$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 21 to June 28 | $352 |
| JFK | San Juan | June 21 to June 28 | $352 |
| JFK | Oranjestad | June 20 to June 22 | $383 |
| JFK | Oranjestad | June 20 to June 22 | $383 |
| JFK | Montego Bay | June 20 to July 31 | $393 |
| LGA | Nassau | June 21 to June 26 | $424 |
| JFK | Punta Cana | June 21 to June 24 | $425 |
| EWR | Punta Cana | June 20 to June 27 | $425 |
| EWR | Nassau | June 21 to June 24 | $449 |
| JFK | Santiago de los Caballeros | June 20 to June 27 | $471 |
| EWR | San Juan | June 21 to June 28 | $491 |
| EWR | Santo Domingo | June 20 to June 27 | $503 |
| JFK | Kingston | June 20 to June 21 | $520 |
| JFK | Kingston | June 20 to June 21 | $520 |
| JFK | Nassau | June 21 to June 26 | $555 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"I highly recommend for families wanting to experience the Atlantis resort amenities without wanting or able to pay the Atlantis resort hotel costs. The hotel is just a short walk to all the activities that are available on paradise island."
Reviewed on Jun 18, 2026
Coral by the Sea Hotel
"Beside not having water at certain time mynstsy was good.. I was hardly in the room and the beach was so close and wonderful places to eat at"
Reviewed on Jun 18, 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
"Staff was poor at beach bar. Ignored customers same at breakfast. Had to beg for coffee refill. Steak house service was excellent. Isaiah was 5 star only good thing there"
Reviewed on Jun 18, 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
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Reviewed on Jun 17, 2026
Eagle Aruba Resort
"I would 100% stay here again."
Reviewed on Jun 18, 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
"This was a great location. Close to everything that you might need for downtown. My only feedback is that we called the front desk a few times, they were friendly but not helpful. We asked for change , they only had for a $20. We asked about water activities in the area and they also could. It ..."
Reviewed on Jun 18, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"Todo muy bueno"
Reviewed on Jun 18, 2026
The Reef at Atlantis
"1st was told there were no upgrades available, then was kinda of given one but was not by my family like requested. We were one of the 1st to check in for that day. Rooms are not really clean. There was hair all over from pr previous guess. The room needed some maintenance. Refrigerator is in a cupboard, ..."
Reviewed on Jun 18, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Beautiful resort, beautiful beaches, good food and lots to do."
Reviewed on Jun 18, 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
"The staff were amazing the resort was spotless everything was amazing"
Reviewed on Jun 18, 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.