Cheap flights from Houston to Caribbean Islands from $100

The month of April is, on average, the cheapest month to fly to Caribbean Islands from Houston, with most prices found around $278. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Houston averaging around $327.

The cheapest day to depart from Houston to Caribbean Islands is on a Saturday. Travelers who choose to depart for Caribbean Islands on a Saturday will often find tickets for as low as $500. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $590. 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 at noon. momondo users have found flights departing from Houston to Caribbean Islands at noon for as low as $257. 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 in the evening because they tend to be around $497. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Caribbean Islands from Houston when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $371 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Houston for as low as $282 on momondo.

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

Frontier, Spirit Airlines, and Delta are the most popular carriers operating from Houston to Caribbean Islands

United Airlines, Spirit Airlines and American Airlines are the top three most popular airlines that fly to Caribbean Islands from Houston according to our data. United Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 6 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

As of February 2026, 8 flights take off from Houston and land in Caribbean Islands each day. The most common flight departure time for this route is 10:00AM, with 45% of daily flights taking off at noon.

As of February 2026, there are 62 flights per week flying from Houston to Caribbean Islands. The most common day of the week flights depart is Sat, with 29% of flights taking off on this day.