$66 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $66 One Way, $134 Round Trip
$134 return flights and $66 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 | San Juan | February 21 to February 26 | $200 |
| JFK | San Juan | February 21 to February 26 | $222 |
| EWR | Santo Domingo | February 22 to March 5 | $314 |
| EWR | Oranjestad | February 21 to February 28 | $371 |
| JFK | Oranjestad | February 21 to February 28 | $372 |
| JFK | Piarco | February 21 to February 28 | $377 |
| EWR | Nassau | February 22 to February 26 | $382 |
| JFK | Punta Cana | February 22 to February 24 | $415 |
| LGA | Santiago de los Caballeros | February 21 to February 28 | $424 |
| JFK | Nassau | February 21 to February 24 | $425 |
| EWR | Montego Bay | February 21 to February 25 | $430 |
| JFK | Santiago de los Caballeros | February 20 to March 8 | $450 |
| JFK | Santo Domingo | February 22 to February 26 | $462 |
| JFK | Montego Bay | February 21 to February 25 | $528 |
| JFK | Kingston | February 22 to February 26 | $610 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Staff were fantastic, highly recommend this hotel
Reviewed on Feb 13, 2026
Coral by the Sea Hotel
Is good
Reviewed on Feb 15, 2026
Breezes Resort Bahamas All Inclusive
Staff super friendly and clean room
Reviewed on Feb 17, 2026
Meridian Inn
My son books hotel for me all the time, love the property, the staff, and the island itself, I am from here and this is home for me.
Reviewed on Jan 30, 2026
Our Top Caribbean Apartment Hotels
Simpson Bay Resort, Marina & Spa
We will be back
Reviewed on Feb 10, 2026
Amsterdam Manor Beach Resort
Convenient cost efficient
Reviewed on Feb 13, 2026
Divi Aruba Phoenix Beach Resort
Room was nice clean but smaller than i believes it to be from the advertisement on Expedia
Reviewed on Jan 27, 2026
Eagle Aruba Resort
Great!
Reviewed on Feb 17, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
great place to stay right in old town nice views of the city and bay
Reviewed on Feb 11, 2026
British Colonial - Nassau
Clean room, great staff, and the property is right on the beach and close to everything in Nassau.
Reviewed on Feb 17, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
Good location if coming or going on a cruise. Hotel pool has no bar and is tiny. Overall was clean. Rooms were comfortable. I certainly wouldn’t classify it as a luxury hotel.
Reviewed on Feb 16, 2026
The Reef at Atlantis
Great service ,Hotel staff are friendly and helpful. Beautiful place to stay with family. Lots of kid friendly activities.
Reviewed on Feb 11, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
Nice hotel
Reviewed on Feb 12, 2026
Majestic Colonial Punta Cana - All Inclusive
Awesome!
Reviewed on Feb 17, 2026
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
Yes
Reviewed on Feb 17, 2026
Need a Car For After Your Flight?
Economy
Compact
Midsize
SUV
Caribbean
Get the absolute lowest prices on flights to Caribbean by shopping with Orbitz. Orbitz is the most efficient travel planner around, allowing you to search, compare and book discount domestic and international flights fast. With cutting-edge mobile tools and access to frequent flier rewards programs, we have everything you need for both your routine and holiday excursions.
Book Your Flight To Caribbean Using Your Mobile Device
New mobile app tools enable those with hand-held devices to scout out the best bargains and to secure tickets from any location. If you have an iPhone, iPad or Android device, you may take advantage of special discounts, only available to mobile device customers, when you book hotel rooms or car rentals on the same day as booking Caribbean flights.
Avoid Check-In Hassles When Traveling On Flights to Caribbean
Orbitz also provides an array of resources that can help you eliminate most check-in hassles. Detailed baggage information is continually available for Caribbean flights. Mobile apps can also be used to share travel itineraries with family members or business associates.
Keeping Everyone Up To Date
When you download the free Orbitz mobile phone app, you can get regular and free flight updates. These will keep you informed of important scheduling changes. Updates can even be sent to several contacts, helping to keep everyone current on anticipated arrival times and all other relevant flight details.
Orbitz makes traveling on a budget very easy to do. We provide everything you need to plan your ideal trip from start to finish. Getting there and back again is a snap when you book your Caribbean flight using Orbitz.
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.