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Chicago Shakespeare Theater (CST) announces the cast and creative team for Play On!, which opens the Theater's 40th Anniversary Season. This jazz musical tells Shakespeare's beloved comedy Twelfth Night through the timeless tunes of quintessential American composer Duke EllingtonPlay On! was originally conceived by director Sheldon Epps, who returns to the three-time Tony-nominated musical with a newly updated book by Cheryl L. West for the first time in 20 years to stage Shakespeare's story for a new generation. Broadway veterans Hailee Kaleem WrightKrystal Joy Brown, Alan H Green, James Harkness, and Edred Utomi lead a cast that also features Uria BennettKaylah JanssenJames Earl Jones IIMarquez LinderAlanna LovelySelena RobinsonDylan C. SmithJoey StoneShelbi Voss, and Danny Dwaine Wells II. The production runs September 11–October 18 in The Yard.

Aspiring songwriter Vy takes the A-Train to Harlem in the swinging 1930s with big dreams of a career in showbiz, only to find that it's a man's world. She disguises herself to reach the inner circle of renowned band leader, The Duke—but plans backfire when she catches the eye of Lady Liv, the star singer of the Cotton Club, and mistaken identities make way for romance. Music is indeed the food of love with big band pizzazz and Ellington's hit songs "It Don't Mean a Thing," "Don't Get Around Much Anymore," "I'm Beginning to the See the Light," and many more.

"Over the last couple of years, Cheryl and I took a deep dive back into the book of the show," shared Epps. "Our credo in all of this has been to enhance and heighten the celebration of Black Excellence, Black Brilliance, and Black JOY. The Excellence being the celebration of the artists who inspired these characters and the actual cast onstage; the Brilliance is that of Mr. Shakespeare and the Duke of Ellington; and the Joy is consistently the experience of the audience that we hope to achieve with each performance. In simple but very effective ways, we have and will continue to focus on the fact that the show is all about the search for LOVE, and removing the masks that we often wear that keep that hoped-for goal from entering our lives fully."

"Play On! couldn't be a better production with which to begin our 40th Anniversary Season," added CST Artistic Director Edward Hall. "It perfectly reimagines Shakespeare's story with the indelible music of Duke Ellington, two geniuses of their craft whose work transcends time to speak directly to us today. This show promises virtuosic performances and infectious joy, and we look forward to sharing it with our audiences this fall."

Playing the role of Vy is Hailee Kaleem Wright, who recently ended a run as Satine in Broadway's Moulin Rouge!, and whose other Broadway credits include Catherine of Aragon in SIX and the original cast of Paradise Square, including the pre-Broadway run in Chicago. In the role of Lady Liv is Krystal Joy Brown, who played Gussie Carnegie in the Tony Award-winning 2023 revival of Merrily We Roll Along, and whose other Broadway credits include HamiltonBig Fish, and Motown the MusicalAlan H Green plays Rev, returning to Play On! nearly 30 years after appearing in the original Broadway cast. His other Broadway credits include Charlie and the Chocolate FactorySchool of Rock, and Sister Act, and he was most recently seen as Count Carl-Magnus Malcolm in Marriott Theatre's production of A Little Night MusicJames Harkness, who plays Jester, was in the original Broadway cast of Ain't Too Proud: The Life and Times of The TemptationsBeautiful: The Carole King Musical, and The Color Purple, among many other credits. In the role of The Duke is Edred Utomi who recently ended a run as Alexander Hamilton in Hamilton on Broadway, after touring the US with the production for many years.

In the role of Sweets, three-time Jeff Award nominee James Earl Jones II returns to CST after playing Cogsworth in Beauty and the Beast and Donkey in Shrek the Musical. His other credits include the national tours of CompanyCome From Away, and Porgy and Bess, and recent Chicago credits include Theater of the Mind at Goodman Theatre, and Catch Me If You Can and Titanic at Marriott Theatre. Alanna Lovely plays Miss Mary, with Chicago credits including Big White Fog at Court Theatre and Beautiful: The Carole King MusicalThe Little MermaidAin't Misbehavin'Guys and Dolls, and Rodgers & Hammerstein's Cinderella at Drury Lane Theatre. In the role of CC is Kaylah Janssen, who recently graduated with an MFA in Acting from the Theatre School at DePaul, where she appeared in Ride the Cyclone and The Lieutenant's Dream.

