City Winery Chicago

City Winery Chicago is a winery in Chicago, IL, located at 1200 W Randolph St. It operates as a live music venue, restaurant, and urban winery in the West Loop. The space hosts intimate concerts and stand-up comedy shows while serving Mediterranean-inspired dishes and house-made dips. The wine is produced onsite in small batches using premium grapes, and the menu is designed to pair with these locally made wines. The venue also offers guided wine tastings where guests can explore the production process from grape to glass alongside curated global selections.

Dining options include a dedicated Barrel Room menu featuring items such as a 14oz New York Strip, Lobster Ravioli, and Truffle Smash Burger. A Concert Dining Menu allows guests to arrive an hour before a performance for a full meal, with service available throughout the event. Weekend brunch is served Saturdays and Sundays from 10 AM to 3 PM, featuring classic breakfast dishes and a DIY mimosa bar. Other dining specials include a burger and tap wine pairing available Sunday through Thursday, and a happy hour Monday through Friday from 4 to 7 PM offering half-price wines on tap, flatbreads, and dips. An outdoor Wine Garden hosts a Yappy Hour menu for dogs. The venue also supports private events, transforming its space for various gatherings.

The leadership team includes Michael Dorf as Founder and Chief Executive Officer, who previously built The Knitting Factory. David Lecomte serves as Chief Winemaker, having worked in France and China before moving to the US. Shlomo Lipetz is the President of Venues, and Rich Malenczuk is the Chief Financial Officer with 15 years of experience in concert promotion and hospitality. Dylan Rocke is the Chief Information Officer, and Nicole Sanchez is the Chief People Officer. Thomas Fallon serves as Senior Vice President of Operations, focusing on employee training and development.

City Winery Chicago holds a rating of 4.20 based on customer reviews. The business is known for combining live music, creative cuisine, and onsite winemaking in a vibrant urban setting.

This integration of music, dining, and wine production distinguishes City Winery Chicago as a unique destination in the West Loop.