Cheap flights to Caribbean
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Top places to visit in Caribbean
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Nassau | September 27 to October 4 | $360 |
| EWR | Nassau | September 27 to October 4 | $360 |
| JFK | Nassau | September 27 to October 4 | $411 |
| JFK | San Juan | September 26 to September 30 | $471 |
| JFK | San Juan | September 26 to September 30 | $471 |
| JFK | Oranjestad | September 25 to September 28 | $492 |
| JFK | Santiago de los Caballeros | September 27 to October 6 | $504 |
| LGA | Santiago de los Caballeros | September 27 to October 6 | $504 |
| JFK | Montego Bay | September 26 to September 29 | $519 |
| LGA | Santo Domingo | September 26 to September 30 | $519 |
| JFK | Santo Domingo | September 25 to September 29 | $526 |
| EWR | Santiago de los Caballeros | September 25 to October 14 | $541 |
| EWR | Santo Domingo | September 26 to October 19 | $551 |
| EWR | Piarco | September 27 to October 6 | $564 |
| JFK | Piarco | September 25 to September 29 | $600 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"G"
Reviewed on Sep 23, 2026
Coral by the Sea Hotel
"Esta aceptable"
Reviewed on Sep 23, 2026
Breezes Resort Bahamas All Inclusive
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
"The beach and the views from our room was amazing! The beach has clear calm water. It was a fantastic time!"
Reviewed on Sep 23, 2026
Amsterdam Manor Beach Resort
"Close enough we could catch the bus to just about anywhere we wanted to go, yet we could return to a quiet peaceful evening and watch sunsets from our balcony. Staff was amazing, helpful and so friendly. We are looking forward to staying again on next vacation."
Reviewed on Sep 23, 2026
Divi Aruba Phoenix Beach Resort
Eagle Aruba Resort
"Rooms are big! Pools are well maintained and the staff are so very friendly especially Ashton always ready to assist!"
Reviewed on Sep 21, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
British Colonial - Nassau
"I loved my stay here, staff is very friendly and everyone makes u feel safe and comfortable."
Reviewed on Sep 24, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"I love this property. Right by the water. You get so see the cruise ships coming in and out of old San Juan. The hotel has a great restaurant inside. Area is very quiet a night which was a plus."
Reviewed on Sep 23, 2026
The Reef at Atlantis
"It was excellent"
Reviewed on Sep 23, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"water had a little odor due to algae but overall a great experience"
Reviewed on Sep 23, 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
The Royal at Atlantis
Families like: Outdoor pools, free waterpark access, kids club, playground
"Room is clean, kids had an amazing time"
Reviewed on Sep 23, 2026
Need a Car For After Your Flight?
Economy
Compact
Midsize
SUV
Caribbean
Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Caribbean or any other low fare domestic or international air travel.
Innovative Orbitz Tools for the Trip Planner on the Move
Now it is even faster to find exclusive deals and book cheap Caribbean flights from any location with our new Orbitz apps. These cutting-edge mobile tools are available free to anyone with an Android device, iPad, or iPhone. Look up Caribbean's most popular attractions, best restaurants, and entertainment venues or check on your flights to Caribbean and make changes to your itinerary while waiting in line for your latte.
Stay on Budget, Earn Miles with Bargain Caribbean Flights
You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Caribbean. That means you can rack up money-saving points and miles for future use while saving money now.
We Are Just a Phone Call Away If You Need Us
Booking, changing, or canceling your Caribbean flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Caribbean to your mobile phone or email.
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.