Flight to Caribbean

View S$168 flight on Wed, 10 Jun, 2026Opens in a new window

Popular airlines to Caribbean

  • JetBlue Airways

  • American Airlines

  • Frontier Airlines

  • Delta

  • United

  • Spirit 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$168 for one-way flights and S$451 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Arajet
Sun, 31 May - Sun, 7 Jun
EWR
New York
SDQ
Santo Domingo
S$451 Return, found 2 days ago
S$451
Return
found 2 days ago
Select Arajet flight, departing Sun, 31 May from New York to Santo Domingo, returning Sun, 7 Jun, priced at S$451 found 2 days ago
Delta
Sat, 18 Jul - Sat, 25 Jul
EWR
New York
SJU
San Juan
S$482 Return, found 2 hours ago
S$482
Return
found 2 hours ago
Select Delta flight, departing Sat, 18 Jul from New York to San Juan, returning Sat, 25 Jul, priced at S$482 found 2 hours ago
Delta
Wed, 22 Apr - Wed, 29 Apr
EWR
New York
SJU
San Juan
S$484 Return, found 3 days ago
S$484
Return
found 3 days ago
Select Delta flight, departing Wed, 22 Apr from New York to San Juan, returning Wed, 29 Apr, priced at S$484 found 3 days ago
Arajet
Sat, 16 May - Thu, 21 May
EWR
New York
PUJ
Punta Cana
S$485 Return, found 3 days ago
S$485
Return
found 3 days ago
Select Arajet flight, departing Sat, 16 May from New York to Punta Cana, returning Thu, 21 May, priced at S$485 found 3 days ago
Arajet
Sun, 17 May - Wed, 20 May
EWR
New York
PUJ
Punta Cana
S$486 Return, found 2 days ago
S$486
Return
found 2 days ago
Select Arajet flight, departing Sun, 17 May from New York to Punta Cana, returning Wed, 20 May, priced at S$486 found 2 days ago
Arajet
Sun, 17 May - Wed, 20 May
EWR
New York
PUJ
Punta Cana
S$493 Return, found 2 days ago
S$493
Return
found 2 days ago
Select Arajet flight, departing Sun, 17 May from New York to Punta Cana, returning Wed, 20 May, priced at S$493 found 2 days ago
Arajet
Sat, 11 Apr - Sat, 18 Apr
EWR
New York
PUJ
Punta Cana
S$510 Return, found 3 days ago
S$510
Return
found 3 days ago
Select Arajet flight, departing Sat, 11 Apr from New York to Punta Cana, returning Sat, 18 Apr, priced at S$510 found 3 days ago
United
Wed, 22 Apr - Wed, 29 Apr
EWR
New York
SJU
San Juan
S$511 Return, found 3 days ago
S$511
Return
found 3 days ago
Select United flight, departing Wed, 22 Apr from New York to San Juan, returning Wed, 29 Apr, priced at S$511 found 3 days ago
American Airlines
Sat, 11 Apr - Fri, 17 Apr
EWR
New York
SJU
San Juan
S$522 Return, found 3 days ago
S$522
Return
found 3 days ago
Select American Airlines flight, departing Sat, 11 Apr from New York to San Juan, returning Fri, 17 Apr, priced at S$522 found 3 days ago
Air Canada
Fri, 12 Jun - Tue, 16 Jun
EWR
New York
MBJ
Montego Bay
S$530 Return, found 5 days ago
S$530
Return
found 5 days ago
Select Air Canada flight, departing Fri, 12 Jun from New York to Montego Bay, returning Tue, 16 Jun, priced at S$530 found 5 days 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
Thu, 16 Apr - Mon, 20 Apr
SIN
Singapore
SJU
San Juan
S$1,508 Return, found 3 days ago
S$1,508
Return
found 3 days ago
Select United flight, departing Thu, 16 Apr from Singapore to San Juan, returning Mon, 20 Apr, priced at S$1,508 found 3 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$451 and S$1,508. Many lucky vacationers purchased one-way flights from New York (EWR) for as low as S$168.
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$451 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
Arajet, Delta, American Airlines, United, Air Canada
Roundtrip price
from S$451
Caribbean Flights Information

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