$129 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $129 One Way, $252 Round Trip
$252 return flights and $129 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 | May 31 to June 10 | $343 |
| JFK | Nassau | May 30 to June 3 | $369 |
| EWR | Punta Cana | May 31 to June 9 | $398 |
| JFK | Santo Domingo | May 31 to June 12 | $403 |
| JFK | Santo Domingo | May 31 to June 12 | $403 |
| EWR | Piarco | May 29 to June 2 | $404 |
| EWR | Nassau | May 31 to June 3 | $409 |
| JFK | Oranjestad | May 31 to June 4 | $409 |
| JFK | Oranjestad | May 31 to June 4 | $409 |
| JFK | Punta Cana | May 31 to June 4 | $410 |
| JFK | Santiago de los Caballeros | May 31 to June 19 | $410 |
| LGA | Kingston | May 29 to June 5 | $430 |
| EWR | Santiago de los Caballeros | May 29 to June 1 | $445 |
| JFK | Kingston | May 30 to June 6 | $457 |
| EWR | Santo Domingo | May 30 to June 14 | $499 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"Excellent séjour!! Hôtel très bien entretenu et convivial."
Reviewed on May 23, 2026
Coral by the Sea Hotel
"Nada"
Reviewed on May 22, 2026
Breezes Resort Bahamas All Inclusive
"We stayed here for our 30th anniversary and I was blown away by the staff and accommodations. The young man at the front desk greeted us by name every time he saw us. The food was delicious. The pool and beach were so relaxing. Can't wait to come back!"
Reviewed on May 21, 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
"The resort is beautiful and quiet. The beach is very small but it’s clean. The restaurants are good. The rooms could be clean better. Some of the staff makes you feel unwanted mainly the housekeeping staff. If the beach was bigger and some entertainment I would definitely return back to the ..."
Reviewed on May 21, 2026
Amsterdam Manor Beach Resort
"This place was a beauty! Directly across from the beach and a 2-minute car ride to an immaculate grocery store. The staff was amazing and the restaurant served the most delicious meals. I can't wait to come back!"
Reviewed on May 22, 2026
Divi Aruba Phoenix Beach Resort
"Great atmosphere and staff that were very accommodating."
Reviewed on May 22, 2026
Eagle Aruba Resort
"Great hotel and staff"
Reviewed on May 12, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
"El Convento is a wonderful boutique hotel filled with old world charm. The staff is friendly and accommodating. It’s a great spot to stay if you want to explore historic San Juan."
Reviewed on May 21, 2026
British Colonial - Nassau
"The hotel was very clean and staff was amazing. Only complaint is the beds were small. The room was advertised as sleeps 4 but the beds were twin maybe full size. Other than that the trip was great!!!"
Reviewed on May 22, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"The location is good but the restaurant is poor"
Reviewed on May 17, 2026
The Reef at Atlantis
"We came here for our honeymoon and it was wonderful. The staff was very friendly and helpful. Transportation to the the other resorts was easily accessible. Most places like the ocean, pools, aqua park and dolphin cay are within walking distance."
Reviewed on May 21, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Fue un viaje en pareja en vísperas de mi cumpleaños lo pasamos súper bien las comidas tenían buena calidad y con variedades de alimentos, el personal muy amable lo que no me gustó fue que por la página la habitación que pedía era superior y al llegar a la misma era de pésima calidad tuve que pagar ..."
Reviewed on May 23, 2026
Majestic Colonial Punta Cana - All Inclusive
"Overall it was a good stay..."
Reviewed on May 20, 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
"Todo estuvo por encima de mis expectativas. Hermoso lugar que volvere a visitar. Recomiendo al 100%"
Reviewed on May 22, 2026
Need a Car For After Your Flight?
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Caribbean
Why search for low cost fares on your flights to Caribbean when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:
Bargain Flights to Caribbean
Orbitz offers massive discounts and substantial last-minute savings on your Caribbean flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.
Cutting-Edge Mobile Tools to Keep You In The Know
Orbitz sends you free alerts and updates on your Caribbean flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.
Frequent Flyer Program Enrolment
Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Caribbean. When making your booking, reference your frequent flyer number to receive discounts in the future.
Outstanding Customer Service
Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Caribbean but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.
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.