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 $277. 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 October. 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 $277. 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 $277 and $690 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*
JFK	San Juan	October 6 to October 7	$292
JFK	Oranjestad	October 20 to October 27	$323
JFK	Oranjestad	October 20 to October 27	$323
JFK	Nassau	November 17 to November 18	$326
EWR	San Juan	December 9 to December 17	$332
EWR	Santo Domingo	December 7 to December 11	$349
JFK	Santiago de los Caballeros	November 12 to November 24	$354
JFK	Santiago de los Caballeros	November 12 to November 24	$354
JFK	Montego Bay	October 18 to October 24	$358
JFK	Punta Cana	October 30 to November 2	$368
JFK	Kingston	December 3 to December 10	$403
JFK	Santo Domingo	November 17 to December 8	$415
JFK	Piarco	November 1 to November 3	$432
JFK	West End	October 12 to October 18	$618
JFK	West End	October 12 to October 18	$618

Origin	Destination	Travel Dates	Flights From*
EWR	Nassau	September 18 to September 21	$368
EWR	Nassau	September 18 to September 21	$368
EWR	Montego Bay	September 18 to September 25	$455
LGA	Piarco	September 18 to September 20	$488
EWR	San Juan	September 19 to September 23	$491
JFK	San Juan	September 19 to September 23	$491
JFK	Punta Cana	September 18 to October 1	$512
JFK	Kingston	September 18 to September 23	$544
JFK	Kingston	September 18 to September 23	$544
JFK	Nassau	September 19 to September 21	$545
EWR	Punta Cana	September 19 to September 23	$548
JFK	Oranjestad	September 20 to September 25	$598
JFK	Oranjestad	September 20 to September 25	$598
JFK	Montego Bay	September 18 to September 20	$631
JFK	Piarco	September 18 to September 22	$690

Cheap Flights to Caribbean from $100 (2026/2027)

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