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Wed
Feb 04
Wed, 7:30 pm7:30 pm
1% of Tickets Left
Jason Ladanye
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Feb 05
Thu, 7:30 pm7:30 pm
Isabel Hagen
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Feb 07
Sat, 7:30 pm7:30 pm
2% of Tickets Left
Patti Austin (Rescheduled from 11/12/2025)
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Feb 08
Sun, 3:00 pm3:00 pm
Patti Austin (Rescheduled from 11/13/2025)
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Feb 10
Tue, 7:30 pm7:30 pm
Rip Micheals with Jacob Williams
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Feb 11
Wed, 7:30 pm7:30 pm
3% of Tickets Left
Lesle Honore
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Feb 12
Thu, 7:30 pm7:30 pm
1% of Tickets Left
10000 Maniacs
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Feb 13
Fri, 7:30 pm7:30 pm
1% of Tickets Left
10000 Maniacs
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Feb 14
Sat, 7:30 pm7:30 pm
10000 Maniacs
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Mon
Feb 16
Mon, 7:30 pm7:30 pm
The J. Grant Experience
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Feb 17
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
Wed, 7:30 pm7:30 pm
Kandace Springs
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Feb 19
Thu, 7:30 pm7:30 pm
Damon Williams
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Feb 20
Fri, 8:00 pm8:00 pm
Sarah Colonna
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Feb 21
Sat, 6:00 pm6:00 pm
Howard Hewett
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Feb 21
Sat, 9:30 pm9:30 pm
Howard Hewett
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Feb 22
Sun, 7:00 pm7:00 pm
Mechele Rufus
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Mon
Feb 23
Mon, 7:30 pm7:30 pm
Velvet Hour
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Feb 24
Tue, 7:30 pm7:30 pm
3% of Tickets Left
My Best Friend Is Black
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Feb 25
Wed, 7:30 pm7:30 pm
Mauree McGavok
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Feb 26
Thu, 7:30 pm7:30 pm
Eric Darius
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Feb 27
Fri, 7:30 pm7:30 pm
Syleena Johnson
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Feb 28
Sat, 6:00 pm6:00 pm
Syleena Johnson
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Feb 28
Sat, 9:30 pm9:30 pm
Syleena Johnson
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Mar 01
Sun, 7:00 pm7:00 pm
Leon and The Peoples
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Mon
Mar 02
Mon, 7:30 pm7:30 pm
Wisecrack Live
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Mar 03
Tue, 7:30 pm7:30 pm
Adam Weiner
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Mar 04
Wed, 7:30 pm7:30 pm
Soleties Live
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Mar 05
Thu, 7:30 pm7:30 pm
1% of Tickets Left
Spies of the World - Grateful Dead Tribute
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Mar 06
Fri, 7:30 pm7:30 pm
Meagan McNeal
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Mar 07
Sat, 7:30 pm7:30 pm
3% of Tickets Left
Herman Wrice
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Mar 08
Sun, 7:00 pm7:00 pm
3% of Tickets Left
The Christi Show
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Mar 11
Wed, 7:30 pm7:30 pm
3% of Tickets Left
Tony Rock
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Mar 12
Thu, 7:30 pm7:30 pm
RnB Soul and Inspiration
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Mar 13
Fri, 6:00 pm6:00 pm
Tom Swoope - Hip-Hop and R&B Bingo
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Mar 13
Fri, 9:30 pm9:30 pm
Tom Swoope - Hip-Hop and R&B Bingo
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Mar 14
Sat, 7:30 pm7:30 pm
Dan Ponce
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Mar 15
Sun, 7:00 pm7:00 pm
2% of Tickets Left
Cassadee Pope (Rescheduled from 1/24)
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Mar 17
Tue, 7:30 pm7:30 pm
3% of Tickets Left
Final Draft
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Mar 18
Wed, 7:30 pm7:30 pm
Eric Hutchinson with Caleb Hawley
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Mar 19
Thu, 7:30 pm7:30 pm
3% of Tickets Left
The Music of R.E.M.
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Mar 20
Fri, 6:00 pm6:00 pm
Kindred the Family Soul
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Mar 20
Fri, 9:30 pm9:30 pm
Kindred the Family Soul
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Mar 21
Sat, 6:00 pm6:00 pm
Kindred the Family Soul
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Mar 21
Sat, 9:30 pm9:30 pm
Kindred the Family Soul
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Mar 22
Sun, 7:00 pm7:00 pm
Jim Messina
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Mar 28
Sat, 5:00 pm5:00 pm
Jubu Smith
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Mar 28
Sat, 8:30 pm8:30 pm
Jubu Smith
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Mar 29
Sun, 7:30 pm7:30 pm
Wildly Unprepared
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Mar 31
Tue, 7:30 pm7:30 pm
In The Key Of 3
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Apr 01
Wed, 7:30 pm7:30 pm
Ann Hampton Callaway
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Apr 02
Thu, 7:30 pm7:30 pm
Grag Queen with Bright Light Bright Light
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Mon
Apr 06
Mon, 7:30 pm7:30 pm
3% of Tickets Left
Yagody
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Apr 10
Fri, 6:00 pm6:00 pm
Jonathan Butler
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
Apr 10
Fri, 9:30 pm9:30 pm
Jonathan Butler
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Apr 12
Sun, 7:00 pm7:00 pm
Richard Elliot
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Apr 15
Wed, 7:30 pm7:30 pm
3% of Tickets Left
Call of Cthulhu Live
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Apr 18
Sat, 5:00 pm5:00 pm
Regina Belle
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Apr 18
Sat, 8:30 pm8:30 pm
Regina Belle
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Apr 25
Sat, 5:00 pm5:00 pm
3% of Tickets Left
Fred Hammond
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
Apr 25
Sat, 8:30 pm8:30 pm
3% of Tickets Left
Fred Hammond
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
Apr 26
Sun, 7:00 pm7:00 pm
CusCampbell
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Mon
Apr 27
Mon, 7:30 pm7:30 pm
Colin James with Matt Andersen and Terra Lightfoot
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Tue
Apr 28
Tue, 7:30 pm7:30 pm
Vanessa Carlton
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Wed
Apr 29
Wed, 7:30 pm7:30 pm
Vanessa Carlton
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Apr 30
Thu, 7:30 pm7:30 pm
The Special Consensus
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sun
May 03
Sun, 7:30 pm7:30 pm
House Guest with Scott Evans
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Fri
May 08
Fri, 7:30 pm7:30 pm
4% of Tickets Left
Tasha K
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
May 14
Thu, 7:30 pm7:30 pm
3% of Tickets Left
Karla Bonoff
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Sat
May 30
Sat, 7:30 pm7:30 pm
3% of Tickets Left
Steam Powered Giraffe
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL
Thu
Jul 23
Thu, 7:30 pm7:30 pm
AJ Ghent and His Singing Guitar
City Winery - Chicago • Chicago, IL
City Winery - Chicago
Chicago, IL