$55 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $55 One Way, $116 Round Trip
$116 return flights and $55 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 | November 15 to November 19 | $138 |
| EWR | San Juan | November 15 to November 19 | $138 |
| JFK | San Juan | November 15 to November 24 | $144 |
| JFK | Santiago de los Caballeros | November 15 to November 16 | $292 |
| JFK | Santiago de los Caballeros | November 15 to November 16 | $292 |
| JFK | Punta Cana | November 14 to November 27 | $303 |
| JFK | Punta Cana | November 14 to November 27 | $303 |
| JFK | Santo Domingo | November 16 to November 17 | $304 |
| JFK | Nassau | November 16 to November 21 | $324 |
| JFK | Nassau | November 16 to November 21 | $324 |
| JFK | Oranjestad | November 15 to November 25 | $327 |
| JFK | Oranjestad | November 15 to November 25 | $327 |
| EWR | Montego Bay | November 16 to November 21 | $378 |
| JFK | Piarco | November 14 to November 28 | $391 |
| JFK | Kingston | November 15 to November 22 | $464 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Great resort!
Reviewed on Nov 2, 2025
Coral by the Sea Hotel
Yes
Reviewed on Nov 2, 2025
Breezes Resort Bahamas All Inclusive
Everything was absolutely amazing!
Reviewed on Nov 1, 2025
Meridian Inn
very much what i needed; kitchenette, amenities, safety, beachfront. The only con is its location from the main road, but taxis were available 24/7.
Reviewed on Nov 1, 2025
Our Top Caribbean Apartment Hotels
Simpson Bay Resort, Marina & Spa
Air conditioning was good and the room was clean and spacious.
Reviewed on Nov 5, 2025
Amsterdam Manor Beach Resort
Uma experiência incrível! Localizado frente a praia mais linda de Aruba! Quarto impecável e super novo! Nosso quarto contava com cozinha super equipada e sala de estar… Limpeza impecável todos os dias! Funcionários muito cordiais! Em especial o Patrick,que nos recebeu com muito carinho e foi muito ...
Reviewed on Nov 2, 2025
Divi Aruba Phoenix Beach Resort
Beach, staff
Reviewed on Oct 27, 2025
Eagle Aruba Resort
Room,staff,property. Everything was great
Reviewed on Nov 2, 2025
Score Epic Caribbean Accommodation Deals
Hotel El Convento
Wonderful Hotel and service
Reviewed on Nov 1, 2025
British Colonial - Nassau
Great place and great service
Reviewed on Nov 2, 2025
Hotel Rumbao, a Tribute Portfolio Hotel
We very much enjoyed our stay. Clean spacious rooms. Wonderful staff. A shout out to the bartenders in the Restaurant. They were fabulous and an extra to our regular Jean Torres for making us feel so special. Wonderful service every day.
Reviewed on Nov 5, 2025
The Reef at Atlantis
The Reef is a great hotel and wider site layout very good, rooms a little tired and in house dining was really limited (not helpful as a single dad arriving with two children who become ill on flight over from London. Staff were great friendly and very helpful. Some things are always down to personal ...
Reviewed on Nov 2, 2025
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
Very nice
Reviewed on Nov 2, 2025
Majestic Colonial Punta Cana - All Inclusive
Victor from reception was extremely helpful and Samuel from the dining area was the best he always made sure we had what we needed all the staff was great I would recommend staying here room was super clean they brought up dessert for my husband on his birthday and decorated his door very amazing ...
Reviewed on Oct 30, 2025
Dreams Rose Hall Resort & Spa - All Inclusive
Families like: Outdoor pools, free waterpark access, kids club, playground
Great staff and beautiful property.
Reviewed on Oct 31, 2025
Majestic Elegance Punta Cana - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
Everything
Reviewed on Nov 5, 2025
Need a Car For After Your Flight?
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Caribbean
End your search for discount fares on flights to Caribbean. Orbitz has all the best prices on Caribbean flights. With Orbitz, you can expect:
Cheap Deals on Flights to Caribbean
We offer big discounts and last-minute savings on Caribbean flights. We make it easy for you to research, plan, and book your flight to Caribbean — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.
Travel Convenience on the Go
Get alerts, updates, or book your Caribbean flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Caribbean flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Caribbean flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.
Great Customer Care
We want to make your travel booking experience smooth and easy, from planning and researching Caribbean flights to the actual booking. If you want to cancel your flight to Caribbean, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.
Miles or Points Toward Frequent Flyer Programs
Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Caribbean with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.
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.