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City Winery Events

97 upcoming events in Chicago, IL · times in America/Chicago

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Fri Sep 18

Daley – US Tour with m.e.h. Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sat Sep 19

Miss Elli's Feelin' Groovy Kids Brunch Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US FamilyFoodMusic
Bucketlisters Wine Tasting Experience City Winery Chicago, 1200 West Randolph Street, Chicago, 60607, US DrinkFood
Daley – US Tour with m.e.h. Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sun Sep 20

Beatles Brunch with Phil Angotti Main Stage, City Winery Chicago - General Admission Brunch, 1200 W Randolph St., Chicago, IL, 60607, US FoodMusic
Funky Dineva Live featuring QUENTIN LATHAM Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Comedy

Mon Sep 21

Twista with Live Band Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Tue Sep 22

The Seven Wonders: A Tribute to Fleetwood Mac Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sat Sep 26

Soul Brunch - Annual Motown Spectacular Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US FoodMusic
Bucketlisters Wine Tasting Experience City Winery Chicago, 1200 West Randolph Street, Chicago, 60607, US DrinkFood

Sun Sep 27

The Boy Band Project Brunch City Winery Chicago, 1200 West Randolph Street, Chicago, 60607, US DrinkFood
Mama Dea's Juke Box: A Musical Tribute to Tyler Perry Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US MusicTheater

Mon Sep 28

Chef & Winemaker Dinner Series: Fall Equinox City Winery Chicago, 1200 West Randolph Street, Chicago, 60607, US DrinkFood
A Tribute To A Tribe Called Quest: Presented by The J. Grant Experience Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Tue Sep 29

Zo! And Tall Black Guy (feat. Debórah Bond) Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Wed Sep 30

Dolly Parton Drag Dinner Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US DrinkFood

Thu Oct 1

Jazmyn W Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Comedy

Fri Oct 2

Cassadee Pope Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sat Oct 3

DJ Sean Mac + Joe Global: Libra Season R&B Singalong Brunch Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US ComedyFoodMusic
It's Raining Queens: Starring Martha Wash & Marsha Warfield Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sun Oct 4

Johnny Burgos For Lovers Only! Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
Melissa Manchester Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Mon Oct 5

Kennedy Ryon - The Can We Evolve? Tour Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Tue Oct 6

Chris Klemens: Chris vs. The People Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Comedy

Wed Oct 7

Santiago Cruz: Sigo En Pie Tour Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Thu Oct 8

Rhett Miller with Reilly Downes & the Acid Cowboys Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Fri Oct 9

Martin Sexton - Live Wide Open Tour 2026 Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
Martin Sexton - Live Wide Open Tour 2026 Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sat Oct 10

T.3: The Fifth Season Tour - Brunch Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US FoodMusic
Q Parker Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sun Oct 11

Donald Lawrence & Company: Revival Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
Donald Lawrence & Company: Revival Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Mon Oct 12

Gomercin Kuslari with Kaan Sekban and Ayse Balibey Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Comedy

Tue Oct 13

In the Key of 3: Sweetest Day Edition ft. Marqueal Jordan, Slique Jay Adams & Vernard Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Wed Oct 14

Rakim Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
Rakim Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Fri Oct 16

Bob Schneider with Chris Trapper Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sat Oct 17

Chris Botti Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
Chris Botti Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sun Oct 18

Chris Botti Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
Chris Botti Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Mon Oct 19

Emma Nissen Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Tue Oct 20

MC Lyte Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
MC Lyte Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Wed Oct 21

Davide De Pierro Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Thu Oct 22

American Airlines Global Wine Dinner Series: It's All Greek: Wines of the Islands & Beyond City Winery Chicago, 1200 W Randolph St., Chicago, IL, 60607, US Drink
Davide De Pierro Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Literary

Fri Oct 23

Ruthie Foster Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sat Oct 24

The Heavy Rotation Presents a special Brunch Session: Anti by Rihanna Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US FoodMusic

Sun Oct 25

Soul Brunch: Ladies of the 80s Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Food
Zoso: The Ultimate Led Zeppelin Experience Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Mon Oct 26

Abby Lee Spills the Tea: An Uncorked Tell All! Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Dance

Tue Oct 27

Chef & Winemaker Dinner Series: Harvest City Winery Chicago, 1200 West Randolph Street, Chicago, 60607, US DrinkFood
Kerry Kennedy presents "Ethel Kennedy: The Extraordinary Life and Bold Legacy Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Literary

Wed Oct 28

Victor Garcia Latin Jazz Orchestra: Play On Benefit Concert for Merit School of Music Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US DanceMusic

Thu Oct 29

Michael Jackson’s Thriller Live – A Halloween Special presented by PureSoul Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Holiday

Sun Nov 1

Vivian Green Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
Vivian Green Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Mon Nov 2

An Evening with Anthony Rapp Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Theater

Sat Nov 7

Joshua Radin with Raye Zaragoza Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sun Nov 8

DJ Sean Mac + Joe Global: Scorpio Season R&B Singalong Brunch Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Food
Joshua Radin with Raye Zaragoza Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Tue Nov 10

Cem Adrian Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Thu Nov 12

American Airlines Global Wine Dinner Series: Into the Mountains: Switzerland, Austria & Hungary City Winery Chicago, 1200 W Randolph St., Chicago, IL, 60607, US Drink

Fri Nov 13

Ami Taf Ra & Kamasi Washington presenting The Prophet & The Madman Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
Ami Taf Ra & Kamasi Washington presenting The Prophet & The Madman Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sat Nov 14

Ami Taf Ra & Kamasi Washington presenting The Prophet & The Madman Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
Ami Taf Ra & Kamasi Washington presenting The Prophet & The Madman Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sun Nov 15

Marcus Veltri & Rob Landes - Requests on the Road Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Wed Nov 18

Rozzi - The Good News Tour Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Fri Nov 20

Brother Ali Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sat Nov 21

Boney James Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
Boney James Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sun Nov 22

Boney James Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
Boney James Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Tue Nov 24

Mohini Dey Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music
Mohini Dey Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Wed Nov 25

PC Band: Soul in the City Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Fri Nov 27

Crucial Conflict presented by Colossus Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sat Nov 28

Crucial Conflict presented by Colossus Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sun Nov 29

The Walls Group Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Mon Nov 30

Cousin Tiera Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Comedy

Wed Dec 2

Chef & Winemaker Dinner Series: Gather & Give Thanks City Winery Chicago, 1200 West Randolph Street, Chicago, 60607, US Food
Mickey Guyton & Friends Holiday Tour Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Sun Dec 6

Kurt Elling Sings Christmas Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Holiday
Kurt Elling Sings Christmas Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Holiday

Mon Dec 7

Griffin House Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Tue Dec 15

American Airlines Global Wine Dinner Series: Sparkling Across the World City Winery Chicago, 1200 W Randolph St., Chicago, IL, 60607, US Drink

Wed Dec 16

Los Lobos with Backyard Tire Fire Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Thu Dec 17

Los Lobos with Backyard Tire Fire Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music

Fri Dec 18

DL Hughley Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Comedy
DL Hughley Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Comedy

Sat Dec 19

DL Hughley Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Comedy
DL Hughley Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Comedy

Sun Dec 20

DL Hughley Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Comedy
DL Hughley Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Comedy

Mon Dec 21

Michael McDermott Main Stage, City Winery Chicago, 1200 W. Randolph St, Chicago, 60607, US Music