Cheap flights from Florida to Caribbean from $68

In general, September is the cheapest month to fly from Florida to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $311. If you don’t want to visit Caribbean in September, then you should wait until October to fly from Florida, when ticket prices are also cheap, with an average price of $312.

The cheapest day to depart from Florida to Caribbean is on a Monday when prices can be found for as low as $251. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $296. 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 Florida to Caribbean when you can find flight prices for as low as $239. 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 $301.

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

You are more likely to see cheaper flights to Caribbean from Florida when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $262 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Florida for as low as $252 on momondo.

Delta, Arajet, and JetBlue are the most popular carriers operating from Florida to Caribbean

JetBlue, Frontier and American Airlines are the top three most popular airlines that fly to Caribbean from Florida according to our data. JetBlue is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 20 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

As of May 2026, there are 71 flights per day flying from Florida to Caribbean. The most common time of day flights depart is 10:00AM, with 45% of flights taking off at noon.

501 flights are operational weekly from Florida to Caribbean as of May 2026. The most popular departure day for this route is Fri, with 17% of flights per week taking off on this day.