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 $142. 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 March. 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 $142. 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 $142 and $738 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*
LGA	San Juan	April 18 to April 22	$185
EWR	San Juan	April 27 to April 30	$186
JFK	San Juan	April 14 to April 16	$202
LGA	Oranjestad	March 17 to March 24	$238
LGA	Santiago de los Caballeros	May 4 to May 12	$276
JFK	Montego Bay	April 19 to April 23	$278
LGA	Santo Domingo	May 11 to May 12	$278
EWR	Santo Domingo	April 19 to April 21	$279
JFK	Santiago de los Caballeros	May 15 to May 15	$303
JFK	Punta Cana	March 18 to March 24	$314
JFK	Piarco	March 12 to March 18	$345
EWR	Nassau	April 10 to April 15	$350
JFK	West End	March 13 to March 19	$399
JFK	West End	March 13 to March 19	$399
JFK	Kingston	April 28 to May 16	$431

Origin	Destination	Travel Dates	Flights From*
EWR	San Juan	February 22 to March 4	$186
FLL	Montego Bay	February 22 to February 25	$254
MIA	Montego Bay	February 22 to February 27	$300
PHL	Montego Bay	February 22 to February 28	$336
BOS	Piarco	February 21 to February 28	$371
JFK	Montego Bay	February 22 to February 26	$372
JFK	Montego Bay	February 22 to February 26	$372
JFK	Punta Cana	February 22 to February 27	$414
EWR	Kingston	February 21 to February 26	$477
JFK	Nassau	February 21 to February 21	$483
EWR	Montego Bay	February 22 to March 2	$514
JFK	Piarco	February 21 to February 25	$600
JFK	Kingston	February 22 to February 27	$610
BOS	Kingston	February 22 to February 27	$635
BOS	Montego Bay	February 21 to February 23	$738

Cheap Flights to Caribbean from $71 (2026/2027)

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