$109 Cheap flights to Caribbean
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
Top places to visit in Caribbean
Cheap flights to Caribbean from $109 One Way, $252 Round Trip
$252 return flights and $109 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* |
|---|---|---|---|
| EWR | San Juan | August 29 to September 2 | $396 |
| FLL | Santiago de los Caballeros | August 29 to September 5 | $413 |
| JFK | San Juan | August 28 to September 1 | $416 |
| JFK | Nassau | August 28 to September 2 | $473 |
| JFK | Santiago de los Caballeros | August 29 to October 10 | $476 |
| EWR | Santiago de los Caballeros | August 29 to September 30 | $476 |
| JFK | Montego Bay | August 30 to September 3 | $494 |
| JFK | Oranjestad | August 28 to September 8 | $498 |
| BOS | Santiago de los Caballeros | August 28 to September 5 | $505 |
| JFK | Kingston | August 28 to September 4 | $522 |
| EWR | Punta Cana | August 29 to September 4 | $527 |
| JFK | Punta Cana | August 30 to September 3 | $540 |
| JFK | Piarco | August 29 to September 6 | $570 |
| BOS | Oranjestad | August 28 to September 1 | $572 |
| JFK | Santo Domingo | August 30 to September 4 | $592 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Coral by the Sea Hotel
"This place was definitely not 3 stars as reported. It was very dirty and run down had to cancel the second day to get a suitable hotel. The bathroom kept flooding and the staff was not helpful and extremely rude. Worst stay I’ve experienced in 10 yrs. Zero stars"
Reviewed on Aug 20, 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
Amsterdam Manor Beach Resort
"The hotel has the perfect location right across the street from Eagle beach and Passion's restaurant was delicious!!"
Reviewed on Aug 18, 2026
Divi Aruba Phoenix Beach Resort
Eagle Aruba Resort
"nice staff"
Reviewed on Aug 20, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
"Such a cool place. Staff is so friendly and accommodating. Visited with my young children. Staff was the friendliest and most well trained in all of PR."
Reviewed on Aug 20, 2026
British Colonial - Nassau
"Everything was nice!"
Reviewed on Aug 20, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
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
"Muy buen hotel necesita unos updates en ciertas cosas pero la pasamos excelente mi novia y yo."
Reviewed on Aug 19, 2026
Need a Car For After Your Flight?
Economy
Compact
Midsize
SUV
Caribbean
When you plan to buy tickets for flights to Caribbean, you don’t have to look any further than Orbitz! We offer bargain rates and low fares on thousands of flights.
Reliable Customer Service
Along with our low prices, Orbitz is well known for exceptional customer care. We make it simple to find the best Caribbean flights for you. If you need to cancel your booking or change your flight plans, simply contact our Customer Service department to make any adjustments.
Bargain Tickets for Caribbean Flights
Orbitz offers deeply discounted flights to Caribbean, and we provide the resources to research your travel destination and plan your complete itinerary.
Use Orbitz to Earn Points with Your Frequent Flyer Program
Saving your frequent flyer miles for your flights to Caribbean? You can use Orbitz to make your budget ticket reservation for all your flights and still earn points or miles on your frequent flyer program! Just enter your program account number while you’re booking your ticket to have your points added automatically, every time you book with Orbitz.
Convenient Travel Planning Services
If you like the ease of making your travel plans on the move, you’ll love the free Orbitz apps for iPhones, iPads, and Android devices. You can use these apps to review your travel reservations or make a change to your itinerary. Orbitz also offers additional travel assistance such as free mobile alerts that keep you up-to-date about sudden changes to your upcoming flights. You can also browse Orbitz easily on your smartphone by using the mobile version of the website to find budget Caribbean flights.
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.