Cheap flights from Dallas to Caribbean Islands from $107

The month of May is, on average, the cheapest month to fly to Caribbean Islands from Dallas, with most prices found around $684. The month of June is another great option to travel to Caribbean Islands, with average flight prices from Dallas averaging around $686.

The cheapest day to depart from Dallas to Caribbean Islands is on a Sunday. Travelers who choose to depart for Caribbean Islands on a Sunday will often find tickets for as low as $476. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $564. 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 evening. momondo users have found flights departing from Dallas to Caribbean Islands in the evening for as low as $482. 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 at noon because they tend to be around $601. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Caribbean Islands from Dallas when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $389 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Dallas for as low as $343 on momondo.

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

JetBlue, Frontier, and Southwest are the most popular carriers operating from Dallas to Caribbean Islands

American Airlines, Frontier and JetBlue are the top three most popular airlines that fly to Caribbean Islands from Dallas according to our data. American Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 7 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

14 flights are operational daily from Dallas to Caribbean Islands as of July 2026. The most popular departure time for this route is 5:00PM, with 56% of flights per day taking off in the afternoon.

As of July 2026, there are 100 flights per week flying from Dallas to Caribbean Islands. The most common day of the week flights depart is Fri, with 18% of flights taking off on this day.