EXTENDED: Theater Wit's Midwest Premiere of The Ally Through May 17, 2026

Chi, IL Live Shows on our Radar:

Theater Wit adds shows, extends its Midwest Premiere of 

The Ally

the 2025 Pulitzer-nom'd play by Itamar Moses, through May 17, 2026

DeVaughn Asante Loman (left) as Baron and Jordan Lane Shappell as Asaf. Credit: Charles Osgood.

Theater Wit is excited to announce added performances and a two-week extension of its current Midwest premiere of The Ally due to popular demand.

The critics agree, The Ally is must-see:



“It is unusual to encounter a play so ferociously intelligent and even more unusual to encounter one that respects the intelligence of its audience…more than great theatre, it is important, essential theatre.” 

- C.J. Fernandes, Stage & Cinema



“Heady and passionate questions…(The Ally) explodes with rhetoric and recrimination—mostly around Israel and Palestine, but also touching on a host of other urgent issues.” 

- Kerry Reid, Chicago Reader, adding “It’s also often a very funny play, despite the subject matter” 



“The Ally has a heightened immediacy today, and should be seen. Highly Recommended.” 

- Bill Esler, Buzz Center Stage


Originally slated to run through May 2, The Ally has now been extended through May 17. The updated performance schedule, including newly-added Saturday matinees, is Thursday and Friday at 7 p.m.; Saturday at 2 and 7 p.m.; and Sunday at 2 p.m.

Theater Wit is also offering free pre-show discussions before the next two Sunday matinees to explore and add context to the themes of The Ally, and to learn more about engaging in social movements in Chicago. Admission is free with a ticket to the 2 p.m. performance that follows.

Sunday, April 19, 12:30 p.m.

“Approaches for Social Change” with Kelly Bencola, Northwestern University

Bencola will explore different models of social change and create space to reflect on how individual strengths and values can shape your approach to making an impact.


Sunday, April 26, 12:30 p.m.

“Organizing for Jewish Safety & Collective Freedom” with artist and activist Eli Newell from IfNotNow

Newell presents perspectives on the communal organizing landscape in the Jewish world, exploring grassroots contexts on the proliferation of antisemitic ideology and how we might disrupt its exploitation.

Extension tickets go on sale Wednesday, April 17. Tickets are $18-$44. Purchase tickets at theaterwit.org, by calling (773) 975-8150, or in person at the Theater Wit box office.

Theater Wit is located at 1229 W. Belmont Ave., in Chicago’s Lake View neighborhood. Convenient parking is available for $10 across Belmont in the lot behind Kubo restaurant (pay at the Theater Wit box office.) Neighborhood street parking is available, as are private paid lots (tip: book ahead and at a discount with Spothero). Theater Wit is also accessible via the CTA 77 Belmont bus, and is three blocks west of the CTA Belmont Red/Brown/Purple line stop.

The Ally: A student manifesto forces questions about identity and faith

From the Tony Award-winning author of The Band's Visit comes a provocative new play about identity, loyalty, and the complexities of unity.

A finalist for the 2025 Pulitzer Prize, The Ally, written by Itamar Moses (Completeness, Dead Outlaw), directed by Jeremy Wechsler (Prayer for the French Republic), is now enjoying its Midwest Premiere at Chicago’s Theater Wit. 

Moses’ newest play is a darkly funny and deeply human new play that asks: just whose side are you on? When Asaf’s student asks him to sign a petition condemning police brutality, he wants to do the right thing — until he realizes the manifesto turns out to be broader than he imagined, and every choice feels like betrayal. As the debate roars through his Midwestern campus and his ex-girlfriend takes the lead, Asaf is pulled into a political storm that tests his convictions and his sense of self. Will his fumbling entrée into activism help or hurt the cause? Who’s side is Asaf – and the audience – really on?

The cast for Theater Wit’s Midwest Premiere of The Ally features Sharyon Culberson as Nakia, Eliyah Arman Ghaeini as Farid, Mira Kessler as Rachel, DeVaughn Asante Loman as Baron, Evan Ozer as Reuven, Jordan Lane Shappell as Asaf, and K Chinthana Sotakoun as Gwen. Designers are Joe Schermoly (set), Matthew Eggers (costumes), Piper Kirchhofer (lights), Jonathan Berg-Einhorn (props), Joe Cerqua (composer and sound designer), Sarah Luse (stage manager), Matthew R. Chase (production manager) and Claire Simon (casting director).

