Chicago comedy spotlight for Monday, August 16-Sunday, August 22, 2021

Ticket alerts:

August 24: Caleb Hearon at Sleeping Village

August 26: TJ & Dave at The Annoyance-sold out, but join the wait list.

September 3: Sarah Squirm at Sleeping Village

September 20-21: Chris Kattan at Zanies

October 2: Tommy Davidson at The Comedy Shrine

Late Night Alert: Megan Stalter on Jimmy Kimmel Live! on Monday, August 16 at 10:35 p.m. CST.

At the clubs this week:

Zanies Chicago: Mo Amer, Ali Macofsky

Zanies Rosemont: Mike Menendez

Riddles: 4 Pcs. of Laughter, Damon Williams showcase, Justin Whitehead, Brian Hooks, Robert Kane

The Improv: Aries Spears

Following is this week’s spotlight. Please confirm all details!


Spanglish Open Mic at Lincoln Lodge, 6:00 p.m. Comedians work out their material in Spanish and/or English.

People Person at The Annoyance, 8:00 p.m. A solo show by Josie Benedetti with audience interaction and “silliness.” “One woman’s desperate need and inability to connect with those around her.”

DeAnne Smith at North Bar, 8:00 p.m. With Whitney Chitwood and Ben Noble.

Red Lobster Comedy at L&L Tavern, 10:00 p.m. Bobby Budds hosts Prateek Srivastava, Marilee, Jamal Guichon, Emily Ogle, Rovaughn Hill, Ken Flores, Tiny Thickemz, Audrey McCann, Grace Bahler, Jim Flannigan, Bill Gevirtz, Geof Asmus.


Ladylike at Lincoln Lodge, 8:00 p.m. Tickets are still available for this always sold-out show where women, non-binary performers and (voluntary) audience members tell their grossest stories.

Best Night Ever at Lincoln Lodge, 8:00 p.m. “The best lineup of comedians we can find.” Prizes and SWAG. Hosted by Mike O’Keefe and Josh O’Neill.


Wham Bam Improv Jam at Second City, 5:00 p.m. Select audience members get to go on stage and play.

The Comedy Sanctuary at The Epiphany Center, 7:30 p.m. Saku Yanagawa hosts Denise Medina, Peyton Ruddy, Geoffrey Asmus, Luca Ferro, Sasha Rosser, Jon Torres.

Work in Progress: A Comedic Showcase of Chicago at Navy Pier’s Lake Stage, 7:00 p.m. Virtual introduction by Abby McEnany. Starring in person: Eunji Kim, Meghan Babbe, Lisa Beasley, Megan Brennan, George Elrod, Evan Mills. Rescheduled from 8/11. Chicago Humanities Festival.


Megan Stalter at Sleeping Village, 7:00 p.m. Through Saturday. Shows are sold out, but definitely worth a call to the venue. Megan Stalter currently has a recurring role on HBO Max’s Hacks. Follow this link until August 18 at 2 p.m. to win a pair of tickets.

Comedy is Back at Gman Tavern, 8:00 p.m. With Calvin Evans, Adam Burke, Abi Sanchez, Lele Mason, TJ Sopoci, Maggie Depalo, and Andy Fleming

Tuxedo Cat Comedy at Beauty Bar, 8:30 p.m. Jackie Cooper hosts Casey Larwood, Skyler Higley, Deanna Ortiz, Mike O’Keefe, Rachel Relman, Nataly Aukar, Jerry Tran.

Still Not Friday at Two Brothers Roundhouse, Aurora, 8:00 p.m. Mike Wiley hosts Ed Towns, Sarah Perry and Cameron Gillette with special guests TJ Remec and Dane Arden.

She the People at Second City’s UP Comedy Club, 8:00 p.m. Back by popular demand! “This high-octane show satirizes the complexities of identifying as female in this wild world while roasting the patriarchy.” Follow link for show times throughout the week.


Stand Up Stand Up Presents Felonious Munk at Dstrkt Bar & Grill, 8:00 p.m. From NBC’s For Life, Comedy Central, and Windy City Live. Plus four more Chicago top Chicago comics.

FuMPFest at Westin Chicago North Shore, Wheeling, 6:00 p.m. Through Sunday. The famed comedy-music festival returns! This weekend also celebrates the 50th anniversary of the Dr. Demento Show with Dr. Demento himself. IN PERSON AND STREAMING.

Lockdown Improv Jam at Second City, 8:00 p.m. Online improv jam for Second City students. Follow link to pre-register.


Paper Machete at The Green Mill, 3:00 p.m. The famous afternoon showcasing diverse Chicago talent! Early arrival recommended.


Cooking with Bubbie at The Skokie Theatre, 2:00 p.m. Starring Jan Slavin. This show has had rave reviews-last chance to see it!

Ian Lockwood at FuMPFest, Wheeling, 2:00 p.m. Second City alum and comedian pop music maestro. IN PERSON AND STREAMING.

Chicago’s Best Standup at The Laugh Factory, 7:00 p.m. and 9:00 pm.

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