Cheap flights from Dallas to Caribbean from $141

In general, February 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 $478. If you don’t want to visit Caribbean in February, then you should wait until April to fly from Dallas, when ticket prices are also cheap, with an average price of $491.

The cheapest day to depart from Dallas to Caribbean is on a Sunday when prices can be found for as low as $478. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $557. 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 Dallas to Caribbean when you can find flight prices for as low as $474. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $596.

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 $400 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 $352 on momondo.

There are 4 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, Delta, and Southwest are the most popular carriers operating from Dallas to Caribbean

American Airlines, Frontier and JetBlue are the top three most popular airlines that fly to Caribbean from Dallas according to our data. American Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 8 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 13 per day as of July 2026. The most frequent departure time is 12:00PM, with 53% of daily flights leaving in the afternoon.

As of July 2026, 96 flights take off from Dallas and land in Caribbean each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.