The Ally premiered off-Broadway at the Public Theater in February 2024. The New York Times called it “Important…Itamar Moses’ play offers eloquent arguments on all sides of the Israeli-Palestinian conflict.” New York Stage Review wrote “The Ally will most certainly give you the tools to wage a cogent, forceful argument, no matter what side you’re on.”

"I recognized myself in Asaf the moment I read this play," said Jeremy Wechsler, Theater Wit Artistic Director and director of The Ally. "Before October 7th, I — like a lot of American Jews on the left — held two ideas at once: that Israel was a haven and that the occupation was wrong. Itamar Moses saw, honestly before I did, that those two ideas were becoming impossible to hold simultaneously. But there are always two ways to answer the question ‘What do I believe?': what do I think, and what do I feel? Where we land on that spectrum is a constant negotiation between ourselves and the world around us. What The Ally asks — what it really demands — is that we face that negotiation honestly. Can we be good people when our hearts and our heads aren't aligned?”



Mira Kessler (from left) as Rachel, Jordan Lane Shappell as Asaf, DeVaughn Asante Loman as Baron, Eliyah Arman Ghaeini as Farid and Sharyon Culberson as Nakia inTheater Wit's Midwest Premiere of The Ally. Credit: Charles Osgood



Evan Ozer ( left) as Reuven and Jordan Lane Shappell as Asaf in Theater Wit's Midwest Premiere of The Ally. Credit: Charles Osgood


About Theater Wit, Chicago’s “Smart Art” theater
Photos courtesy Theater Wit

As a production company, Theater Wit is the premier smart art theater in Chicago, producing humorous, challenging, and intelligent plays that speak with a vibrant and contemporary theatrical voice. As an institution, Theater Wit seeks to be the hub of the Chicago neighborhood theater scene. Led by Artistic Director Jeremy Wechsler, Wit brings together Chicago’s best storefront theater companies in its three, 99-seat spaces, where audiences find a smorgasbord of excellent productions, see the work of a parade of talented artists, and mingle with audiences from all over Chicago.

In Fall 2025, Theater Wit received a three-year, $600,000 grant from the Paul M. Angell Foundation in support of Theater Wit’s Shared Spaces program, which empowers the artistic work of independent itinerant theater producers through subsidized, affordable space rentals and tailored production, accessibility and administrative support. 

In addition to Theater Wit’s The Ally, productions playing this spring at Theater Wit include resident company Shattered Globe Theatre’s World Premiere of Paul W. Kruse’s Eelpout!, April 17-May 30; and visiting company The Artistic Home’s The Sugar Wife, now through May 3.

A great way to show support for Chicago storefront theater is to purchase a Theater Wit Membership. For a low monthly fee of $35 – often less than the price of a single ticket – $25 for students, and $62 for a dual membership - Theater Wit members see as many shows as they want on the company’s three stages, year round. Sign up at theaterwit.org/boxoffice/membership.

Midwest Premiere of The Ally at Theater Wit March 20-May 2, 2026

Chi, IL Live Shows on our Radar:

From the Tony Award-winning author of The Band's Visit comes a provocative new play about identity, loyalty, and the complexities of unity.

The Ally

at Theater Wit March 20-May 2, 2026



A well-meaning professor finds himself in a firestorm in The Ally, the 2025 Pulitzer Prize-nominated new play by Itamar Moses, March 20-May 2 at Theater Wit

The Ally, a finalist for the 2025 Pulitzer Prize, written by Itamar Moses, directed by Jeremy Wechsler, is receiving its Midwest Premiere at Theater Wit, Chicago's smart art theater.

Moses’ newest play, about a well-meaning professor who finds himself in a firestorm, is a darkly funny and deeply human new work that asks: just whose side are you on?

“Important…Itamar Moses’ play offers eloquent arguments on all sides of the Israeli-Palestinian conflict.” 

