Milwaukee will be in the path of totality in 2099
The last time the path of totality passes through Milwaukee was before Christopher Columbus sailed the ocean blue. You have to go back to 1379. Let's be honest, the world and Milwaukee looked like a much different place. Don't worry! If you're looking for a chance to not travel out of Milwaukee, and be in the path of totality, all you have to do is wait until 2099. That's the next chance southeastern Wisconsin will be in the path of totality.
The last time Wisconsin as a state was in the path of totality? 1954. Ashland, Rice Lake, and Hayward in northwestern Wisconsin were all included in the path of totality.
Even though the Badger State won't be in the path, you will still see a partial eclipse. Expect a partial eclipse anywhere from 75% in northern Wisconsin to 88% in far southern Wisconsin. The best views will be south, southwest, and southeast of the Midwest. The max in Milwaukee is set to take place at around 1:18 pm on Monday. Make sure you have your approved sunglasses handy!