$106 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $106 One Way, $220 Round Trip
$220 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 16 to August 28 | $372 |
| JFK | Montego Bay | August 15 to September 6 | $482 |
| JFK | Santiago de los Caballeros | August 15 to October 15 | $501 |
| JFK | Santiago de los Caballeros | August 15 to October 15 | $501 |
| JFK | Santo Domingo | August 16 to September 17 | $544 |
| JFK | Santo Domingo | August 16 to September 17 | $544 |
| LGA | Kingston | August 14 to August 24 | $546 |
| EWR | Montego Bay | August 16 to September 11 | $639 |
| JFK | Punta Cana | August 16 to August 20 | $642 |
| JFK | Punta Cana | August 16 to August 20 | $642 |
| LGA | Nassau | August 14 to August 18 | $703 |
| EWR | Santo Domingo | August 15 to September 3 | $737 |
| JFK | Oranjestad | August 16 to August 21 | $875 |
| JFK | Kingston | August 15 to August 22 | $951 |
| EWR | Nassau | August 15 to August 22 | $1,021 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"Overall adequate for the week while not spending much time in the room or on the property."
Reviewed on Aug 8, 2026
Coral by the Sea Hotel
"If you want just a cheap bed for the night I guess this Hotel is ok. However, be mindful it is old, outdated, the shower curtains has mold and looks ugly, the room is very basic with old sheets, and to be honest you get what you paid for. If you want something more nice you might as well spend an ..."
Reviewed on Aug 7, 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
"Great as usual"
Reviewed on Aug 8, 2026
Divi Aruba Phoenix Beach Resort
Eagle Aruba Resort
"Room was clean and had all I needed for a comfortable stay. There were 3 pools, lots of scheduled activities, and Eagle Beach was a short walk away."
Reviewed on Aug 7, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel
"The property was very clean and the staff is the best!!! Everyone was so nice and very accommodating. They gave excellent recommendations for local eateries and things to do."
Reviewed on Aug 7, 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
Need a Car For After Your Flight?
Economy
Compact
Midsize
SUV
Caribbean
Struggling to find international and domestic flights that suit your budget. Consider one of the cheaper options available when you book your flight with Orbitz, where you get guaranteed low prices
Orbitz becomes your Mobile friend
You can now book flights to Caribbean on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Caribbean flights.
Discounted tickets available for flights to Caribbean
Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Caribbean flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.
Orbitz offers discounted Caribbean flights
Discounted flights to Caribbean ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.
Traveler profile updates
When flying with Orbitz, take advantage of frequent updates on your flights to Caribbean. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Caribbean flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.
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.