$114 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $114 One Way, $222 Round Trip
$222 return flights and $114 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 8 to August 12 | $422 |
| JFK | Montego Bay | August 8 to September 10 | $460 |
| JFK | Kingston | August 8 to August 25 | $550 |
| JFK | Kingston | August 8 to August 25 | $550 |
| JFK | Piarco | August 8 to August 15 | $560 |
| JFK | Santiago de los Caballeros | August 9 to August 10 | $578 |
| JFK | Santo Domingo | August 9 to August 30 | $635 |
| EWR | Kingston | August 8 to August 13 | $784 |
| JFK | Nassau | August 7 to August 10 | $787 |
| BOS | Oranjestad | August 7 to August 11 | $810 |
| JFK | Oranjestad | August 7 to August 17 | $812 |
| JFK | Oranjestad | August 7 to August 17 | $812 |
| EWR | Montego Bay | August 9 to August 14 | $837 |
| BOS | Kingston | August 8 to August 20 | $844 |
| EWR | Oranjestad | August 9 to August 15 | $961 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Coral by the Sea Hotel
"This was a little rundown, and it didn’t feel like if it was too clean overall, but it was convenient as it was our last night before we had an early leave to the airport. Staff is extremely amazingly helpful and attentive. Even with simple things. Like the TV. Not working. Switched rooms ..."
Reviewed on Aug 1, 2026
Breezes Resort Bahamas All Inclusive
"A bit outdated but if you accept that a lovely spot on cable beach pool is quiet so don’t have to rush and put towels down Food can be repetitive and not as much choices as other hotels I have stayed in. Baha mar is next door for more options and downtown is nearby too for varied options overall ..."
Reviewed on Aug 1, 2026
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
Amsterdam Manor Beach Resort
Divi Aruba Phoenix Beach Resort
"Restaurant service was slow and good was horrible. Over priced drinks."
Reviewed on Aug 1, 2026
Eagle Aruba Resort
Score Epic Caribbean Accommodation Deals
Hotel El Convento
"Best place and best location so walkable to everything. Highly recommend it so gorgeous and amazing staff."
Reviewed on Aug 1, 2026
British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel
"Súper hotel muy lindo limpio personal amable excelente ubicación me encantó"
Reviewed on Aug 1, 2026
The Reef at Atlantis
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
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
"We stayed in the club section at Elegance. We were kid free and there to relax and have fun. The 18+ club section with its own pools, bars and drink service fit us perfectly. The food, activities and shows were great but attentiveness of the staff and our butler Osvaldy helped make it special. A ..."
Reviewed on Aug 1, 2026
Need a Car For After Your Flight?
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Caribbean
Traveling to Caribbean and need a cheap flight? Orbitz has great deals on flights to Caribbean right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.
Find Low Cost Flights to Caribbean Quickly and Hassle-Free
There are many Internet sites that promise cheap Caribbean flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Caribbean, book your lodging, and look up key attractions in Caribbean. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.
New Apps Make Booking Caribbean Flights Easier Than Ever
You no longer need to be sitting at your computer to find amazing Orbitz sales for flights to Caribbean now we offer cutting-edge mobile tools for many Android and iOS gadgets. These free apps allow you to run a search for discount air fare, look for special vacation packages, or check on your booked Caribbean flights from any location. Some special deals are only available for mobile customers, so be sure to take advantage of these free downloads today.
Orbitz Customers Are Truly #1
Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Caribbean or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Caribbean flights. When you need us, we’re here for you!
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.