4.4The Sportsman's Club
Wicker Park · Chicago, IL · 0.8 mi
A second-floor room above a taco counter, styled like a hunting lodge and pouring punches instead of the usual stirred-and-shaken lineup.

Illinois / Chicago
Behind a plywood mural on Damen: high-backed blue chairs, chandeliers, no cell phones, and the drink that taught the Midwest about mint and rose.
Getting in
No sign — look for the mural-covered wooden facade and a single hanging bulb.
Order this
Juliet & Romeo
Your passport
Hidden Door rooms like this one are catalogued across the trail — see every hidden door bar.
Keep the night going
4.4Wicker Park · Chicago, IL · 0.8 mi
A second-floor room above a taco counter, styled like a hunting lodge and pouring punches instead of the usual stirred-and-shaken lineup.
4.5Logan Square · Chicago, IL · 1.5 mi
A hotel basement done up as a Prohibition club, complete with a barber-chair corner and drinks that take their time.
4.5Logan Square · Chicago, IL · 1.7 mi
Named for the word coined during Prohibition to shame liquor-law breakers, this gin-forward bar wears the insult proudly.
4.5Logan Square · Chicago, IL · 2.1 mi
Named for the evangelist who once tried to dry out Chicago, this bar answers with a menu built almost entirely around amari and vermouth.
The Gear Room
The East Village room on the trail, in book form. 500 recipes and the reasoning behind them.
From the man behind Milk & Honey, the room that became Attaboy. Spare, exact, opinionated.
The stem that made the coupe look loud. Named for the most functional drunks in film.
Links go to Amazon. We may earn a commission on purchases at no extra cost to you.