Cheap flights from New Windsor to Florida from $34

In general, January is the cheapest month to fly from New Windsor to Florida. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $172. If you’re not able to fly to Florida in January, then May is your next best option. Flight prices from New Windsor to Florida during May average around $181.

On average, the least expensive day to fly to Florida from New Windsor is on a Monday. momondo users have found tickets for Monday departures for as low as $138. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Florida on Saturday is $256.

Flying to Florida from New Windsor in the evening is the least expensive time of day to depart. momondo users have found prices as low as $163 when looking at flights departing in the evening. Flights to Florida are more costly at noon, with an average ticket price of $400. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from New Windsor Stewart to Fort Lauderdale for the best New Windsor Stewart - Florida flight prices

You are more likely to see cheaper flights to Florida from New Windsor when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida for around $255 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida from New Windsor for as low as $203 on momondo.

There are 2 cabin classes available to choose from on New Windsor to Florida flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Allegiant Air and Breeze Airways are the most popular carriers operating from New Windsor Stewart to Florida

United Airlines, JetBlue and Delta are the top three most popular airlines that fly to Florida from New Windsor according to our data. United Airlines is the first choice among our users, with 35% of people opting to fly with this airline when traveling to Florida. Keep in mind that there are 8 different airlines that fly to Florida on a routine basis, so you have a few additional options to choose from.

As of September 2026, there are 1 flights per day flying from New Windsor to Florida. The most common time of day flights depart is 12:00PM, with 66% of flights taking off in the afternoon.

As of September 2026, 7 flights take off from New Windsor and land in Florida each week. The most common flight departure day for this route is Sun, with 29% of weekly flights taking off on this day.