Cheap flights from Santo Domingo to Caribbean Islands from $83

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Santo Domingo, with most prices found around $380. The month of November is another great option to travel to Caribbean Islands, with average flight prices from Santo Domingo averaging around $424.

The cheapest day to depart from Santo Domingo to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets for as low as $193. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $261. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Santo Domingo to Caribbean Islands in the afternoon for as low as $208. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $239. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Santo Domingo Las Americas to Oranjestad Reina Beatrix for the best Santo Domingo Las Americas - Caribbean Islands flight prices

You are more likely to see cheaper flights to Caribbean Islands from Santo Domingo when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $221 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Santo Domingo for as low as $192 on momondo.

There are 3 cabin classes available to choose from on Santo Domingo to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Arajet, Copa Airlines, and Sky High are the most popular carriers operating from Santo Domingo Las Americas to Caribbean Islands

JetBlue, Arajet and Frontier are the top three most popular airlines that fly to Caribbean Islands from Santo Domingo according to our data. JetBlue is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 5 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

The number of flights available between Santo Domingo and Caribbean Islands is 2 per day as of September 2026. The most frequent departure time is 2:00PM, with 55% of daily flights leaving in the afternoon.

As of September 2026, there are 14 flights per week flying from Santo Domingo to Caribbean Islands. The most common day of the week flights depart is Fri, with 21% of flights taking off on this day.