The ensemble features Uria Bennett (Personality: The Lloyd Price Musical at the Studebaker Theatre), Marquez Linder (Mrs. Doubtfire National Tour, Tootsie National Tour), Selena Robinson (Cats at Paramount Theatre), Dylan C. Smith (I Was There When The Blues Was Red Hot with eta Creative Arts), Joey Stone (Mrs. Doubtfire National Tour and Motown the Musical on Broadway and National Tour), Shelbi Voss (The Color Purple at Goodman Theatre, The 25th Annual Putnam County Spelling Bee at Paramount Theatre), and Danny Dwaine Wells II (Shrek the Musical at Marriott Theatre, Cabaret at Paramount Theatre).

Director Sheldon Epps spent two decades as Artistic Director of the renowned Pasadena Playhouse for two decades, where he first developed Play On!, and still acts as the company's Artistic Director Emeritus. He currently serves as Senior Artistic Advisor at Ford's Theatre in Washington, D.C. Epps has directed numerous plays and musicals at many of the country's major theatres, including the Roundabout, Manhattan Theatre Club, the Guthrie, Playwrights Horizons, Seattle Repertory Theatre, Arena Stage, Ford's Theatre and the Goodman Theatre. He conceived and directed the Broadway productions of both Play On! and Blues In the Night, which both received Tony Award nominations. Blues in the Night also was nominated as Best Musical for the prestigious Olivier Award in London. He co-directed the Tony-nominated production of Baby It's You! Epps has also had a busy career as a television director, helming episodes of shows such as FrasierFriendsEverybody Loves RaymondGirlfriends, and many others. His memoir, My Own Directions: A Black Man's Journey in the American Theatre, was published in 2022.

Joining Epps on the creative team are Choreographer Edgar Godineaux (Lucille Lortel, Outer Critics Circle, and Drama Desk nominee for The Harder They Come at the Public Theater), Music Director Theodis Rodgers, Jr. (world premiere of safronia at Lyric Opera), Scenic Designer Beowulf Boritt (Tony Award winner for New York, New York and Act One), Costume Designer An-Lin Dauber (credits at ACT, Oregon Shakespeare Festival, Seattle Rep, and many more), Lighting Designer Adam Honoré (Tony Award nominee for Cats: The Jellicle Ball and Ragtime), Sound Designer Ray Nardelli (Lookingglass Alice at Lookingglass Theatre Company and Off-Broadway, FaultShakespeare in LoveSense and SensibilityThe Tempest and more at CST), and Wig, Hair and Makeup Designer Kevin S. Foster II (credits at Carnegie Hall, Signature Theatre, Drury Lane Theatre, and many more). The production also features the work of The TRC Company - Claire Burke, CSA and Kevin Metzger-Timson, CSA (New York Casting), Bob Mason (Chicago Casting), Christopher Chase Carter (Associate Director), Kaeli Carr (Associate Choreographer), Nathanael Wilkerson (Associate Music Director), Shartoya Jn. Baptiste and Alexis Distler (Associate Scenic Designers), Trey Brazeal (Associate Lighting Designer), Emily Hayman (Associate Sound Designer), Heather Boehm (Musicians Contractor), Rolando Linares (Production Stage Manager), and Katrina Herrmann (Assistant Stage Manager). 

Opening is set for 7:00 p.m. on Friday, September 18.

Special events include: 

  • Black Creativity Night – Tuesday, September 22 

Join CST to celebrate the legacy of Black Excellence, Black Brilliance, and Black Joy across music, dance, and art. This lively pre-show event will feature signature cocktails, music, an artistic conversation, and space to gather in community. Special guests and speakers to be announced. 

Chicago Shakespeare strives to make its facility and performances accessible to all patrons. Accessible seating, assistive listening devices, large-print and Braille programs, and sensory tools are available at every performance. Enhanced performances include: 

  • Open captioned performances – Thursday, September 17 at 7:00 p.m. & Wednesday, October 7 at 1:00 p.m. & 7:00 p.m. 

A text display of the words and sounds heard during a play, synced live with the action onstage. 

  • ASL interpreted performance – Friday, October 9 at 7:00 p.m. 

All dialogue and lyrics are translated into American Sign Language by two certified interpreters 

  • Audio-described performance – Sunday, October 11 at 2:00 p.m. 

A program that provides spoken narration of a play's key visual elements for patrons who are blind or have low vision. 

