$109 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $109 One Way, $315 Round Trip
$315 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* |
|---|---|---|---|
| EWR | San Juan | September 27 to October 10 | $332 |
| EWR | San Juan | September 27 to October 10 | $332 |
| EWR | Nassau | September 25 to September 27 | $368 |
| EWR | Nassau | September 25 to September 27 | $368 |
| JFK | Nassau | September 27 to October 4 | $395 |
| EWR | Montego Bay | September 25 to September 27 | $410 |
| EWR | Montego Bay | September 25 to September 27 | $410 |
| JFK | Montego Bay | September 27 to October 3 | $478 |
| JFK | Santo Domingo | September 27 to October 3 | $481 |
| JFK | Santo Domingo | September 27 to October 3 | $481 |
| JFK | San Juan | September 25 to September 29 | $481 |
| JFK | Santiago de los Caballeros | September 25 to October 5 | $519 |
| JFK | Santiago de los Caballeros | September 25 to October 5 | $519 |
| JFK | Punta Cana | September 27 to September 30 | $569 |
| EWR | Piarco | September 25 to September 29 | $593 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"My family and I had a wonderful stay at Comfort Suites Paradise Island. The room was clean, spacious, and comfortable, and the staff were friendly and welcoming. We enjoyed the breakfast and the overall atmosphere of the hotel. The location was also very convenient for our family. We had a great ..."
Reviewed on Sep 21, 2026
Coral by the Sea Hotel
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
Amsterdam Manor Beach Resort
Divi Aruba Phoenix Beach Resort
"was very happy with Divi. would stay again"
Reviewed on Sep 21, 2026
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
"The room looked out to the bay. It’s was clean and quite modern for a historic site. The staff were friendly, professional and very helpful. Cocktail hour was fabulous. Sitting on the patio with the cathedral right across and a"
Reviewed on Sep 18, 2026
British Colonial - Nassau
"Great location, clean room and nice staffs. Restaurant and food was good, they serve a lot of food, so when order ready to eat. T"
Reviewed on Sep 21, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
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
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.