$38 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $38 One Way, $76 Round Trip
$76 return flights and $38 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 | January 18 to January 24 | $192 |
| EWR | San Juan | January 18 to January 24 | $192 |
| JFK | San Juan | January 18 to January 23 | $251 |
| EWR | Santiago de los Caballeros | January 18 to January 31 | $310 |
| JFK | Santiago de los Caballeros | January 17 to January 22 | $312 |
| EWR | Santo Domingo | January 17 to January 24 | $323 |
| JFK | Santo Domingo | January 18 to January 24 | $329 |
| JFK | Punta Cana | January 18 to January 25 | $355 |
| JFK | Montego Bay | January 18 to January 31 | $363 |
| JFK | Montego Bay | January 18 to January 31 | $363 |
| EWR | Montego Bay | January 18 to January 22 | $370 |
| JFK | Oranjestad | January 18 to January 26 | $376 |
| JFK | Piarco | January 18 to January 20 | $410 |
| JFK | Piarco | January 18 to January 20 | $410 |
| EWR | Kingston | January 18 to January 29 | $428 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
The staff was awesome and friendly! Breakfast was great and fresh! Shower pressure needs work
Reviewed on Jan 8, 2026
Coral by the Sea Hotel
Clean,staff friendly
Reviewed on Jan 10, 2026
Breezes Resort Bahamas All Inclusive
.
Reviewed on Jan 5, 2026
Meridian Inn
great
Reviewed on Dec 31, 2025
Our Top Caribbean Apartment Hotels
Simpson Bay Resort, Marina & Spa
The cleaning crew were so nice and did a great job.
Reviewed on Jan 10, 2026
Amsterdam Manor Beach Resort
Great property right on the beach
Reviewed on Jan 4, 2026
Divi Aruba Phoenix Beach Resort
Rooms clean, staff was great!!
Reviewed on Dec 17, 2025
Eagle Aruba Resort
Enjoyed our short stay here. It's ok but there are better places on the island. The water slide in the pool was fun. Wish the music from the pool was not so loud--we could hear it in our room very loudly until later in the evening.
Reviewed on Jan 7, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
Spotless room. Happy hour.
Reviewed on Jan 7, 2026
British Colonial - Nassau
Excellent stay, clean, staff, amenities.
Reviewed on Jan 6, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
Great location
Reviewed on Jan 6, 2026
The Reef at Atlantis
Absolutely love staying at the reef . Staff was very friendly, very helpful. It wasn’t overwhelming with people. I love the privacy that it has as well as the beach area on this side . 10/10.
Reviewed on Jan 6, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
I was worried because I read a lot of bad reviews along with excellent reviews, but our stay was excellent! Good food, but need more variety. Very clean, but some smell of mold due to humidity. Staff mostly was nice and helpful. We would return!
Reviewed on Jan 11, 2026
Majestic Colonial Punta Cana - All Inclusive
Butler was excellent. Your name is.Bladimil
Reviewed on Jan 5, 2026
Dreams Rose Hall Resort & Spa - All Inclusive
Families like: Outdoor pools, free waterpark access, kids club, playground
Great
Reviewed on Jan 4, 2026
Majestic Elegance Punta Cana - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
Ismael, Juan Mendoza, Reyson, and Annamaria made this resort special. Do not let them go
Reviewed on Jan 6, 2026
Need a Car For After Your Flight?
Economy
Compact
Midsize
SUV
Caribbean
Snag some “suite” deals when you add cheap hotel rooms to Caribbean flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.
Budget Prices, Luxury Life
Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Caribbean.
Fun for All
While shopping Orbitz sales on Caribbean flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.
Non-Stop or Stop and Visit
Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Caribbean flights, you will always find the best air travel prices at Orbitz.
All in One
Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Caribbean. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.
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.