Flight to Caribbean

View S$114 flight on Tue, 24 Feb, 2026Opens in a new window

Popular airlines to Caribbean

  • American Airlines

    American Airlines

  • Spirit Airlines

    Spirit Airlines

  • Delta

    Delta

  • United

    United

  • JetBlue Airways

    JetBlue Airways

  • Frontier Airlines

    Frontier Airlines

  • Southwest Airlines

    Southwest Airlines

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Cheap round-trip flights to Caribbean

Prices were available within the past 7 days and start at S$114 for one-way flights and S$285 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 24 Feb - Sat, 28 Feb
JFK
New York
SJU
San Juan
S$285 Return, found 5 days ago
S$285
Return
found 5 days ago
Select Delta flight, departing Tue, 24 Feb from New York to San Juan, returning Sat, 28 Feb, priced at S$285 found 5 days ago
American Airlines
Tue, 10 Feb - Sat, 14 Feb
JFK
New York
SJU
San Juan
S$292 Return, found 5 days ago
S$292
Return
found 5 days ago
Select American Airlines flight, departing Tue, 10 Feb from New York to San Juan, returning Sat, 14 Feb, priced at S$292 found 5 days ago
Delta
Tue, 24 Feb - Fri, 27 Feb
JFK
New York
NAS
Nassau
S$297 Return, found 3 days ago
S$297
Return
found 3 days ago
Select Delta flight, departing Tue, 24 Feb from New York to Nassau, returning Fri, 27 Feb, priced at S$297 found 3 days ago
American Airlines
Tue, 10 Feb - Sat, 14 Feb
JFK
New York
SJU
San Juan
S$311 Return, found 5 days ago
S$311
Return
found 5 days ago
Select American Airlines flight, departing Tue, 10 Feb from New York to San Juan, returning Sat, 14 Feb, priced at S$311 found 5 days ago
American Airlines
Tue, 24 Feb - Sat, 28 Feb
JFK
New York
SJU
San Juan
S$324 Return, found 5 days ago
S$324
Return
found 5 days ago
Select American Airlines flight, departing Tue, 24 Feb from New York to San Juan, returning Sat, 28 Feb, priced at S$324 found 5 days ago
Delta
Sun, 22 Feb - Fri, 27 Feb
JFK
New York
PUJ
Punta Cana
S$391 Return, found 2 days ago
S$391
Return
found 2 days ago
Select Delta flight, departing Sun, 22 Feb from New York to Punta Cana, returning Fri, 27 Feb, priced at S$391 found 2 days ago
Delta
Tue, 10 Mar - Wed, 25 Mar
JFK
New York
SDQ
Santo Domingo
S$398 Return, found 2 days ago
S$398
Return
found 2 days ago
Select Delta flight, departing Tue, 10 Mar from New York to Santo Domingo, returning Wed, 25 Mar, priced at S$398 found 2 days ago
JetBlue Airways
Tue, 24 Feb - Mon, 2 Mar
JFK
New York
NAS
Nassau
S$438 Return, found 3 days ago
S$438
Return
found 3 days ago
Select JetBlue Airways flight, departing Tue, 24 Feb from New York to Nassau, returning Mon, 2 Mar, priced at S$438 found 3 days ago
Air Canada
Mon, 2 Mar - Thu, 5 Mar
JFK
New York
NAS
Nassau
S$477 Return, found 3 days ago
S$477
Return
found 3 days ago
Select Air Canada flight, departing Mon, 2 Mar from New York to Nassau, returning Thu, 5 Mar, priced at S$477 found 3 days ago
Copa
Mon, 9 Feb - Thu, 12 Feb
JFK
New York
NAS
Nassau
S$491 Return, found 1 day ago
S$491
Return
found 1 day ago
Select Copa flight, departing Mon, 9 Feb from New York to Nassau, returning Thu, 12 Feb, priced at S$491 found 1 day ago

Trending flights to Caribbean

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, 25 Mar - Tue, 31 Mar
SIN
Singapore
SJU
San Juan
S$1,508 Return, found 2 days ago
S$1,508
Return
found 2 days ago
Select United flight, departing Wed, 25 Mar from Singapore to San Juan, returning Tue, 31 Mar, priced at S$1,508 found 2 days ago

Frequently asked questions

Can I cancel my flight booking to Caribbean due to COVID-19?
If you haven't booked yet, scan the terms and conditions of the airline you're considering. If you've already secured your flight to Caribbean, head to our Customer Service Portal. It will help determine which COVID-19 policies apply to your booking and provide advice on the next steps.
What's the best way to find cheap flights to Caribbean that have flexible change policies?
When it comes to flying these days, flexibility is important. That's why we've added a "No change fee" search function to help you track down flexible, low-priced tickets to Caribbean. It's to the left of your screen just below the "Flexible change policies" subheading.
What are some of the general tips for travelers to Caribbean during the COVID-19 outbreak?
The COVID-19 outbreak has resulted in big changes to how we travel. If you plan to visit Caribbean, these tips will help you navigate these new challenges and rules:

  • Before you book a flight, see if any travel restrictions apply — in both your origin and destination. Keep informed with the latest updates by reviewing government travel advisories.
  • Keep your face mask on during airport screening. A TSA employee will ask you to lower your mask temporarily for ID purposes.
  • To avoid cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA employee.
  • TSA now permits passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag for X-ray scanning.
  • To minimize handling during screening, place personal items such as your phone, wallet and keys into your carry-on rather than the bins.
  • Transport any food items in a clear plastic bag and also place them in a screening bin. Keeping food separate from your carry-on makes it less likely that a TSA officer will need to open and touch your bag for inspection.

How much is a flight to Caribbean?
There were lots of inexpensive fares up for grabs in the last seven days, with the cost of a return ticket to Caribbean ranging between S$285 and S$1,508. Many lucky vacationers purchased one-way flights from New York (JFK) for as low as S$114.
When is the cheapest time to fly to Caribbean?
Jet off on a Tuesday to boost your odds of bagging the cheapest flight to Caribbean. Mondays are usually the next most affordable day to depart. Saturday is generally the most expensive day to fly anywhere.
How much is a plane ticket to Caribbean?
In the last seven days, ticket prices to Caribbean ranged from S$285 to S$1,508.
What are the best things to do in Caribbean?

  • With so much to see and do in Havana, it's little surprise that most travelers kick off their Caribbean getaway in this happening city. Spend your first couple of days going to see famous attractions like Hotel Nacional de Cuba before taking a look at some of this place's lesser-known highlights.
  • Havana features a tropical savanna climate. But before you take off, study what the weather will be up to while you're there. Hot, cold, wet or dry, it's smart to arrive prepared.
  • Make Camaguey the next place you go. It's around 483 kilometres to the east of Havana and where you'll discover Casa Natal del Mayor, one of this city's top tourist sights.

What months are the cheapest to book a flight to Caribbean?
February is a cheap month to book your Caribbean trip. Airfares are at their most expensive during the festive month of December, so avoid this time if possible.

Book with confidence

About Caribbean

Expedia offers flights to Caribbean to meet every traveller's needs. Whatever your flight need - Expedia has the flight for you. So choose from flights to Caribbean or destinations around the world and discover how easy it is to make your flight reservations on Expedia.
About Caribbean

Travel information

Caribbean Flights Information

Airlines serving
Delta, avianca, American Airlines, Air Canada, Caribbean Airlines, JetBlue Airways, Copa
Roundtrip price
from S$285
Caribbean Flights Information

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