Cheap flights from Milwaukee to Florida from $64

In general, January is the cheapest month to fly from Milwaukee to Florida. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $301. If you’re not able to fly to Florida in January, then February is your next best option. Flight prices from Milwaukee to Florida during February average around $345.

On average, the least expensive day to fly to Florida from Milwaukee is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $297. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Wednesday as prices are generally higher than usual. According to our data, the average ticket price to Florida on Wednesday is $387.

Flying to Florida from Milwaukee in the evening is the least expensive time of day to depart. momondo users have found prices as low as $258 when looking at flights departing in the evening. Flights to Florida are more costly in the morning, with an average ticket price of $390. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from Milwaukee-Mitchell to Orlando for the best Milwaukee-Mitchell - Florida flight prices

You are more likely to see cheaper flights to Florida from Milwaukee when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida for around $357 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida from Milwaukee for as low as $230 on momondo.

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

Southwest, Delta, and United Airlines are the most popular carriers operating from Milwaukee-Mitchell to Florida

American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Florida from Milwaukee according to our data. American Airlines is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Florida. Keep in mind that there are 9 different airlines that fly to Florida on a routine basis, so you have a few additional options to choose from.

As of October 2026, there are 2 flights per day flying from Milwaukee to Florida. The most common time of day flights depart is 2:00PM, with 40% of flights taking off in the afternoon.

The number of flights available between Milwaukee and Florida is 18 per week as of October 2026. The most frequent departure day is Mon, with 33% of weekly flights leaving on this day.