$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 | Santo Domingo | January 17 to January 23 | $327 |
| EWR | Santo Domingo | January 17 to January 23 | $327 |
| JFK | Santiago de los Caballeros | January 18 to January 31 | $329 |
| JFK | Santiago de los Caballeros | January 18 to January 31 | $329 |
| EWR | Oranjestad | January 18 to January 22 | $333 |
| EWR | Montego Bay | January 18 to January 23 | $338 |
| EWR | Punta Cana | January 18 to January 22 | $344 |
| EWR | Santiago de los Caballeros | January 18 to January 25 | $349 |
| EWR | Nassau | January 17 to January 19 | $371 |
| JFK | Montego Bay | January 17 to January 31 | $374 |
| JFK | Piarco | January 18 to February 15 | $397 |
| JFK | Piarco | January 18 to February 15 | $397 |
| JFK | Punta Cana | January 17 to January 19 | $401 |
| EWR | Kingston | January 18 to January 22 | $424 |
| JFK | Kingston | January 16 to January 23 | $552 |
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?
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Caribbean
End your search for discount fares on flights to Caribbean. Orbitz has all the best prices on Caribbean flights. With Orbitz, you can expect:
Cheap Deals on Flights to Caribbean
We offer big discounts and last-minute savings on Caribbean flights. We make it easy for you to research, plan, and book your flight to Caribbean — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.
Travel Convenience on the Go
Get alerts, updates, or book your Caribbean flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Caribbean flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Caribbean flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.
Great Customer Care
We want to make your travel booking experience smooth and easy, from planning and researching Caribbean flights to the actual booking. If you want to cancel your flight to Caribbean, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.
Miles or Points Toward Frequent Flyer Programs
Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Caribbean with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.
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.