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Fri
Dec 26
Fri, 6:00 pm6:00 pm
1% of Tickets Left
Raheem DeVaughan
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Dec 26
Fri, 9:30 pm9:30 pm
2% of Tickets Left
Raheem DeVaughan
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Dec 27
Sat, 7:30 pm7:30 pm
1 Ticket Left
Terisa Griffin
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Dec 28
Sun, 5:00 pm5:00 pm
Raheem Devaughn
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Dec 28
Sun, 8:30 pm8:30 pm
Raheem Devaughn
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Mon
Dec 29
Mon, 6:00 pm6:00 pm
Raheem Devaughn
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Dec 30
Tue, 7:30 pm7:30 pm
Harold Green
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Dec 31
Wed, 7:00 pm7:00 pm
Dru Hill
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Dec 31
Wed, 11:00 pm11:00 pm
Dru Hill
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Jan 01, 2026
Thu, 6:00 pm6:00 pm
Dru Hill
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Jan 01, 2026
Thu, 9:30 pm9:30 pm
Dru Hill
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Jan 02, 2026
Fri, 7:30 pm7:30 pm
The Voices Trilogy - Tribute to The Whispers and The Temptations
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Jan 03, 2026
Sat, 7:30 pm7:30 pm
3% of Tickets Left
Ronnie Baker Brooks
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Jan 04, 2026
Sun, 7:30 pm7:30 pm
3% of Tickets Left
The Purple Madness - Prince Tribute
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Mon
Jan 05, 2026
Mon, 6:00 pm6:00 pm
Robert Glasper
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Mon
Jan 05, 2026
Mon, 9:30 pm9:30 pm
Robert Glasper
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Jan 06, 2026
Tue, 6:00 pm6:00 pm
Robert Glasper
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Jan 06, 2026
Tue, 9:30 pm9:30 pm
Robert Glasper
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Jan 07, 2026
Wed, 6:00 pm6:00 pm
Robert Glasper
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Jan 07, 2026
Wed, 9:30 pm9:30 pm
Robert Glasper
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Jan 08, 2026
Thu, 6:00 pm6:00 pm
Robert Glasper
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Jan 08, 2026
Thu, 9:30 pm9:30 pm
Robert Glasper
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Jan 09, 2026
Fri, 6:00 pm6:00 pm
3% of Tickets Left
Robert Glasper
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Jan 09, 2026
Fri, 9:30 pm9:30 pm
3% of Tickets Left
Robert Glasper
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Jan 10, 2026
Sat, 6:00 pm6:00 pm
Najee
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Jan 10, 2026
Sat, 9:30 pm9:30 pm
Najee
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Jan 11, 2026
Sun, 5:00 pm5:00 pm
Maysa's Blue Velvet Soul Experience
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Jan 11, 2026
Sun, 8:30 pm8:30 pm
Maysa's Blue Velvet Soul Experience
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Mon
Jan 12, 2026
Mon, 7:30 pm7:30 pm
Chrisette Michele
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Jan 13, 2026
Tue, 7:30 pm7:30 pm
Chrisette Michele
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Jan 14, 2026
Wed, 7:30 pm7:30 pm
Chrisette Michele
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Jan 15, 2026
Thu, 7:30 pm7:30 pm
Mark Curry
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Jan 16, 2026
Fri, 7:30 pm7:30 pm
Joe Torry
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Jan 18, 2026
Sun, 12:00 pm12:00 pm
3% of Tickets Left
Phil Angotti
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Jan 18, 2026
Sun, 7:00 pm7:00 pm
Midnight Sun - A Tribute to Marvin Gaye
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Mon
Jan 19, 2026
Mon, 7:30 pm7:30 pm
Midnight Sun
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Jan 21, 2026
Wed, 7:30 pm7:30 pm
Smells Like Nirvana - Nirvana Tribute
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Jan 23, 2026
Fri, 7:30 pm7:30 pm
RnB After Dark
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Jan 24, 2026
Sat, 12:00 pm12:00 pm
3% of Tickets Left
The Gospel According to Chicago Brunch (21+)
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Jan 24, 2026
Sat, 7:30 pm7:30 pm
Cassadee Pope
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Jan 25, 2026
Sun, 12:00 pm12:00 pm
3% of Tickets Left
New Jack Swing
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Jan 25, 2026
Sun, 7:00 pm7:00 pm
Keith Washington
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Jan 28, 2026
Wed, 7:30 pm7:30 pm
Public Announcement
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Jan 29, 2026
Thu, 7:30 pm7:30 pm
Jarrod Lawson
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Jan 30, 2026
Fri, 7:30 pm7:30 pm
Avery Sunshine
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Jan 31, 2026
Sat, 6:00 pm6:00 pm
