$106 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $106 One Way, $252 Round Trip
$252 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.
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | August 23 to August 27 | $412 |
| JFK | San Juan | August 23 to August 27 | $412 |
| JFK | Montego Bay | August 22 to September 23 | $439 |
| JFK | Montego Bay | August 22 to September 23 | $439 |
| EWR | Piarco | August 22 to September 5 | $464 |
| JFK | Santiago de los Caballeros | August 23 to October 27 | $476 |
| JFK | Santiago de los Caballeros | August 23 to October 27 | $476 |
| JFK | Santo Domingo | August 23 to September 23 | $521 |
| JFK | Santo Domingo | August 23 to September 23 | $521 |
| JFK | Piarco | August 23 to September 6 | $570 |
| JFK | Kingston | August 21 to August 30 | $581 |
| JFK | Kingston | August 21 to August 30 | $581 |
| JFK | Punta Cana | August 22 to August 29 | $625 |
| JFK | Oranjestad | August 21 to August 24 | $776 |
| EWR | Nassau | August 21 to August 28 | $1,015 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Coral by the Sea Hotel
"I like the staff and parking"
Reviewed on Aug 15, 2026
Breezes Resort Bahamas All Inclusive
Meridian Inn
"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
Our Top Caribbean Apartment Hotels
Simpson Bay Resort, Marina & Spa
"The staff were amazing, food was great, beach was clean and very easy to access. Our only small issues were that it was not really handicapped friendly, and parking was tight. We had a big van that we rented to hold my dad motorized wheel chair and we had to take up 2 spots each time we parked or ..."
Reviewed on Aug 16, 2026
Amsterdam Manor Beach Resort
"VERY CLEAN ROOM AND GROUNDS. BEAUTIFUL PAINT. THE PEOPLE at the desk were very helpful, a lot of questions answered. They steamed my milk for my Coffee in the morning. Free parking. NO HASSLE BEACH EXPERIENCE. SUNSET IS AMAZING."
Reviewed on Aug 16, 2026
Divi Aruba Phoenix Beach Resort
Eagle Aruba Resort
"I have been going here almost yearly with my family since 2019. Next trip is already booked for January. The staff is great. I enjoy that there is dedicated plapas for the guest."
Reviewed on Aug 16, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel
The Reef at Atlantis
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"I felt like the staff didn’t want to be there."
Reviewed on Aug 16, 2026
Majestic Colonial Punta Cana - All Inclusive
Dreams Rose Hall Resort & Spa - All Inclusive
Families like: Outdoor pools, free waterpark access, kids club, playground
"All was good"
Reviewed on Jan 15, 2026
Majestic Elegance Punta Cana - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"AMAZING! Everything!! We will back!"
Reviewed on Aug 16, 2026
Need a Car For After Your Flight?
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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.
Orbitz looks after you
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.