$103 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $103 One Way, $205 Round Trip
$205 return flights and $103 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 | October 30 to November 12 | $307 |
| JFK | Punta Cana | October 31 to November 4 | $378 |
| JFK | Montego Bay | November 1 to November 5 | $382 |
| EWR | Montego Bay | November 1 to November 5 | $396 |
| JFK | San Juan | November 1 to November 11 | $411 |
| EWR | Santo Domingo | November 1 to November 16 | $420 |
| JFK | Oranjestad | October 31 to November 5 | $441 |
| JFK | Oranjestad | October 31 to November 5 | $441 |
| EWR | Piarco | October 30 to November 2 | $468 |
| EWR | Punta Cana | October 30 to November 5 | $469 |
| EWR | Nassau | October 31 to November 4 | $480 |
| JFK | Santiago de los Caballeros | October 31 to November 8 | $480 |
| JFK | Santiago de los Caballeros | October 31 to November 8 | $480 |
| JFK | Kingston | October 30 to November 6 | $557 |
| JFK | Piarco | October 30 to November 2 | $601 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"The breakfast is worth the trip."
Reviewed on Oct 25, 2026
Coral by the Sea Hotel
"Para estar en una mejor ubicación, El hotel está bastante antiguo y las mejoras no son las suficientes. El baño tenía la cortina sucia y bajo las camas había basura. Las sábanas estaban sucias. No le dan la limpieza adecuada. La fachada es de un hotel barato."
Reviewed on Oct 25, 2026
Breezes Resort Bahamas All Inclusive
"1000/10 recommend!! I had an amazing time here and I’ll definitely be back. I felt extremely safe and catered to as a solo female traveler. The staff were always friendly and helpful. They all have a warmth and sweetness to them that made me feel welcomed. The room was perfectly cleaned. I requested ..."
Reviewed on Oct 22, 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
"Amazing"
Reviewed on Oct 25, 2026
Amsterdam Manor Beach Resort
Divi Aruba Phoenix Beach Resort
Eagle Aruba Resort
"Quite outdated resort, rooms. No dishwasher, very basic kitchen not enough dishes if you are planning to make your own meals. Staff not very open or flexible for any of your requests such 30’ complementary extension for check out"
Reviewed on Oct 25, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
"10/10 experience"
Reviewed on Oct 25, 2026
British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel
"Excelente servicio y lugar! Todo muy organizado y limpio."
Reviewed on Oct 25, 2026
The Reef at Atlantis
"It was a bit pricy but amazing and worth it."
Reviewed on Oct 25, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Don’t stay very dirty room, dirty bathroom never clean they mirror food terrible"
Reviewed on Oct 25, 2026
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?
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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.