
$114 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $114 One Way, $153 Round Trip
$153 return flights and $114 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* |
|---|---|---|---|
| FLL | San Juan | September 6 to September 10 | $153 |
| JFK | Nassau | September 6 to September 19 | $451 |
| BOS | San Juan | September 6 to September 20 | $451 |
| EWR | Oranjestad | September 6 to September 13 | $488 |
| BOS | Santo Domingo | September 6 to September 20 | $488 |
| JFK | San Juan | September 5 to September 13 | $515 |
| JFK | Santo Domingo | September 5 to October 3 | $533 |
| EWR | Kingston | September 6 to September 10 | $558 |
| JFK | Montego Bay | September 5 to September 12 | $571 |
| EWR | Santiago de los Caballeros | September 6 to September 27 | $599 |
| JFK | Santiago de los Caballeros | September 6 to September 18 | $610 |
| JFK | Kingston | September 6 to September 10 | $624 |
| EWR | Santo Domingo | September 5 to September 10 | $627 |
| JFK | Punta Cana | September 6 to September 12 | $667 |
| JFK | Oranjestad | September 6 to September 13 | $740 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals

Comfort Suites Paradise Island
"Very helpful staff there good experience…"
Reviewed on Aug 31, 2026

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
"We had an excellent stay. Everyone is extremely friendly and the property is great. Our only complaint is that we checked in on a Monday to leave on a Sunday (the property operates on a Saturday-Saturday or Sunday-Sunday schedule) and we were told with very little notice that we needed to vacate ..."
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

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
"The stay was OK. I went with my 11-year-old son. It wasn’t too much to do on the resort but they did have activities in the area that you had to pay for the prices in the area was way too high and I’m from New York so be aware it’s better to stay at a all-inclusive because you’re saving much more ..."
Reviewed on Aug 31, 2026

Hotel Rumbao, a Tribute Portfolio Hotel
"The staff was very friendly and informative. The room was scpacious with a beautiful view of San Juan!!! Wish I could have stayed here another night!!"
Reviewed on Aug 31, 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 itself is very clean and has a beautiful, large pool. However, the pool is losing a lot of tiles and definitely needs some maintenance. Unfortunately, we were not able to enjoy the beach because of the large amount of sargassum. The biggest disappointment was the food and service. Most ..."
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
"It was great"
Reviewed on Aug 31, 2026
Need a Car For After Your Flight?
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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.









