All shows are in person unless otherwise noted. Please confirm all details. Please also see my 101+ Chicago Comedy Ticket Alerts here. Following is just a sample of all the excellent original comedy happening in Chicago this week.
MONDAY, AUGUST 30
The Chair ONLINE 6:00 p.m. The cast of Netflix’s The Chair: Amanda Peet, Bob Balaban, Holland Taylor, Nana Mensah, Jay Duplass, and Sandra Oh in Conversation with Variety’s Jenelle Riley.
Magic Silly Mondays at The Laugh Factory, 8:00 p.m. Broadcasting live on WGCI. Zach Boog hosts Paul Farahvar, Kellye Howard and more TBA.
TUESDAY, AUGUST 31
The Best of Second City at Second City’s UP Comedy Club, 8:00 p.m.
WEDNESDAY, SEPTEMBER 1
Wednesday After Work at Zanies Chicago, 8:00 p.m. Standup at 8:00 p.m., but doors open at 6:30 p.m. for pre-show drinks and music.
Comedians You Should Know at Timothy O’Toole’s, 7:30 p.m. and 9:00 p.m. Jonah Jurkens hosts Kristen Toomey, Kellye Howard, Joe Kilgallon, Michael Njuguna Robinson.
THURSDAY, SEPTEMBER 2
Tom Dreesen Presents… Standup Comedy: Yesterday, Today, and Tomorrow at Laugh Factory, 1:00 p.m. With Dobie Maxwell. Free, but registration required. An opportunity to hear from two of comedy’s greatest.
Tuxedo Cat Comedy at Beauty Bar, 8:00 p.m. Hosted by Rebecca Fass.
Congrats on Your Success at City Farm Chicago, 8:00 p.m. This acclaimed showcase is outdoors this month and free.
Wisecrackin’ Comedy Game Show at Laugh Factory, 8:00 p.m. Marz Timms in person and Greg Proops streams in from L.A.
FRIDAY, SEPTEMBER 3
Ms. Pat at Zanies, Chicago, 7:00 p.m. Through September 6.
Drink Date Laugh at Laugh Factory, 7:00 p.m. Interactive comedy game show created and hosted by Paul Farahvar. Featuring Sarah Perry, Kyle Scanlan, Andy Fleming, Chastity Washington, Scott Duff and more TBA.
Sarah Squirm at Sleeping Village, 8:00 p.m. Sold out, but I always think it’s worth a call to see if they can fit you in.
SATURDAY, SEPTEMBER 4
Paper Machete at The Green Mill, 3:00 p.m. This legendary variety showcase is back! Early arrival recommended.
She The People at Second City, 8:00 p.m. “Entirely created, designed, and performed by the fearlessly funny women of The Second City!”
SUNDAY, SEPTEMBER 5
Chicago Greek Comedy All Stars at Riddles, Alsip, 7:00 p.m. Chastity Washington (Sigma Gamma Rho), Mark Simmons (Phi Beta Sigma), Aaron Foster (Kappa Alpha Psi), Kadeem Fuller (Alpha Phi Alpha), and LeLe Mason (Delta Sigma Theta). Music provided by DJ B Real (Iota Phi Theta).