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…
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
Who’s Waldo?
Who’s Waldo? is a comedy variety show where everyone (local and touring comedians, clowns, musicians, and – yes, even you) is Waldo. Part comedy show,…
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
Thirst for Adventure! A Dungeons & Dragons Live Comedy Show
Join some of Chicago’s best comedians as they take up pen, paper, and dice for an epic table-top adventure! No two shows are the same!…
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
Hush Hush Comedy Hour
Hush Up and Laugh! An intimate stand-up comedy showcase featuring nationally touring headliners, as well as up-and-coming Chicago favorites! Zach Liss, Riley Cosgrove, AJ Leidig,…
Music & Comedy
Best of Chicago Comedy – Chicago
Get ready to laugh your heart out at the “Best of Chicago Comedy – Chicago” show, featuring an incredible lineup of local talent that showcases…
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
Big Thief – Somersault Slide 360 Tour
Big Thief is scheduled to perform in Chicago, IL, on Thursday, August 13, 2026, at The Salt Shed Outdoors. This performance is a major stop…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Grant Park Music Festival Vocal Fellows at Indian Boundary Park
Join the Grant Park Music Festival Vocal Fellows in this free outdoor concert! The program, featuring music from classical to jazz and pop, celebrates America’s…
Music & Comedy
Marcus Monroe at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Marcus Monroe is a New York…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
The Next Show Comedy Presents: Tavaris Smith
Stand Up Comedian Tavaris Smith (Amazon Prime Video, Netflix is a Joke Festival, Don’t Tell Comedy) visits from Los Angeles to headline Lincoln Lodge Comedy…
Music & Comedy
Zhamira – Curita Para El Corazón Tour
Zhamira Zambrano is performing at the House of Blues Chicago on Thursday, August 13, 2026. This show is part of her “Curita Para El Corazón…
Music & Comedy
Press Start: An Improvised Musical
Press Start: An Improvised Musical is a hilarious, high-energy full improvised musical inspired by the games you know and love. Each show, our cast creates…
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
Three Pianos at Huntington Bank Pavilion
Join us for Three Pianos at Huntington Bank Pavilion on August 14, 2026 for a night of live music and skyline views. Looking to elevate…
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…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Beethoven Symphony No. 9
Giancarlo Guerrero brings the 2026 season to an epic close with none other than Beethoven’s Symphony No. 9, a musical affirmation of humanity on a…
Music & Comedy
Cousin Tiera at The Comedy Bar
A brilliant and hilarious comedian from the West Side of Chicago, Tiera Oleary (My Cousin Tiera), is riveting audiences across the country with her viral…
Music & Comedy
Dimmu Borgir – Grand Serpent Rising Tour
Norwegian symphonic black metal titans Dimmu Borgir are bringing their Grand Serpent Rising Tour to Chicago on Friday, August 14, 2026. The performance celebrates their…
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