$109 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $109 One Way, $241 Round Trip
$241 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* |
|---|---|---|---|
| JFK | Montego Bay | October 25 to October 30 | $378 |
| EWR | San Juan | October 25 to October 30 | $383 |
| EWR | San Juan | October 25 to October 30 | $383 |
| JFK | Santo Domingo | October 25 to November 14 | $387 |
| EWR | Nassau | October 23 to October 26 | $399 |
| EWR | Oranjestad | October 25 to October 31 | $408 |
| JFK | Oranjestad | October 23 to October 29 | $441 |
| JFK | San Juan | October 25 to November 1 | $443 |
| EWR | Santo Domingo | October 23 to November 2 | $467 |
| EWR | Punta Cana | October 25 to October 30 | $470 |
| JFK | Nassau | October 24 to October 28 | $481 |
| JFK | Punta Cana | October 24 to November 1 | $490 |
| EWR | Kingston | October 24 to October 28 | $531 |
| JFK | Kingston | October 25 to November 2 | $563 |
| JFK | Piarco | October 23 to October 28 | $655 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"In general it was a good experience, although breakfast menus was behind expectations and needs more variety of items."
Reviewed on Oct 19, 2026
Coral by the Sea Hotel
Breezes Resort Bahamas All Inclusive
"We were there during the down season so the pool bar was closed for renovation. Loved the peace and quiet, not many guests there. Food was really good overall and changed up each night. We only ate at the buffet and found that sufficient. Beach was beautiful, taxi’s were expensive though. We felt ..."
Reviewed on Oct 18, 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
"It was great"
Reviewed on Oct 19, 2026
Amsterdam Manor Beach Resort
"My family stayed at the penthouse and we are glad we chose here. The entire idea was a relaxed, no pressure vacation. We had planned no specific items, except lounging in the sea. Amazingly helpful staff who helped us book couple of activities when we felt the need to so something more. Took care ..."
Reviewed on Oct 17, 2026
Divi Aruba Phoenix Beach Resort
Eagle Aruba Resort
"This was the perfect resort for us. We loved everything about it! Clean, staff was so wonderful, and a perfect location to Eagle Beach."
Reviewed on Oct 16, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
"Stunning property. Would love more towels and toilet paper, but very friendly and responsive staff"
Reviewed on Oct 19, 2026
British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel
"The hotel itself is a little dated but the rooms are well presented and the room amenities were upgraded and overall great! Staff is super helpful amd friendly."
Reviewed on Oct 19, 2026
The Reef at Atlantis
"We enjoyed our stay. The property is expansive, beautiful, and well maintained. The dining options were very limited (many of the restaurants were closed). Our room was great. It was surprising how great the kitchen in our room was equipped."
Reviewed on Oct 17, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"Buena variedad de comida y buenas facilidades"
Reviewed on Oct 18, 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
"Family friendly. Beautiful environment."
Reviewed on Oct 18, 2026
Need a Car For After Your Flight?
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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.