$44 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $44 One Way, $106 Round Trip
$106 return flights and $44 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 | February 1 to February 6 | $121 |
| EWR | San Juan | January 31 to February 4 | $162 |
| EWR | Punta Cana | February 1 to February 4 | $289 |
| EWR | Punta Cana | February 1 to February 4 | $289 |
| EWR | Oranjestad | January 31 to February 7 | $301 |
| EWR | Santiago de los Caballeros | February 1 to February 7 | $316 |
| JFK | Santiago de los Caballeros | February 1 to February 7 | $323 |
| EWR | Montego Bay | February 1 to February 5 | $324 |
| JFK | Santo Domingo | January 30 to February 7 | $398 |
| JFK | Nassau | January 31 to February 3 | $417 |
| EWR | Nassau | January 31 to February 3 | $417 |
| JFK | West End | February 1 to February 3 | $419 |
| JFK | West End | February 1 to February 3 | $419 |
| EWR | Kingston | January 31 to February 6 | $443 |
| JFK | Kingston | January 31 to February 5 | $511 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Excellent stay at Comfort Suites Paradise Island! Our family stayed in connecting rooms 593 and 595. Clean, comfortable rooms and friendly staff—especially Vernita and Evaquiline. Perfect location just a short walk to the beach, shopping, and Atlantis. Loved the free Atlantis access for our entire ...
Reviewed on Jan 19, 2026
Coral by the Sea Hotel
Nice place with friendly staff 1 night only.
Reviewed on Jan 23, 2026
Breezes Resort Bahamas All Inclusive
The staff was amazing. They were always, i mean always, pleasa t and fun. The room waa cleaned daily and the food was amazing. We always have a great time when we stay at the Breezes. Special shout out to Keshia. She kept our room spotless. Jerilee from the pool bar kepy us entertained. was so much ...
Reviewed on Jan 23, 2026
Meridian Inn
great
Reviewed on Dec 31, 2025
Our Top Caribbean Apartment Hotels
Simpson Bay Resort, Marina & Spa
We never did the breakfast, but we did order a room service pizza couple times which was more affordable than eating at the restaurants nearby. It would be nice if there was music around the pool room service was great. Our rooms were clean zero complaints on that. The roads around the property definitely ...
Reviewed on Jan 19, 2026
Amsterdam Manor Beach Resort
Rooms are clean. Staff is very helpful. My family had a great time.
Reviewed on Jan 19, 2026
Divi Aruba Phoenix Beach Resort
Clean room Quiet location
Reviewed on Jan 25, 2026
Eagle Aruba Resort
WAS JUST WHAT I NEEDED THANY YOU
Reviewed on Jan 20, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
Beautiful and serene stay
Reviewed on Jan 24, 2026
British Colonial - Nassau
Beautiful classic property in the right location. A great alternative to the resorts with dozens of restaurants that make you feel like you could be literally anywhere. That’s not us.
Reviewed on Jan 22, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
The restaurant area was not very clean. And the staff is not very nice behind the desk, but it was a good location.
Reviewed on Jan 23, 2026
The Reef at Atlantis
Staff is always friendly and accommodating
Reviewed on Jan 17, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
Room was spotless ,food great at all venues ,staff really good to deal with , overall everything really good I would go back again
Reviewed on Jan 24, 2026
Majestic Colonial Punta Cana - All Inclusive
Really enjoyed the large room sizes and the fact you can get room service if needed. Be prepared to walk far as the rooms layout are very long along the pool all the way to ocean with food options on either end. The food selection was diverse and we enjoyed it. Love how people don’t reserve lounge ...
Reviewed on Jan 24, 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
Had a great time! Staff was super attentive and friendly and lots of good food options
Reviewed on Jan 24, 2026
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Caribbean
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Low Prices for Caribbean Flights
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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.