Cheap flights from Orlando to Milwaukee from $58

The cheapest month to fly to Milwaukee from Orlando is in January. Flight prices, which tend to average around $152, are often lower during this time because this is during the off-season. The month of February is another great option to travel to Milwaukee, with average flight prices from Orlando averaging around $187.

According to our data, Wednesday is the cheapest day to fly to Milwaukee from Orlando. The lowest ticket price found for a Wednesday departure recently was $192. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Orlando to Milwaukee on a Sunday will generally be more expensive and average around $380. 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 Orlando to Milwaukee when you can find flight prices for as low as $179. Flying to Milwaukee in the afternoon is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $374 per ticket.

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

You are more likely to see cheaper flights to Milwaukee from Orlando when booking weeks ahead of your departure date. In general, you can expect to find flights to Milwaukee for around $292 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milwaukee from Orlando for as low as $239 on momondo.

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

Frontier is the most popular carrier operating from Orlando to Milwaukee-Mitchell

Frontier, American Airlines and United Airlines are the top three most popular airlines that fly to Milwaukee from Orlando according to our data. Frontier is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Milwaukee. Keep in mind that there are 8 different airlines that fly to Milwaukee on a routine basis, so you have a few additional options to choose from.

As of August 2026, 4 flights take off from Orlando and land in Milwaukee each day. The most common flight departure time for this route is 2:00PM, with 52% of daily flights taking off in the afternoon.

As of August 2026, 29 flights take off from Orlando and land in Milwaukee each week. The most common flight departure day for this route is Thu, with 21% of weekly flights taking off on this day.