Chicago Weather: Rare Blue Moon On Mild And Windy HalloweenIt will be sunny and mild during the day on Halloween, with a high around 57.
Chicago Weather: Coldest Weather Of The Season Arrives; First Snow Possible SundayThis upcoming week will be the coldest we have seen in seven months. 
Chicago Weather: Cool And Cloudy Pattern Ahead; Showers Could Return SundayTemperatures were around 72 degrees early Friday morning, but have been dropping steadily throughout the day, and will fall to a low around 34 overnight.
Chicago Weather: Seasonably Mild Through Mid-Week; Much Cooler By Next WeekendTemperatures for the Chicago area will be near normal or just a bit above for the next four days, then take a dramatic drop by the end of next week. 
Chicago Weather: Cloudy And Mild This WeekendA cold front will pass early Saturday afternoon, and you’ll know it! We’ll hit our daytime high of 75 at lunchtime, then between 1:00 and 2:00 p.m. the front passes and cool winds develop as temps fall through the 60s in the afternoon and quickly into the 50s with sunset.
Chicago Weather: Some Rain Sunday, Sunny For The Rest Of The WeekPlenty of sunshine for the week ahead and it will be milder.
Chicago Weather: A Cool Weekend Ahead, But When Will It Finally Warm Up?We'll fall short of the normal temp we'd expect for early October, with highs that are similar to early November.
Chicago Weather: Cool And Rainy MondayAfter a warm weekend, Monday's high will only be around 64°. Tonight will be partly cloudy, with lows in the upper 40s.
Chicago Weather: Warm Weekend Continues, But Cooler Weather Arrives Next WeekWe will stay above average on Sunday, with highs in the lower to middle 70s, and partly to mostly cloudy skies. 
Chicago Weather: Windy & Warm WeekendEnjoy what will likely be our last taste of summer in Chicago this weekend, with warm and windy conditions on Saturday, before a cool pattern settles in next week.
Chicago Weather: Warm Into The WeekendHigh temperatures in Chicago will gradually climb through the weekend, reaching the low to mid 80s on Saturday before a cold front moves in.