Richard's Bar

Behind its dive reputation, this River North institution carries an unapologetic old-school hole-in-the-wall character rooted in neighborhood Italian ties. While talk often centers on a raucous scene, weekday afternoons unfold as a surprisingly mellow hang, with patrons quietly nursing drinks away from the bustle. Alongside the usual budget pours, the bar also bottles its own house-crafted spirits—including bourbon, gin, and vodka—doled out by no-nonsense bartenders who keep the room grounded.