$39 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $39 One Way, $93 Round Trip
$93 return flights and $39 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 | Montego Bay | July 4 to July 8 | $367 |
| JFK | Montego Bay | July 4 to July 8 | $367 |
| JFK | San Juan | July 4 to July 6 | $377 |
| JFK | Nassau | July 5 to July 11 | $405 |
| LGA | Oranjestad | July 3 to July 10 | $407 |
| EWR | Nassau | July 5 to July 9 | $418 |
| EWR | San Juan | July 4 to July 6 | $425 |
| JFK | Oranjestad | July 3 to July 5 | $427 |
| JFK | Punta Cana | July 4 to July 9 | $436 |
| EWR | Kingston | July 4 to July 11 | $457 |
| EWR | Santo Domingo | July 5 to July 11 | $476 |
| JFK | Santo Domingo | July 5 to July 16 | $534 |
| JFK | Santiago de los Caballeros | July 4 to July 14 | $537 |
| JFK | Santiago de los Caballeros | July 4 to July 14 | $537 |
| JFK | Kingston | July 5 to July 9 | $555 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"The pool bar and restaurant were very nice. The free access to Atlantis Resort right next door is a great bonus."
Reviewed on Jun 26, 2026
Coral by the Sea Hotel
"Grateful we didn't have bet bugs that all i will say"
Reviewed on Jun 26, 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
"Thos was my 3rd stay in 3 years. The beach restaurant staff was great...super friendly. The food and service at Replay kept us coming back. Beautiful weather and beaches...Can't wait until next summer to return."
Reviewed on Jun 26, 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
"It was a good experience. No complaints"
Reviewed on Jun 26, 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
"It's a beautiful, historical hotel. It was a pleasure to stay in it. Highly recommend."
Reviewed on Jun 23, 2026
British Colonial - Nassau
"They need to improve in customer service"
Reviewed on Jun 26, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"Excellent location"
Reviewed on Jun 26, 2026
The Reef at Atlantis
"Great place !!!!"
Reviewed on Jun 26, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"I stayed here with a large family group to celebrate our engagement, and it was a highly frustrating experience. Right from the start, check-in took forever. My fiancé and I had to change rooms three times; the first was dirty with broken items, the second was covered in black mold, and the third ..."
Reviewed on Jun 26, 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
"Clean room staff very professional the bar pool staff wore excellent"
Reviewed on Jun 26, 2026
Need a Car For After Your Flight?
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Caribbean
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First-Timers
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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.