| Event | Venue | Date/Time | |
| Sampa The Great | Schubas
Chicago, IL | Friday
4/3/2020
9:00 PM |  |
| Drama | Metro Chicago
Chicago, IL | Friday
4/3/2020
9:00 PM | |
| Joselito DaPuppet | Astoria Lounge
Chicago, IL | Friday
4/10/2020
7:00 PM | |
| Chicago Fire vs. San Jose Earthquakes | Soldier Field Stadium
Chicago, IL | Wednesday
8/5/2020
7:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Wednesday
8/5/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Thursday
8/6/2020
7:30 PM | |
| Reggae Gold | Subterranean
Chicago, IL | Thursday
8/6/2020
10:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Friday
8/7/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Saturday
8/8/2020
2:00 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Saturday
8/8/2020
4:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Saturday
8/8/2020
8:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Sunday
8/9/2020
2:00 PM | |
| Chicago Fire vs. LA Galaxy | Soldier Field Stadium
Chicago, IL | Sunday
8/9/2020
5:30 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Monday
8/10/2020
8:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Tuesday
8/11/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Wednesday
8/12/2020
1:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Wednesday
8/12/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Thursday
8/13/2020
7:30 PM | |
| Juice | Subterranean
Chicago, IL | Thursday
8/13/2020
8:00 PM | |
| Random Rab | Sleeping Village
Chicago, IL | Thursday
8/13/2020
9:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Friday
8/14/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Saturday
8/15/2020
2:00 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Saturday
8/15/2020
4:00 PM | |
| Mike Masse | Ruth Page Center for the Arts
Chicago, IL | Saturday
8/15/2020
7:00 PM | |
| Zelo Pro Wrestling | Joe's Bar On Weed St.
Chicago, IL | Saturday
8/15/2020
7:00 PM | |
| Stephen Lynch | Park West
Chicago, IL | Saturday
8/15/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Saturday
8/15/2020
8:00 PM | |
| RJD2 | Thalia Hall
Chicago, IL | Saturday
8/15/2020
8:30 PM | |
| i_o | Concord Music Hall
Chicago, IL | Saturday
8/15/2020
9:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Sunday
8/16/2020
2:00 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Monday
8/17/2020
8:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Tuesday
8/18/2020
7:30 PM | |
| Chicago Underground Comedy | Beat Kitchen
Chicago, IL | Tuesday
8/18/2020
9:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Wednesday
8/19/2020
1:30 PM | |
| Flaw & September Mourning | Cubby Bear
Chicago, IL | Wednesday
8/19/2020
6:30 PM | |
| Tinder Live | Beat Kitchen
Chicago, IL | Wednesday
8/19/2020
7:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Wednesday
8/19/2020
7:30 PM | |
| Tinder Live | Beat Kitchen
Chicago, IL | Wednesday
8/19/2020
9:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Thursday
8/20/2020
7:30 PM | |
| Reggae Gold | Subterranean
Chicago, IL | Thursday
8/20/2020
10:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Friday
8/21/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Saturday
8/22/2020
2:00 PM | |
| Dreary North Fest: Bastard Noise & Sea of Shit | Subterranean - Downstairs
Chicago, IL | Saturday
8/22/2020
3:00 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Saturday
8/22/2020
4:00 PM | |
| The Drive-In Fest: Lloyd, Bobby V, Pleasure P & Do or Die | Soldier Field Stadium
Chicago, IL | Saturday
8/22/2020
6:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Saturday
8/22/2020
8:00 PM | |
| Young Dolph & Key Glock | Vic Theatre
Chicago, IL | Saturday
8/22/2020
8:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Sunday
8/23/2020
2:00 PM | |
| Agnostic Front & Sick of It All | Subterranean
Chicago, IL | Sunday
8/23/2020
8:00 PM | |
| NoMBe & Bad Child | Lincoln Hall
Chicago, IL | Sunday
8/23/2020
