One of the drawbacks of sitting on a rooftop downtown is that you can’t see the whole skyline, because you’re technically in it. This isn’t the case at Cabana Club, the rooftop bar on top of a high-rise hotel (The Robey) in Wicker Park. Enjoy the skyline view while you have a cocktail and some light snacks like cucumber dip or ceviche. It’s a very good way to spend some time before disappearing into one of the street-level restaurants in the neighborhood.