"The Hyatt Place Chicago, on the corner of North and Ashland, sports a unique view of the city that overlooks the Kennedy Expressway. The Kennedy is a rooftop bar and restaurant with skyline views that are unobstructed thanks to the proximity to I-90/94. The roof offers a plant-filled space to have a charcuterie plate and a cocktail, with fire tables to keep things toasty. It’s a low-key spot for a nice view. Make a reservation through OpenTable." - Samantha Nelson, Naomi Waxman, Ashok Selvam