City Winery Chicago
City Winery Chicago is an event venue in Chicago, IL, at 1200 W. Randolph St.. There are 54 upcoming events listed, starting Sat, Oct 17, 2026. Tickets are sold on the source platform — every listing links straight to it.
City Winery in Chicago hosts comedy, music, and theater, with performances by Anthony Rapp, Bob Schneider, Boney James, Brandy Clark, and Chris Botti.
Nearby hotels
AdvertisementArtists performing here
Robert GlasperD.L. HughleyBoney JamesChris BottiMichael McDermottLos LobosMarcus MillerMidnight SunMohini DeySimone GreenAnthony RappBrandy ClarkCousin TieraDamon WilliamsGriffin HouseJane EugeneKurt EllingMc LyteMickey GuytonRonnie Baker BrooksRuthie FosterSoul BrunchValerie JuneZoso - Led Zeppelin Tribute Band
Sat, Oct 17 · 5:00 PM
Chris Botti
City Winery Chicago
$235 +
Sat, Oct 17 · 8:30 PM
Chris Botti
City Winery Chicago
$140 +
Sun, Oct 18 · 5:00 PM
Chris Botti
City Winery Chicago
$199 +
Sun, Oct 18 · 8:30 PM
Chris Botti
City Winery Chicago
$145 +
Tue, Oct 20 · 6:00 PM
Mc Lyte
City Winery Chicago
$176 +
Wed, Oct 21 · 7:30 PM
Davide De Pierro
City Winery - Chicago
See listing
Thu, Oct 22 · 7:30 PM
In Conversation with Davide De Pierro
City Winery - Chicago
See listing
Fri, Oct 23 · 7:30 PM
Ruthie Foster
City Winery Chicago
$73 +
Sun, Oct 25 · 12:00 PM
Soul Brunch
City Winery Chicago
$92 +
Sun, Oct 25 · 7:00 PM
Zoso - The Ultimate Led Zeppelin Experience
City Winery Chicago
$74 +
Sun, Oct 25 · 7:00 PM
Zoso - Led Zeppelin Tribute Band
City Winery Chicago
$86 +
Sat, Oct 31 · 8:00 PM
SPELLBOUND | Chicago's BEST Halloween Party | City Winery West Loop
City Winery Chicago
$29.99 +
Mon, Nov 2 · 7:30 PM
Anthony Rapp
City Winery Chicago
$126 +
Sat, Nov 21 · 5:00 PM
Boney James
City Winery Chicago
$138 +
Sat, Nov 21 · 8:30 PM
Boney James
City Winery Chicago
$129 +
Sun, Nov 22 · 5:00 PM
Boney James
City Winery Chicago
$129 +
Sun, Nov 22 · 8:30 PM
Boney James
City Winery Chicago
$129 +
Mon, Nov 23 · 7:30 PM
Damon Williams
City Winery Chicago
$79 +
Tue, Nov 24 · 6:00 PM
Mohini Dey
City Winery Chicago
$110 +
Tue, Nov 24 · 9:30 PM
Mohini Dey
City Winery Chicago
$91 +
Mon, Nov 30 · 7:30 PM
My Cousin Tiera
City Winery Chicago
$88 +
Wed, Dec 2 · 7:30 PM
Mickey Guyton
City Winery Chicago
$83 +
Sun, Dec 6 · 8:30 PM
Kurt Elling
City Winery Chicago
$107 +
Mon, Dec 7 · 7:30 PM
Griffin House
City Winery Chicago
$55 +