
$109 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $109 One Way, $260 Round Trip
$260 return flights and $109 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 | Nassau | September 20 to October 1 | $356 |
| EWR | San Juan | September 19 to September 23 | $357 |
| JFK | San Juan | September 19 to September 22 | $357 |
| EWR | Montego Bay | September 19 to September 27 | $456 |
| JFK | Santiago de los Caballeros | September 20 to October 19 | $469 |
| JFK | Santiago de los Caballeros | September 20 to October 19 | $469 |
| EWR | Santiago de los Caballeros | September 19 to October 6 | $507 |
| JFK | Oranjestad | September 20 to September 30 | $530 |
| JFK | Kingston | September 20 to October 5 | $550 |
| JFK | Kingston | September 20 to October 5 | $550 |
| JFK | Punta Cana | September 20 to September 25 | $579 |
| JFK | Santo Domingo | September 19 to September 27 | $580 |
| EWR | Kingston | September 18 to September 21 | $594 |
| EWR | Oranjestad | September 18 to September 25 | $618 |
| EWR | Nassau | September 19 to September 22 | $636 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals

Comfort Suites Paradise Island

Coral by the Sea Hotel

Breezes Resort Bahamas All Inclusive
"Very nice pool and beach access. Disappointed in the meals. The 3 restaurants that are offered are only offered on certain nights. You have 1 choice of restaurant per night. The buffet breakfast is fantastic and the lunch is good also. Rooms are outdated but who stays in their room while in the Bahamas? ..."
Reviewed on Sep 12, 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
"Highly recommend!"
Reviewed on Sep 10, 2026

Divi Aruba Phoenix Beach Resort

Eagle Aruba Resort
Score Epic Caribbean Accommodation Deals

Hotel El Convento

British Colonial - Nassau
"Hotel was excellent. We enjoyed our stay so much. Beautiful hotel and great location if you like being downtown. The private beach was relaxing and the restaurant/bar was delightful"
Reviewed on Sep 12, 2026

Hotel Rumbao, a Tribute Portfolio Hotel
"Wonderful experience at Hotel Rumbao! It was nice to have a good hotel for the night before we got on our cruise ship!!"
Reviewed on Sep 12, 2026

The Reef at Atlantis
Family Friendly Hotels in Caribbean

Barceló Bávaro Palace - All Inclusive

Majestic Colonial Punta Cana - All Inclusive

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

The Royal at Atlantis
Families like: Outdoor pools, free waterpark access, kids club, playground
Need a Car For After Your Flight?
Economy

Compact

Midsize

SUV

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.











