A Chicago cocktail bar with brass and dim warm light
Chicago Guide

The 10 Best Bars in Chicago 2026

JH
James Harlow
8 min read

Chicago has the deepest serious-cocktail tradition outside New York and Tokyo. The Violet Hour opened in 2007 and trained a generation. The Aviary turned cocktails into an avant-garde tasting menu. The 10 below cover the West Loop, Wicker Park and Logan Square — the city's three drinking neighbourhoods of record.

The 10 best bars in Chicago

01 · Chicago
The Violet Hour

Long blue curtain at the entrance. House rules taken seriously. Toby Maloney's Chicago landmark.

Order: The Violet Fizz

02 · Chicago
The Aviary

Grant Achatz's cocktail kitchen. Edible balloons, drinks served on rocks chiselled from glaciers, science as showmanship.

Order: The Bond — frozen, dressed up

03 · Chicago
Lost Lake

Paul McGee's Logan Square tiki bar. Far from the kitsch — the rum list is one of America's deepest.

Order: A Mai Tai with their reserve agricole

04 · Chicago
Kumiko

Julia Momose's Japanese-influenced cocktail counter. Twelve seats, omakase format. James Beard Outstanding Bar Program winner.

Order: The kuro tasting (cocktails paired to small bites)

05 · Chicago
Billy Sunday

Pre-Prohibition cocktail bar in Logan Square. House-made tinctures, bitters, syrups built from scratch.

Order: Whatever uses their house tincture of the month

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06 · Chicago
Delilah

Operating since 1993. Lincoln Park whiskey saloon with one of the deepest American whiskey lists in the country.

Order: A flight of bourbons

07 · Chicago
Longman & Eagle

Longman is a small inn; Eagle is the serious cocktail bar attached. Whiskey-leaning, cellar-deep.

Order: A whiskey-based seasonal

08 · Chicago
Scofflaw

Logan Square gin-focused bar. Eighty-plus gins, casual atmosphere, drinks that punch above the casual format.

Order: A Negroni made with their reserve gin

09 · Chicago
Green Mill

Operating since 1907. Al Capone drank here. Live jazz seven nights a week, drinks served simply.

Order: A bourbon, neat, during the late set

10 · Chicago
Drumbar

On top of the Raffaello Hotel. Outdoor terrace with a view across the Magnificent Mile. Whiskey-focused cocktail program.

Order: A boulevardier, terrace-side

How Chicago drinks differently from New York

Chicago bars take craft as seriously as New York's, but with a different posture — less self-aware, more midwestern. Toby Maloney's Wicker Park lineage (The Violet Hour) and Grant Achatz's Fulton Market lineage (The Aviary) define the two poles. The neighbourhood places (Lost Lake, Sportsman's Club) bring the warmth.

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