Cheap flights from Raleigh to Caribbean Islands from $103

The month of January is, on average, the cheapest month to fly to Caribbean Islands from Raleigh, with most prices found around $448. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Raleigh averaging around $469.

The cheapest day to depart from Raleigh to Caribbean Islands is on a Saturday. Travelers who choose to depart for Caribbean Islands on a Saturday will often find tickets for as low as $347. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $373. 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 Raleigh to Caribbean Islands in the afternoon for as low as $348. 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 $376. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Raleigh-Durham to Montego Bay Sangster 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 $354 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 $312 on momondo.

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

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

JetBlue, American Airlines and Frontier are the top three most popular airlines that fly to Caribbean Islands from Raleigh according to our data. JetBlue is the first choice among our users, with 35% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 9 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 August 2026. The most frequent departure time is 7:00PM, with 77% of daily flights leaving in the evening.

As of August 2026, there are 10 flights per week flying from Raleigh to Caribbean Islands. The most common day of the week flights depart is Wed, with 20% of flights taking off on this day.