| Event | Venue | Date/Time | |
| Lyfe Jennings | City Winery - Chicago
Chicago, IL | Saturday
6/1/2024
9:30 PM |  |
| Matt Rife | The Chicago Theatre
Chicago, IL | Saturday
6/1/2024
10:00 PM | |
| Oh, The Places You’ll Glow | e.t.c. Theater at Second City - Chicago
Chicago, IL | Saturday
6/1/2024
10:00 PM | |
| Skeler | Sound-Bar
Chicago, IL | Saturday
6/1/2024
10:00 PM | |
| Soul Brunch | City Winery - Chicago
Chicago, IL | Sunday
6/2/2024
12:00 PM | |
| The Second City's Improv Brunch | Mainstage at Second City - Chicago
Chicago, IL | Sunday
6/2/2024
12:00 PM | |
| Golden Girls: The Laughs Continue | Broadway Playhouse at Water Tower Place
Chicago, IL | Sunday
6/2/2024
1:00 PM | |
| Chicago Cubs vs. Cincinnati Reds | Wrigley Field
Chicago, IL | Sunday
6/2/2024
1:20 PM | |
| Jersey Boys | Mercury Theater - IL
Chicago, IL | Sunday
6/2/2024
2:00 PM | |
| The Reconstruction Of America: The Unfinished Revolution | Court Theatre - Chicago
Chicago, IL | Sunday
6/2/2024
2:00 PM | |
| Death Becomes Her | Cadillac Palace
Chicago, IL | Sunday
6/2/2024
2:00 PM | |
| The Enigmatist | Upstairs at Chicago Shakespeare Theatre
Chicago, IL | Sunday
6/2/2024
2:00 PM | |
| Beyond Wonderland Chicago | Huntington Bank Pavilion at Northerly Island
Chicago, IL | Sunday
6/2/2024
2:00 PM | |
| English - Play | Owen Bruner Goodman Theatre
Chicago, IL | Sunday
6/2/2024
2:00 PM | |
| The Best Of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Sunday
6/2/2024
3:00 PM | |
| Bruce Liu | Chicago Symphony Center
Chicago, IL | Sunday
6/2/2024
3:00 PM | |
| Blue Man Group | Briar Street Theatre
Chicago, IL | Sunday
6/2/2024
4:00 PM | |
| Matt Rife | The Chicago Theatre
Chicago, IL | Sunday
6/2/2024
5:00 PM | |
| Outcast Jazz Band's Big Band Dance Party | Epiphany Hall at Epiphany Center for the Arts
Chicago, IL | Sunday
6/2/2024
6:00 PM | |
| Oh, The Places You’ll Glow | e.t.c. Theater at Second City - Chicago
Chicago, IL | Sunday
6/2/2024
7:00 PM | |
| The Damned | Concord Music Hall
Chicago, IL | Sunday
6/2/2024
7:00 PM | |
| Lyfe Jennings | City Winery - Chicago
Chicago, IL | Sunday
6/2/2024
7:00 PM | |
| Blue Man Group | Briar Street Theatre
Chicago, IL | Sunday
6/2/2024
7:00 PM | |
| The Reconstruction Of America: The Unfinished Revolution | Court Theatre - Chicago
Chicago, IL | Sunday
6/2/2024
7:30 PM | |
| Wheel of Improv | Donny's Skybox Theatre at Second City - Chicago
Chicago, IL | Sunday
6/2/2024
7:30 PM | |
| Dungeons And Daddies | Riviera Theatre - IL
Chicago, IL | Sunday
6/2/2024
8:00 PM | |
| Matt Rife | The Chicago Theatre
Chicago, IL | Sunday
6/2/2024
8:00 PM | |
| GSoul | Thalia Hall
Chicago, IL | Sunday
6/2/2024
8:00 PM | |
| Marcus King | The Salt Shed Indoors - Chicago
Chicago, IL | Sunday
6/2/2024
8:00 PM | |
| a.pe.ri.od.ic (35) | Constellation - Chicago
Chicago, IL | Sunday
6/2/2024
8:30 PM | |
| Comedy Typhoon | Judy's Beat Lounge at Second City - Chicago
Chicago, IL | Sunday
6/2/2024
9:00 PM | |
| Sundown Sundaze | PRYSM Nightclub
Chicago, IL | Sunday
6/2/2024
10:00 PM | |
| Lucy - Band | Athenaeum Theatre - IL
Chicago, IL | Monday
6/3/2024
7:00 PM | |
| Cryptopsy | Reggie's Rock Club
Chicago, IL | Monday
6/3/2024
