
Overview: Milwaukee’s 5-Day Weather Forecast May 20, 2026, cools off until Friday rains signal some warmer weather finally entering again.
Today: As we wake up to 54-degree temperatures with partial cloud cover, winds turn to come from the lake by 10 a.m. At averaging 10 mph with gusts up to 25 mph, these winds restrict temperatures to the low-50s. Despite the clouds dissipating in the evening, temperatures continue to decrease through sunset, into the night.
Tonight: Winds hold steady throughout the night from the northeast at 10 mph into Thursday with similar gusts. Temperatures bottom out at 43, supported by warmer lake water and shortening nights. Before the morning commute starts on Thursday, clouds enter back into the sky.

Tomorrow: Clouds become rather dark, especially to the west, due to some attempts to organize into rain showers. These pass Milwaukee without any significant effects, as winds remain similar to Wednesday from the northeast. Temperatures stick around 53 degrees in the midday, before they fall back into the mid-40s. With clouds slowly breaking up, Thursday’s low increases from Wednesday to 44.
Friday: As a low-pressure system deepens and moves into the Midwest, winds increase to average 12 mph with gusts reaching 30 mph. Temperatures fight against the increasing clouds and wind, rising to 57 for a high. This happens right before possible rain hits Milwaukee. Precipitation chances remain high for the rest of the day and night. In the night, winds start to decrease and temperatures sink to 49.
Weekend Outlook: After the passing of the low pressure, 10% precipitation chances stick around for the weekend as clouds persist. Temperatures finally begin to warm significantly, hitting 63 on Saturday and 75 on Sunday. However, lows waiver, dropping to 53 on Thursday night and 49 on Saturday. Winds progressively calm into Sunday with dropping gusts as well. Stay up to date with your forecasts for better rain accuracy on your weekend!