Play On! is presented by special arrangement with MMaxwellMediaAlyssa Melani, and Willette Klausner.

CST thanks Principal Production Sponsor Bulley & Andrews and Lead Production Sponsor Ropes & Gray for supporting this production. 

 

Play On!

Inspired by Shakespeare's Twelfth Night

Conceived by Sheldon Epps

Book by Cheryl L. West

Music by Duke Ellington

Directed by Sheldon Epps

September 11–October 18, 2026

The Yard

PERFORMANCE LISTING

  • Tuesdays at 7:00 p.m.
  • Wednesdays at 1:00 p.m. and 7:00 p.m. (no matinee September 16)
  • Thursdays at 7:00 p.m.
  • Fridays at 7:00 p.m.
  • Saturdays at 2:00 p.m. and 7:00 p.m. (no matinee September 12)
  • Sundays at 2:00 p.m.
  • Sundays at 2:00 p.m.
 

CREATIVE TEAM

Sheldon Epps – Director

Edgar Godineaux – Choreographer

Theodis Rodgers, Jr. – Music Director

Beowulf Boritt – Scenic Designer

An-Lin Dauber – Costume Designer

Adam Honoré – Lighting Designer

Ray Nardelli – Sound Designer

Kevin S. Foster II – Wig, Hair and Makeup Designer

The TRC Company – New York Casting

Claire Burke, CSA

Kevin Metzger-Timson, CSA

Bob Mason – Chicago Casting

Christopher Chase Carter – Associate Director

Kaeli Carr – Associate Choreographer

Nathanael Wilkerson – Associate Music Director

Shartoya Jn.Baptiste – Associate Scenic Designer

Alexis Distler – Associate Scenic Designer

Trey Brazeal – Associate Lighting Designer

Emily Hayman – Associate Sound Designer

Rolando Linares – Production Stage Manager

Katrina Herrmann – Assistant Stage Manager

CAST

Krystal Joy Brown – Lady Liv 

Alan H Green – Rev 

James Harkness – Jester 

Kaylah Janssen – CC 

James Earl Jones II – Sweets 

Alanna Lovely – Miss Mary 

Edred Utomi – Duke 

Hailee Kaleem Wright – Vy 

Uria Bennett – Ensemble 

Marquez Linder – Ensemble 

Selena Robinson – Ensemble 

Dylan C. Smith – Ensemble 

Joey Stone – Ensemble 

Shelbi Voss – Ensemble 

Danny Dwaine Wells II – Ensemble 

 

CHICAGO SHAKESPEARE THEATER (CST)

CST is a leading international theater company and the nation's largest year-round theater dedicated to the works of Shakespeare. Under the visionary leadership of Artistic Director Edward Hall and Executive Director Kimberly Motes, the Regional Tony Award recipient is committed to creating vivid, entertaining theatrical experiences that invigorate and engage people of all ages and identities by illuminating the complexity, ambiguity, and wonder of our world. Each year, nearly a quarter of a million people experience CST's artistry through more than 12 productions. With Shakespeare at the heart of the artistic work, CST also produces compelling, contemporary stories from fresh voices of today. CST brings the world to Chicago and sends Chicago out into the world as Chicago's foremost presenter of international theater, and consistent producer of North American and world premieres. Serving more students and teachers than any theater in the city, CST annually welcomes more than 20,000 students to performances and programs like Chicago Shakespeare SLAM, alongside professional development opportunities for teachers. CST activates its campus with three venues: 700-seat The Yard; the 500-seat Jentes Family Courtyard Theater; and the 200-seat Carl and Marilynn Thoma Upstairs Studio. Shared humanity and unforgettable stories—now THIS is Chicago Shakespeare. www.chicagoshakes.com

Published in Upcoming Theatre

Chicago Shakespeare Theater (CST) Artistic Director Edward Hall and Executive Director Kimberly Motes announce today the company's 40th Anniversary Season. America's leading Shakespeare Theater curates a season rooted in Shakespeare and Chicago with a complement of world-class contemporary work—emblematic of the Theater's global, yet unmistakably Chicago perspective. Celebrating four decades of vivid and entertaining performances that captivate minds, spark conversation, and invite new perspectives, CST now embarks on the Theater's next thrilling chapter.

