Cheap flights from Houston to Caribbean Islands from $98

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Houston, with most prices found around $545. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Houston averaging around $570.

The cheapest day to depart from Houston to Caribbean Islands is on a Thursday. Travelers who choose to depart for Caribbean Islands on a Thursday will often find tickets for as low as $506. 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 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 Houston to Caribbean Islands in the evening for as low as $575. 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 morning because they tend to be around $588. 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 $438 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 $385 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.

Air Canada, United Airlines, and Southwest are the most popular carriers operating from Houston to Caribbean Islands

United Airlines, American Airlines and Frontier 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 61% 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.

As of July 2026, 17 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 54% of daily flights taking off at noon.

As of July 2026, there are 120 flights per week flying from Houston to Caribbean Islands. The most common day of the week flights depart is Mon, with 15% of flights taking off on this day.