Cheap flights from Maryland to Key West from $89

In general, September is the cheapest month to fly from Maryland to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $374. If you are unable to visit Key West during the month of September, then departing from Maryland during the month January is also very affordable. Most momondo users find prices during this month for around $394.

On average, the least expensive day to fly to Key West from Maryland is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $373. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Maryland to Key West for around $516.

According to our data, the cheapest time of day to fly to Key West is at noon. momondo users have found flights departing from Maryland to Key West at noon for as low as $382. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Key West are more costly in the morning, with an average ticket price of $469. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

You are more likely to see cheaper flights to Key West from Maryland when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $463 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Maryland for as low as $287 on momondo.

Spirit Airlines, American Airlines, and United Airlines are the most popular carriers operating from Maryland to Key West

American Airlines, Delta and Spirit Airlines are the top three most popular airlines that fly to Key West from Maryland according to our data. American Airlines is the first choice among our users, with 73% of people opting to fly with this airline when traveling to Key West. Keep in mind that there are 4 different airlines that fly to Key West on a routine basis, so you have a few additional options to choose from.

The number of flights available between Maryland and Key West is 34 per week as of February 2026. The most frequent departure day is Mon, with 18% of weekly flights leaving on this day.

If you’re flying from a popular airport in Maryland, such as Baltimore or Salisbury, and flying into Key West, then you can expect flight times to average 4h 11m and 4h 42m, respectively.