The southeast Wisconsin, Waukesha and Milwaukee forecast for the rest of your Sunday night will have the next round of energy rolling through with the next low pressure system. That's going to bring in another round of rain, though this will not be a heavy rainmaker. This will develop later tonight. You will notice that the temperatures will actually be rising through the 40's or higher as the night wears on.
There's going to be a stalled frontal boundary just to our south, but most of the day will be fine with mostly cloudy, breezy and mild conditions. There will be a slight chance of a shower, but again, most of the day will be fine. Highs will top out in the upper-50's.
With that front just to our south, I can't rule out the chance of a shower before midnight. Overnight lows will botton out in the mid-30's.
We'll have a chance of rain again on Tuesday, but again, that will not be heavy, nor be a washout if we see anything. Highs will top out close to 50 before falling along Lake Michigan.
Rain will redevelop again on Wednesday, and that's going to be the more significant rain of the week. This will continue into Wednesday night and Thursday.
The best chance of more significant rain comes again on Wednesday through Thursday with highs still only in the 40's. Over that time period, we could see over an inch of rain, but the local rivers might have enough relief before this next round.
There will be another chance of some rain next Sunday.