Cheap flights from Houston to Caribbean from $95

In general, October 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 $540. If you don’t want to visit Caribbean in October, then you should wait until January to fly from Houston, when ticket prices are also cheap, with an average price of $545.

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 $582. 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 $586.

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 $459 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 $403 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.

JetBlue, Frontier, and Air Canada 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 7 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 Houston and Caribbean is 7 per day as of August 2026. The most frequent departure time is 3:00PM, with 52% of daily flights leaving in the afternoon.

As of August 2026, there are 49 flights per week flying from Houston to Caribbean. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.