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 $288. 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 November. 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 $288. 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 $288 and $681 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	October 21 to October 22	$288
JFK	Nassau	November 7 to November 13	$306
JFK	Nassau	November 7 to November 13	$306
JFK	Oranjestad	October 29 to November 2	$315
JFK	San Juan	October 27 to November 3	$317
JFK	Santo Domingo	October 19 to October 22	$320
EWR	Punta Cana	November 28 to December 4	$340
JFK	Santiago de los Caballeros	January 12 to January 26	$340
EWR	Montego Bay	December 4 to December 7	$345
JFK	Montego Bay	October 26 to November 4	$358
JFK	Punta Cana	December 2 to December 9	$375
EWR	Santo Domingo	November 10 to November 15	$376
EWR	Kingston	November 28 to December 3	$409
JFK	Kingston	November 4 to November 13	$463
EWR	Piarco	October 22 to November 5	$468

Origin	Destination	Travel Dates	Flights From*
EWR	San Juan	October 11 to October 17	$358
EWR	San Juan	October 11 to October 17	$358
JFK	Santo Domingo	October 11 to November 12	$402
JFK	Santo Domingo	October 11 to November 12	$402
JFK	Santiago de los Caballeros	October 9 to October 23	$473
EWR	Punta Cana	October 11 to October 18	$497
EWR	Punta Cana	October 11 to October 18	$497
EWR	Nassau	October 11 to October 14	$500
EWR	Nassau	October 11 to October 14	$500
JFK	Piarco	October 9 to October 21	$541
JFK	Oranjestad	October 11 to October 13	$603
EWR	Montego Bay	October 10 to October 17	$608
JFK	Kingston	October 11 to November 25	$651
JFK	Kingston	October 11 to November 25	$651
JFK	Punta Cana	October 11 to October 18	$681

Cheap Flights to Caribbean from $99 (2026/2027)

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