| Event | Venue | Date/Time | |
| Illinois-Chicago Flames vs. North Carolina Greensboro Spartans | Credit Union 1 Arena Chicago, IL | Monday 11/9/2026 6:00 PM |  |
| Chicago State Cougars vs. South Carolina State Bulldogs | Jones Convocation Center Chicago, IL | Monday 11/9/2026 6:00 PM |  |
| Qendresa | Beat Kitchen Chicago, IL | Monday 11/9/2026 7:00 PM |  |
| Alyssa Grace | Metro Chicago Chicago, IL | Monday 11/9/2026 7:30 PM |  |
| Tim Rogers and The Fellas | City Winery - Chicago Chicago, IL | Monday 11/9/2026 7:30 PM |  |
| Hurricane Wisdom | Park West Chicago, IL | Monday 11/9/2026 8:00 PM |  |
| DePaul Blue Demons vs. Alabama A&M Bulldogs | Wintrust Arena Chicago, IL | Monday 11/9/2026 8:00 PM |  |
| XG | United Center Chicago, IL | Monday 11/9/2026 8:00 PM |  |
| Los Gaiteros de San Jacinto | The Empty Bottle Chicago, IL | Monday 11/9/2026 9:00 PM |  |
| Chicago Architecture Foundation - River Cruise (Multiple Dates and Times) | Chicago Architecture Center Chicago, IL | Tuesday 11/10/2026 TBD |  |
| Chicago State Cougars Women's Basketball vs. Huston-Tillotson Rams | Jones Convocation Center Chicago, IL | Tuesday 11/10/2026 11:00 AM |  |
| Champions Classic: Michigan State vs. Duke & Kansas vs. Kentucky | United Center Chicago, IL | Tuesday 11/10/2026 6:00 PM |  |
| Cem Adrian | City Winery - Chicago Chicago, IL | Tuesday 11/10/2026 6:30 PM |  |
| Qendresa | Beat Kitchen Chicago, IL | Tuesday 11/10/2026 7:00 PM |  |
| Madds Buckley | Subterranean Chicago, IL | Tuesday 11/10/2026 7:00 PM |  |
| Jersey Boys | CIBC Theatre Chicago, IL | Tuesday 11/10/2026 7:00 PM |  |
| Hunxho | Vic Theatre Chicago, IL | Tuesday 11/10/2026 7:30 PM |  |
| Neil deGrasse Tyson | Auditorium Theatre - IL Chicago, IL | Tuesday 11/10/2026 7:30 PM |  |
| Vape! The Grease Parody | Apollo Theater Main Stage - Chicago Chicago, IL | Tuesday 11/10/2026 7:30 PM |  |
| Mexodus | Studebaker Theater Chicago, IL | Tuesday 11/10/2026 7:30 PM |  |
| Michelle Branch | House Of Blues - Chicago Chicago, IL | Tuesday 11/10/2026 8:00 PM |  |
| Dev Lemons | Park West Chicago, IL | Tuesday 11/10/2026 8:00 PM |  |
| Cut Copy | Garcias Chicago Chicago, IL | Tuesday 11/10/2026 8:00 PM |  |
| Genesis Owusu | The Empty Bottle Chicago, IL | Tuesday 11/10/2026 9:00 PM |  |
| Theater of The Mind (Multiple Dates and Times) | Theater of the Mind Chicago, IL | Wednesday 11/11/2026 TBD |  |
| Chicago Architecture Foundation - River Cruise (Multiple Dates and Times) | Chicago Architecture Center Chicago, IL | Wednesday 11/11/2026 TBD |  |
| Mexodus | Studebaker Theater Chicago, IL | Wednesday 11/11/2026 2:00 PM |  |
| DePaul Blue Demons Women's Basketball vs. Northern Illinois Huskies | Wintrust Arena Chicago, IL | Wednesday 11/11/2026 6:00 PM |  |
| Chicago Bulls vs. San Antonio Spurs | United Center Chicago, IL | Wednesday 11/11/2026 7:00 PM |  |
| Two Idiot Girls | Park West Chicago, IL | Wednesday 11/11/2026 7:00 PM |  |
| A Drunk Christmas Carol | The Lion Theatre - Chicago Chicago, IL | Wednesday 11/11/2026 7:00 PM |  |
| Illinois-Chicago Flames Women's Basketball vs. Chicago State Cougars | Credit Union 1 Arena Chicago, IL | Wednesday 11/11/2026 7:00 PM |  |
