Cheap flights from Jacksonville to Caribbean Islands from $78

The month of March is, on average, the cheapest month to fly to Caribbean Islands from Jacksonville, with most prices found around $100. The month of February is another great option to travel to Caribbean Islands, with average flight prices from Jacksonville averaging around $154.

The cheapest day to depart from Jacksonville 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 $246. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $295. 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 morning. momondo users have found flights departing from Jacksonville to Caribbean Islands in the morning for as low as $250. 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 afternoon because they tend to be around $328. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Caribbean Islands from Jacksonville when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $311 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Jacksonville for as low as $272 on momondo.

There are 3 cabin classes available to choose from on Jacksonville 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, Southwest, and JetBlue are the most popular carriers operating from Jacksonville to Caribbean Islands

American Airlines, Frontier and JetBlue are the top three most popular airlines that fly to Caribbean Islands from Jacksonville according to our data. American Airlines is the first choice among our users, with 37% 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.

1 flights are operational daily from Jacksonville to Caribbean Islands as of July 2026. The most popular departure time for this route is 10:00AM, with 62% of flights per day taking off at noon.

As of July 2026, there are 12 flights per week flying from Jacksonville to Caribbean Islands. The most common day of the week flights depart is Tue, with 17% of flights taking off on this day.