Cheap flights from Raleigh to Caribbean from $105

In general, February is the cheapest month to fly from Raleigh to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $290. If you don’t want to visit Caribbean in February, then you should wait until October to fly from Raleigh, when ticket prices are also cheap, with an average price of $304.

The cheapest day to depart from Raleigh to Caribbean is on a Wednesday when prices can be found 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.

In the evening is the cheapest time of day to fly from Raleigh to Caribbean when you can find flight prices for as low as $304. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $367.

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

You are more likely to see cheaper flights to Caribbean from Raleigh when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean 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 from Raleigh for as low as $293 on momondo.

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

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

American Airlines, JetBlue and Frontier are the top three most popular airlines that fly to Caribbean from Raleigh according to our data. American Airlines is the first choice among our users, with 35% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 10 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

As of April 2026, 1 flights take off from Raleigh and land in Caribbean each day. The most common flight departure time for this route is 11:00AM, with 70% of daily flights taking off at noon.

As of April 2026, there are 10 flights per week flying from Raleigh to Caribbean. The most common day of the week flights depart is Wed, with 30% of flights taking off on this day.