Upcoming Chicago Events
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Music & Comedy
Music & Comedy
Boleros de Noche Chicago September 25 at the Harris Theater
Boleros De Noche returns to the Windy City following a successful Chicago debut in 2025. Already a beloved tradition in Los Angeles, where the concert…
Music & Comedy, Theatre & Performing Arts
Best of The Second City
Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…
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
Late Nite Mic with Vik Pandya at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Vik Pandya is a nationally touring…
Music & Comedy
Boleros de Noche Chicago September 25 at the Harris Theater
Boleros De Noche returns to the Windy City following a successful Chicago debut in 2025. Already a beloved tradition in Los Angeles, where the concert…
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
Tomato Throw Show at The Comedy Bar
Join us for the most fun interactive comedy show in Chicago, where the audience determines who’s the funniest (and the most unfunny) by throwing [fake]…
Music & 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…
Music & Comedy
Oliver Tree – Love You Madly, Hate You Badly World’s First World Tour
Oliver Tree is performing at The Salt Shed in Chicago on Tuesday, August 11, 2026, as part of his “Love You Madly, Hate You Badly…
Music & Comedy, Theatre & Performing Arts
Pandemonium, Please Hold
The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…
Music & 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.
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,…
Music & Comedy
Boleros de Noche Chicago September 25 at the Harris Theater
Boleros De Noche returns to the Windy City following a successful Chicago debut in 2025. Already a beloved tradition in Los Angeles, where the concert…
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.…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Dvořák New World Symphony
Giancarlo Guerrero conducts Dvořák’s New World Symphony, a Czech composer’s interpretation of the American folk songs and spirituals he had come to admire while living in the…
Music & Comedy
Crowd Work Wednesday at The Comedy Bar
Crowd Work Wednesday is a weekly interactive comedy show where anything can happen—and the audience is part of the act. Hosted by Chicago comedians Pat…
Music & Comedy, Theatre & Performing Arts
Who’s Waldo?
Featuring a mixed cast of clowns, comedians, sketch artists, and musicians, Who’s Waldo? transforms the theatre into the Waldoverse, a parallel universe where all performers…
Music & Comedy
Lot Jams-Naüvoo
Lot Jams is a free, outdoor summer concert series that showcases the people, businesses, and cultures that make Albany Park one of the best communities…
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.
Music & Comedy
Modest Mouse – 2026 North American Tour
Modest Mouse will perform at The Salt Shed in Chicago on Wednesday, August 12, 2026.
Music & Comedy, Theatre & Performing Arts
Pandemonium, Please Hold
The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…
Music & Comedy, Theatre & Performing Arts
The Orbit
The Orbit is Chicago’s only improv show performed in the round. This 45-minute avant-garde experience takes the audience on a full-circle journey, showcasing a bold…
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,…
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