Hi i listen to the milwaukee Feed alot and i think if you cant reach the Milwaukee Tower. There is a other little airport in Milwaukee in the End of the City of Milwaukee Called Timmerman Field(MWC) It's a little field and has little traffic everyday. I was wondering if you may reach Timmerman. Below is the Freqenices. Give it a try
Timmerman Tower:120.50
Timmerman Ground:121.7
Milwaukee Approach:128.7
When ATC closed) 121.7