City Winery - Chicago is a live event venue in Chicago, IL. There are 108 upcoming events listed here right now, including Robert Glasper, D.L. Hughley, Ami Taf Ra, Boney James and 16 more. The next one is Michael Jackson's Thriller Live: A Halloween Special on Thursday, October 29, 2026 at 7:30 PM.
Pick an event to open the seating map for that date. Section layouts can change with the stage setup, so check the map for the specific event before you choose seats.
Upcoming events at City Winery - Chicago
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Showing the next 100 of 108 events.
Who is playing City Winery - Chicago
- Robert Glasper · 8 dates
- D.L. Hughley · 6 dates
- Ami Taf Ra · 4 dates
- Boney James · 4 dates
- Raheem DeVaughn · 4 dates
- Michael Mcdermott · 3 dates
- 10,000 Maniacs · 2 dates
- Backyard Tire Fire · 2 dates
- Chrisette Michele · 2 dates
- Crucial Conflict · 2 dates
- Damien Escobar · 2 dates
- Howard Hewett · 2 dates
- Jana Kramer · 2 dates
- Jane Eugene · 2 dates
- Joshua Radin · 2 dates
- Jubu Smith · 2 dates
- Kirk Whalum · 2 dates
- Kurt Elling · 2 dates
- Los Lobos · 2 dates
- Marcus Miller · 2 dates