
$114 Cheap flights to Caribbean
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
Top places to visit in Caribbean
Cheap flights to Caribbean from $114 One Way, $252 Round Trip
$252 return flights and $114 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 | June 14 to June 23 | $307 |
| JFK | San Juan | June 14 to June 23 | $307 |
| EWR | San Juan | June 14 to June 18 | $352 |
| LGA | Piarco | June 13 to June 16 | $361 |
| EWR | Oranjestad | June 14 to June 19 | $369 |
| JFK | Oranjestad | June 12 to June 14 | $373 |
| JFK | Nassau | June 14 to June 19 | $380 |
| JFK | Montego Bay | June 13 to June 20 | $388 |
| JFK | Montego Bay | June 13 to June 20 | $388 |
| JFK | Santo Domingo | June 14 to June 17 | $413 |
| JFK | Santo Domingo | June 14 to June 17 | $413 |
| JFK | Santiago de los Caballeros | June 13 to June 15 | $461 |
| JFK | Santiago de los Caballeros | June 13 to June 15 | $461 |
| JFK | Punta Cana | June 13 to June 16 | $486 |
| JFK | Piarco | June 13 to June 18 | $498 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals

Comfort Suites Paradise Island
"The staff was so polite and helpful. I was so very impressed with the accommodations. I will be returning"
Reviewed on Jun 7, 2026

Coral by the Sea Hotel
"Loved it!"
Reviewed on Jun 7, 2026

Breezes Resort Bahamas All Inclusive
"It’s out dated"
Reviewed on Jun 7, 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
"This is a beautiful property. We will be back."
Reviewed on Jun 5, 2026

Amsterdam Manor Beach Resort
"If you are looking for a relaxing, non-hectic vacation on a calmer side of Aruba, this is the perfect spot. It wasn’t crowded at all during our stay, which made the whole experience feel incredibly peaceful The Location & Beach Access: The ease of access to Eagle Beach is absolutely unbeatable. You ..."
Reviewed on Jun 7, 2026

Divi Aruba Phoenix Beach Resort
"Great place to stay. Just don't book through Exp Site They are not responsive to deal with and keep blocking this post."
Reviewed on Jun 5, 2026

Eagle Aruba Resort
"Overall experience was great. The cleaning staff need to clean the rooms better it was hair all around the bathroom and bedroom, the towels and wash clothes wasn’t clean they had strains and hair on them. The bathroom shower was dirty walls and around the bottom of the shower was nasty. The WiFi ..."
Reviewed on Jun 7, 2026
Score Epic Caribbean Accommodation Deals

Hotel El Convento
"Perfect location right in Old San Juan! Although small, we enjoyed the rooftop pool. Would stay here again!"
Reviewed on Jun 7, 2026

British Colonial - Nassau
"The staff was very cheerful and helpful throughout our stay. Great location near downtown."
Reviewed on Jun 7, 2026

Hotel Rumbao, a Tribute Portfolio Hotel
"Todo estubo bueno"
Reviewed on Jun 6, 2026

The Reef at Atlantis
Family Friendly Hotels in Caribbean

Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Propiedad muy bonita , no obstante el Buffet estaba muy limitado"
Reviewed on Jun 7, 2026

Majestic Colonial Punta Cana - All Inclusive
"Property was very clean and well taken care of would stay here again"
Reviewed on Jun 2, 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
"Nothing special. We were assigned to a room on third floor and the elevator was not working for 2 days."
Reviewed on Jun 7, 2026
Need a Car For After Your Flight?
Economy

Compact

Midsize

SUV

Caribbean
End your search for discount fares on flights to Caribbean. Orbitz has all the best prices on Caribbean flights. With Orbitz, you can expect:
Cheap Deals on Flights to Caribbean
We offer big discounts and last-minute savings on Caribbean flights. We make it easy for you to research, plan, and book your flight to Caribbean — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.
Travel Convenience on the Go
Get alerts, updates, or book your Caribbean flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Caribbean flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Caribbean flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.
Great Customer Care
We want to make your travel booking experience smooth and easy, from planning and researching Caribbean flights to the actual booking. If you want to cancel your flight to Caribbean, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.
Miles or Points Toward Frequent Flyer Programs
Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Caribbean with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.
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.








