$123 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $123 One Way, $252 Round Trip
$252 return flights and $123 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 | July 18 to August 1 | $367 |
| EWR | San Juan | July 18 to July 23 | $412 |
| JFK | Oranjestad | July 18 to July 21 | $413 |
| JFK | Piarco | July 17 to July 22 | $595 |
| LGA | Montego Bay | July 18 to July 25 | $609 |
| EWR | Montego Bay | July 18 to July 25 | $614 |
| LGA | Punta Cana | July 18 to July 21 | $620 |
| JFK | Santiago de los Caballeros | July 19 to July 23 | $623 |
| JFK | Montego Bay | July 19 to July 25 | $645 |
| JFK | Santo Domingo | July 18 to July 21 | $658 |
| JFK | Santo Domingo | July 18 to July 21 | $658 |
| JFK | Punta Cana | July 18 to July 23 | $688 |
| EWR | Santo Domingo | July 19 to July 31 | $707 |
| EWR | Santiago de los Caballeros | July 18 to August 3 | $764 |
| EWR | Kingston | July 18 to August 10 | $778 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"The bathroom need to be updated"
Reviewed on Jul 15, 2026
Coral by the Sea Hotel
Breezes Resort Bahamas All Inclusive
"Was an amazing resort. Food was incredible and the staff were so nice. They really made it feel like home. It was very clean as well and right on the beach with a big pool and swim up bar. The only reason I didn’t make it 5 stars was because I was told the resort was 14 and up only. I work with kids ..."
Reviewed on Jul 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
Amsterdam Manor Beach Resort
Divi Aruba Phoenix Beach Resort
"Great!"
Reviewed on Jul 16, 2026
Eagle Aruba Resort
"Staffs services front dest or by the pool not friendly. Room service : she does the bed and gave cleaned towels only. Doesn’t pick up others things or clean up the room. Disappointed!"
Reviewed on Jul 15, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
"Central location walkable to local attractions, clean rooms with ac and attentive and friendly staff"
Reviewed on Jul 15, 2026
British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel
"Our stay was only for one day however the experience was nice. Hotel is modern, with aesthetically pleasing artwork. I believe his name is Brian at the front desk was very nice. Overall hotel experience was great. Would stay again."
Reviewed on Jul 14, 2026
The Reef at Atlantis
"Beautiful property. Staff friendly. Easy shuttle to visit all the hotels . Highly recommend."
Reviewed on Jul 15, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Stomachw empry"
Reviewed on Jul 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
"Excellent very clean very friendly staff"
Reviewed on Jul 16, 2026
Need a Car For After Your Flight?
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Caribbean
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The Complete Package
Orbitz makes it stress-free to book Caribbean flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Caribbean, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.
Low Price Guarantee
Booking your Caribbean flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.
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.