| A Midsummer Night's Dream | Courtyard Theater at Chicago Shakespeare Theatre Chicago, IL | Wednesday 11/11/2026 7:00 PM |  |
| Jersey Boys | CIBC Theatre Chicago, IL | Wednesday 11/11/2026 7:00 PM |  |
| Todd Glass | Theatre 2A At The Den Theatre Chicago, IL | Wednesday 11/11/2026 7:00 PM |  |
| Shyne & Lil Cease | Vic Theatre Chicago, IL | Wednesday 11/11/2026 7:30 PM |  |
| Vape! The Grease Parody | Apollo Theater Main Stage - Chicago Chicago, IL | Wednesday 11/11/2026 7:30 PM |  |
| Mexodus | Studebaker Theater Chicago, IL | Wednesday 11/11/2026 7:30 PM |  |
| Yo-Yo Ma & The Chicago Symphony Orchestra | Orchestra Hall At Chicago Symphony Center Chicago, IL | Wednesday 11/11/2026 7:30 PM |  |
| Strawberry Guy | Metro Chicago Chicago, IL | Wednesday 11/11/2026 7:30 PM |  |
| Michelle Collins | City Winery - Chicago Chicago, IL | Wednesday 11/11/2026 7:30 PM |  |
| Keenan TreVon | Reggie's Music Joint Chicago, IL | Wednesday 11/11/2026 7:30 PM |  |
| Hovvdy | Thalia Hall Chicago, IL | Wednesday 11/11/2026 8:00 PM |  |
| The Second City Mainstage 114th Revue | Mainstage at Second City - Chicago Chicago, IL | Wednesday 11/11/2026 8:00 PM |  |
| Q Marsden | Lincoln Hall Chicago, IL | Wednesday 11/11/2026 8:00 PM |  |
| Kate Nash | Martyrs' Chicago, IL | Wednesday 11/11/2026 8:00 PM |  |
| Mary in the Junkyard | The Empty Bottle Chicago, IL | Wednesday 11/11/2026 9:00 PM |  |
| Stefan Hillesheim | Rosa's Lounge Chicago, IL | Wednesday 11/11/2026 9:30 PM |  |
| Roast Battle Chicago | Zanies Comedy Club - Chicago Chicago, IL | Wednesday 11/11/2026 9:30 PM |  |
| Afterlife Afterparty: Frost Children | Outset Chicago, IL | Wednesday 11/11/2026 10:00 PM |  |
| Stefan Hillesheim | Rosa's Lounge Chicago, IL | Wednesday 11/11/2026 11:00 PM |  |
| Theater of The Mind (Multiple Dates and Times) | Theater of the Mind Chicago, IL | Thursday 11/12/2026 TBD |  |
| Chicago Architecture Foundation - River Cruise (Multiple Dates and Times) | Chicago Architecture Center Chicago, IL | Thursday 11/12/2026 TBD |  |
| Mexodus | Studebaker Theater Chicago, IL | Thursday 11/12/2026 2:00 PM |  |
| VOILA | House Of Blues - Chicago Chicago, IL | Thursday 11/12/2026 6:00 PM |  |
| The Eric Roberson Improv Sessions | City Winery - Chicago Chicago, IL | Thursday 11/12/2026 6:00 PM |  |
| Frost Children | Cermak Hall At Radius - IL Chicago, IL | Thursday 11/12/2026 6:30 PM |  |
| Mack Geiger | Joe's Bar On Weed St. Chicago, IL | Thursday 11/12/2026 7:00 PM |  |
| A Drunk Christmas Carol | The Lion Theatre - Chicago Chicago, IL | Thursday 11/12/2026 7:00 PM |  |
| Jersey Boys | CIBC Theatre Chicago, IL | Thursday 11/12/2026 7:00 PM |  |
| Lyric Opera of Chicago: Don Pasquale | Lyric Opera House - IL Chicago, IL | Thursday 11/12/2026 7:00 PM |  |
| Chicago Blackhawks vs. Buffalo Sabres | United Center Chicago, IL | Thursday 11/12/2026 7:00 PM |  |
| A Midsummer Night's Dream | Courtyard Theater at Chicago Shakespeare Theatre Chicago, IL | Thursday 11/12/2026 7:00 PM |  |
| Amber Autry | Riviera Theatre - IL Chicago, IL | Thursday 11/12/2026 7:00 PM |  |
| Todd Glass | Theatre 2A At The Den Theatre Chicago, IL | Thursday 11/12/2026 7:00 PM |  |
| Psycroptic | Reggie's Rock Club Chicago, IL | Thursday 11/12/2026 7:30 PM |  |
