
Overview: Milwaukee’s 5-Day Weather Forecast May 21st, 2026, sees rain chances and 50-degree weather persist until Monday, as weather patterns slowly develop.
Today: A cool night turns into a cool day, reaching 50 at 9 a.m. and 52 for an afternoon high. Hindering temperatures over the next few days, winds hold steady from off the lake. Averaging 10 mph with gusts up to 25, these northeastern winds race across the 48-degree water, cooling the lake and the surrounding communities. Rain chances spike to 40% in the late morning into the afternoon. While Milwaukee should not accumulate more than a trace amount of rain, northern cities might see a little more. Later, clouds dissipate slightly with a chance to witness the sunset at 8:14 p.m.
Tonight: Dropping into the night, temperatures bottom out at 45. Winds remain the same at 10 mph, gusting up to 25 mph. Partly cloudy skies also remain until the late night, when rain chances increase to 20% until 7 a.m.
Tomorrow: Due to the slow exit of a high-pressure system to our east and deepening of a low-pressure system entering the Midwest to our south, winds strengthen. Sustaining 12 mph with occasional gusts of 22 mph, winds come in from the east, but with a small bit of warmth. Temperatures hit 57 before sinking back into the mid-40s for a low. From 4 p.m. until 10 p.m., drizzle possibilities hover around 30%, but after 10 p.m. shoot up to 60%.

Weekend Outlook: Early Saturday morning finally greets the rain until the late morning. Despite precipitation chances sticking around 20%, Milwaukee is graced with the odd ray of sunshine and temperatures the return of 60-degree weather. Winds average 8 mph on Saturday and 5 mph Sunday, but stray breezes launch up to 22 mph. After sinking to 50 degrees in the night, Sunday repeats Saturday with a bit of rain in the morning. Drips of water persist until the afternoon, as accumulations barely reach past a tenth of an inch. Wisconsin begins feeling like May again with highs in the 70s and lows in the 50s.
Extended: Monday should see temperatures increase, both highs and lows, to 77 and 58, respectively. Winds start picking up from the south, but gusts stay below 20 mph. In contrast to the days before, Monday should have less clouds as well. This is not too certain at this point, because the winds and pressures are still fluctuating and slowly finding their patterns. Stay up to date then with your forecasts!

