$109 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $109 One Way, $252 Round Trip
$252 return flights and $109 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 | September 6 to September 14 | $317 |
| EWR | Montego Bay | September 6 to September 10 | $410 |
| EWR | Nassau | September 6 to September 12 | $413 |
| JFK | Nassau | September 6 to September 19 | $451 |
| LGA | Punta Cana | September 6 to September 11 | $458 |
| EWR | Piarco | September 4 to September 7 | $513 |
| EWR | Piarco | September 4 to September 7 | $513 |
| JFK | Santo Domingo | September 5 to October 3 | $533 |
| JFK | Santo Domingo | September 5 to October 3 | $533 |
| JFK | Piarco | September 6 to September 19 | $570 |
| JFK | Montego Bay | September 5 to September 12 | $571 |
| JFK | Santiago de los Caballeros | September 5 to September 19 | $593 |
| JFK | Kingston | September 6 to September 10 | $624 |
| JFK | Punta Cana | September 6 to September 12 | $667 |
| JFK | Oranjestad | September 5 to September 11 | $750 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"Clean rooms. Delicious food and friendly staff"
Reviewed on Aug 30, 2026
Coral by the Sea Hotel
"No vayas aquí !! El cuarto estaba sucio el aire acondicionado no funcionaba, habia un agujero por donde entraban las conecciones del aire que dejaba entrar el aire caliente de afuera, fue una noche fatal, casi no sabia agua y creo que hay sequia en la isla pero comuicar la falta de agua a los huespedes ..."
Reviewed on Aug 31, 2026
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
"The location of our room was amazing."
Reviewed on Aug 31, 2026
Amsterdam Manor Beach Resort
"Best employee Patrick at front desk went out of his way to help us"
Reviewed on Aug 30, 2026
Divi Aruba Phoenix Beach Resort
"Very clean. Great location. Awesome amenities. Swim up bar and restaurants were fantastic."
Reviewed on Aug 31, 2026
Eagle Aruba Resort
"Loved the pools and the short walk to Eagle beach !"
Reviewed on Aug 29, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
"They should clean the building next door to improve the view."
Reviewed on Aug 31, 2026
British Colonial - Nassau
"Clean room, great staff"
Reviewed on Aug 30, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"The staff was super nice and helpful. I am definitely staying at Rumbao again."
Reviewed on Aug 30, 2026
The Reef at Atlantis
"Atlantis is simply amazing. We just love everything about the place. You are guaranteed a worry free vacation."
Reviewed on Aug 30, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Excelente"
Reviewed on Aug 31, 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
"This was my first time visiting the Dominican Republic, and our stay at Majestic Elegance Punta Cana was nothing short of fantastic. From the moment we arrived, we were greeted with amazing hospitality and excellent service. The staff even upgraded our stay with complimentary Elegance Club access, ..."
Reviewed on Aug 31, 2026
Need a Car For After Your Flight?
Economy
Compact
Midsize
SUV
Caribbean
Finding cheap flights to Caribbean is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Caribbean flights, but we also include some special extras to make booking a breeze. Just check out our:
Mobile Site and Apps
With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Caribbean through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Caribbean—even on the same day.
Pick and Choose or Book Full Vacation Packages
Don’t just be satisfied with great deals on Caribbean flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.
Rewards That Are Miles Better
Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Caribbean with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.
Great Deals Every Day
Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.
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.