Avery Sunshine
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Jan 31, 2026
Sat, 9:30 pm9:30 pm
Avery Sunshine
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Feb 01, 2026
Sun, 7:00 pm7:00 pm
Avery Sunshine
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Feb 04, 2026
Wed, 7:30 pm7:30 pm
Jason Ladanye
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Feb 05, 2026
Thu, 7:30 pm7:30 pm
Isabel Hagen
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Feb 06, 2026
Fri, 7:30 pm7:30 pm
The Grateful String Band
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Feb 07, 2026
Sat, 7:30 pm7:30 pm
Patti Austin (Rescheduled from 11/12/2025)
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Feb 08, 2026
Sun, 3:00 pm3:00 pm
3% of Tickets Left
Patti Austin (Rescheduled from 11/13/2025)
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Feb 12, 2026
Thu, 7:30 pm7:30 pm
10000 Maniacs
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Feb 13, 2026
Fri, 7:30 pm7:30 pm
3% of Tickets Left
10000 Maniacs
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Feb 14, 2026
Sat, 7:30 pm7:30 pm
10000 Maniacs
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Feb 15, 2026
Sun, 7:00 pm7:00 pm
10000 Maniacs
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Feb 17, 2026
Tue, 7:30 pm7:30 pm
American Tune - Simon, Croce, and Taylor
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Feb 18, 2026
Wed, 7:30 pm7:30 pm
Kandace Springs
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Feb 20, 2026
Fri, 8:00 pm8:00 pm
Sarah Colonna
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Feb 21, 2026
Sat, 6:00 pm6:00 pm
Howard Hewett
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Feb 21, 2026
Sat, 9:30 pm9:30 pm
Howard Hewett
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Feb 25, 2026
Wed, 7:30 pm7:30 pm
Mauree McGavok
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Feb 26, 2026
Thu, 7:30 pm7:30 pm
Eric Darius
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Feb 27, 2026
Fri, 7:30 pm7:30 pm
Syleena Johnson
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Feb 28, 2026
Sat, 6:00 pm6:00 pm
Syleena Johnson
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Feb 28, 2026
Sat, 9:30 pm9:30 pm
Syleena Johnson
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Mar 01, 2026
Sun, 7:00 pm7:00 pm
Leon and The Peoples
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Mon
Mar 02, 2026
Mon, 7:30 pm7:30 pm
Wisecrack Live
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Mar 03, 2026
Tue, 7:30 pm7:30 pm
Adam Weiner
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Mar 04, 2026
Wed, 7:30 pm7:30 pm
Soleties Live
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Mar 12, 2026
Thu, 7:30 pm7:30 pm
RnB Soul and Inspiration
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Mar 18, 2026
Wed, 7:30 pm7:30 pm
Eric Hutchinson with Caleb Hawley
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Mar 20, 2026
Fri, 6:00 pm6:00 pm
Kindred the Family Soul
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Mar 20, 2026
Fri, 9:30 pm9:30 pm
Kindred the Family Soul
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Mar 21, 2026
Sat, 6:00 pm6:00 pm
Kindred the Family Soul
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Mar 21, 2026
Sat, 9:30 pm9:30 pm
Kindred the Family Soul
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Mar 22, 2026
Sun, 7:00 pm7:00 pm
Jim Messina
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Apr 01, 2026
Wed, 7:30 pm7:30 pm
Ann Hampton Callaway
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Apr 02, 2026
Thu, 7:30 pm7:30 pm
3% of Tickets Left
Grag Queen with Bright Light Bright Light
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Apr 10, 2026
Fri, 6:00 pm6:00 pm
Jonathan Butler
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Apr 10, 2026
Fri, 9:30 pm9:30 pm
Jonathan Butler
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Apr 12, 2026
Sun, 7:00 pm7:00 pm
Richard Elliot
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Apr 18, 2026
Sat, 5:00 pm5:00 pm
Regina Belle
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Apr 18, 2026
Sat, 8:30 pm8:30 pm
Regina Belle
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Mon
Apr 27, 2026
Mon, 7:30 pm7:30 pm
3% of Tickets Left
Colin James with Matt Andersen and Terra Lightfoot
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Apr 28, 2026
Tue, 7:30 pm7:30 pm
Vanessa Carlton
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Apr 29, 2026
Wed, 7:30 pm7:30 pm
Vanessa Carlton
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Apr 30, 2026
Thu, 7:30 pm7:30 pm
The Special Consensus
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
May 30, 2026
Sat, 7:30 pm7:30 pm
Steam Powered Giraffe
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Jul 23, 2026
Thu, 7:30 pm7:30 pm
AJ Ghent and His Singing Guitar
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL