| Event | Venue | Date/Time | |
| Illinois-Chicago Flames vs. Indiana State Sycamores | Credit Union 1 Arena
Chicago, IL | Tuesday
1/27/2026
7:00 PM |  |
| Eureka Day | Broadway Playhouse at Water Tower Place
Chicago, IL | Tuesday
1/27/2026
7:00 PM | |
| Stereophonic | CIBC Theatre
Chicago, IL | Tuesday
1/27/2026
7:00 PM | |
| The Phantom of the Opera | Cadillac Palace
Chicago, IL | Tuesday
1/27/2026
7:00 PM | |
| Jasmine Ellis | Zanies Comedy Club - Chicago
Chicago, IL | Tuesday
1/27/2026
7:00 PM | |
| Tomato Throw Show | The Comedy Bar - Chicago
Chicago, IL | Tuesday
1/27/2026
7:00 PM | |
| Fresh Faces of Chicago | The Laugh Factory - Chicago
Chicago, IL | Tuesday
1/27/2026
7:30 PM | |
| The Evolution of Beyonce - A Tribute Show | City Winery - Chicago
Chicago, IL | Tuesday
1/27/2026
7:30 PM | |
| Tragic Heroine | Schubas
Chicago, IL | Tuesday
1/27/2026
7:30 PM | |
| Loyola Chicago Ramblers vs. Saint Joseph's Hawks | Gentile Center
Chicago, IL | Tuesday
1/27/2026
8:00 PM | |
| Galdive | Sleeping Village
Chicago, IL | Tuesday
1/27/2026
8:00 PM | |
| Eureka Day | Broadway Playhouse at Water Tower Place
Chicago, IL | Wednesday
1/28/2026
1:00 PM | |
| The Phantom of the Opera | Cadillac Palace
Chicago, IL | Wednesday
1/28/2026
1:00 PM | |
| Patricia Barber | Winter's Jazz Club
Chicago, IL | Wednesday
1/28/2026
6:30 PM | |
| Crowd Work Wednesday | The Comedy Bar - Chicago
Chicago, IL | Wednesday
1/28/2026
7:00 PM | |
| Tori Piskin - Comedian | Zanies Comedy Club - Chicago
Chicago, IL | Wednesday
1/28/2026
7:00 PM | |
| Stereophonic | CIBC Theatre
Chicago, IL | Wednesday
1/28/2026
7:00 PM | |
| The Phantom of the Opera | Cadillac Palace
Chicago, IL | Wednesday
1/28/2026
7:00 PM | |
| Eureka Day | Broadway Playhouse at Water Tower Place
Chicago, IL | Wednesday
1/28/2026
7:00 PM | |
| Public Announcement | City Winery - Chicago
Chicago, IL | Wednesday
1/28/2026
7:30 PM | |
| Laugh Your Brains Out | Heath Mainstage At The Den Theatre
Chicago, IL | Wednesday
1/28/2026
8:00 PM | |
| Vouch Comedy Show | The Laugh Factory - Chicago
Chicago, IL | Wednesday
1/28/2026
8:00 PM | |
| The Enormous Crocodile | Studebaker Theater
Chicago, IL | Thursday
1/29/2026
1:00 PM | |
| Chicago State Cougars vs. St. Francis (PA) Red Flash | Jones Convocation Center
Chicago, IL | Thursday
1/29/2026
6:00 PM | |
| Yvonne Gage Quartet | Winter's Jazz Club
Chicago, IL | Thursday
1/29/2026
6:30 PM | |
| Chicago's Best Stand Up | The Laugh Factory - Chicago
Chicago, IL | Thursday
1/29/2026
7:00 PM | |
| OhJay Lamont | The Comedy Bar - Chicago
Chicago, IL | Thursday
1/29/2026
7:00 PM | |
| Lyric Opera of Chicago: Salome | Lyric Opera House - IL
Chicago, IL | Thursday
1/29/2026
7:00 PM | |
| Stereophonic | CIBC Theatre
Chicago, IL | Thursday
1/29/2026
7:00 PM | |
| The Phantom of the Opera | Cadillac Palace
Chicago, IL | Thursday
1/29/2026
7:00 PM | |
| Chicago Bulls vs. Miami Heat | United Center
Chicago, IL | Thursday
1/29/2026
7:00 PM | |
| Eureka Day | Broadway Playhouse at Water Tower Place
Chicago, IL | Thursday
1/29/2026
7:00 PM | |
