| Lyfe Jennings | 9-4-2026
Friday
6:00 PM | City Winery in Chicago, IL | View Tickets |
| Gospel Melodies Day Party and Brunch | 9-5-2026
Saturday
12:00 PM | City Winery in Chicago, IL | View Tickets |
| Christopher Williams | 9-6-2026
Sunday
5:00 PM | City Winery in Chicago, IL | View Tickets |
| Christopher Williams | 9-6-2026
Sunday
8:30 PM | City Winery in Chicago, IL | View Tickets |
| Musiq Soulchild | 9-7-2026
Monday
6:00 PM | City Winery in Chicago, IL | View Tickets |
| Musiq Soulchild | 9-7-2026
Monday
9:30 PM | City Winery in Chicago, IL | View Tickets |
| Musiq Soulchild | 9-8-2026
Tuesday
6:00 PM | City Winery in Chicago, IL | View Tickets |
| Musiq Soulchild | 9-8-2026
Tuesday
9:30 PM | City Winery in Chicago, IL | View Tickets |
| Aja Monet | 9-9-2026
Wednesday
5:00 PM | City Winery in Chicago, IL | View Tickets |
| Aja Monet | 9-9-2026
Wednesday
8:30 PM | City Winery in Chicago, IL | View Tickets |
| The Levert Experience | 9-10-2026
Thursday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Musiq Soulchild | 9-11-2026
Friday
6:00 PM | City Winery in Chicago, IL | View Tickets |
| Musiq Soulchild | 9-11-2026
Friday
9:30 PM | City Winery in Chicago, IL | View Tickets |
| Musiq Soulchild | 9-12-2026
Saturday
6:00 PM | City Winery in Chicago, IL | View Tickets |
| Musiq Soulchild | 9-12-2026
Saturday
9:30 PM | City Winery in Chicago, IL | View Tickets |
| Mamma Mia! An Abbafabulous Brunch | 9-13-2026
Sunday
12:00 PM | City Winery in Chicago, IL | View Tickets |
| Lacey Sturm | 9-13-2026
Sunday
7:00 PM | City Winery in Chicago, IL | View Tickets |
| Tamar Braxton | 9-15-2026
Tuesday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Pure Soul - Earth Wind and Fire Lives On! | 9-16-2026
Wednesday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Grace Helbig & Mamrie Hart | 9-17-2026
Thursday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Daley | 9-18-2026
Friday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Miss Elli Kids Brunch | 9-19-2026
Saturday
11:00 AM | City Winery in Chicago, IL | View Tickets |
| Daley | 9-19-2026
Saturday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Beatles Brunch With Phil Angotti | 9-20-2026
Sunday
12:00 PM | City Winery in Chicago, IL | View Tickets |
| Funky Dineva | 9-20-2026
Sunday
7:00 PM | City Winery in Chicago, IL | View Tickets |
| Twista with Live Band | 9-21-2026
Monday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| The Seven Wonders - Fleetwood Mac Tribute | 9-22-2026
Tuesday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Freddie Jackson | 9-25-2026
Friday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Soul Brunch: Annual Motown Spectacular | 9-26-2026
Saturday
12:00 PM | City Winery in Chicago, IL | View Tickets |
| Mama Dea's Jukebox - A Musical Tribute to Tyler Perry | 9-27-2026
Sunday
7:00 PM | City Winery in Chicago, IL | View Tickets |
| J. Grant Experience - A Tribute to A Tribe Called Quest | 9-28-2026
Monday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Zo! & Tall Black Guy | 9-29-2026
Tuesday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Jazmyn W | 10-1-2026
Thursday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| DJ Sean Mac & Joe Global | 10-3-2026
Saturday
12:00 PM | City Winery in Chicago, IL | View Tickets |
| It's Raining Queens: Martha Wash & Marsha Warfield | 10-3-2026
Saturday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Johnny Burgos | 10-4-2026
Sunday
12:00 PM | City Winery in Chicago, IL | View Tickets |
| Melissa Manchester | 10-4-2026
Sunday
7:00 PM | City Winery in Chicago, IL | View Tickets |
| Kennedy Ryon | 10-5-2026
Monday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Chris Klemens | 10-6-2026
Tuesday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Santiago Cruz | 10-7-2026
Wednesday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Rhett Miller | 10-8-2026
Thursday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Martin Sexton | 10-9-2026
Friday
6:00 PM | City Winery in Chicago, IL | View Tickets |
| Martin Sexton | 10-9-2026
Friday
9:30 PM | City Winery in Chicago, IL | View Tickets |
| Q Parker | 10-10-2026
Saturday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Donald Lawrence and Company: Revival | 10-11-2026
Sunday
5:00 PM | City Winery in Chicago, IL | View Tickets |
| Donald Lawrence and Company: Revival | 10-11-2026
Sunday
8:30 PM | City Winery in Chicago, IL | View Tickets |
| In The Key Of 3 | 10-13-2026
