The vibe: Among the framed drawings of regulars cluttering the wooden walls of this dim saloon-style staple are posters boasting that you’re in “le premiere dive bar” of Chicago. We don’t know where this place gets off speaking French, but it’s been around since 1958, so we’ll grant it bragging rights. Plus, it's a favorite among celebs like Stephen Colbert, Bill Murray and John Belushi.
The food: None to speak of.
The drinks: Take a look at the wall behind the bar and you'll see the massive selection of sips served at this cash-only dive. Drafts, bottles and cans, and ciders are on offer, as well as your classic cocktails and mixed drinks.
Time Out tip: One of the best parts about Old Town Ale House is admiring the eclectic and often crude paintings. The backstory is fascinating—ask your bartender.