
$81 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $81 One Way, $142 Round Trip
$142 return flights and $81 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 | May 16 to May 23 | $373 |
| JFK | San Juan | May 16 to May 23 | $373 |
| EWR | Santo Domingo | May 17 to June 5 | $398 |
| LGA | Piarco | May 15 to May 18 | $404 |
| EWR | Oranjestad | May 17 to May 23 | $420 |
| JFK | Oranjestad | May 15 to May 19 | $420 |
| LGA | Montego Bay | May 15 to May 18 | $424 |
| JFK | Santo Domingo | May 16 to May 23 | $438 |
| JFK | Santiago de los Caballeros | May 16 to May 26 | $443 |
| JFK | Kingston | May 16 to May 23 | $464 |
| JFK | Kingston | May 16 to May 23 | $464 |
| JFK | Montego Bay | May 16 to May 20 | $538 |
| EWR | Nassau | May 15 to May 19 | $540 |
| EWR | San Juan | May 17 to May 22 | $556 |
| JFK | Punta Cana | May 16 to June 15 | $574 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals

Comfort Suites Paradise Island
Our room was dated. The telephone didn’t work. The safe didn’t work. One light on left side of the bed was away from the wall. Curtains worn. Two items were reported the day we arrived but never fixed.
Reviewed on May 8, 2026

Coral by the Sea Hotel
The hotel is near everything so that’s the good thing but the hotel is not well maintained, property is old and dirty. Although, housekeeping is full of nice ladies willing to help you. Rooms are not soundproofed, you can hear airplanes are day long and more at night.
Reviewed on May 9, 2026

Breezes Resort Bahamas All Inclusive
Breezes exceeded everything we hoped for in our resort vacation. The staff was extremely friendly and helpful and always with a smile. The food and drinks were very good. We ate at Martinos and the Garden of Eden restaurants. Both were 5 star. And the poolside grill was also a daily favorite. All ...
Reviewed on May 9, 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
Great location. Well maintained grounds. Friendly staff.
Reviewed on May 9, 2026

Amsterdam Manor Beach Resort
We absolutely love this place. It will be our go to every time we come. Food was great beach was awesome! People are amazing! Highly recommended if you just want to chill and relax. $12 cab ride to the high rise area if you want to party!
Reviewed on May 9, 2026

Divi Aruba Phoenix Beach Resort
Wonderful place! Can't wait to we go back❤️
Reviewed on May 7, 2026

Eagle Aruba Resort
Absolutely
Reviewed on May 6, 2026
Score Epic Caribbean Accommodation Deals

Hotel El Convento
very courteous and helpful staff. Beautiful property right in the heart of old town.
Reviewed on May 6, 2026

British Colonial - Nassau
Everything was good
Reviewed on May 8, 2026

Hotel Rumbao, a Tribute Portfolio Hotel
Menu was fresh
Reviewed on May 5, 2026

The Reef at Atlantis
.
Reviewed on May 8, 2026
Family Friendly Hotels in Caribbean

Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
I’ve visited this resort 4 times. And I absolutely love it.
Reviewed on May 8, 2026

Majestic Colonial Punta Cana - All Inclusive
The staff was really kind. VIP area was also very nice! I enjoyed my stay and I would definitely come back. The beach area was also at a really good point on the island which was gorgeous.
Reviewed on May 1, 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
Rooms were always kept clean and the service was exceptional
Reviewed on May 9, 2026
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Caribbean
Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Caribbean or any other low fare domestic or international air travel.
Innovative Orbitz Tools for the Trip Planner on the Move
Now it is even faster to find exclusive deals and book cheap Caribbean flights from any location with our new Orbitz apps. These cutting-edge mobile tools are available free to anyone with an Android device, iPad, or iPhone. Look up Caribbean's most popular attractions, best restaurants, and entertainment venues or check on your flights to Caribbean and make changes to your itinerary while waiting in line for your latte.
Stay on Budget, Earn Miles with Bargain Caribbean Flights
You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Caribbean. That means you can rack up money-saving points and miles for future use while saving money now.
We Are Just a Phone Call Away If You Need Us
Booking, changing, or canceling your Caribbean flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Caribbean to your mobile phone or email.
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.









