$105 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $105 One Way, $227 Round Trip
$227 return flights and $105 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 | June 20 to June 27 | $342 |
| JFK | Montego Bay | June 20 to June 24 | $364 |
| JFK | Oranjestad | June 19 to June 22 | $393 |
| JFK | Oranjestad | June 19 to June 22 | $393 |
| EWR | San Juan | June 21 to June 24 | $406 |
| EWR | Nassau | June 21 to June 25 | $424 |
| JFK | Punta Cana | June 21 to June 24 | $425 |
| EWR | Punta Cana | June 20 to June 27 | $425 |
| JFK | Santo Domingo | June 21 to June 27 | $458 |
| JFK | Santo Domingo | June 21 to June 27 | $458 |
| EWR | Santo Domingo | June 21 to June 25 | $466 |
| EWR | Santiago de los Caballeros | June 19 to June 28 | $496 |
| EWR | Kingston | June 21 to June 27 | $518 |
| JFK | Kingston | June 20 to July 8 | $528 |
| JFK | Piarco | June 21 to June 27 | $529 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"Awful, trash in room from people before us. Shower fixtures not working properly. One had a screw sticking out and grinding on the turn handle, the sound was awful. Breakfast was mediocre at best, everything tasted like cardboard and a few members had food poisoning from it. We only stayed one night ..."
Reviewed on Jun 16, 2026
Coral by the Sea Hotel
"Would stay here again!"
Reviewed on Jun 16, 2026
Breezes Resort Bahamas All Inclusive
"Clean good food good entertainment"
Reviewed on Jun 15, 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
"It’s an OK property, dated rooms and very inconvenient 10 am check out with a little or no flexibility."
Reviewed on Jun 17, 2026
Amsterdam Manor Beach Resort
"Love everything about this property. It was simple to check in. Very clean. “FREE PARKING”. Beachfront . The room is equipped with everything. Had a small kitchenette that was very useful. Highly recommend!!! Love it!!!"
Reviewed on Jun 15, 2026
Divi Aruba Phoenix Beach Resort
"Lo mejor experiencia"
Reviewed on Jun 16, 2026
Eagle Aruba Resort
"Overall the stay was good but not worth $2500 for premium king room. We got fresh towels here and there but the floors were never mopped and never got a new bath mat the whole time we were there so we used towels. The WiFi went out on a Monday and wasn’t back on until Thursday. Poole were nice and ..."
Reviewed on Jun 14, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
"An awesome experience! Thanks for the upgrade! Very charming and service oriented staff."
Reviewed on Jun 14, 2026
British Colonial - Nassau
"Amazingly amazing staffs, took care of me and my wife for our second honeymoon very very very well! 20/10"
Reviewed on Jun 16, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"We arrived at the hotel early and staff checked us in which was amazing since we could change and start our day early. Location is perfect close to restaurants and Castillo de Cristobal. We paid extra for hotel breakfast and really enjoyed their omelette and variety of options. Definitely recommend ..."
Reviewed on Jun 16, 2026
The Reef at Atlantis
"Had a great time at Atlantis Paradise island with a large group of family and friends. 27 of us had a great time! Staff was caring and helpful. Facility is great and you have to do the Lazy River at the water park. Beaches are pristine and the water so soft. Food was amazing at every restaurant."
Reviewed on Jun 16, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Todo funcionó de forma fluida y correcta el servicio expertacular se lo recomiendo a cuarquier tipo de turistas"
Reviewed on Jun 16, 2026
Majestic Colonial Punta Cana - All Inclusive
"Terrible food and place needed to be upgraded"
Reviewed on Jun 9, 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
"My stay at Majestic Elegance Punta Cana was absolutely fantastic! From the moment we arrived until the day we left, everything exceeded our expectations. The resort was beautiful, clean, and very well maintained. The food was excellent, with plenty of delicious options to choose from every day. The ..."
Reviewed on Jun 16, 2026
Need a Car For After Your Flight?
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Caribbean
Reach your destination without breaking your budget by booking your flights to Caribbean using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.
Get Discount Rates On Your Caribbean Flight
Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Caribbean flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.
Make Orbitz Your Official Travel Planner
Orbitz can be used for much more than comparing and booking a discount flight to Caribbean. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.
Build A Comprehensive Travel Itinerary
In addition to booking a low cost flight to Caribbean, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.
Using Orbitz to secure your Caribbean flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.
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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.