Tuesday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Rakim | 10-14-2026
Wednesday
6:00 PM | City Winery in Chicago, IL | View Tickets |
| Rakim | 10-14-2026
Wednesday
9:30 PM | City Winery in Chicago, IL | View Tickets |
| Bob Schneider | 10-16-2026
Friday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Chris Botti | 10-17-2026
Saturday
5:00 PM | City Winery in Chicago, IL | View Tickets |
| Chris Botti | 10-17-2026
Saturday
8:30 PM | City Winery in Chicago, IL | View Tickets |
| Chris Botti | 10-18-2026
Sunday
5:00 PM | City Winery in Chicago, IL | View Tickets |
| Chris Botti | 10-18-2026
Sunday
8:30 PM | City Winery in Chicago, IL | View Tickets |
| Emma Nissen | 10-19-2026
Monday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Davide De Pierro | 10-21-2026
Wednesday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Davide De Pierro | 10-22-2026
Thursday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Ruthie Foster | 10-23-2026
Friday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Zoso - Led Zeppelin Tribute Band | 10-25-2026
Sunday
7:00 PM | City Winery in Chicago, IL | View Tickets |
| Abby Lee | 10-26-2026
Monday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Kerry Kennedy: Ethel Kennedy - The Extraordinary Life and Bold Legacy | 10-27-2026
Tuesday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Michael Jackson's Thriller Live: A Halloween Special | 10-29-2026
Thursday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Joshua Radin | 11-7-2026
Saturday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| DJ Sean Mac & Joe Global | 11-8-2026
Sunday
12:00 PM | City Winery in Chicago, IL | View Tickets |
| Joshua Radin | 11-8-2026
Sunday
7:00 PM | City Winery in Chicago, IL | View Tickets |
| Cem Adrian | 11-10-2026
Tuesday
6:30 PM | City Winery in Chicago, IL | View Tickets |
| Ami Taf Ra | 11-13-2026
Friday
6:00 PM | City Winery in Chicago, IL | View Tickets |
| Ami Taf Ra | 11-13-2026
Friday
9:30 PM | City Winery in Chicago, IL | View Tickets |
| Ami Taf Ra | 11-14-2026
Saturday
6:00 PM | City Winery in Chicago, IL | View Tickets |
| Ami Taf Ra | 11-14-2026
Saturday
9:30 PM | City Winery in Chicago, IL | View Tickets |
| Marcus Veltri & Rob Landes | 11-15-2026
Sunday
7:00 PM | City Winery in Chicago, IL | View Tickets |
| Rozzi | 11-18-2026
Wednesday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Brother Ali | 11-20-2026
Friday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Boney James | 11-21-2026
Saturday
5:00 PM | City Winery in Chicago, IL | View Tickets |
| Boney James | 11-21-2026
Saturday
8:30 PM | City Winery in Chicago, IL | View Tickets |
| Boney James | 11-22-2026
Sunday
5:00 PM | City Winery in Chicago, IL | View Tickets |
| Boney James | 11-22-2026
Sunday
8:30 PM | City Winery in Chicago, IL | View Tickets |
| Crucial Conflict | 11-27-2026
Friday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Crucial Conflict | 11-28-2026
Saturday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Cousin Tiera | 11-30-2026
Monday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Mickey Guyton | 12-2-2026
Wednesday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Griffin House | 12-7-2026
Monday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Los Lobos & Backyard Tire Fire | 12-16-2026
Wednesday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Los Lobos & Backyard Tire Fire | 12-17-2026
Thursday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| D.L. Hughley | 12-18-2026
Friday
6:00 PM | City Winery in Chicago, IL | View Tickets |
| D.L. Hughley | 12-18-2026
Friday
9:30 PM | City Winery in Chicago, IL | View Tickets |
| D.L. Hughley | 12-19-2026
Saturday
6:00 PM | City Winery in Chicago, IL | View Tickets |
| D.L. Hughley | 12-19-2026
Saturday
9:30 PM | City Winery in Chicago, IL | View Tickets |
| D.L. Hughley | 12-20-2026
Sunday
5:00 PM | City Winery in Chicago, IL | View Tickets |
| D.L. Hughley | 12-20-2026
Sunday
8:30 PM | City Winery in Chicago, IL | View Tickets |
| Elle Varner | 1-7-2027
Thursday
7:30 PM | City Winery in Chicago, IL | View Tickets |
| Jane Eugene | 1-31-2027
Sunday
5:00 PM | City Winery in Chicago, IL | View Tickets |
| Jane Eugene | 1-31-2027
Sunday
8:30 PM | City Winery in Chicago, IL | View Tickets |
| Marcus Miller | 2-27-2027
Saturday
5:00 PM | City Winery in Chicago, IL | View Tickets |
| Marcus Miller | 2-27-2027
Saturday
8:30 PM | City Winery in Chicago, IL | View Tickets |
