A Chicago speakeasy with curtained entrance
Chicago Hidden Gems

The 10 Best Hidden Gem Bars in Chicago 2026

JH
James Harlow
7 min read

Chicago's hidden bars include both the famous (The Violet Hour) and the genuinely-hidden-from-tourists (Sportsman's Club). The 10 below show both.

The 10 best hidden gem bars in Chicago

01 · Chicago
The Violet Hour

Long blue curtain at the entrance. House rules taken seriously.

Order: The Violet Fizz

02 · Chicago
Sportsman's Club

From outside it looks like a dive; inside it's serious cocktailing.

Order: Bartender's choice

03 · Chicago
Lost Lake

Paul McGee's Logan Square tiki bar. The rum list is one of America's deepest.

Order: A Mai Tai with their reserve agricole

04 · Chicago
Billy Sunday

Pre-Prohibition cocktail bar in Logan Square.

Order: Whatever uses their house tincture of the month

05 · Chicago
The Aviary

Grant Achatz's cocktail kitchen.

Order: The Bond — frozen, dressed up

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06 · Chicago
Kumiko

Julia Momose's Japanese-influenced cocktail counter.

Order: The kuro tasting

07 · Chicago
Scofflaw

Logan Square gin-focused bar.

Order: A Negroni made with their reserve gin

08 · Chicago
Green Mill

Operating since 1907. Al Capone drank here.

Order: A bourbon, neat, during the late set

09 · Chicago
Longman & Eagle

Whiskey-leaning, cellar-deep.

Order: A whiskey-based seasonal

10 · Chicago
Delilah

Operating since 1993. Lincoln Park whiskey saloon.

Order: A flight of bourbons

How Chicago hides its best

The Violet Hour and Lost Lake are essential. Most peak between 9 and 11 PM.

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