$104 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $104 One Way, $194 Round Trip
$194 return flights and $104 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 | Oranjestad | October 25 to October 28 | $380 |
| EWR | Oranjestad | October 25 to October 28 | $380 |
| JFK | Santo Domingo | October 25 to November 14 | $382 |
| JFK | San Juan | October 24 to October 31 | $384 |
| EWR | San Juan | October 25 to October 29 | $389 |
| EWR | Montego Bay | October 24 to October 27 | $390 |
| EWR | Nassau | October 24 to October 28 | $394 |
| JFK | Oranjestad | October 24 to October 31 | $406 |
| JFK | Nassau | October 24 to October 30 | $412 |
| EWR | Punta Cana | October 25 to November 1 | $433 |
| JFK | Santiago de los Caballeros | October 24 to November 3 | $455 |
| EWR | Kingston | October 24 to October 27 | $487 |
| EWR | Santiago de los Caballeros | October 25 to October 31 | $495 |
| JFK | Montego Bay | October 23 to October 30 | $522 |
| JFK | Kingston | October 25 to November 21 | $545 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"I stayed for 10 days and my room was cleaned and stacked daily. Breakfast was exceptional. All the staffs and other attendants were very courteous and respectful. I will recommend the Comfort Suites to anyone."
Reviewed on Oct 15, 2026
Coral by the Sea Hotel
"Dead bug and roach in bathroom"
Reviewed on Oct 17, 2026
Breezes Resort Bahamas All Inclusive
"*rooms were cleaned and cleaned well daily *staff was helpful, not rude, but not overly kind either. *food was okay. Plenty of choices with a decent amount of vegetarian options. * drinks are biggest complaint. No decaf coffee. Witnessed the watering down of their juice. Alcohol seemed watered down ..."
Reviewed on Oct 15, 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
Amsterdam Manor Beach Resort
"One word… Perfection!!! Location, beach, room, the food, the vibes. A short walk to the grocery store and La Cabana next door has a convenience store/gift shop as well. The entire staff is incredible. We loved everyone, but Jennifer had our hearts from the get go. We will definitely stay here next ..."
Reviewed on Oct 17, 2026
Divi Aruba Phoenix Beach Resort
Eagle Aruba Resort
"This was the perfect resort for us. We loved everything about it! Clean, staff was so wonderful, and a perfect location to Eagle Beach."
Reviewed on Oct 16, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
British Colonial - Nassau
"The housekeeper Amy was excellent. Nice and polite. If asked for anything from Amy it's was grant. Excellent person. Ashlee from front desk was soo nice and polite. When she saw us always said hello. That's meant alot"
Reviewed on Oct 16, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"The hotel was very nice and it was convenient since you were able to find a lot of local restaurants. The only think is the pool was too small."
Reviewed on Oct 16, 2026
The Reef at Atlantis
"Everyone so helpful"
Reviewed on Oct 16, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Worse experience"
Reviewed on Oct 16, 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
"Great staff, very clean resort, The stall were awsome. Will be back soon."
Reviewed on Oct 17, 2026
Need a Car For After Your Flight?
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Compact
Midsize
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Caribbean
Snag some “suite” deals when you add cheap hotel rooms to Caribbean flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.
Budget Prices, Luxury Life
Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Caribbean.
Fun for All
While shopping Orbitz sales on Caribbean flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.
Non-Stop or Stop and Visit
Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Caribbean flights, you will always find the best air travel prices at Orbitz.
All in One
Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Caribbean. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.
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.