$97 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $97 One Way, $272 Round Trip
$272 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 | July 3 to July 7 | $357 |
| EWR | San Juan | July 4 to July 8 | $357 |
| JFK | San Juan | July 3 to July 7 | $357 |
| JFK | Oranjestad | July 4 to July 9 | $392 |
| JFK | Oranjestad | July 4 to July 9 | $392 |
| LGA | Nassau | July 5 to July 10 | $398 |
| EWR | Montego Bay | July 4 to July 7 | $417 |
| JFK | Nassau | July 5 to July 10 | $423 |
| JFK | Punta Cana | July 4 to July 8 | $463 |
| JFK | Santiago de los Caballeros | July 4 to July 6 | $495 |
| JFK | Santiago de los Caballeros | July 4 to July 6 | $495 |
| JFK | Santo Domingo | July 4 to July 31 | $500 |
| JFK | Piarco | July 3 to July 14 | $508 |
| EWR | Nassau | July 5 to July 10 | $528 |
| JFK | Kingston | July 5 to July 12 | $560 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"Lovely staff. Great for short, relaxing stays"
Reviewed on Jun 28, 2026
Coral by the Sea Hotel
"Necesitan arreglar las luces de los pasillos"
Reviewed on Jun 28, 2026
Breezes Resort Bahamas All Inclusive
"A"
Reviewed on Jun 24, 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
"Location was great, felt safe and on site restaurants were awesome"
Reviewed on Jun 28, 2026
Amsterdam Manor Beach Resort
"Beautiful beach, huge room one bedroom with a full kitchen, wonderful staff, walking distance to the super market. 10 out of 10! Will definitely be back again!"
Reviewed on Jun 24, 2026
Divi Aruba Phoenix Beach Resort
"We absolutely LOVED our stay at Divi Phoenix Resort! From the moment we arrived, everything exceeded our expectations. The resort never felt overcrowded, which made it so relaxing and peaceful. We stayed in an oceanfront studio on the 11th floor, and the views were absolutely breathtaking! The room ..."
Reviewed on Jun 27, 2026
Eagle Aruba Resort
"Check in was great with Charlyn! Unfortunately we had asked for rooms to be closer to each other months ahead of time due to traveling with family and they didn’t do that. We had plenty of rooms unoccupied next to us. They told us they couldn’t do that because we didn’t have the same kind of room, ..."
Reviewed on Jun 23, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
"I had a wonderful stay at this hotel. From the moment we arrived, the staff made us feel welcome. George was especially helpful, and the front desk team was always polite, accommodating, and professional. We were celebrating my best friend’s birthday, and the hotel surprised her with a bottle of ..."
Reviewed on Jun 28, 2026
British Colonial - Nassau
"Service is lacking"
Reviewed on Jun 28, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"La vista y la atención"
Reviewed on Jun 28, 2026
The Reef at Atlantis
"Excellent in all respects."
Reviewed on Jun 28, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Staff is so bad and everyone has an attitude. Room had no door and had cockroaches food is past due and bad"
Reviewed on Jun 28, 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
"Todo excelente"
Reviewed on Jun 28, 2026
Need a Car For After Your Flight?
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Caribbean
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Ports and Play
Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Caribbean and Caribbean flights. Get more bang for your travel buck at Orbitz.
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.