Chicago's 24 Sept 17-23 Events

Chicago Live Festival, theater shows, and music events highlight the city's cultural scene this week

Sep 16, 2026

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Chicago's 24 Sept 17-23 Events

Chicago Live Festival, theater shows, and music events highlight the city's cultural scene this week

In brief

Chicago Live Festival, theater shows, and music events highlight the city's cultural scene this week Chicago offers diverse arts and entertainment options from Sept 17-23 including theater, music, and festivals Originally reported by Chicago Sun-Times.

Topdog/Underdog at Steppenwolf

Glenn Davis and Namir Smallwood star in Suzan-Lori Parks' Pulitzer-winning drama about brothers Lincoln and Booth from Sept 17-Nov 1 at Steppenwolf Theatre

“Topdog/Underdog is Suzan-Lori Parks' Pulitzer Prize-winning drama about brothers Lincoln and Booth”

Chicago Live Festival

Over 100 artists perform at Navy Pier Sept 19-20 with Grammy winner Common headlining

“Chicago Live Festival brings together more than 100 of the city's artists and performing arts organizations across five stages”

Joffrey Ballet's Liliom

Joffrey Ballet premieres John Neumeier's narrative ballet inspired by Ferenc Molnár's 1909 play at Lyric Opera House Sept 17-27

“Joffrey Company Artists Victoria Jaiani and Jose Pablo Castro Cuevas star in Liliom”

Reeling Film Festival

Cannes-winning film La Bola Negra opens the Chicago LGBTQ+ International Film Festival Sept 17-27

“Reeling: The Chicago LGBTQ+ International Film Festival includes Javier Calvo and Javier Ambrossi's Cannes winning La Bola Negra”

Englewood Jazz Festival

Free jazz performances at Hamilton Park Cultural Center Sept 17-19 featuring Julius Tucker and more

“The 27th annual Englewood Jazz Festival includes performances by Julius Tucker and more”

Gary Clark Jr. at Vic Theatre

Grammy-winning Gary Clark Jr. performs blues-rock at Vic Theatre Sept 18 with Chicago bluesman Toronzo Cannon opening

“Gary Clark Jr. will perform Sept 18 at Vic Theatre, 3145 N. Sheffield Ave.”

Somi's New Album

Somi performs at Space in Evanston Sept 18 with her new album What Does It Take to Bloom? on tour

“Somi has a new album What Does It Take to Bloom featuring her exploration of self discovery”

Twin Peaks Screening

Full Twin Peaks series screened at Music Box Theatre Sept 18-22 with special features

“The entire David Lynch and Mark Frost series will be screened over four days”

Jill Mulleady Exhibit

Jill Mulleady's first major museum show at Art Institute of Chicago opens Sept 19

“Jill Mulleady: The Passenger is the artist's first solo show at a major museum”

Retro on Roscoe

Classic cars, vintage shopping and family games at Roscoe Street Sept 18-20

“Retro on Roscoe is a throwback extravaganza with music, classic cars, vintage shopping, family-friendly games”

World Dumpling Fest

Dumpling festival with music, dance and food at 2555 N. Ashland Ave. Sept 19-20

“The Chicago Cultural Alliance presents World Dumpling Fest celebrating diverse cultures throughout Chicago”

Monster Jam

Monster trucks and stunts at Allstate Arena Sept 18-20 with Grave Digger featured

“Monster Jam returns with monster trucks and world champion drivers for a weekend packed with stunts”

Chicago Underground Film Festival

Avant-garde films at Gene Siskel Film Center Sept 23-27

“Chicago Underground Film Festival presents groundbreaking, genre-defying and avant-garde films”

Lakeview East Festival

150+ artists showcase paintings, sculpture and photography on Broadway Sept 19-20

“Lakeview East Festival of the Arts showcases more than 150 juried artists featuring paintings, sculpture, photography”

Weezer's Gold Album

Weezer performs garage-rock at United Center Sept 22 with The Shins and Silversun Pickups

“After a series of concept albums, Weezer returns to what it does best on the new album Gold”

Summer's Last Dance

Summer music festival with Big Gigantic and others at Bridgeview Sept 19

“Summer's Last Dance is a celebration of summer with music on three stages featuring Big Gigantic”

At a glance

Chicago offers diverse arts and entertainment options from Sept 17-23 including theater, music, and festivals

Read the original on Chicago Sun-Times

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