7:30 PM | |
| Camera Obscura | Thalia Hall
Chicago, IL | Monday
6/3/2024
8:00 PM | |
| Isaiah Rashad | House Of Blues - Chicago
Chicago, IL | Tuesday
6/4/2024
7:00 PM | |
| Alien Ant Farm | Bottom Lounge
Chicago, IL | Tuesday
6/4/2024
7:00 PM | |
| You Got Gamed | e.t.c. Theater at Second City - Chicago
Chicago, IL | Tuesday
6/4/2024
7:00 PM | |
| Six The Musical | Nederlander Theatre at Ford Center for the Performing Arts
Chicago, IL | Tuesday
6/4/2024
7:00 PM | |
| Chicago Sky vs. New York Liberty | Wintrust Arena
Chicago, IL | Tuesday
6/4/2024
7:00 PM | |
| Chicago Cubs vs. Chicago White Sox | Wrigley Field
Chicago, IL | Tuesday
6/4/2024
7:05 PM | |
| Chicago Symphony Orchestra: John Morris Russell - Shaken, Not Stirred | Chicago Symphony Center
Chicago, IL | Tuesday
6/4/2024
7:30 PM | |
| AJ McQueen | City Winery - Chicago
Chicago, IL | Tuesday
6/4/2024
7:30 PM | |
| Charlotte Day Wilson | Thalia Hall
Chicago, IL | Tuesday
6/4/2024
8:00 PM | |
| Ten Dollar Comedy | The Blackout Cabaret at Second City - Chicago
Chicago, IL | Tuesday
6/4/2024
8:30 PM | |
| Six The Musical | Nederlander Theatre at Ford Center for the Performing Arts
Chicago, IL | Wednesday
6/5/2024
1:00 PM | |
| Isaiah Rashad | House Of Blues - Chicago
Chicago, IL | Wednesday
6/5/2024
7:00 PM | |
| Six The Musical | Nederlander Theatre at Ford Center for the Performing Arts
Chicago, IL | Wednesday
6/5/2024
7:00 PM | |
| You Got Gamed | e.t.c. Theater at Second City - Chicago
Chicago, IL | Wednesday
6/5/2024
7:00 PM | |
| Chicago Cubs vs. Chicago White Sox | Wrigley Field
Chicago, IL | Wednesday
6/5/2024
7:05 PM | |
| Ravi Coltrane | City Winery - Chicago
Chicago, IL | Wednesday
6/5/2024
7:30 PM | |
| English - Play | Owen Bruner Goodman Theatre
Chicago, IL | Wednesday
6/5/2024
7:30 PM | |
| The Reconstruction Of America: The Unfinished Revolution | Court Theatre - Chicago
Chicago, IL | Wednesday
6/5/2024
7:30 PM | |
| Jersey Boys | Mercury Theater - IL
Chicago, IL | Wednesday
6/5/2024
7:30 PM | |
| The Antlers | Old Town School of Folk Music
Chicago, IL | Wednesday
6/5/2024
8:00 PM | |
| Blue Man Group | Briar Street Theatre
Chicago, IL | Wednesday
6/5/2024
8:00 PM | |
| Boeckner | The Empty Bottle
Chicago, IL | Wednesday
6/5/2024
9:00 PM | |
| English - Play | Owen Bruner Goodman Theatre
Chicago, IL | Thursday
6/6/2024
2:00 PM | |
| Katherine Blanford | Zanies Comedy Club - Chicago
Chicago, IL | Thursday
6/6/2024
7:00 PM | |
| Archspire | Metro Chicago
Chicago, IL | Thursday
6/6/2024
7:00 PM | |
| Golden Girls: The Laughs Continue | Broadway Playhouse at Water Tower Place
Chicago, IL | Thursday
6/6/2024
7:00 PM | |
| Six The Musical | Nederlander Theatre at Ford Center for the Performing Arts
Chicago, IL | Thursday
6/6/2024
7:00 PM | |
| Chicago White Sox vs. Boston Red Sox | Guaranteed Rate Field
Chicago, IL | Thursday
6/6/2024
7:10 PM | |
| Damon Williams | City Winery - Chicago
Chicago, IL | Thursday
6/6/2024
7:30 PM | |
| Chicago Symphony Orchestra: Stephane Deneve - Ravel's Bolero | Chicago Symphony Center
Chicago, IL | Thursday
6/6/2024
7:30 PM | |
| Jersey Boys | Mercury Theater - IL
Chicago, IL | Thursday
6/6/2024
7:30 PM | |
