"Distance: 8 min drive / 28 min walk Cindy’s, an airy, greenhouse-like rooftop restaurant, is on top of the Chicago Athletic Association Hotel. There are a lot of great spots at the CAA, like The Game Room and Cherry Circle Room, but Cindy’s has one of the best panoramic views of the city. And, it’s just a block north of the Art Institute, right on Michigan Ave. All this translates to being incredibly busy and occasional hour-long waits just for the elevator. But once you’re upstairs, you’re rewarded with an unbeatable view of Millenium Park and Lake Michigan. The crab cake sandwich and potato gnocchi won’t blow you away, but the cocktails and atmosphere make up for it." - veda kilaru