$124 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $124 One Way, $272 Round Trip
$272 return flights and $124 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 31 to June 4 | $297 |
| JFK | Montego Bay | May 30 to June 3 | $340 |
| JFK | Montego Bay | May 30 to June 3 | $340 |
| EWR | Oranjestad | May 30 to June 13 | $380 |
| EWR | Punta Cana | May 31 to June 6 | $391 |
| JFK | Punta Cana | May 31 to June 4 | $403 |
| EWR | Santo Domingo | May 31 to June 12 | $403 |
| JFK | Santiago de los Caballeros | May 31 to June 5 | $403 |
| JFK | Santiago de los Caballeros | May 31 to June 5 | $403 |
| EWR | Piarco | May 29 to June 1 | $404 |
| EWR | San Juan | May 31 to June 4 | $426 |
| LGA | Kingston | May 29 to June 5 | $430 |
| JFK | Oranjestad | May 31 to June 7 | $435 |
| JFK | Kingston | May 30 to June 2 | $450 |
| EWR | Nassau | May 31 to June 6 | $483 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"!"
Reviewed on May 24, 2026
Coral by the Sea Hotel
"It’s very old and outdated"
Reviewed on May 24, 2026
Breezes Resort Bahamas All Inclusive
"Beautiful property"
Reviewed on May 23, 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
"We booked "ocean front" upon arrival we were put in a marina room, which we considered bay and ocean view"
Reviewed on May 24, 2026
Amsterdam Manor Beach Resort
"Great staff. Jennifer was great."
Reviewed on May 24, 2026
Divi Aruba Phoenix Beach Resort
"A great stay at Divi Phoenix again. Staff as always are amazing and friendly. We did lose power for 12 hours on Monday from Midnight to Tuesday midday which while the power issue meant no AC during the night (wasn’t terrible), the lack of lighting and even worse NO WATER was a challenge and despite ..."
Reviewed on May 24, 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
"This was a great place to relax!"
Reviewed on May 24, 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
"Great Resort to stay at. So much to do and lots of restaurants."
Reviewed on May 24, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Todo bello y bueno. Únicamente que el personal no está tan atento en"
Reviewed on May 24, 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
"The best hotel I’ve stayed in around the Punta Cana/ Bávaro area!"
Reviewed on May 24, 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.