Cheap flights from Houston to Milwaukee from $109

The cheapest month to fly to Milwaukee from Houston is in November. Flight prices, which tend to average around $345, are often lower during this time because this is during the off-season. The month of October is another great option to travel to Milwaukee, with average flight prices from Houston averaging around $355.

In the afternoon is the cheapest time of day to fly from Houston to Milwaukee when you can find flight prices for as low as $327. 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 $433 per ticket.

Fly from Houston George Bush Intcntl to Milwaukee-Mitchell for the best Houston - Milwaukee-Mitchell flight prices

You are more likely to see cheaper flights to Milwaukee from Houston when booking weeks ahead of your departure date. In general, you can expect to find flights to Milwaukee for around $364 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milwaukee from Houston for as low as $258 on momondo.

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

United Airlines, Frontier and American Airlines are the top three most popular airlines that fly to Milwaukee from Houston according to our data. United Airlines is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Milwaukee. Keep in mind that there are 6 different airlines that fly to Milwaukee on a routine basis, so you have a few additional options to choose from.

As of September 2026, there are 3 flights per day flying from Houston to Milwaukee. The most common time of day flights depart is 7:00PM, with 61% of flights taking off in the evening.

The number of flights available between Houston and Milwaukee is 21 per week as of September 2026. The most frequent departure day is Wed, with 24% of weekly flights leaving on this day.