Jul8
Upcoming Chicago Events
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Featured Events
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Music & Comedy
Music & 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…
Music & Comedy
Chiodos – It’s Not You, It’s Me Tour
Chiodos is performing at the House of Blues Chicago on Sunday, August 16, 2026, for their “It’s Not You, It’s Me Tour.” Special Guest: 156/Silence.
Music & Comedy
K-LOVE Live
K-LOVE Live in Chicago is scheduled for Sunday, August 16, 2026, at The Chicago Theatre. This event is part of the newly announced K-LOVE Landmarks…
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
Siddhartha – Tu y Yo y Tour
Mexican indie rock artist Siddhartha is scheduled to perform at the historic Auditorium Theatre in Chicago on Sunday, August 16, 2026. This performance is part…
Music & Comedy, Theatre & Performing Arts
Magic Mondays
Experience an unforgettable night of wonder at Magic Mondays!! Starring award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing mind-blowing illusions and…
Music & Comedy
Michael Charles and Band on The Tall Ship Windy Music Concert Series
We’ll help you chase your “Monday blues”, aboard the 148-foot Tall Ship Windy as you enjoy the breathtaking views of Chicago from the waters of…
Music & 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.…
Music & Comedy
The Crane Wives – ACT III Tour
The Crane Wives are scheduled to perform in Chicago on Tuesday, August 18, 2026, as part of their “ACT III” Tour.
Music & Comedy
Citizen – Halcyon Blues Tour
Citizen will perform a two-night residency at Thalia Hall in Chicago on Tuesday, August 18 and Wednesday, August 19, 2026. These shows are the official…
Museums, 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.…
Music & Comedy
Five Finger Death Punch, Cody Jinks & Eva Under Fire
Multi-platinum hard rock band Five Finger Death Punch is scheduled to perform at Credit Union 1 Amphitheatre on Wednesday, August 19, 2026, as part of…
Music & Comedy
Citizen – Halcyon Blues Tour
Citizen will perform a two-night residency at Thalia Hall in Chicago on Tuesday, August 18 and Wednesday, August 19, 2026. These shows are the official…
Music & Comedy
Gregory Alan Isakov with The Chicago Philharmonic
Gregory Alan Isakov is performing in Highland Park, IL, on Wednesday, August 19, 2026, as part of the Ravinia Festival. This special performance features the…
Music & 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…
Music & 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,…
Music & Comedy
Morgan’s Laugh Lounge
Laugh your way into your new favorite Thursday tradition at Morgan’s Laugh Lounge, Chicago’s newest comedy hotspot. Every Thursday night from 6:00–9:30 PM, the lounge…
Festivals, Fairs & Special Events, Music & Comedy
Rockin’ in the Park 2026 Free Summer Concert Series
Rosemont’s Parkway Bank Park Entertainment District (5501 Park Place, Rosemont) will set the stage for another summer of live music with the return of its “Rockin’ in the…
Music & Comedy, Theatre & Performing Arts
Dumb and Drummer
Chicago’s best comedians doing their best material over live jazz! Every third Thursday at The Lincoln Lodge Theatre, Hosted by Jamaal Sanders, Hunter Hirsch, and…
Music & Comedy
Jill Scott – To Whom This May Concern Tour
Jill Scott is bringing her “To Whom This May Concern” world tour to Chicago for a three-night residency at The Chicago Theatre in August 2026.…
Music & Comedy
Kacey Musgraves – Middle of Nowhere Tour
Kacey Musgraves has added a second Chicago show at the United Center on Thursday, August 20, 2026, due to overwhelming demand. This performance now serves…
Music & Comedy
Ricky Martin Live In Concert
Ricky Martin is performing in Highland Park, IL, on Thursday, August 20, 2026, as part of the Ravinia Festival. This performance marks his Ravinia debut.
Music & Comedy
Kip Moore & Billy Currington Live In Concert
Country music star Kip Moore is bringing his co-headlining “Live In Concert” tour with Billy Currington to Chicago in late summer 2026. Special Guest: Kenny…
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