Adisa Williams, Laurel Krabacher, Hannah Ingle, Andy Bolduc, Jordan Stafford and Adonis Holmes in The Second City’s “The Devil is in the Detours”. (Timothy M. Schmidt, courtesy of The Second City)  

The show is aptly titled “The Devil is in the Detours.” Scenes cruise along with solid laughs and then take a turn no one sees coming, because it is just so nutty.

Triumph the Insult Comic Dog hosted a “Jeopardy!”-style game show at the Den Theatre on June 3, 2024. (Marc Vitali / WTTW News)

Triumph the Insult Comic Dog hosted a “Jeopardy!”-style game show in Chicago this week with celebrity contestants, including ex-Cubs pitcher Ryan Dempster, actor Samm Levine and ex-governor Rod Blagojevich.

Robert Smigel as Triumph the Insult Comic Dog. (Credit: Exploring the Right Brain)

Robert Smigel may be best known as the breeder behind Triumph the Insult Comic Dog, the crass canine puppet whose jokes make Don Rickles look housebroken. We sit down with him before his Chicago show. 

The Victor Wong fellowship at Second City offers training and mentorship for AAPI comedic talent. From left to right, the fellows chosen this year are Ian Voltaire Deanes, Esther Oh, Becca Nix Tham, Robert Kalia Kapaku, Devin Jeong-Wright, Grace Goze, Frederic Powers, Brian Park, Ateeq Rehman and Johanna Medrano. (Courtesy of Timothy Schmidt)

The Victor Wong fellowship involves three months of intensive training in sketch comedy writing, performing and improv. The “Youth in Asia (Are You Proud of Me Yet?)” showcase, written and performed by Second City’s latest cohort of fellows, is a culmination of the program.

Ronnie Marmo as Lenny Bruce. (Doren Sorell)

Local legend Joe Mantegna is directing “I’m Not a Comedian… I’m Lenny Bruce” starring Ronnie Marmo as the comedian who took a bullet for anyone who values free speech. Marmo also directs and stars in “Bill W. and Dr. Bob,” the true story of the dramatic founding of Alcoholics Anonymous.

FILE - Comedian Richard Lewis attends an NBA basketball game in Los Angeles on Dec. 25, 2012. (Alex Gallardo / AP Photo, File)

Comedy Central named Richard Lewis one of the top 50 stand-up comedians of all time, and he earned a berth in GQ magazine’s list of the “20th Century’s Most Influential Humorists.” He lent his humor for charity causes, including Comic Relief and Comedy Gives Back.

Pat McGann appears on “Chicago Tonight” on Dec. 7, 2022. (WTTW News)

Pat McGann made a transition from sales to stand-up comedy and in the years since has appeared on late night television and in his own special. Next year, he will headline a show at the Chicago Theatre. 

Actor Jeff Garlin joins “Chicago Tonight” on Oct. 19, 2022. (WTTW News)

Comedian and actor Jeff Garlin is back home in Chicago. He’ll be appearing at the Chicago Humanities Festival this weekend for an event titled “Jeff Garlin: Our Man in Chicago.”

(WTTW News)

Chicago’s most storied arts institutions have elevated Black leaders to the helm in the last year. We talk with some of them about how the Chicago arts scene is planning its 2021 comeback.

The Second City (WTTW News)

Chicago’s Second City comedy theater — where performers including Bill Murray, Steve Carell and Jordan Peele honed their skills — has been put up for sale.

(thisismyurl / Pixabay)

It’s said laughter is the best medicine, and while that might not be part of the CDC’s official guidelines, comedians everywhere are reaching out to audiences online, hoping for some connection and a lot of laughter.

Ronnie Marmo as Lenny Bruce. (Photo by Doren Sorell)

Directed with just the right balance of the sacred and the profane by Joe Mantegna, Ronnie Marmo’s show, “I’m Not a Comedian ... I’m Lenny Bruce,” is a seamless weave of excerpts from Bruce’s acts along with original material that deftly takes us inside the man’s psyche.

Lenny Bruce, 1961 (Library of Congress)

Lenny Bruce has been called one of the most influential comedians of all time. Joe Montegna and Ronnie Marmo give us a sneak peek into their one-man play about the controversial comedian, which opens this week in Chicago.

(Courtesy of Damon Williams)

Damon Williams has worked at City Hall, Subway and – for the last 27 years – has been a very busy stand-up comic. We catch up with Williams ahead of his benefit for Teamwork Englewood on Friday.

Actor LaRoyce Hawkins of “South Side” appears on “Chicago Tonight” on Sept. 12, 2019.

A new scripted comedy series set in and around Chicago’s Englewood neighborhood is lighting up the small screen. We speak with one of the stars of the show, Harvey native LaRoyce Hawkins.

A decade after the comedian’s death, Bernie Mac’s widow, Rhonda McCullough, looks back on his Chicago roots and successful acting career.