Cheap flights from Dallas to Caribbean from $99

In general, October is the cheapest month to fly from Dallas to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $301. If you don’t want to visit Caribbean in October, then you should wait until January to fly from Dallas, when ticket prices are also cheap, with an average price of $330.

The cheapest day to depart from Dallas to Caribbean is on a Monday when prices can be found for as low as $342. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $419. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

At noon is the cheapest time of day to fly from Dallas to Caribbean when you can find flight prices for as low as $282. Flying to Caribbean at noon is an ideal time because this is during off-peak travel hours. Flights in the evening are often more expensive with an average ticket price of $473.

Fly from Dallas/Fort Worth to San Juan Luis Munoz Marin Intl for the best Dallas - Caribbean flight prices

You are more likely to see cheaper flights to Caribbean from Dallas when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $366 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Dallas for as low as $298 on momondo.

There are 2 cabin classes available to choose from on Dallas to Caribbean flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

JetBlue, Frontier, and Spirit Airlines are the most popular carriers operating from Dallas to Caribbean

Spirit Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Caribbean from Dallas according to our data. Spirit Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 9 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

The number of flights available between Dallas and Caribbean is 10 per day as of April 2026. The most frequent departure time is 5:00PM, with 40% of daily flights leaving at noon.

As of April 2026, 72 flights take off from Dallas and land in Caribbean each week. The most common flight departure day for this route is Sat, with 21% of weekly flights taking off on this day.