The 2026/27 Season begins with Play On!, a joyful musical inspired by Shakespeare's Twelfth Night set to the songs of Duke Ellington, directed by Sheldon Epps. Next is an unforgettable theatrical event: The Winter's Tale and A Midsummer Night's Dream, both staged by Artistic Director Edward Hall and performed in repertory by a single company of 14 actors, a first-ever in CST's history. The winter will feature Romeo y Julieta, a bilingual English and Spanish adaptation of Romeo and Juliet directed by Henry Godinez; and the return of the Tony Award-winning smash hit Illinoise, based on the Sufjan Stevens album and directed and choreographed by Justin Peck, after a sold-out world premiere at CST in 2024. The season ends with the hilarious whodunnit Reunion in Bartersville directed by Jerry Dixon; and the world premiere of Heartbreakers, a high-voltage reimagining of Shakespeare's Romeo and Juliet told through the electrifying rock catalog of Grammy-winners Pat Benatar and Neil Giraldo and with book and direction by Bradley Bredeweg. CST continues to deepen its commitment to the next generation of theatergoers through award-winning education programs, annually serving more students and teachers than any theater in the city.

"It is only fitting that this celebratory milestone season brings together the best of Shakespeare and the best of contemporary work," said Edward Hall, Artistic Director. "We've long believed that plays of the past can illuminate our present—and that the voices of today shine a light on how much we share with one another: past, present, and future. It is my joy to embrace our audiences with distinctly Chicago-style Shakespeare. This upcoming season is a tribute to the artistry, excellence, and ambition that has come to define Chicago Shakespeare Theater."

"From the moment that the first words 'O for a Muse of Fire...' were spoken on the roof of the Red Lion Pub in Barbara Gaines' debut production of Henry V, a destiny for Chicago Shakespeare Theater was born," shared Kimberly Motes, Executive Director. "Now forty years later, CST has grown beyond what anyone might have imagined—and the sky is the limit as we dream ahead to the Theater's next 40 years and beyond."

The 2026/2027 Season

Launching the season in The Yard is Play On! (September 11–October 18, 2026 | The Yard), a joyful musical retelling of Shakespeare's beloved comedy Twelfth Night set to the timeless jazz tunes of quintessential American composer Duke Ellington. Original creator Sheldon Epps returns to the three-time Tony-nominated musical with book by Cheryl L. West for the first time in 20 years to stage Shakespeare's story for a new generation. Aspiring songwriter Vy takes the A-Train to Harlem in the swinging 1930s with big dreams of a career in showbiz, only to find that it's a man's world. She disguises herself to reach the inner circle of renowned band leader, the Duke—but plans backfire when she catches the eye of Lady Liv, the star singer of the Cotton Club, and mistaken identities make way for romance. Music is indeed the food of love with big band pizzazz and Ellington's hit songs "It Don't Mean a Thing," "Don't Get Around Much Anymore," "I'm Beginning to the See the Light," and much more. Play On! is presented in association with MMaxwellMedia, WMK Productions, Alyssa Melani, and The Classical Theatre of Harlem.

"Over the last couple of years, Cheryl and I took a deep dive back into the book of the show," revealed director Sheldon Epps. "Our credo in all of this has been to enhance and heighten the celebration of Black Excellence, Black Brilliance, and Black JOY. The Excellence being the celebration of the artists who inspired these characters and the actual cast onstage; the Brilliance is that of Mr. Shakespeare and the Duke of Ellington; and the Joy is consistently the experience of the audience that we hope to achieve with each performance. In simple but very effective ways, we have and will continue to focus on the fact that the show is all about the search for LOVE, and removing the masks that we often wear that keep that hoped-for goal from entering our lives fully."

CST's 40th Anniversary Season continues with an unforgettable theatrical event in the Jentes Family Courtyard Theater: for the first time in CST's history, two plays will be performed in repertory by one masterfully talented Chicago Shakespeare Company of actors. Under the creative leadership of CST Artistic Director Edward Hall and taking its inspiration from Shakespeare's own company and CST's roots as the Shakespeare Repertory, a company of 14 actors perform both The Winter's Tale and A Midsummer Night's Dream, two of Shakespeare's most beguiling fairy tales. This double header of productions makes for a thrilling theatrical experience, with two beautiful plays exploring the formidable power of love, laughter, and forgiveness. Audiences will have the unique opportunity to experience both repertory productions in one day on November 21 & 24 and December 5 & 12.

