On a rare and glorious Friday in Chicago, she embraced the sunshine in wide-leg dark wash jeans and a light pink sweater vest, layered perfectly under her favorite vegan leather aviator jacket—equal parts cool and classic. Her ivory sneakers carried her through a leisurely walk to open play, where Miles zoomed from station to station, then to the playground, where he insisted on “just one more slide” at least ten times. With cheeks flushed from the fresh air, she later swapped playground chaos for a peaceful train ride to New Buffalo, MI, the start of a much-anticipated mom’s weekend retreat—where the only agenda was relaxation, laughter, and maybe a glass (or two) of wine. LTKWatchNow LTKStyleTip LTKTravel