$128 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $128 One Way, $253 Round Trip
$253 return flights and $128 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 | October 10 to October 17 | $373 |
| EWR | San Juan | October 10 to October 17 | $373 |
| JFK | Santo Domingo | October 9 to October 23 | $430 |
| JFK | Santo Domingo | October 9 to October 23 | $430 |
| EWR | Santo Domingo | October 11 to December 2 | $440 |
| LGA | Santiago de los Caballeros | October 10 to October 23 | $449 |
| EWR | Montego Bay | October 10 to October 14 | $470 |
| JFK | Nassau | October 11 to October 15 | $523 |
| JFK | Nassau | October 11 to October 15 | $523 |
| JFK | Oranjestad | October 10 to October 17 | $525 |
| EWR | Nassau | October 11 to October 15 | $532 |
| JFK | Piarco | October 10 to October 16 | $541 |
| EWR | Kingston | October 11 to October 29 | $545 |
| EWR | Kingston | October 11 to October 29 | $545 |
| EWR | Oranjestad | October 11 to October 17 | $589 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Coral by the Sea Hotel
Breezes Resort Bahamas All Inclusive
"The Breezes Resort is a home away from home for me, I stay there on business trips 2 to 3 times a year. The food buffet excellent, it is my favorite place to eat."
Reviewed on Oct 2, 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
"I love staying at the main building which was close to the lobby, the main pool area, which has a really nice swim up pool bar, and in close proximity to a multiple restaurants."
Reviewed on Oct 2, 2026
Amsterdam Manor Beach Resort
"This was the perfect stay! The staff was incredible and the property was very well maintained."
Reviewed on Oct 2, 2026
Divi Aruba Phoenix Beach Resort
"We stayed here with our kids and had a wonderful experience. The easy walk from the pool to the beach was especially convenient while traveling with children. Having a kitchen in the room made our stay more comfortable, and we appreciated that the hotel never felt overcrowded. Overall, it was a relaxing, ..."
Reviewed on Oct 1, 2026
Eagle Aruba Resort
"Excelent"
Reviewed on Sep 30, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
British Colonial - Nassau
"Great location and beautiful property"
Reviewed on Oct 2, 2026
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
"Everything good"
Reviewed on Oct 3, 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
"Overall, a good experience! The staff were friendly, especially “Baby Face” and “I Love My Job”and “pepa”💃.The room was clean, though the pool could have been better maintained. The only negative was the Hibachi chef disrespectful attitude toward guests who didn’t drink."
Reviewed on Oct 2, 2026
Need a Car For After Your Flight?
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Caribbean
Start your search for cheap flights to Caribbean on Orbitz. Orbitz is where you will discover guaranteed low prices on Caribbean flights, as well as all of the following conveniences:
Travel Updates on Your Mobile Device
Orbitz offers cutting-edge mobile tools for your smartphone. Whether you own an iPhone or an Android phone, you can benefit from Orbitz’s flight status updates and even book your future Caribbean flights. You can also review and reserve hotel rooms for when your Caribbean flights land and see other special offers.
Low Prices Guaranteed on Flights to Caribbean
Orbitz offers large discounts on a wide range of Caribbean flights. Through our easy-to-use site, you can find, plan, and reserve your desired flights to Caribbean while taking advantage of the lowest fares around.
Customer Care When You Need It
Orbitz is dedicated to making your flight booking experience as stress-free as possible. If you need to cancel your reservation, you can do so at your own convenience by going to the Orbitz website. If you need to change your flights to Caribbean to another time or date, you can contact our customer service representatives by phone, and they help you make the flight adjustments you need.
Loyalty Program Participation Opportunities
Orbitz lets you add your loyalty or frequent flyer account numbers when you book qualifying flights to Caribbean. So don’t worry about missing out on earning miles or points simply because you aren’t booking with the airline directly. You can save on your flights, and rack up miles too.
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.