Chicago/ Weather & Environment

Sun-Soaked Chicago Sunday Kicks Off Rare Warm, Dry October Week

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Published on October 18, 2026
Sun-Soaked Chicago Sunday Kicks Off Rare Warm, Dry October WeekSource: Google Street View

Chicago starts Sunday, October 18, under clear skies and chilly temperatures in the 40s, but sunshine will push the afternoon high near 62 degrees. A southwest breeze will make it feel brisk at times, with gusts reaching up to 25 mph. Rain is not expected.

A Breezy, Bright Sunday

Temperatures should climb through the 50s by late morning before reaching the low 60s during the afternoon. The National Weather Service Chicago office expects breezy southwest winds, with gusts around 20 knots possible during the afternoon.

Sunday night stays clear, with a low around 47 degrees and lighter southwest winds. A jacket will be useful after sunset, while anyone setting up lightweight outdoor decorations or gear may want to keep the afternoon breeze in mind.

Warmth Builds Through the Workweek

The forecast turns steadily milder after Sunday. Monday, October 19, should be sunny; from Monday onward, highs are expected in the upper 60s or 70s each day.

Saturday is also expected to reach about 70 degrees under mostly sunny skies. Morning temperatures will be in the 40s, and little to no rain is expected through the week, giving Chicago a long, unusually cooperative stretch for commutes and outdoor plans.