Subway: Red to Clark/Division(312) 337-2583 legroomchicago.com41.903702 -87.629053 7 W Division St (between State Pkwy and Dearborn St) Gold Coast, Chicago
Mon–Wed 9pm–4am; Thu, Fri, Sun 7pm–4am; Sat 7pm–5amAverage cocktail: $6
Less of a frat-boy-meets-tourist scene than many Rush and Division bars, Leg Room is the classiest place on this strip to get a drink. But don’t expect a low-key neighborhood bar. You’ll get animal-print stools, a free-floating bar and a free jukebox with your martinis.