Cheap flights from Houston to Caribbean from $111

In general, January is the cheapest month to fly from Houston to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $554. If you don’t want to visit Caribbean in January, then you should wait until February to fly from Houston, when ticket prices are also cheap, with an average price of $566.

The cheapest day to depart from Houston to Caribbean is on a Tuesday when prices can be found for as low as $536. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $752. 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 Houston to Caribbean when you can find flight prices for as low as $586. 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 $624.

Fly from Houston George Bush Intcntl to San Juan Luis Munoz Marin Intl for the best Houston - Caribbean flight prices

You are more likely to see cheaper flights to Caribbean from Houston when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $474 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Houston for as low as $425 on momondo.

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

American Airlines, Frontier, and JetBlue are the most popular carriers operating from Houston to Caribbean

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Caribbean from Houston according to our data. United Airlines is the first choice among our users, with 61% 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.

Historically, on average around 43% of flights between Houston and Caribbean have experienced a delay on any given week. The average delay length over the past 12 months has been 139 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Tuesday has historically seen more delays on average compared to the rest of the week.

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 43% of their flights experiencing any sort of delay.

The number of flights available between Houston and Caribbean is 4 per day as of October 2026. The most frequent departure time is 10:00AM, with 60% of daily flights leaving at noon.

As of October 2026, there are 31 flights per week flying from Houston to Caribbean. The most common day of the week flights depart is Wed, with 26% of flights taking off on this day.