flights, Orbitz is also able to structure a package based on your needs for activities, car hire and accommodations.
Traveler profile updates
After booking your Caribbean flights, you may access your account profile on the Orbitz site and update your frequent flyer or loyalty membership details. This information will remain on the system and will be available for you to access when you make any future bookings with Orbitz.
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.