Cheap flights from Florida to Milwaukee from $88

The cheapest month to fly to Milwaukee from Florida is in February. Flight prices, which tend to average around $308, are often lower during this time because this is during the off-season. The month of January is another great option to travel to Milwaukee, with average flight prices from Florida averaging around $314.

According to our data, Wednesday is the cheapest day to fly to Milwaukee from Florida. The lowest ticket price found for a Wednesday departure recently was $217. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Florida to Milwaukee on a Sunday will generally be more expensive and average around $405. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

In the afternoon is the cheapest time of day to fly from Florida to Milwaukee when you can find flight prices for as low as $187. Flying to Milwaukee in the afternoon is an ideal time because this is during off-peak travel hours. In the evening is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $370 per ticket.

Fly from Fort Myers SW Florida Intl to Milwaukee-Mitchell for the best Florida - Milwaukee-Mitchell flight prices

You are more likely to see cheaper flights to Milwaukee from Florida when booking weeks ahead of your departure date. In general, you can expect to find flights to Milwaukee for around $297 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milwaukee from Florida for as low as $252 on momondo.

There are 3 cabin classes available to choose from on Florida to Milwaukee flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Milwaukee from Florida according to our data. American Airlines is the first choice among our users, with 35% of people opting to fly with this airline when traveling to Milwaukee. Keep in mind that there are 9 different airlines that fly to Milwaukee on a routine basis, so you have a few additional options to choose from.

6 flights are operational daily from Florida to Milwaukee as of November 2026. The most popular departure time for this route is 7:00PM, with 39% of flights per day taking off in the evening.

As of November 2026, 44 flights take off from Florida and land in Milwaukee each week. The most common flight departure day for this route is Mon, with 30% of weekly flights taking off on this day.