Question 1

How much is the cheapest flight to Caribbean?

Accepted Answer

Your next vacation doesn't have to make a huge dent in your budget. During the last seven days, the cheapest roundtrip flight to Caribbean cost $183. Find a cheap ticket and spend the money you save on cool experiences. This price was available on Travelocity for flights to Caribbean departing within the next year. Prices and availability are subject to change. Additional terms apply.

Question 2

Which airlines fly to Caribbean?

Accepted Answer

Pack your bags and jet off with any of the 15 airlines that fly to Caribbean. Make a booking with popular air carrier, Sunrise Airways. It has approximately 43 flights per month to Santo Domingo, Caribbean's premier city, so finding a fare that suits should be a snap.

Question 3

What is the cheapest month to fly to Caribbean?

Accepted Answer

Spend more money on great adventures rather than airfares by zipping off to Caribbean in January. This is the best-priced month to jet out to this place according to Travelocity's direct return flight demand from January to December last year. Browse through our range of flights and enjoy a change of scenery without emptying your bank account.

Question 4

How can I check my flight status to Caribbean?

Accepted Answer

Check for updates on your flight to Caribbean, make changes and much more from our "Trips" customer portal. Found at the top right of our homepage, it's your gateway to viewing your bookings. Just log in or open an account in seconds. Savvy wanderers can also take advantage of the Travelocity app. You'll get real-time trip updates, along with the ability to book hotels, rental cars and activities while you're on the go. If you have friends or family flying with you, it's also a quick way to share travel info with each other.

Question 5

How do I find the best deals on flights to Caribbean?

Accepted Answer

It's always good to book ahead of schedule, and if possible, avoid traveling during the busy tourist season. Another great way to save is by hitting the "Flexible dates" box at the top of the page after searching for your flights. This will show you ticket prices for nearby days. In the last seven days, the lowest price for a return flight to Caribbean was $183. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Question 6

Why should I book my flight to Caribbean with Travelocity?

Accepted Answer

Pack your case and get set to take off with Travelocity. It's our job to find you fantastic deals on cheap flights to Caribbean. Whether you want flexible airfares with plenty of wiggle room or cheap family flights on budget carriers, we've got what you need.

Question 7

How much is a flight to Caribbean on average?

Accepted Answer

Plane tickets for roundtrip flights to Caribbean cost between $183 and $707 in the last seven days. The moment you find an incredible deal, lock it in and get ready to set off on the getaway of your dreams with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Question 8

What can I expect on a flight to Caribbean?

Accepted Answer

The duration of your flight and whether you're flying with a full-service or low-priced airline play a major role. If you're searching for long-haul flights to Caribbean, drinks, food and entertainment will often be included. Want cheap flights for family vacations? You'll save with budget carriers. These airlines usually don't have as many inclusions, so be prepared to pay for food and drinks.

Origin	Destination	Travel Dates	Flights From*
EWR	San Juan	January 6 to January 12	$183
EWR	San Juan	January 6 to January 12	$183
JFK	San Juan	December 2 to December 3	$190
JFK	Santiago de los Caballeros	November 21 to November 24	$298
JFK	Santiago de los Caballeros	November 21 to November 24	$298
JFK	Nassau	December 7 to December 11	$300
JFK	Santo Domingo	November 22 to November 25	$312
JFK	Santo Domingo	November 22 to November 25	$312
EWR	Santiago de los Caballeros	November 16 to November 24	$318
EWR	Santo Domingo	January 31 to February 10	$332
JFK	Montego Bay	November 15 to November 19	$346
EWR	Kingston	November 28 to December 5	$403
JFK	Piarco	November 15 to November 26	$435
JFK	Piarco	November 15 to November 26	$435
JFK	Kingston	January 26 to February 5	$499

Origin	Destination	Travel Dates	Flights From*
EWR	Montego Bay	November 7 to November 11	$360
JFK	Santo Domingo	November 7 to December 4	$393
EWR	San Juan	November 6 to November 11	$417
EWR	Santiago de los Caballeros	November 6 to November 21	$450
EWR	Santiago de los Caballeros	November 6 to November 21	$450
JFK	Santiago de los Caballeros	November 6 to November 14	$454
LGA	Nassau	November 7 to November 8	$462
EWR	Nassau	November 8 to November 13	$469
JFK	Oranjestad	November 6 to November 9	$499
EWR	Kingston	November 7 to November 9	$539
EWR	Kingston	November 7 to November 9	$539
EWR	Oranjestad	November 8 to November 11	$562
JFK	Piarco	November 8 to November 15	$565
EWR	Piarco	November 8 to January 15	$693
JFK	Kingston	November 8 to November 12	$707

Cheap Flights to Caribbean from $98 (2026/2027)

Travelers

Jet to one of Caribbean's top cities

Punta Cana

San Juan

Montego Bay

St. Thomas

Nassau

Providenciales

How Much Does it Cost To Fly To Caribbean?

Best Caribbean Flight and Hotel Packages

Isla Verde Beachfront Retreat With Parking

Nov 1 - Nov 4

Philadelphia (PHL) to San Juan (SJU)

San Juan (SJU) to Philadelphia (PHL)

Sunset at the Palms Resort - Adults Only - All Inclusive

Jan 8 - Jan 13

Atlanta (ATL) to Montego Bay (MBJ)

Montego Bay (MBJ) to Atlanta (ATL)

Ocean Eden Bay - Adults Only - All inclusive

Jan 8 - Jan 13

Atlanta (ATL) to Montego Bay (MBJ)

Montego Bay (MBJ) to Atlanta (ATL)

Travelers ❤️ These Caribbean 🏨

Hotel El Convento

British Colonial - Nassau

Hotel Rumbao, a Tribute Portfolio Hotel

The Reef at Atlantis

More Ways To Wander Caribbean

Frequently asked questions