$97 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $97 One Way, $227 Round Trip
$227 return flights and $97 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 27 to July 1 | $377 |
| JFK | Nassau | June 26 to June 29 | $393 |
| LGA | Oranjestad | June 26 to June 29 | $408 |
| JFK | Oranjestad | June 27 to July 4 | $430 |
| JFK | Montego Bay | June 27 to July 5 | $475 |
| JFK | Montego Bay | June 27 to July 5 | $475 |
| EWR | Punta Cana | June 26 to June 28 | $508 |
| EWR | Santo Domingo | June 27 to June 29 | $512 |
| JFK | Santo Domingo | June 26 to July 12 | $514 |
| JFK | Santiago de los Caballeros | June 26 to June 28 | $553 |
| EWR | Oranjestad | June 27 to July 3 | $554 |
| EWR | Santiago de los Caballeros | June 27 to July 3 | $629 |
| EWR | Montego Bay | June 28 to July 3 | $631 |
| JFK | Kingston | June 27 to July 23 | $631 |
| JFK | West End | June 26 to June 27 | $3,021 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"Friendly staff"
Reviewed on Jun 20, 2026
Coral by the Sea Hotel
"Nice for and in and out"
Reviewed on Jun 20, 2026
Breezes Resort Bahamas All Inclusive
"The resort was decent, food was good and the beaches were stunning. Bahamas is awful, from the rip off taxis, to being harassed by vendors in Nassau, at the Fort, on the beach and Arawak Cay. We stayed there 20 years ago and the island has transformed into one gouging tourist trap. With so many other ..."
Reviewed on Jun 19, 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 property is huge and situated in a lovely area right on the bay. The only thing that is frustrating is how long and slow the check in process is. Both times I’ve stayed, I had to sit in the lobby waiting for multiple people to verify that the room was ready. Seems like they really ought to have ..."
Reviewed on Jun 20, 2026
Amsterdam Manor Beach Resort
"Right at Eagle beach, very spacious, clean, and friendly staff! Sunset dining at Passions was amazing."
Reviewed on Jun 18, 2026
Divi Aruba Phoenix Beach Resort
"I liked how close the beach was to the resort"
Reviewed on Jun 18, 2026
Eagle Aruba Resort
"El hotel en general esta limpio las habitaciones, la alberca. Es un hotel muy tranquilo. Lo que es la atencion al cliente es muy deficiente sobre todo en los dos restaurant que hay. Las personas que trabajan ahi son muy poco atentas, les pides algo y nunca te lo traen."
Reviewed on Jun 20, 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
"They charge a $50/day resort fee that I was unaware of until we arrived. Did a poor job re-stocking coffee/tea daily. EVERYTHING in there is really overpriced- restaurants, cafe, gift shop, you name it"
Reviewed on Jun 19, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"Location! Location! Location! Perfect to jump right into the Old San Juan historic district. Lots of restaurants and fun bars nearby. The hotel itself is superb with a staff from entering the hotel to the restaurant within hotel. Beautiful, opulent experience. I would definitely recommend anyone ..."
Reviewed on Jun 19, 2026
The Reef at Atlantis
"when we checked into our room we did not get the ocean view we paid for. our room was dirty and had mold all over in the bathrooms. carpet smelled and the room smelled like mold, the staff was very rude they did not want to change our room. they lied by telling us to come back the next day and they ..."
Reviewed on Jun 19, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"It's a very beautiful resort and too big, the restaurants are very good and their services."
Reviewed on Jun 20, 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
"⭐⭐⭐⭐⭐ Amazing Stay at Majestic Elegance Resort! We had an absolutely wonderful experience at Majestic Elegance Resort. From the moment we arrived, the staff made us feel welcomed, valued, and completely at home. The resort is beautiful, the food was excellent, and the overall atmosphere was perfect ..."
Reviewed on Jun 19, 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.