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Chicago Gears Up for Merry Travel and Outdoor Cheer with Mild Holiday Week Forecast

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Published on December 20, 2025
Chicago Gears Up for Merry Travel and Outdoor Cheer with Mild Holiday Week ForecastSource: X/NWS Chicago

Chicago is setting the stage for a temperate holiday week, with a forecast that promises conditions suitable for travel and outdoor festivities. As reported by the National Weather Service, today's weather leans toward the cloudy side, with temperatures hovering near 40 degrees, spiced up by gusty south-southwest winds that could reach up to 30 mph, before turning west later in the day.

For those venturing out tonight, a mostly clear sky awaits with lower temperatures around 19 degrees and winds persisting from the west at 10 to 15 mph, occasionally gusting to 25 mph. Despite the wind being a factor and expected wind gusts at around 15 to 30 mph, the day's high near 40 degrees will be a welcomed warmth by Chicago standards. The National Weather Service details this shift from cozy indoors to an outdoor invitation as today transitions into the evening.

Sunday's forecast is looking bright with sunny skies and a slight chill at a high near 29, nudged by a northwest wind turning southwest throughout the afternoon. As we gaze into Sunday night, the sky is expected to gather clouds, welcoming a low around 24 degrees, accented by south winds that could gust as high as 15 mph.

Looking ahead to Monday, overcast conditions dominate, with the thermometer rising to a high near 41 degrees. Even as clouds linger, tucking away the blue sky, the temperatures suggest a milder commencement of the week. Travelers and last-minute shoppers can take heart in the relatively mild temperatures as we count down the days to Christmas. According to Fox 32 Meteorologist Mark Strehl, the upcoming weather conditions make for "great travel weather ahead of warm Christmas."

The remainder of the week holds onto the gift of mild winter weather with up-and-down temperatures, eventually leading to a notably warm Christmas Day, anticipated to have highs around 54 degrees. As Chicagoans prepare for their holiday gatherings, the weather plays a benevolent host, offering a deeply appreciated break from the often harsh Midwestern winters. Wednesday and Wednesday night bring a chance of rain, potentially adding a fresh sheen to the Windy City as it dresses up for the festivities.