8:00 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Monday
8/24/2020
8:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Tuesday
8/25/2020
7:30 PM | |
| Chicago Underground Comedy | Beat Kitchen
Chicago, IL | Tuesday
8/25/2020
9:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Wednesday
8/26/2020
1:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Wednesday
8/26/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Thursday
8/27/2020
7:30 PM | |
| Black Pumas | House Of Blues - Chicago
Chicago, IL | Thursday
8/27/2020
9:00 PM | |
| NB Ridaz, Lil Rob & MC Magic | Vic Theatre
Chicago, IL | Friday
8/28/2020
7:00 PM | |
| Black Pumas | Thalia Hall
Chicago, IL | Friday
8/28/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Friday
8/28/2020
7:30 PM | |
| No Limits Music Fest | Beat Kitchen
Chicago, IL | Friday
8/28/2020
8:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Saturday
8/29/2020
2:00 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Saturday
8/29/2020
4:00 PM | |
| Parkway Drive | Wintrust Arena
Chicago, IL | Saturday
8/29/2020
6:45 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Saturday
8/29/2020
8:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Sunday
8/30/2020
2:00 PM | |
| Bing and Ruth | Constellation - Chicago
Chicago, IL | Sunday
8/30/2020
7:30 PM | |
| Anna Burch | Sleeping Village
Chicago, IL | Sunday
8/30/2020
9:00 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Monday
8/31/2020
8:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Tuesday
9/1/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Wednesday
9/2/2020
1:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Wednesday
9/2/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Thursday
9/3/2020
7:30 PM | |
| Reggae Gold | Subterranean
Chicago, IL | Thursday
9/3/2020
10:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Friday
9/4/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Saturday
9/5/2020
2:00 PM | |
| Chicago Fire vs. Sporting Kansas City | Soldier Field Stadium
Chicago, IL | Saturday
9/5/2020
2:30 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Saturday
9/5/2020
4:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Saturday
9/5/2020
8:00 PM | |
| The Budos Band | Thalia Hall
Chicago, IL | Saturday
9/5/2020
8:30 PM | |
| Smells Like Nirvana - Nirvana Tribute | Cubby Bear
Chicago, IL | Saturday
9/5/2020
9:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Sunday
9/6/2020
2:00 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Monday
9/7/2020
8:00 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Tuesday
9/8/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Wednesday
9/9/2020
1:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Wednesday
9/9/2020
7:30 PM | |
| Hit Her With The Skates | Royal George Theatre - Chicago
Chicago, IL | Thursday
9/10/2020
7:30 PM | |
| Thee Oh Sees | Thalia Hall
Chicago, IL | Friday
9/11/2020
8:30 PM | |
| Jeremy Pinnell | Carol's Pub
Chicago, IL | Friday
9/11/2020
9:00 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Saturday
9/12/2020
4:00 PM | |
| Thee Oh Sees | Thalia Hall
Chicago, IL | Saturday
9/12/2020
8:30 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Monday
9/14/2020
8:00 PM | |
| Greg Dulli | Metro Chicago
Chicago, IL | Monday
9/14/2020
9:00 PM | |
| Antibalas - Band | Sleeping Village
Chicago, IL | Thursday
9/17/2020
9:00 PM | |
| Reggae Gold | Subterranean
Chicago, IL | Thursday
9/17/2020
10:00 PM | |
| Tribute to Donald Byrd with Kevin Toney | The Promontory
Chicago, IL | Friday
9/18/2020
7:00 PM | |
| Strawberry Girls, Andres, Amarionette & Dwellings | Beat Kitchen
Chicago, IL | Friday
9/18/2020
7:30 PM | |
| Tribute to Donald Byrd with Kevin Toney | The Promontory
Chicago, IL | Friday
9/18/2020
9:30 PM | |
| Void Vision | Smart Bar Chicago
Chicago, IL | Friday
9/18/2020
10:00 PM | |
| Best of The Second City | Mainstage at Second City - Chicago
Chicago, IL | Saturday
9/19/2020
4:00 PM | |