| The Reconstruction Of America: The Unfinished Revolution | Court Theatre - Chicago
Chicago, IL | Thursday
6/6/2024
7:30 PM | |
| English - Play | Owen Bruner Goodman Theatre
Chicago, IL | Thursday
6/6/2024
7:30 PM | |
| Tye Tribbett | Auditorium Theatre - IL
Chicago, IL | Thursday
6/6/2024
7:30 PM | |
| Allie X | Thalia Hall
Chicago, IL | Thursday
6/6/2024
8:00 PM | |
| Oh, The Places You’ll Glow | e.t.c. Theater at Second City - Chicago
Chicago, IL | Thursday
6/6/2024
8:00 PM | |
| Blue Man Group | Briar Street Theatre
Chicago, IL | Thursday
6/6/2024
8:00 PM | |
| MachineDrum | 1st Ward at Chop Shop
Chicago, IL | Thursday
6/6/2024
9:00 PM | |
| Ten Dollar Comedy | The Blackout Cabaret at Second City - Chicago
Chicago, IL | Thursday
6/6/2024
9:00 PM | |
| Roast Battle | Zanies Comedy Club - Chicago
Chicago, IL | Thursday
6/6/2024
9:15 PM | |
| Reggae Gold | Subterranean
Chicago, IL | Thursday
6/6/2024
10:00 PM | |
| Lola Brooke | Avondale Music Hall
Chicago, IL | Friday
6/7/2024
TBD | |
| Khruangbin | The Salt Shed Outdoors - Chicago
Chicago, IL | Friday
6/7/2024
6:30 PM | |
| Coached Ensembles | Donny's Skybox Theatre at Second City - Chicago
Chicago, IL | Friday
6/7/2024
7:00 PM | |
| Clued In - An Improvised Murder Mystery | Judy's Beat Lounge at Second City - Chicago
Chicago, IL | Friday
6/7/2024
7:00 PM | |
| Katherine Blanford | Zanies Comedy Club - Chicago
Chicago, IL | Friday
6/7/2024
7:00 PM | |
| Oh, The Places You’ll Glow | e.t.c. Theater at Second City - Chicago
Chicago, IL | Friday
6/7/2024
7:00 PM | |
| Jeff Arcuri | Vic Theatre
Chicago, IL | Friday
6/7/2024
7:00 PM | |
| Chicago White Sox vs. Boston Red Sox | Guaranteed Rate Field
Chicago, IL | Friday
6/7/2024
7:10 PM | |
| Reality Gays Live | City Winery - Chicago
Chicago, IL | Friday
6/7/2024
7:30 PM | |
| Golden Girls: The Laughs Continue | Broadway Playhouse at Water Tower Place
Chicago, IL | Friday
6/7/2024
7:30 PM | |
| English - Play | Owen Bruner Goodman Theatre
Chicago, IL | Friday
6/7/2024
7:30 PM | |
| Jersey Boys | Mercury Theater - IL
Chicago, IL | Friday
6/7/2024
7:30 PM | |
| Six The Musical | Nederlander Theatre at Ford Center for the Performing Arts
Chicago, IL | Friday
6/7/2024
7:30 PM | |
| Chris Brown | United Center
Chicago, IL | Friday
6/7/2024
7:30 PM | |
| The Reconstruction Of America: The Unfinished Revolution | Court Theatre - Chicago
Chicago, IL | Friday
6/7/2024
7:30 PM | |
| Chicago Symphony Orchestra: Stephane Deneve - Ravel's Bolero | Chicago Symphony Center
Chicago, IL | Friday
6/7/2024
7:30 PM | |
| Valebol | Thalia Hall
Chicago, IL | Friday
6/7/2024
8:00 PM | |
| Mr. Sipp | Buddy Guys Legends
Chicago, IL | Friday
6/7/2024
8:00 PM | |
| Jana Kramer | Park West
Chicago, IL | Friday
6/7/2024
8:00 PM | |
| Blue Man Group | Briar Street Theatre
Chicago, IL | Friday
6/7/2024
8:00 PM | |
| Medium Build | Lincoln Hall
Chicago, IL | Friday
6/7/2024
8:00 PM | |
| Miki Berenyi Trio | Bottom Lounge
Chicago, IL | Friday
6/7/2024
8:00 PM | |
| R&B Money Tour: Tank & Keri Hilson | The Chicago Theatre
Chicago, IL | Friday
6/7/2024
8:00 PM | |
| Shamilton | Donny's Skybox Theatre at Second City - Chicago
Chicago, IL | Friday
6/7/2024
8:30 PM | |
