$58 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 $58 One Way, $104 Round Trip
$104 return flights and $58 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* |
|---|---|---|---|
| EWR | Nassau | September 5 to September 10 | $428 |
| FLL | Montego Bay | September 6 to September 10 | $429 |
| EWR | Oranjestad | September 6 to September 10 | $440 |
| MIA | West End | September 5 to September 8 | $464 |
| EWR | San Juan | September 6 to September 14 | $480 |
| JFK | Oranjestad | September 5 to September 11 | $483 |
| JFK | San Juan | September 5 to September 12 | $486 |
| JFK | Nassau | September 6 to September 19 | $498 |
| EWR | Santiago de los Caballeros | September 5 to October 10 | $531 |
| JFK | Montego Bay | September 6 to September 13 | $593 |
| EWR | Montego Bay | September 5 to September 9 | $620 |
| JFK | Kingston | September 6 to September 11 | $639 |
| EWR | Santo Domingo | September 6 to September 12 | $687 |
| JFK | Piarco | September 5 to September 8 | $690 |
| EWR | Kingston | September 6 to September 8 | $699 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"Would stay again. Always recommend to others"
Reviewed on Sep 3, 2026
Coral by the Sea Hotel
"Su localización fue lo más que me gusto y que tiene estacionamiento. Gracias"
Reviewed on Sep 1, 2026
Breezes Resort Bahamas All Inclusive
"The only part of the checkin that was welcoming was the juice that we were given. The rep at the counter was not friendly. The room was ok, bed was comfortable. The floor was very slippery from mopping and stayed that way for several hours. The resort was maybe 10-15% capacity so other rooms had ..."
Reviewed on Sep 2, 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
"Everything was wonderful! However, I did not like that a part of the resort"
Reviewed on Sep 2, 2026
Amsterdam Manor Beach Resort
"Room very clean beach amazing loved it all"
Reviewed on Sep 2, 2026
Divi Aruba Phoenix Beach Resort
"When we first checked in and went to our room…It wasn’t the room we booked. They tried to tell us it was the same. So, we booked a One bedroom beach tower room. They wanted to place us in a One bedroom studio. Not enough room in the studio for the cot that we needed for our children. Thankfully, ..."
Reviewed on Sep 1, 2026
Eagle Aruba Resort
"I like the very cold AC and the beach being very close. The bus is also very close to get around Aruba. To get an umbrella on the beach is a problem if you're not on the beach by 8:30 am. They should not allow guests to reserve umbrella with towels on chairs."
Reviewed on Sep 2, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
British Colonial - Nassau
"We love the British Colonial the staff are amazing and so personable. They make sure you are taken care of from the restaurants,bars and house keeping. Highly recommend"
Reviewed on Sep 2, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"Muy lindo y céntrico lo único que se cobran impuesto extras por día"
Reviewed on Sep 1, 2026
The Reef at Atlantis
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Muy mal servicio"
Reviewed on Sep 3, 2026
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
Majestic Elegance Punta Cana - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
Need a Car For After Your Flight?
Economy
Compact
Midsize
SUV
Caribbean
Finding cheap flights to Caribbean is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Caribbean flights, but we also include some special extras to make booking a breeze. Just check out our:
Mobile Site and Apps
With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Caribbean through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Caribbean—even on the same day.
Pick and Choose or Book Full Vacation Packages
Don’t just be satisfied with great deals on Caribbean flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.
Rewards That Are Miles Better
Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Caribbean with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.
Great Deals Every Day
Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.
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.