Chicago Weather December 31, 2019 6:16 pm Chicago Weather: 2020 Starts Out Mild With Snow on the Way The year ends dry and chilly in Chicago, but expect a little bit of a warm-up to start 2020. NBC 5 meteorologist Paul Deanno has your forecast. Local 2:18 Latest forecast from the NBC 5 Storm Team 2:18 Chicago Forecast: Evening storms to end a summer-like day 1:50 CHICAGO FORECAST: Dry conditions overnight ahead of possible storms Saturday afternoon 3:15 Friday morning weather 1:44 CHICAGO FORECAST: Storms impact region ahead of weekend cooldown