4.5The Berkshire Room
River North · Chicago, IL · 0.1 mi
Leather wingbacks, a smoking-jacket mood, and a Dealer's Choice card that lets you order by adjective.
Hotel Bar
Illinois / Chicago
Andy's Jazz Club
A former newspapermen's tavern that has run live jazz since the fifties — three sets a night, no attitude.
Getting in
Front door on Hubbard, cover after the first set.
Order this
Old Fashioned
Your passport
Jazz Room rooms like this one are catalogued across the trail — see every jazz room bar.
Keep the night going
Nearest doors
4.5
4.6Three Dots and a Dash
River North · Chicago, IL · 0.2 mi
An alley of glowing skulls leads down to the loudest, most generous rum room in the Midwest.
Tiki Lounge
4.4The Drifter
River North · Chicago, IL · 0.6 mi
A former Prohibition-era hideaway beneath a River North tavern, where the menu is a deck of tarot cards and the cabaret runs between rounds.
Hidden Door
4.5Milk Room
The Loop · Chicago, IL · 0.6 mi
Eight seats in a room that sold milk during Prohibition, now pouring bottles older than the building's current name.
Hotel Bar
The Gear Room
Drink like Andy's Jazz Club at home
Nick & Nora Glasses (set of 4)
The stem that made the coupe look loud. Named for the most functional drunks in film.
$25–45Find it →
Double Old Fashioned Glasses
Heavy base, wide mouth, room for a large cube. Built for whiskey and elbows.
$25–45Find it →
Blue Note Classics on Vinyl
The room tone of every good back bar. Start with Blakey, end with Monk.
$25–40Find it →
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