A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Flight to Caribbean

View S$155 flight on Mon, 10 Aug, 2026Opens in a new window

Flight 1

Flight 2

Popular airlines to Caribbean

  • JetBlue Airways

  • American Airlines

  • United

  • Frontier Airlines

  • Delta

  • Southwest Airlines

  • Air Canada

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Cheap round-trip flights to Caribbean

Prices were available within the past 7 days and start at S$155 for one-way flights and S$361 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 19 Aug - Wed, 26 Aug
JFK
New York
SJU
San Juan
S$361 Return, found 4 days ago
S$361
Return
found 4 days ago
Select Delta flight, departing Wed, 19 Aug from New York to San Juan, returning Wed, 26 Aug, priced at S$361 found 4 days ago
Delta
Wed, 19 Aug - Thu, 27 Aug
JFK
New York
SJU
San Juan
S$387 Return, found 4 days ago
S$387
Return
found 4 days ago
Select Delta flight, departing Wed, 19 Aug from New York to San Juan, returning Thu, 27 Aug, priced at S$387 found 4 days ago
Delta
Wed, 26 Aug - Sat, 29 Aug
JFK
New York
SJU
San Juan
S$405 Return, found 2 days ago
S$405
Return
found 2 days ago
Select Delta flight, departing Wed, 26 Aug from New York to San Juan, returning Sat, 29 Aug, priced at S$405 found 2 days ago
Delta
Thu, 20 Aug - Thu, 27 Aug
JFK
New York
SJU
San Juan
S$412 Return, found 4 days ago
S$412
Return
found 4 days ago
Select Delta flight, departing Thu, 20 Aug from New York to San Juan, returning Thu, 27 Aug, priced at S$412 found 4 days ago
JetBlue Airways
Wed, 12 Aug - Tue, 1 Sept
JFK
New York
SJU
San Juan
S$413 Return, found 6 days ago
S$413
Return
found 6 days ago
Select JetBlue Airways flight, departing Wed, 12 Aug from New York to San Juan, returning Tue, 1 Sept, priced at S$413 found 6 days ago
Delta
Sun, 9 Aug - Wed, 12 Aug
JFK
New York
SJU
San Juan
S$417 Return, found 1 day ago
S$417
Return
found 1 day ago
Select Delta flight, departing Sun, 9 Aug from New York to San Juan, returning Wed, 12 Aug, priced at S$417 found 1 day ago
Delta
Mon, 17 Aug - Tue, 25 Aug
JFK
New York
SJU
San Juan
S$432 Return, found 4 days ago
S$432
Return
found 4 days ago
Select Delta flight, departing Mon, 17 Aug from New York to San Juan, returning Tue, 25 Aug, priced at S$432 found 4 days ago
American Airlines
Thu, 20 Aug - Thu, 27 Aug
JFK
New York
SJU
San Juan
S$443 Return, found 4 days ago
S$443
Return
found 4 days ago
Select American Airlines flight, departing Thu, 20 Aug from New York to San Juan, returning Thu, 27 Aug, priced at S$443 found 4 days ago
Caribbean Airlines
Mon, 7 Sept - Fri, 11 Sept
JFK
New York
POS
Trinidad
S$601 Return, found 3 days ago
S$601
Return
found 3 days ago
Select Caribbean Airlines flight, departing Mon, 7 Sept from New York to Trinidad, returning Fri, 11 Sept, priced at S$601 found 3 days ago
avianca
Thu, 24 Sept - Sun, 27 Sept
JFK
New York
PUJ
Punta Cana
S$675 Return, found 1 day ago
S$675
Return
found 1 day ago
Select avianca flight, departing Thu, 24 Sept from New York to Punta Cana, returning Sun, 27 Sept, priced at S$675 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.

Air India
Sun, 13 Sept - Sun, 20 Sept
SIN
Singapore
SJU
San Juan
S$1,676 Return, found 2 days ago
S$1,676
Return
found 2 days ago
Select Air India flight, departing Sun, 13 Sept from Singapore to San Juan, returning Sun, 20 Sept, priced at S$1,676 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$361 and S$1,676. Many lucky vacationers purchased one-way flights from New York (JFK) for as low as S$155.
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$361 to S$1,676.
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, American Airlines, JetBlue Airways, Caribbean Airlines, Aeromexico, avianca
Roundtrip price
from S$361
Caribbean Flights Information
*Available to Expedia members.