"Those who don’t want to bundle up can enjoy views of Millennium Park and Lake Michigan from the enclosed atrium at Cindy Rooftop, but those in search of a closer look can get toasty by the fire pits on the terrace atop the Chicago Athletic Association hotel. Top Chef alum Kaleena Bliss offers a menu of dishes designed to be shared like green curry prawns and braised short rib with collard greens. Book a table through Resy." - Samantha Nelson