- The New York Times



Theater Wit presents the Midwest Premiere of The Ally by Itamar Moses (top, center), directed by Jeremy Wechsler (right), March 20-May 2. The cast features (bottom, from left) Sharyon Culberson as Nakia, Eliyah Arman Ghaeini as Farid, Mira Kessler as Rachel, DeVaughn Asante Loman as Baron, Evan Ozer as Reuven, Jordan Lane Shappell as Asaf, and K Chinthana Sotakoun as Gwen.

From the Tony Award-winning author of The Band's Visit comes a provocative new play about identity, loyalty, and the complexities of unity.

A finalist for the 2025 Pulitzer Prize, The Ally, written by Itamar Moses (Completeness, Dead Outlaw), directed by Jeremy Wechsler (Prayer for the French Republic), will receive its Midwest Premiere at Chicago’s Theater Wit in March. Moses’ newest play is a darkly funny and deeply human new play that asks: just whose side are you on? 

Previews are March 20-29: Thursday, Friday and Saturday at 7 p.m.; Sunday at 2 p.m. Press opening is Monday, March 30 at 7 p.m. Performances run through May 2: Thursday, Friday and Saturday at 7 p.m.; Sunday at 2 p.m. Exception: No show Thursday, April 2. Tickets are $18-$44. Run time is two hours with intermission. Purchase tickets at theaterwit.org, by calling (773) 975-8150, or in person at the Theater Wit box office.

Candid photos from the first rehearsal of Theater Wit’s The Ally. Top: DeVaughn Asante Loman (Baron) and Sharyon Culberson (Nakia). Middle: Jordan Lane Shappell (Asaf), Bottom:Jordan Lane Shappell (Asaf) and K Chinthana Sotakoun (Gwen). Courtesy Theater Wit.

A student manifesto forces questions about identity and faith in 

The Ally

When Asaf’s student asks him to sign a petition condemning police brutality, he wants to do the right thing — until he realizes the manifesto turns out to be broader than he imagined, and every choice feels like betrayal. As the debate roars through his Midwestern campus and his ex-girlfriend takes the lead, Asaf is pulled into a political storm that tests his convictions and his sense of self. Will his fumbling entrée into activism help or hurt the cause? Who’s side is Asaf – and the audience – really on?

The Ally premiered off-Broadway at the Public Theater in February 2024. The New York Times called it “Important…Itamar Moses’ play offers eloquent arguments on all sides of the Israeli-Palestinian conflict.” New York Stage Review wrote “The Ally will most certainly give you the tools to wage a cogent, forceful argument, no matter what side you’re on.”

"I recognized myself in Asaf the moment I read this play," said Jeremy Wechsler, Theater Wit Artistic Director and director of The Ally. " Before October 7th, I — like a lot of American Jews on the left — held two ideas at once: that Israel was a haven and that the occupation was wrong. Itamar Moses saw, honestly before I did, that those two ideas were becoming impossible to hold simultaneously. But there are always two ways to answer the question ‘What do I believe?': what do I think, and what do I feel? Where we land on that spectrum is a constant negotiation between ourselves and the world around us. What The Ally asks — what it really demands — is that we face that negotiation honestly. Can we be good people when our hearts and our heads aren't aligned?”

The cast for Theater Wit’s Midwest Premiere of The Ally features Sharyon Culberson as Nakia, Eliyah Arman Ghaeini as Farid, Mira Kessler as Rachel, DeVaughn Asante Loman as Baron, Evan Ozer as Reuven, Jordan Lane Shappell as Asaf, and K Chinthana Sotakoun as Gwen.

Designers are Joe Schermoly (set), Matthew Eggers (costumes), Piper Kirchhofer (lights), Jonathan Berg-Einhorn (props), Joe Cerqua (composer and sound designer), Sarah Luse (stage manager), Matthew R. Chase (production manager) and Claire Simon (casting director).

Theater Wit is located at 1229 W. Belmont Ave., in the Belmont Theatre District in Chicago’s Lakeview neighborhood. Convenient parking is available for $10 across the street from the theater in the lot behind Kubo restaurant (pay at the Theater Wit box office.) Neighborhood street parking is available, as are private paid lots (tip: book ahead and at a discount with Spothero). Theater Wit is also accessible via the CTA 77 Belmont bus, and is three blocks west of the CTA Belmont Red/Brown/Purple line stop.

To learn more, visit theaterwit.org or follow the company on Facebook or Instagram.

