Cheap Flights to Caribbean | Popular Routes to Caribbean from HK$4,637

View HK$4,637 flight on Sun, 15 Feb 2026Opens in a new window

Popular airlines to Caribbean

  • Frontier Airlines

    Frontier Airlines

  • American Airlines

    American Airlines

  • Delta

    Delta

  • United

    United

  • JetBlue Airways

    JetBlue Airways

  • Spirit Airlines

    Spirit 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 HK$4,637 for one-way flights and HK$6,430 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Sun, 15 Feb - Sun, 22 Feb
LIN
Milan
AUA
Oranjestad
HK$6,430 Return, found 1 day ago
HK$6,430
Return
found 1 day ago
Select Air Canada flight, departing Sun, 15 Feb from Milan to Oranjestad, returning Sun, 22 Feb, priced at HK$6,430 found 1 day ago
Air Canada
Sun, 15 Feb - Sun, 22 Feb
LIN
Milan
AUA
Oranjestad
HK$6,559 Return, found 1 day ago
HK$6,559
Return
found 1 day ago
Select Air Canada flight, departing Sun, 15 Feb from Milan to Oranjestad, returning Sun, 22 Feb, priced at HK$6,559 found 1 day ago
Air Canada
Sun, 15 Feb - Sun, 22 Feb
LIN
Milan
PUJ
Punta Cana
HK$6,813 Return, found 3 hours ago
HK$6,813
Return
found 3 hours ago
Select Air Canada flight, departing Sun, 15 Feb from Milan to Punta Cana, returning Sun, 22 Feb, priced at HK$6,813 found 3 hours ago
American Airlines
Mon, 1 Jun - Mon, 8 Jun
LIN
Milan
SJU
San Juan
HK$6,959 Return, found 5 days ago
HK$6,959
Return
found 5 days ago
Select American Airlines flight, departing Mon, 1 Jun from Milan to San Juan, returning Mon, 8 Jun, priced at HK$6,959 found 5 days ago
Air Canada
Sun, 15 Feb - Sun, 22 Feb
LIN
Milan
AUA
Oranjestad
HK$7,200 Return, found 1 day ago
HK$7,200
Return
found 1 day ago
Select Air Canada flight, departing Sun, 15 Feb from Milan to Oranjestad, returning Sun, 22 Feb, priced at HK$7,200 found 1 day ago
Air Canada
Sun, 15 Feb - Sun, 22 Feb
LIN
Milan
AUA
Oranjestad
HK$7,344 Return, found 1 day ago
HK$7,344
Return
found 1 day ago
Select Air Canada flight, departing Sun, 15 Feb from Milan to Oranjestad, returning Sun, 22 Feb, priced at HK$7,344 found 1 day ago
Air Canada
Sun, 15 Feb - Sun, 22 Feb
LIN
Milan
PUJ
Punta Cana
HK$7,611 Return, found 3 hours ago
HK$7,611
Return
found 3 hours ago
Select Air Canada flight, departing Sun, 15 Feb from Milan to Punta Cana, returning Sun, 22 Feb, priced at HK$7,611 found 3 hours ago
Air France
Mon, 1 Jun - Mon, 8 Jun
LIN
Milan
SJU
San Juan
HK$8,188 Return, found 5 days ago
HK$8,188
Return
found 5 days ago
Select Air France flight, departing Mon, 1 Jun from Milan to San Juan, returning Mon, 8 Jun, priced at HK$8,188 found 5 days ago
British Airways
Mon, 1 Jun - Mon, 8 Jun
LIN
Milan
SJU
San Juan
HK$8,228 Return, found 5 days ago
HK$8,228
Return
found 5 days ago
Select British Airways flight, departing Mon, 1 Jun from Milan to San Juan, returning Mon, 8 Jun, priced at HK$8,228 found 5 days ago
Delta
Mon, 1 Jun - Mon, 8 Jun
LIN
Milan
SJU
San Juan
HK$8,700 Return, found 5 days ago
HK$8,700
Return
found 5 days ago
Select Delta flight, departing Mon, 1 Jun from Milan to San Juan, returning Mon, 8 Jun, priced at HK$8,700 found 5 days ago

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.

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 HK$6,430 and HK$8,700. Many lucky vacationers purchased one-way flights from Milan (LIN) for as low as HK$4,637.
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 HK$6,430 to HK$8,700.
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.

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.

Cathay Pacific
Sun, 1 Mar - Mon, 9 Mar
HKG
Hong Kong SAR
SJU
San Juan
HK$8,409 Return, found 1 day ago
HK$8,409
Return
found 1 day ago
Select Cathay Pacific flight, departing Sun, 1 Mar from Hong Kong SAR to San Juan, returning Mon, 9 Mar, priced at HK$8,409 found 1 day ago
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