Cheap flights from Baltimore to Caribbean Islands from $72

The month of March is, on average, the cheapest month to fly to Caribbean Islands from Baltimore, with most prices found around $264. The month of May is another great option to travel to Caribbean Islands, with average flight prices from Baltimore averaging around $276.

The cheapest day to depart from Baltimore to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets for as low as $267. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $324. 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 afternoon. momondo users have found flights departing from Baltimore to Caribbean Islands in the afternoon for as low as $283. 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 $371. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Baltimore/Washington to San Juan Luis Munoz Marin Intl for the best Baltimore/Washington - Caribbean Islands flight prices

You are more likely to see cheaper flights to Caribbean Islands from Baltimore when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $317 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Baltimore for as low as $262 on momondo.

There are 4 cabin classes available to choose from on Baltimore/Washington 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, Southwest, and American Airlines are the most popular carriers operating from Baltimore/Washington to Caribbean Islands

United Airlines, Spirit Airlines and Frontier are the top three most popular airlines that fly to Caribbean Islands from Baltimore according to our data. United Airlines is the first choice among our users, with 33% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 10 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, 6 flights take off from Baltimore and land in Caribbean Islands each day. The most common flight departure time for this route is 8:00AM, with 83% of daily flights taking off at noon.

As of February 2026, there are 47 flights per week flying from Baltimore to Caribbean Islands. The most common day of the week flights depart is Sat, with 28% of flights taking off on this day.