Streeterville Social (Courtesy Loews Chicago Hotel)
Something of an anomaly when it comes to rooftop lounges, Streeterville Social skips the bass thump of the club scene and goes for more of a country club feel. The huge space offers two bars, perfect for after-business drinks or for taking a cocktail to one of the lounge chairs and treating the place like your own tropical getaway. A real-grass play area has games of giant Jenga and pétanque (like bocce). Views in every direction take in the lake and the river, plus city lights at night. A dedicated kitchen serves al fresco dining options like marinated beet salad, fish tacos and a daily flatbread special. Open daily 4-10:30 pm.