HK$730+ Cheap flights from Caribbean
This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 27-10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SJU — HVN
7 Nov — 14 Nov1
Find flights from Caribbean within your budget
Find flights departing from Caribbean that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 8 October 2026. In the last 7 days, Cheapflights users made a total of 7,457,451 searches
Fly to
Route
Departure
Return
Cheapest return flight
San JuanOrlando
SJU San Juan Luis Munoz Marin Intl - MCO Orlando
SJUMCO
San Juan Luis Munoz Marin Intl
Fri 13-11
13:55-23:38
1 stop10h 43m
Orlando
Wed 31-12
00:00-01:00
Nonstop0h 00m
HK$793
San JuanOrlando
SJU San Juan Luis Munoz Marin Intl - MCO Orlando
SJUMCO
San Juan Luis Munoz Marin Intl
Fri 6-11
17:30-22:24
1 stop5h 54m
Orlando
Wed 31-12
00:00-01:00
Nonstop0h 00m
HK$824
San JuanOrlando
SJU San Juan Luis Munoz Marin Intl - MCO Orlando
SJUMCO
San Juan Luis Munoz Marin Intl
Fri 23-10
13:00-23:59
1 stop10h 59m
Orlando
Wed 31-12
00:00-01:00
Nonstop0h 00m
HK$848
San JuanSanto Domingo
SJU San Juan Luis Munoz Marin Intl - SDQ Santo Domingo Las Americas
SJUSDQ
San Juan Luis Munoz Marin Intl
Tue 20-10
16:30-21:40
1 stop5h 10m
Santo Domingo Las Americas
Wed 31-12
00:00-00:30
Nonstop0h 00m
HK$855
San JuanSanto Domingo
SJU San Juan Luis Munoz Marin Intl - SDQ Santo Domingo Las Americas
SJUSDQ
San Juan Luis Munoz Marin Intl
Sat 17-10
21:00-04:00
1 stop7h 00m
Santo Domingo Las Americas
Wed 31-12
00:00-00:30
Nonstop0h 00m
HK$902
San JuanSanto Domingo
SJU San Juan Luis Munoz Marin Intl - SDQ Santo Domingo Las Americas
SJUSDQ
San Juan Luis Munoz Marin Intl
Fri 23-10
12:55-01:45
1 stop12h 50m
Santo Domingo Las Americas
Wed 31-12
00:00-00:30
Nonstop0h 00m
HK$926
San JuanSanto Domingo
SJU San Juan Luis Munoz Marin Intl - SDQ Santo Domingo Las Americas
SJUSDQ
San Juan Luis Munoz Marin Intl
Sat 14-11
21:30-04:00
1 stop6h 30m
Santo Domingo Las Americas
Wed 31-12
00:00-00:30
Nonstop0h 00m
HK$950
San JuanSanto Domingo
SJU San Juan Luis Munoz Marin Intl - SDQ Santo Domingo Las Americas
SJUSDQ
San Juan Luis Munoz Marin Intl
Sat 7-11
21:30-04:00
1 stop6h 30m
Santo Domingo Las Americas
Wed 31-12
00:00-00:30
Nonstop0h 00m
HK$950
San JuanSanto Domingo
SJU San Juan Luis Munoz Marin Intl - SDQ Santo Domingo Las Americas
SJUSDQ
San Juan Luis Munoz Marin Intl
Sat 26-12
21:30-04:00
1 stop6h 30m
Santo Domingo Las Americas
Wed 31-12
00:00-00:30
Nonstop0h 00m
HK$950
San JuanOrlando
SJU San Juan Luis Munoz Marin Intl - MCO Orlando
SJUMCO
San Juan Luis Munoz Marin Intl
Mon 2-11
06:35-15:10
1 stop9h 35m
Orlando
Wed 31-12
00:00-01:00
Nonstop0h 00m
HK$1,091
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Caribbean
Have a flexible travel schedule? Discover the best time to fly from Caribbean with our price prediction graph.
SJU-MCO
SJU-SDQ
MBJ-YYZ
SVD-POS
SDQ-JFK
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Travel insights for flights from Caribbean
Get recent, data-driven insights about flights from Caribbean including ideal travel times, pricing trends, and more.
0CB-HVN
SJU-MCO
SJU-SDQ
MBJ-YYZ
SVD-POS
What is the cheapest month to book a flight from Caribbean?
Currently, September is the cheapest month in which you can book a flight from Caribbean (average of HK$1,366). Flying from Caribbean in January will prove the most costly (average of HK$5,329). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
What is the cheapest place to fly to from Caribbean?
The cheapest city to fly to from Caribbean is Port of Spain Piarco Intl, with prices starting at HK$253. Explore other affordable destinations below.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Origins in Caribbean
Other continents
Popular flights
Fly from Caribbean countries
Fly from one of these departure points in Caribbean.
Fly from other continents
Choose from these other continents to depart from.
Popular flight searches
Check out other popular destinations found by fellow travellers in 2026
Related info for your journey
Access useful and relevant information related to your journey from Caribbean. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 8 October 2026.
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Caribbean?
900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Caribbean today with Cheapflights!
Why should you use Cheapflights to find cheap flight tickets from Caribbean?
Cheapflights simply makes it quick and affordable to book flights from Caribbean by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.
Can Cheapflights find flights from Caribbean with no change fees?
Cheapflights does show flights with no change fees to all users. To see these options for flights from Caribbean, users can toggle the no change fees filter when performing a flight search.
Can Cheapflights notify me if prices for flights from Caribbean become cheaper?
Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!