$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 12 to September 15 | $337 |
| JFK | San Juan | September 12 to September 15 | $337 |
| EWR | Nassau | September 11 to September 14 | $380 |
| EWR | San Juan | September 12 to October 11 | $382 |
| EWR | Montego Bay | September 11 to September 18 | $410 |
| JFK | Nassau | September 12 to September 21 | $449 |
| LGA | Oranjestad | September 12 to October 3 | $470 |
| JFK | Santiago de los Caballeros | September 13 to October 9 | $470 |
| JFK | Santiago de los Caballeros | September 13 to October 9 | $470 |
| LGA | Punta Cana | September 11 to September 19 | $478 |
| EWR | Santo Domingo | September 12 to September 21 | $495 |
| JFK | Santo Domingo | September 11 to September 25 | $517 |
| JFK | Montego Bay | September 11 to September 15 | $572 |
| JFK | Piarco | September 13 to September 20 | $590 |
| JFK | Punta Cana | September 11 to September 14 | $785 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Coral by the Sea Hotel
"Su localización fue lo más que me gusto y que tiene estacionamiento. Gracias"
Reviewed on Sep 1, 2026
Breezes Resort Bahamas All Inclusive
"Great hotel and friendly staff."
Reviewed on Sep 4, 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
"I went to St. Maarten with my kids for a week and we absolutely loved this resort. I booked a two bedroom suite and received two units with fully equipped kitchens which we loved. The beds were comfortable. Housekeeping came everyday and did a great job with cleaning and restocking. The resort is ..."
Reviewed on Sep 4, 2026
Amsterdam Manor Beach Resort
"The room was big beautiful and spotless. It had everything we needed from dish soap and sponges to an entire clothes rack for our bathing suits, etc. the grounds were gorgeous, pool was perfect, location excellent. Beach is also beautiful. Service at passions was a bit slow but that is my only tiny ..."
Reviewed on Sep 4, 2026
Divi Aruba Phoenix Beach Resort
Eagle Aruba Resort
Score Epic Caribbean Accommodation Deals
Hotel El Convento
British Colonial - Nassau
"Great stay at British Colonial. Perfect location for downtown Nassau. So many options for dining and shopping within walking distance. Lovely swimming pool and private beach. Highly recommend."
Reviewed on Sep 4, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"Great"
Reviewed on Sep 4, 2026
The Reef at Atlantis
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"The property is great and staff. The entertainment needs improvement as almost no music by adult side pool only for like an hour for the day. There is no swim up bar by the adult pool which is needed."
Reviewed on Sep 4, 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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Compact
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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.