Cheap flights from Raleigh to Caribbean Islands from $108

The month of February is, on average, the cheapest month to fly to Caribbean Islands from Raleigh, with most prices found around $290. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Raleigh averaging around $304.

The cheapest day to depart from Raleigh to Caribbean Islands is on a Wednesday. Travelers who choose to depart for Caribbean Islands on a Wednesday will often find tickets for as low as $320. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $370. 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 evening. momondo users have found flights departing from Raleigh to Caribbean Islands in the evening for as low as $304. 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 in the morning because they tend to be around $367. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Raleigh-Durham to San Juan Luis Munoz Marin Intl for the best Raleigh-Durham - Caribbean Islands flight prices

You are more likely to see cheaper flights to Caribbean Islands from Raleigh when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $328 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Raleigh for as low as $293 on momondo.

There are 4 cabin classes available to choose from on Raleigh-Durham to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Frontier, Delta, and JetBlue are the most popular carriers operating from Raleigh-Durham to Caribbean Islands

American Airlines, JetBlue and Frontier are the top three most popular airlines that fly to Caribbean Islands from Raleigh according to our data. American Airlines is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 10 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 Raleigh and Caribbean Islands is 1 per day as of March 2026. The most frequent departure time is 11:00AM, with 70% of daily flights leaving at noon.

As of March 2026, there are 8 flights per week flying from Raleigh to Caribbean Islands. The most common day of the week flights depart is Sat, with 38% of flights taking off on this day.