
$49 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $49 One Way, $98 Round Trip
$98 return flights and $49 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 | August 7 to August 11 | $426 |
| JFK | San Juan | August 7 to August 11 | $426 |
| JFK | Piarco | August 8 to August 15 | $560 |
| JFK | Kingston | August 9 to August 22 | $561 |
| JFK | Santiago de los Caballeros | August 9 to September 9 | $583 |
| JFK | Santiago de los Caballeros | August 9 to September 9 | $583 |
| EWR | Punta Cana | August 8 to August 12 | $620 |
| JFK | Santo Domingo | August 9 to September 3 | $627 |
| JFK | Santo Domingo | August 9 to September 3 | $627 |
| EWR | Montego Bay | August 9 to August 13 | $660 |
| JFK | Montego Bay | August 9 to August 14 | $748 |
| JFK | Nassau | August 8 to August 15 | $752 |
| JFK | Punta Cana | August 9 to August 13 | $868 |
| JFK | Oranjestad | August 9 to August 16 | $911 |
| EWR | Nassau | August 8 to August 15 | $939 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals

Comfort Suites Paradise Island

Coral by the Sea Hotel

Breezes Resort Bahamas All Inclusive
"Great pool and beach, would go again. Staff friendly"
Reviewed on Aug 2, 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

Divi Aruba Phoenix Beach Resort
"I was originally placed in a room I didn't book. A lower tier. They immediately rectified the situation and gave me a complimentary upgrade. All staff was super helpful throughout our stay. Loved that they provided floats as well. I will return."
Reviewed on Aug 2, 2026

Eagle Aruba Resort
Score Epic Caribbean Accommodation Deals

Hotel El Convento
"Best place and best location so walkable to everything. Highly recommend it so gorgeous and amazing staff."
Reviewed on Aug 1, 2026

British Colonial - Nassau
"Staff was amazing! Chef’s Colin and Felix delivered amazing dishes, and Hector was superb! We will be back soon for more great fun at the perfectly located property!"
Reviewed on Aug 2, 2026

Hotel Rumbao, a Tribute Portfolio Hotel
"Staff was very helpful and curteous!!!! I didn't like the pool it was very small and the hot tub did not have the jeters on not really a family pool. Other than that it was perfect"
Reviewed on Aug 2, 2026

The Reef at Atlantis
Family Friendly Hotels in Caribbean

Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Everything was perfect except the beach. So much seaweed we couldn’t use it at all"
Reviewed on Aug 2, 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
"I have stayed at Majestic Mirage many times and loved it. Majestic Elegance is different. They are not as attentive, the food isn’t as good, the gym isn’t great. Just go to Mirage! Casino employees were terrible and trying to fight out of paying money we won! Very upset with this experience."
Reviewed on Aug 2, 2026
Need a Car For After Your Flight?
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Caribbean
Traveling to Caribbean and need a cheap flight? Orbitz has great deals on flights to Caribbean right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.
Find Low Cost Flights to Caribbean Quickly and Hassle-Free
There are many Internet sites that promise cheap Caribbean flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Caribbean, book your lodging, and look up key attractions in Caribbean. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.
New Apps Make Booking Caribbean Flights Easier Than Ever
You no longer need to be sitting at your computer to find amazing Orbitz sales for flights to Caribbean now we offer cutting-edge mobile tools for many Android and iOS gadgets. These free apps allow you to run a search for discount air fare, look for special vacation packages, or check on your booked Caribbean flights from any location. Some special deals are only available for mobile customers, so be sure to take advantage of these free downloads today.
Orbitz Customers Are Truly #1
Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Caribbean or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Caribbean flights. When you need us, we’re here for you!
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.