| Alex English - Comedian | Zanies Comedy Club - Chicago
Chicago, IL | Thursday
1/29/2026
7:00 PM | |
| Chicago Symphony Orchestra: Salonen, Trifonov & Beethoven | Orchestra Hall At Chicago Symphony Center
Chicago, IL | Thursday
1/29/2026
7:30 PM | |
| Jarrod Lawson | City Winery - Chicago
Chicago, IL | Thursday
1/29/2026
7:30 PM | |
| Wait Wait...Don't Tell Me | Studebaker Theater
Chicago, IL | Thursday
1/29/2026
7:30 PM | |
| Sprints | Lincoln Hall
Chicago, IL | Thursday
1/29/2026
8:00 PM | |
| Jim Ryan's Classic Albums Night | Reggie's Music Joint
Chicago, IL | Thursday
1/29/2026
8:00 PM | |
| Reprise | Garcias Chicago
Chicago, IL | Thursday
1/29/2026
8:00 PM | |
| Seahaven | Subterranean
Chicago, IL | Thursday
1/29/2026
8:00 PM | |
| Venus and the Flytraps | Beat Kitchen
Chicago, IL | Thursday
1/29/2026
8:00 PM | |
| Why? | Sleeping Village
Chicago, IL | Thursday
1/29/2026
9:00 PM | |
| Friendship - Band | The Empty Bottle
Chicago, IL | Thursday
1/29/2026
9:00 PM | |
| Chicago's Best Stand Up | The Laugh Factory - Chicago
Chicago, IL | Thursday
1/29/2026
9:00 PM | |
| The Enormous Crocodile | Studebaker Theater
Chicago, IL | Friday
1/30/2026
10:30 AM | |
| The Enormous Crocodile | Studebaker Theater
Chicago, IL | Friday
1/30/2026
6:00 PM | |
| Candlelight: Tribute to Taylor Swift | Stan Mansion
Chicago, IL | Friday
1/30/2026
6:30 PM | |
| Rave Jesus | Outset
Chicago, IL | Friday
1/30/2026
7:00 PM | |
| Jessie J | House Of Blues - Chicago
Chicago, IL | Friday
1/30/2026
7:00 PM | |
| The Infamous Stringdusters & Mountain Grass Unit | Thalia Hall
Chicago, IL | Friday
1/30/2026
7:00 PM | |
| Eureka Day | Broadway Playhouse at Water Tower Place
Chicago, IL | Friday
1/30/2026
7:00 PM | |
| The Phantom of the Opera | Cadillac Palace
Chicago, IL | Friday
1/30/2026
7:00 PM | |
| Stereophonic | CIBC Theatre
Chicago, IL | Friday
1/30/2026
7:00 PM | |
| Alex English - Comedian | Zanies Comedy Club - Chicago
Chicago, IL | Friday
1/30/2026
7:00 PM | |
| Bryan Torresdey | The Comedy Bar - Chicago
Chicago, IL | Friday
1/30/2026
7:00 PM | |
| The Rules of Bad Behavior | Theatre 2A At The Den Theatre
Chicago, IL | Friday
1/30/2026
7:00 PM | |
| First Date Comedy Gameshow | The Laugh Factory - Chicago
Chicago, IL | Friday
1/30/2026
7:00 PM | |
| Chicago Symphony Orchestra: Salonen, Trifonov & Beethoven | Orchestra Hall At Chicago Symphony Center
Chicago, IL | Friday
1/30/2026
7:30 PM | |
| Avery Sunshine | City Winery - Chicago
Chicago, IL | Friday
1/30/2026
7:30 PM | |
| Owen H Frankel | Subterranean - Downstairs
Chicago, IL | Friday
1/30/2026
7:30 PM | |
| The Bosman Twins | Winter's Jazz Club
Chicago, IL | Friday
1/30/2026
7:30 PM | |
| Dean Lewis | Riviera Theatre - IL
Chicago, IL | Friday
1/30/2026
7:30 PM | |
| Chicago Blackhawks vs. Columbus Blue Jackets | United Center
Chicago, IL | Friday
1/30/2026
7:30 PM | |
| Moe's n Co. | Subterranean
Chicago, IL | Friday
1/30/2026
8:00 PM | |
| 1oneam | Reggie's Rock Club
Chicago, IL | Friday
1/30/2026
8:00 PM | |
| Daffo | Beat Kitchen
Chicago, IL | Friday
1/30/2026
8:00 PM | |
| Nymphia Wind & Plastique Tiara | Vic Theatre
