Cheap flights from Virginia to Key West from $66

In general, January is the cheapest month to fly from Virginia to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $379. If you are unable to visit Key West during the month of January, then departing from Virginia during the month February is also very affordable. Most momondo users find prices during this month for around $392.

You are more likely to see cheaper flights to Key West from Virginia when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $418 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Virginia for as low as $340 on momondo.

Breeze Airways, Delta, and Allegiant Air are the most popular carriers operating from Virginia to Key West

American Airlines, Delta and Breeze Airways are the top three most popular airlines that fly to Key West from Virginia according to our data. American Airlines is the first choice among our users, with 58% of people opting to fly with this airline when traveling to Key West. Keep in mind that there are 3 different airlines that fly to Key West on a routine basis, so you have a few additional options to choose from.

As of September 2026, there are 4 flights per week flying from Virginia to Key West. The most common day of the week flights depart is Mon, with 25% of flights taking off on this day.

If you’re flying from a popular airport in Virginia, such as Norfolk or Richmond, and flying into Key West, then you can expect flight times to average 4h 19m and 4h 38m, respectively.