$97 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $97 One Way, $252 Round Trip
$252 return flights and $97 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 | May 24 to June 3 | $371 |
| JFK | San Juan | May 24 to June 3 | $371 |
| JFK | Santiago de los Caballeros | May 24 to May 28 | $403 |
| JFK | Montego Bay | May 24 to May 29 | $406 |
| EWR | Oranjestad | May 24 to May 29 | $407 |
| JFK | Santo Domingo | May 24 to May 30 | $410 |
| JFK | Santo Domingo | May 24 to May 30 | $410 |
| JFK | Punta Cana | May 24 to May 29 | $418 |
| JFK | Punta Cana | May 24 to May 29 | $418 |
| JFK | Nassau | May 24 to May 26 | $428 |
| JFK | Piarco | May 24 to May 31 | $454 |
| JFK | Kingston | May 23 to May 31 | $465 |
| JFK | Kingston | May 23 to May 31 | $465 |
| EWR | Santo Domingo | May 24 to June 3 | $498 |
| JFK | Oranjestad | May 22 to May 24 | $540 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
meals are outrageously expensive , the locals are great!!!
Reviewed on May 16, 2026
Coral by the Sea Hotel
Yes
Reviewed on May 16, 2026
Breezes Resort Bahamas All Inclusive
Outdoor amenities are excellent. Staff is great. The rooms need upgrading. Bathroom is awkward. There was a problem with the ac and room floor was mostly wet during our stay. There should be late night snacks available after dinner closes or vending machines. There were no fridge in the room, needed ...
Reviewed on May 16, 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
Excellent place to stay!
Reviewed on May 16, 2026
Amsterdam Manor Beach Resort
Awesome location. Close to the beach. Close to the Super Store.
Reviewed on May 16, 2026
Divi Aruba Phoenix Beach Resort
Everything was good , they made my vacation Divi Phoenix, friendly helpful very good time
Reviewed on May 16, 2026
Eagle Aruba Resort
Great hotel and staff
Reviewed on May 12, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
Room was extremely cold, called front desk 2x
Reviewed on May 16, 2026
British Colonial - Nassau
Good base location. Pretty hotel lobby. Best part was the private beach. Nice little beach, with water pedal bikes you can borrow. Saw sea turtles and cool fish while on the bikes. the only complaint is that more chairs/umbrellas should be made available, even if for sale, we could never find any. ...
Reviewed on May 16, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
The location is good but the restaurant is poor
Reviewed on May 17, 2026
The Reef at Atlantis
I think the place is good but not great as it is a little dated.
Reviewed on May 17, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
La pasamos increíble . Mi único complain es que en el buffet q está frente a la pool los hombres no pueden pasar en camisas sin manguillos y las mujeres tienen que estar con un full cover up porque no Puedes entrar con el traje de baño de la parte de arriba al descubierto ósea necesitas un traje ...
Reviewed on May 17, 2026
Majestic Colonial Punta Cana - All Inclusive
Colonial closed, being renovated. Majestic just rebooked to elegance, never let us know to book elsewhere. Elegance is party place, loud music, ok food, and many staff don't care. Will never visit majestic again. We wanted colonial for kids.
Reviewed on May 16, 2026
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
I really liked being close to the beach. I didn't like having a view of a construction site from the balcony.
Reviewed on May 15, 2026
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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:
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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.