| Mexodus | Studebaker Theater Chicago, IL | Thursday 11/12/2026 7:30 PM |  |
| Vape! The Grease Parody | Apollo Theater Main Stage - Chicago Chicago, IL | Thursday 11/12/2026 7:30 PM |  |
| Neil deGrasse Tyson | Auditorium Theatre - IL Chicago, IL | Thursday 11/12/2026 7:30 PM |  |
| Donnell Rawlings | Park West Chicago, IL | Thursday 11/12/2026 7:30 PM |  |
| The Magic Parlour | The Magic Parlour Chicago, IL | Thursday 11/12/2026 7:30 PM |  |
| Jackie Evans | Schubas Chicago, IL | Thursday 11/12/2026 8:00 PM |  |
| Ashley Monroe | Garcias Chicago Chicago, IL | Thursday 11/12/2026 8:00 PM |  |
| Charles Wesley Godwin & Tyler Nance | The Salt Shed Indoors - Chicago Chicago, IL | Thursday 11/12/2026 8:00 PM |  |
| The Second City Mainstage 114th Revue | Mainstage at Second City - Chicago Chicago, IL | Thursday 11/12/2026 8:00 PM |  |
| Hiss Golden Messenger | Thalia Hall Chicago, IL | Thursday 11/12/2026 8:00 PM |  |
| Duff Goldman | Bottom Lounge Chicago, IL | Thursday 11/12/2026 8:00 PM |  |
| Joe Jenneman | Carol's Pub Chicago, IL | Thursday 11/12/2026 8:00 PM |  |
| Candlelight: Tribute to Lauryn Hill | Stan Mansion Chicago, IL | Thursday 11/12/2026 8:45 PM |  |
| Improvement Movement | The Empty Bottle Chicago, IL | Thursday 11/12/2026 9:00 PM |  |
| Roast Battle Chicago | Zanies Comedy Club - Chicago Chicago, IL | Thursday 11/12/2026 9:30 PM |  |
| Rosa’s All-Star Band | Rosa's Lounge Chicago, IL | Thursday 11/12/2026 9:30 PM |  |
| Rosa’s All-Star Band | Rosa's Lounge Chicago, IL | Thursday 11/12/2026 11:00 PM |  |
| Theater of The Mind (Multiple Dates and Times) | Theater of the Mind Chicago, IL | Friday 11/13/2026 TBD |  |
| Chicago Architecture Foundation - River Cruise (Multiple Dates and Times) | Chicago Architecture Center Chicago, IL | Friday 11/13/2026 TBD |  |
| Ami Taf Ra | City Winery - Chicago Chicago, IL | Friday 11/13/2026 6:00 PM |  |
| The Second City Mainstage 114th Revue | Mainstage at Second City - Chicago Chicago, IL | Friday 11/13/2026 6:30 PM |  |
| Danny Brown | Outset Chicago, IL | Friday 11/13/2026 7:00 PM |  |
| A Drunk Christmas Carol | The Lion Theatre - Chicago Chicago, IL | Friday 11/13/2026 7:00 PM |  |
| NBA Cup: Chicago Bulls vs. Atlanta Hawks | United Center Chicago, IL | Friday 11/13/2026 7:00 PM |  |
| Amber Autry | Vic Theatre Chicago, IL | Friday 11/13/2026 7:00 PM |  |
| Andy Haynes | The Comedy Bar - Chicago Chicago, IL | Friday 11/13/2026 7:00 PM |  |
| Jersey Boys | CIBC Theatre Chicago, IL | Friday 11/13/2026 7:00 PM |  |
| Nikki Glaser | The Chicago Theatre Chicago, IL | Friday 11/13/2026 7:00 PM |  |
| Almost Monday | House Of Blues - Chicago Chicago, IL | Friday 11/13/2026 7:00 PM |  |
| DePaul Blue Demons Women's Volleyball vs. St. Johns Red Storm | McGrath-Phillips Arena Chicago, IL | Friday 11/13/2026 7:00 PM |  |
| Dante 360 | Historic Main Stage at Athenaeum Center - IL Chicago, IL | Friday 11/13/2026 7:00 PM |  |
| A Midsummer Night's Dream | Courtyard Theater at Chicago Shakespeare Theatre Chicago, IL | Friday 11/13/2026 7:00 PM |  |
| Michael Rowland | Zanies Comedy Club - Chicago Chicago, IL | Friday 11/13/2026 7:00 PM |  |
| The Magic Parlour | The Magic Parlour Chicago, IL | Friday 11/13/2026 7:00 PM |  |