$102 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $102 One Way, $199 Round Trip
$199 return flights and $102 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 | October 31 to November 13 | $375 |
| EWR | Punta Cana | October 31 to November 4 | $378 |
| EWR | San Juan | October 31 to November 3 | $388 |
| EWR | Montego Bay | November 1 to November 5 | $396 |
| LGA | Santo Domingo | October 30 to November 7 | $408 |
| JFK | Oranjestad | October 30 to November 21 | $414 |
| JFK | Santiago de los Caballeros | October 31 to November 23 | $444 |
| EWR | Piarco | October 30 to November 2 | $468 |
| EWR | Piarco | October 30 to November 2 | $468 |
| EWR | Santiago de los Caballeros | November 1 to November 10 | $470 |
| EWR | Nassau | October 31 to November 4 | $472 |
| EWR | Santo Domingo | October 30 to November 9 | $512 |
| EWR | Kingston | October 31 to November 2 | $514 |
| JFK | Piarco | October 30 to November 2 | $546 |
| JFK | Kingston | October 30 to November 2 | $573 |
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
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
"Great location, close to the strip and the beach"
Reviewed on Oct 26, 2026
Amsterdam Manor Beach Resort
"Room was clean, shower area has no door, need towels to soak up splash, bed is kind of hard, pillows are too soft, washroom sink tap handles need repair as hard to open, construction of some kind going on"
Reviewed on Oct 27, 2026
Divi Aruba Phoenix Beach Resort
"Accommodations were great, lots of options for food and drink, beach is right outside and exactly what you’re looking for, not too crowded"
Reviewed on Oct 28, 2026
Eagle Aruba Resort
"Simple, not fancy but very FUNCTIONAL. Staff was polite and helpful, room was clean and useful, restocked with towels daily. Lobby staff knowledgeable and available. ⭐⭐⭐⭐⭐"
Reviewed on Oct 26, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel
"This hotel is very well located. Maintained cleaned and safe. Breakfast was great and staff was so nice. Loved the view and walking the streets."
Reviewed on Oct 27, 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
"Everything was greate"
Reviewed on Oct 28, 2026
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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.