Photos courtesy Theater Wit

About Theater Wit, Chicago’s “Smart Art” theater 
As a production company, Theater Wit is the premier smart art theater in Chicago, producing humorous, challenging, and intelligent plays that speak with a vibrant and contemporary theatrical voice. As an institution, Theater Wit seeks to be the hub of the Chicago neighborhood theater scene. Led by Artistic Director Jeremy Wechsler, Wit brings together Chicago’s best storefront theater companies in its three, 99-seat spaces, where audiences find a smorgasbord of excellent productions, see the work of a parade of talented artists, and mingle with audiences from all over Chicago.

In Fall 2025, Theater Wit received a three-year, $600,000 grant from the Paul M. Angell Foundation in support of Theater Wit’s Shared Spaces program, which empowers the artistic work of independent itinerant theater producers through subsidized, affordable space rentals and tailored production, accessibility and administrative support.

In addition to Theater Wit’s The Ally, productions playing this spring at Theater Wit include resident company Remy Bumppo’s new staging of Henrik Ibsen’s Hedda Gabler, now through March 8; visiting company The New Theatre Project’s The Shape of the Bones, now through March 22; resident company Shattered Globe Theatre’s Midwest Premiere of Kirsten Greenidge’s Morning, Noon, and Night, now through March 28; visiting company The Artistic Home’s The Sugar Wife, March 28-May 3; and Shattered Globe’s 35th season finale, Eelpout!, a World Premiere by Paul W. Kruse, April 17-May 30.

A great way to show support for Chicago storefront theater is to purchase a Theater Wit Membership. For a low monthly fee of $35 – often less than the price of a single ticket – $25 for students, and $62 for a dual membership - Theater Wit members see as many shows as they want on the company’s three stages, year round. Sign up at theaterwit.org/boxoffice/membership.

Biographies:



Itamar Moses (playwright, he/him) is the author of the full-length plays Outrage, Bach at Leipzig, Celebrity Row, The Four of Us, Yellowjackets, Back Back Back, Completeness and The Whistleblower, the musicals Nobody Loves You (with Gaby Alter), Fortress of Solitude (with Michael Friedman) and The Band’s Visit (with David Yazbek), and the evening of short plays Love/Stories (or But You Will Get Used to It). Awards for his work include the Tony Award for Best Book of a Musical for The Band’s Visit, along with Lucille Lortel, New York Drama Critics Circle, Outer Critics Circle and Obie awards in New York, and from the Portland, San Diego, Dallas and Bay Area Theatre Critics Circles. His work has appeared off-Broadway and elsewhere in New York, at regional theaters across the country and in Canada, Hong Kong, Israel, Venezuela, Turkey and Chile, and is published by Faber & Faber and Samuel French. He’s received new play commissions from The McCarter, Playwrights Horizons, Berkeley Rep, The Wilma Theater, South Coast Rep, Manhattan Theatre Club, Lincoln Center and The Goodman. On television, Moses has written for TNT’s Men of a Certain Age, HBO’s Boardwalk Empire, WGN’S Outsiders and Showtime’s The Affair. He holds an MFA in Dramatic Writing from NYU and has taught playwriting at Yale and NYU. He is a member of the Dramatists Guild and is a New York Theatre Workshop Usual Suspect. Born in Berkeley, CA, he now lives in Brooklyn, NY.



