Subway: Red to Grand(312) 464-1400 downtownbarandlounge.com41.890526 -87.628149 440 N State St (between Hubbard and Illinois Sts) River North, Chicago
Mon–Fri 3pm–2am; Sat 3pm–3am; Sun 3pm–2amAverage cocktail: $6
It’s not Gentry (R.I.P., catty piano player cracking jokes about our ugly shoes), but are we complaining? No. Because not only does this place attract one of the more diverse gay crowds in the city, but it’s also the closest gay enclave to the Loop.