Chicago, IL | Friday
1/30/2026
8:00 PM | |
| Reprise | Garcias Chicago
Chicago, IL | Friday
1/30/2026
8:00 PM | |
| Angel Tapes Showcase | Schubas
Chicago, IL | Friday
1/30/2026
8:00 PM | |
| Bryan Torresdey | The Comedy Bar - Chicago
Chicago, IL | Friday
1/30/2026
9:00 PM | |
| Sparkle Carcass | Carol's Pub
Chicago, IL | Friday
1/30/2026
9:00 PM | |
| The Big Black Variants | Theatre 2A At The Den Theatre
Chicago, IL | Friday
1/30/2026
9:00 PM | |
| The Toasters | Reggie's Music Joint
Chicago, IL | Friday
1/30/2026
9:00 PM | |
| Magic City Hippies | Metro Chicago
Chicago, IL | Friday
1/30/2026
9:00 PM | |
| Alex English - Comedian | Zanies Comedy Club - Chicago
Chicago, IL | Friday
1/30/2026
9:15 PM | |
| Chicago's Best Stand Up | The Laugh Factory - Chicago
Chicago, IL | Friday
1/30/2026
9:15 PM | |
| Grum | Sound-Bar
Chicago, IL | Friday
1/30/2026
10:00 PM | |
| Omar+ | SpyBar
Chicago, IL | Friday
1/30/2026
10:00 PM | |
| Chicago's Best Stand Up | The Laugh Factory - Chicago
Chicago, IL | Friday
1/30/2026
11:30 PM | |
| The Enormous Crocodile | Studebaker Theater
Chicago, IL | Saturday
1/31/2026
11:00 AM | |
| Chicago State Cougars vs. Mercyhurst Lakers | Jones Convocation Center
Chicago, IL | Saturday
1/31/2026
1:00 PM | |
| Loyola Chicago Ramblers Women's Basketball vs. St. Bonaventure Bonnies | Gentile Center
Chicago, IL | Saturday
1/31/2026
2:00 PM | |
| Eureka Day | Broadway Playhouse at Water Tower Place
Chicago, IL | Saturday
1/31/2026
2:00 PM | |
| The Phantom of the Opera | Cadillac Palace
Chicago, IL | Saturday
1/31/2026
2:00 PM | |
| Stereophonic | CIBC Theatre
Chicago, IL | Saturday
1/31/2026
2:00 PM | |
| Illinois-Chicago Flames Women's Basketball vs. Valparaiso University | Credit Union 1 Arena
Chicago, IL | Saturday
1/31/2026
2:00 PM | |
| Avery Sunshine | City Winery - Chicago
Chicago, IL | Saturday
1/31/2026
6:00 PM | |
| Soxfest | Ramova Theatre
Chicago, IL | Saturday
1/31/2026
6:00 PM | |
| Lord of the Lost & The Birthday Massacre | Concord Music Hall
Chicago, IL | Saturday
1/31/2026
6:00 PM | |
| Chicago's Best Stand Up | The Laugh Factory - Chicago
Chicago, IL | Saturday
1/31/2026
7:00 PM | |
| Bryan Torresdey | The Comedy Bar - Chicago
Chicago, IL | Saturday
1/31/2026
7:00 PM | |
| Casually Funny | Theatre 2A At The Den Theatre
Chicago, IL | Saturday
1/31/2026
7:00 PM | |
| Kathleen Madigan | The Chicago Theatre
Chicago, IL | Saturday
1/31/2026
7:00 PM | |
| Alex English - Comedian | Zanies Comedy Club - Chicago
Chicago, IL | Saturday
1/31/2026
7:00 PM | |
| Sons Of The Silent Age | Metro Chicago
Chicago, IL | Saturday
1/31/2026
7:00 PM | |
| Atmosphere | The Salt Shed Indoors - Chicago
Chicago, IL | Saturday
1/31/2026
7:00 PM | |
| Patti LuPone | Auditorium Theatre - IL
Chicago, IL | Saturday
1/31/2026
7:30 PM | |
| The Phantom of the Opera | Cadillac Palace
Chicago, IL | Saturday
1/31/2026
7:30 PM | |
| Stereophonic | CIBC Theatre
Chicago, IL | Saturday
1/31/2026
7:30 PM | |
| Eureka Day | Broadway Playhouse at Water Tower Place
Chicago, IL | Saturday
1/31/2026
7:30 PM | |
