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Music & Comedy, Theatre & Performing Arts
The Infinite Wrench
Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…
Friday, August 7th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy
Devil’s Daughter
The hottest show in town, Devil’s Daughter, features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…
Music & Comedy
Devil’s Daughter
The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…
Friday, August 7th
8:00 p.m. – 9:00 p.m.iO Theater
1501 N. Kingsbury St.Music & Comedy, Theatre & Performing Arts
Honk! A Short Form Improv Show
Honk! is a short form, game-based improv show that asks: what good is comedy if you can’t get a little silly? Comprised of some of…
Friday, August 7th
9:00 p.m. – 10:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy, Theatre & Performing Arts
Voila: The Improvised Musical
iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…
Friday, August 7th
10:00 p.m. – 11:30 p.m.The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,Music & Comedy, Theatre & Performing Arts
Hitch*Cocktails
A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…
Friday, August 7th
10:00 p.m. – 11:30 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Music & Comedy
Stargazers Adventure Club
Blast off with Stargazers Adventure Club in Planetary Games, an interactive space spectacular where imagination fuels the fun! You’ll learn planetary facts from out-of-this-world host,…
Saturday, August 8th
10:00 a.m. – 11:30 a.m.Stars & Garters Theater
3914 N. Clark St.Music & Comedy, Theatre & Performing Arts
The Infinite Wrench
Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…
Saturday, August 8th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy, Theatre & Performing Arts
Baby Wants Candy! The Original Completely Improvised Musical
“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…
Music & Comedy, Theatre & Performing Arts
Clued In
After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…
Saturday, August 8th
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St., Theater on the Second FloorMusic & Comedy
Jack Harlow – The Monica Tour
Jack Harlow is scheduled to perform in Chicago on Saturday, August 8, 2026, as part of “The Monica Tour”. This tour supports his recently released,…
Saturday, August 8th
7:30 p.m. – 10:30 p.m.The Salt Shed
1357 N Elston Ave, Chicago, ILMusic & Comedy
Chance The Rapper Live In Concert
Chance the Rapper is scheduled to perform in Highland Park on Saturday, August 8, 2026, as part of the Ravinia Festival summer lineup. This highly…
Saturday, August 8th
7:30 p.m. – 10:30 p.m.Hunter Pavilion At Ravinia
200-201 Ravinia Park RoadMusic & Comedy
Secret Sketch Show
Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…
Music & Comedy, Theatre & Performing Arts
Best Of Annoyance Sketch
Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…
Saturday, August 8th
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy, Theatre & Performing Arts
Wheel of Improv
Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…
Music & Comedy
Hugh Jackman With The Chicago Philharmonic
Hugh Jackman is scheduled to perform at the Ravinia Festival in Highland Park on Sunday, August 9, 2026. He will be accompanied by the Chicago…
Sunday, August 9th
8:00 p.m. – 10:00 p.m.Hunter Pavilion At Ravinia
200-201 Ravinia Park RoadMusic & Comedy
Tuesday Good Show
Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…
Tuesday, August 11th
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveMusic & Comedy
Brian McKnight & Gladys Knight Live In Concert
Brian McKnight and Gladys Knight are scheduled to perform together in Highland Park on Tuesday, August 11, 2026, as part of the Ravinia Festival summer…
Tuesday, August 11th
7:00 p.m. – 10:00 p.m.Hunter Pavilion At Ravinia
200-201 Ravinia Park RoadMusic & Comedy
J. Cole – The Fall-Off World Tour
J. Cole will bring his “The Fall-Off World Tour” to Chicago for a performance at the United Center on Tuesday, August 11, 2026.
Tuesday, August 11th
8:00 p.m. – 11:00 p.m.United Center
1901 W Madison St,Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Comic Court: Chicago’s #1 Comedy Court Show
Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…
Tuesday, August 11th
9:00 p.m. – 10:30 p.m.The Lincoln Lodge
2040 North Milwaukee AvenueMuseums, Galleries & Exhibitions, Music & Comedy
Jazzin’ at the Shedd
Live jazz revels at Shedd Aquarium! Join us for the popular midweek Jazzin’ at the Shedd series with unforgettable evenings of music, mingling and marine life.…
Wednesday, August 12th
5:00 p.m. – 10:00 p.m.Shedd Aquarium
1200 S. Lake Shore Dr.Music & Comedy
Joe Bonamassa Live In Concert
Joe Bonamassa is performing in Highland Park, IL, on Wednesday, August 12, 2026, as part of the Ravinia Festival.
Wednesday, August 12th
7:30 p.m. – 10:30 p.m.Hunter Pavilion At Ravinia
200-201 Ravinia Park RoadMusic & Comedy, Theatre & Performing Arts
Hooch & Holler Comedy Show
Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…
Wednesday, August 12th
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionMusic & Comedy, Theatre & Performing Arts
The Fizz Show
Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…
Wednesday, August 12th
10:00 p.m. – 11:00 p.m.iO Theater
1501 N. Kingsbury St.

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