Cheap Flights to Caribbean | Popular Routes to Caribbean from HK$2,082

Popular airlines to Caribbean

  • American Airlines

    American Airlines

  • JetBlue Airways

    JetBlue Airways

  • Delta

    Delta

  • United

    United

  • Frontier Airlines

    Frontier Airlines

  • Southwest Airlines

    Southwest Airlines

  • Spirit Airlines

    Spirit Airlines

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save up to 35% on select hotels after you book a flight*
    trophy illustration

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap round-trip flights to Caribbean

Prices were available within the past 7 days and start at HK$2,082 for one-way flights and HK$4,124 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 14 Jul - Sat, 18 Jul
DAL
Dallas
SJU
San Juan
HK$4,124 Return, found 2 days ago
HK$4,124
Return
found 2 days ago
Select Delta flight, departing Tue, 14 Jul from Dallas to San Juan, returning Sat, 18 Jul, priced at HK$4,124 found 2 days ago
Delta
Fri, 2 Jan - Sat, 31 Jan
DAL
Dallas
SJU
San Juan
HK$4,394 Return, found 2 days ago
HK$4,394
Return
found 2 days ago
Select Delta flight, departing Fri, 2 Jan from Dallas to San Juan, returning Sat, 31 Jan, priced at HK$4,394 found 2 days ago
Delta
Tue, 14 Jul - Sat, 18 Jul
DAL
Dallas
SJU
San Juan
HK$4,514 Return, found 2 days ago
HK$4,514
Return
found 2 days ago
Select Delta flight, departing Tue, 14 Jul from Dallas to San Juan, returning Sat, 18 Jul, priced at HK$4,514 found 2 days ago
Delta
Tue, 14 Jul - Sat, 18 Jul
DAL
Dallas
SJU
San Juan
HK$4,594 Return, found 2 days ago
HK$4,594
Return
found 2 days ago
Select Delta flight, departing Tue, 14 Jul from Dallas to San Juan, returning Sat, 18 Jul, priced at HK$4,594 found 2 days ago
Delta
Fri, 2 Jan - Sat, 31 Jan
DAL
Dallas
SJU
San Juan
HK$4,634 Return, found 2 days ago
HK$4,634
Return
found 2 days ago
Select Delta flight, departing Fri, 2 Jan from Dallas to San Juan, returning Sat, 31 Jan, priced at HK$4,634 found 2 days ago
Delta
Tue, 14 Jul - Sat, 18 Jul
DAL
Dallas
SJU
San Juan
HK$4,904 Return, found 2 days ago
HK$4,904
Return
found 2 days ago
Select Delta flight, departing Tue, 14 Jul from Dallas to San Juan, returning Sat, 18 Jul, priced at HK$4,904 found 2 days ago
Iberia
Mon, 9 Mar - Sun, 15 Mar
LIN
Milan
SDQ
Santo Domingo
HK$7,331 Return, found 10 hours ago
HK$7,331
Return
found 10 hours ago
Select Iberia flight, departing Mon, 9 Mar from Milan to Santo Domingo, returning Sun, 15 Mar, priced at HK$7,331 found 10 hours ago
American Airlines
Fri, 19 Dec - Sat, 3 Jan
LIN
Milan
SJU
San Juan
HK$12,152 Return, found 1 day ago
HK$12,152
Return
found 1 day ago
Select American Airlines flight, departing Fri, 19 Dec from Milan to San Juan, returning Sat, 3 Jan, priced at HK$12,152 found 1 day ago
British Airways
Mon, 29 Sept - Sun, 5 Oct
LIN
Milan
SDQ
Santo Domingo
HK$13,662 Return, found 1 day ago
HK$13,662
Return
found 1 day ago
Select British Airways flight, departing Mon, 29 Sept from Milan to Santo Domingo, returning Sun, 5 Oct, priced at HK$13,662 found 1 day ago
Air France
Fri, 19 Dec - Sun, 4 Jan
LIN
Milan
SJU
San Juan
HK$16,110 Return, just found
HK$16,110
Return
just found
Select Air France flight, departing Fri, 19 Dec from Milan to San Juan, returning Sun, 4 Jan, priced at HK$16,110 just found

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$4,124 and HK$16,110. Many lucky vacationers purchased one-way flights from Dallas (DAL) for as low as HK$2,082.
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$4,124 to HK$16,110.
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.

EVA Airways
Wed, 15 Apr - Mon, 20 Apr
HKG
Hong Kong SAR
SJU
San Juan
HK$8,734 Return, found 1 day ago
HK$8,734
Return
found 1 day ago
Select EVA Airways flight, departing Wed, 15 Apr from Hong Kong SAR to San Juan, returning Mon, 20 Apr, priced at HK$8,734 found 1 day ago
*Available to Expedia members.