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2026 Season: Havoc!
Identity, Youth and Christmas

Our 2026 season opens with the extended Midwest premiere of Itamar Moses's Pulitzer finalist The Ally, followed by the Chicago premiere of Tim Venable's audacious Adolescent Salvation, and closes with the return of Chicago's favorite adults-only holiday comedy, Who's Holiday!, for its sixth consecutive year.

Extended through May 17, 2026

The Ally

by Itamar Moses

directed by Jeremy Wechsler

From the Tony Award-winning author of The Band's Visit — and a 2025 Pulitzer Prize finalist — comes a provocative new play about identity, loyalty, and the complexities of allyship. When Asaf's student asks him to sign a manifesto condemning police brutality, he's pulled into a political storm that tests his convictions and his sense of self.

Heady and passionate. The Ally explodes with rhetoric and recrimination. Chicago Reader

Great theatre. And more than great theatre, it is important, essential theatre. Stage and Cinema

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August 14 – October 4, 2026

Adolescent Salvation

by Tim Venable

directed by Guillermo Cienfuegos
Chicago Premiere

Over the course of one night, through a haze of tequila, texting, and Taylor Swift, three teenagers banter, bicker, and push each other to the edge of danger — with consequences that could prove lethal. A play that lingers long after the curtain, Adolescent Salvation dares to portray adolescence in all its abundance of contradictions: sloppy, raw, and deeply human.

Tim Venable's audacious new play is another Theater Wit production guaranteed to spark conversation, making its Chicago debut this summer.

Lurches, it burns, it contradicts itself — alive in ways most new plays are not. Stage and Cinema

One humdinger of a stunner. StageScene LA

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November 27 – December 27, 2026

Who's Holiday!

by Matthew Lombardo

directed by Christopher Pazdernik
featuring Veronica Garza as Cindy-Lou Who

Adults-only holiday fun: Who's Holiday! brings R-rated Cindy-Lou Who back to Theater Wit for her sixth consecutive year.

Veronica Garza, who originated the role in Chicago and was Jeff-nominated, returns as Chicago's Cindy-Lou Who — now 40, flirty, and ready to spill the greenest of tea about the Grinch, holding court from her mobile home at the base of Mount Crumpit. Director Christopher Pazdernik brings his Who's Holiday! back to Wit in style.

Step inside Chicago's #1 holiday bedazzled mobile home to hear the shocking true story of everything that happened after her Christmas Eve encounter with the Grinch.