$53 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $53 One Way, $146 Round Trip
$146 return flights and $53 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 | Oranjestad | November 8 to November 9 | $305 |
| JFK | San Juan | November 7 to November 13 | $331 |
| JFK | San Juan | November 7 to November 13 | $331 |
| JFK | Punta Cana | November 8 to November 13 | $345 |
| JFK | Montego Bay | November 8 to November 12 | $358 |
| LGA | Santo Domingo | November 7 to November 18 | $383 |
| EWR | Punta Cana | November 8 to November 20 | $395 |
| LGA | Nassau | November 8 to November 14 | $434 |
| EWR | Santo Domingo | November 8 to November 20 | $437 |
| EWR | Montego Bay | November 6 to November 9 | $442 |
| EWR | Santiago de los Caballeros | November 8 to November 13 | $450 |
| JFK | Santiago de los Caballeros | November 6 to November 17 | $459 |
| EWR | Nassau | November 7 to November 11 | $464 |
| JFK | Nassau | November 6 to November 12 | $478 |
| JFK | Piarco | November 8 to November 19 | $570 |
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
"Fantastic place to stay"
Reviewed on Oct 29, 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
"Only the villas are decent and renovated. The other rooms are run down. Roaches in the restaurant. Hot water intermittent. Staff overall not very helpful or caring, minus the property manager."
Reviewed on Oct 30, 2026
Amsterdam Manor Beach Resort
"The restaurants on the property Passion and Horizons were very Good had breakfast, lunch and dinner. Great menu and food was awesome. The bartenders Diego and Jose were great along with the rest of the bartenders. Very friendly staff."
Reviewed on Oct 28, 2026
Divi Aruba Phoenix Beach Resort
"Na"
Reviewed on Oct 30, 2026
Eagle Aruba Resort
"JD is a great server at the pool!"
Reviewed on Oct 30, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
"Rooms were"
Reviewed on Oct 30, 2026
British Colonial - Nassau
"Staff were great rooms are very small we paid for a queen size room but upgraded when we got there which usually they’ll do for free but charged us an extra 200.00 a night for a bigger room which wasn’t that much bigger. The food choices were very few and a lot of the restaurants closed at 4 or weren’t ..."
Reviewed on Oct 28, 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
"Everything was good"
Reviewed on Oct 30, 2026
Need a Car For After Your Flight?
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Caribbean
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Orbitz Offers Exceptional Customer Service
Orbitz understands that your travel plans may change. That’s why we make it simple to cancel your ticket for Caribbean flights if necessary. All you have to do is contact the Orbitz Customer Service department to adjust your travel plans after booking. When you’re ready book your trip, just do a fresh search for the perfect flights to Caribbean again.
Earn with Your Frequent Flyer Program and Orbitz
If you’re a member of a frequent flyer or airline loyalty program, you can keep earning points or miles while making your travel reservations for flights to Caribbean with Orbitz! Just enter your account number during the ticket booking process and your points will be added to your account every time you book with Orbitz.
Low Prices for Caribbean Flights
Orbitz has the scoop on cheap tickets and bargain airfare for flights to Caribbean. You can research the best flights for your trip and make your reservations all on our website with the confidence that you’re getting a great price.
Make Travel Plans at Your Convenience
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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.