Jeremy Wechsler (director, he/him) is the founding Artistic Director of Theater Wit. Under Wechsler’s leadership over the last 15 years, Theater Wit has emerged as the go to destination for cutting edge contemporary work, gaining national recognition for excellence. His Theater Wit directing credits include, most recently, the 2025 smash hit co-production with Northlight Theatre, Prayers for the French Republic, along with the Chicago premieres of The Whistleblower, Hurricane Diane, Admissions, The Realistic Joneses, The Antelope Party, 10 Out of 12, Naperville (Jeff Award), This Way out of Santaland, The New Sincerity, The (curious case of the) Watson Intelligence(Best of 2015, Chicago SunTimes), Bad Jews (Best of 2015, Newcity), Mr. Burns: a post electric play (Time Out Peoples’ Choice Award for Direction, Best of 2015), Seven Homeless Mammoths Wander New England (Sun-Times Best of 2014), Completeness, Tigers Be Still, The Four of Us, Feydeau-Si-Deau, Men of Steel, Thom Pain (Based on Nothing) (Jeff Award, Best Solo Peformance), Two for the Show and many, many productions of The Santaland Diaries. He has directed over 60 shows in the last 20 years at various theaters, including Tragedy A Tragedy, The Flu Season, A Taste of Honey (U.S. Best of 2008, Wall Street Journal), Now Then Again (Jeff Award, Best New Work), The Play about the Squirrel, The White Devil, This is Not a Play about Cancer, Peer Gynt, The Real Thing, Shinhaz, The Duchess of Malfi, Titus Andronicus, The Roaring Girl, Flight, The Most Fabulous Story Ever Told, This is the Fill Speaking, Hay Fever, A Month in the Country, Europe, Henry VI: Blood of a Nation, The Promise, Spin, Un Robot, Horror Academy, Kind Lady, Playing by the Rules, The Marriage of Bette and Boo, Solitaire, The Coarse Acting Show, Life is a Dream, The Prisoner’s Dilemma, Cabaret and The Threepenny Opera. His productions have been nominated for and won multiple awards for design, performance, adaptation and best new work.



Sharyon Culberson (she/her, Nakia Clark) has appeared in The Chi(Showtime), Chicago PD and Chicago Fire (NBC), and The Big Leap and Proven Innocent (FOX). She also starred in the short films Mama’s Boy and Daughters. On stage, Culberson has performed in regional and national productions and she was a performing artist-in-residence with Arts + Public Life.



Eliyah Arman Ghaeini’s (he/him, Farid) regional credits include Whitelistedand A Year with Frog and Toad (Salt Lake Acting Company); Shakespeare in Love, West Side Story, The Odd Couple: Female Version and In the Heights(West Valley Theatre); and Twelfth Night (Creekside Theatre Festival). TV/film credits include The Chosen (CW), High School Musical: The Series (Disney+) and Amber Brown (AppleTV).



Mira Kessler (she/her, Rachel) grew up in Durham, North Carolina and comes to Chicago by way of New York, where she was a member of The New Yiddish Rep Theater Company, performing with them in God of Vengeance and Awake and Sing! Other credits include Netflix's Unorthodox, The Band’s Visit at Writers Theatre (u/s) and Goodbye Marianne at Goodman Theater (reading). Kessler graduated with an MFA in acting from The Theatre School at DePaul University.

DeVaughn Asante Loman (he/him, Baron) most recently played Kenneth in Eboni Booth’s Primary Trust at Farmers Alley Theatre. Other credits include Movement Revisited (Muhammad Ali) at Chicago Symphony Orchestra, Jive Records (Bobby Womack, Bob Marley, Ensemble) for Black Ensemble Theatre, A Drop in the Bucket (Sumwea) at Jackalope Theatre, and Cult Showat The Neo-Futurists.



Evan Ozer (he/him, Reuven) is a Chicago-based actor, originally from New York. After graduating from The Theater School at DePaul University in Spring 2025, he played Duke Orsino in Twelfth Night at Oak Park Festival Theater.



Jordan Lane Shappell’s (he/him, Asaf) most recent credits include King James, for which he won a San Francisco Bay Area Theater Critics Award for Best Actor. Credits also include Georgiana & Kitty: Christmas at Pemberley(TheatreWorks), The Real Thing (Writers Theatre), Be a Good Little Widow(NoHo Theater), How to Quit (Meta Theatre), Henry V (Meta Theatre), Journeys of Identity (National Theatre of the Deaf), Dancing at Lughnasa(Merle Reskin Theatre), and Day in the Death of Joe Egg (dir. Larry Moss). Film and TV credits include Monkey Bread, Abigail Before Beatrice, Scream: Fan Favorite, Patient and The Orville (Fox) Shappell earned his BFA from The Theater School at DePaul University.

K Chinthana Sotakoun (they/them, Gwen), making her Chicago theater debut, recently appeared in the indie folk rock musical Hundred Days as Abigail and in the streaming series Heavy Hitters. Other roles include Yitzhak in Hedwig and the Angry Inch, Neary/Sothea in Cambodian Rock Band, Mercutio in Romeo and Juliet, and Jessica/Jolene in Hand to God.