Cheap flights from Caribbean to Maryland from $71

The cheapest month to fly to Maryland from Caribbean is in April. Flight prices, which tend to average around $237, are often lower during this time because this is during the off-season. If you don’t want to visit Maryland in April, then you should wait until July to fly from Caribbean, when ticket prices are also cheap, with an average price of $238.

The cheapest day to depart from Caribbean to Maryland is on a Thursday. Travelers who choose to depart for Maryland on a Thursday will often find tickets for as low as $305. The most expensive day to fly to Maryland is Monday, with ticket prices averaging around $592.

Our most recent data shows that the best time of day to fly to Maryland is in the afternoon. Flights from Caribbean to Maryland during this time can be as low as $372. In contrast, the most expensive time of day to depart to Maryland is at noon when prices are around $716.

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

You are more likely to see cheaper flights to Maryland from Caribbean when booking weeks ahead of your departure date. In general, you can expect to find flights to Maryland for around $303 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Maryland from Caribbean for as low as $180 on momondo.

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

Frontier, United Airlines, and Delta are the most popular carriers operating from Caribbean to Maryland

Spirit Airlines, Southwest and Frontier are the top three most popular airlines that fly to Maryland from Caribbean according to our data. Spirit Airlines is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Maryland. Keep in mind that there are 6 different airlines that fly to Maryland on a routine basis, so you have a few additional options to choose from.

The number of flights available between Caribbean and Maryland is 23 per day as of February 2026. The most frequent departure time is 3:00PM, with 73% of daily flights leaving in the afternoon.

As of February 2026, there are 162 flights per week flying from Caribbean to Maryland. The most common day of the week flights depart is Sat, with 20% of flights taking off on this day.