"Bringing these two plays together with one group of actors is a genuinely exciting prospect," said Artistic Director Edward Hall. "Audiences will have the rare opportunity of seeing performers switch into completely different roles from one play to another celebrating Chicago's huge well of creative talent. This Chicago Shakespeare Company will have it all: laughter, drama, magic, forgiveness, and love. An unforgettable journey through magic forests and wild seacoasts, with fairies, oracles, bears, kings, and queens. Everything that a good adventure can bring you and all from the safety of your seat!"

The repertory series begins with Shakespeare's The Winter's Tale (October 13–December 12, 2026 | The Jentes Family Courtyard Theater). Once upon a time in a land called Sicilia, King Leontes is infected by an uncontrollable jealousy over his pregnant wife Hermione. Shakespeare's timeless romance takes us on a fairy tale adventure from the drama of Sicilia to the color and music of Bohemia. Shipwrecks, bears, and magic oracles dance across the stage in this story of betrayal, forgiveness, reunion, and reconciliation. Hope and forgiveness sit at the heart of Shakespeare's most magical of fairy stories with an unforgettable ending driven by the power of redemption.

A Midsummer Night's Dream (November 11, 2026–January 3, 2027 | The Jentes Family Courtyard Theater) sparkles with the festive spirit of the holiday season. Shakespeare's magical romantic comedy is a delectable treat for the entire family. A snowy Athens gives way to the warm and colorful dream of a midsummer forest as Shakespeare's best-loved characters are consumed by the absurd chaos of love and the joy of friendship. Young love collides with a fairy feud and an enthusiastic group of amateur theatricals in the most warm-hearted play in the English language. An enchanting story of love, marriage, and magic, this holiday Dream will fill you with happiness and hope.

Next in the Courtyard, Henry Godinez directs Romeo y Julieta (January 26–March 14, 2027 | The Jentes Family Courtyard Theater). Shakespeare's classic tale of star-crossed young lovers from feuding families is transported to Miami in the early 1960s, as an influx of Cuban exiles find their dreams of returning to their homeland at odds with the reality of their new home. As conflict escalates between the Montescos and the Capuletas, the young couple defy the enmity between their families and the prejudices of their community—only to discover that love is the true universal language. This dynamic 90-minute bilingual adaptation from Karen Zacarías and Godinez is performed in both English and Spanish with projected translation. A Havana native, Godinez is a co-founder of Teatro Vista and the Sabl Resident Director at Goodman Theatre, where he most recently directed Inherit the WindFannie, and American Mariachi. He returns to Chicago Shakespeare, where he first appeared thirty-seven years ago in Barbara Gaines' Cymbeline in 1989, and went on to perform in ten productions as well as to direct 2022's highly acclaimed Measure for Measure

Director Henry Godinez shared, "My favorite old t-shirt, which I've proudly worn to tatters, is from NYC's Shakespeare in the Park with the words 'SHAKESPEARE PARA TODOS' emblazoned on the front. I'm sure at some point I wore that shirt to Chicago Shakespeare Theater 18 years ago when Karen Zacarías and I were first developing this bilingual adaptation of Romeo and Juliet. Now, at a time when the Latiné community of Chicago has been horribly villainized and persecuted, made to feel like this country was not our home, the opportunity to present this Romeo y Julieta at one of the great cultural institutions in the heart of our city is a tremendous source of pride and validation. It shows the universality of the greatest writer—and perhaps the greatest story ever written—in the English language. It proves, like my tattered t-shirt says, that 'SHAKESPEARE IS FOR EVERYONE!'"

The Tony Award-winning phenomenon Illinoise (February 9–March 14, 2027 | The Yard) returns to where it all began. Based on Sufjan Stevens' landmark album Illinois, this "mysterious, deeply moving and unforgettable dance-musical" (The New York Times) is directed and choreographed by Tony winner Justin Peck (New York City Ballet, Steven Spielberg's West Side Story). Peck partners with Pulitzer Prize-winning playwright Jackie Sibblies Drury to tell a hauntingly beautiful original story through live music, dance, and theater. After a sold-out world-premiere at Chicago Shakespeare in 2024, Illinoise took Broadway by storm. Now, it returns to its spiritual home at CST.

Director Justin Peck shared, "It is incredibly meaningful to bring Illinoise back as part of CST's 40th Anniversary Season. This show has always been about memory, senses, and the quiet poetry of human connection—ideas that feel deeply aligned with a theater reflecting on its own legacy. At the same time, returning to CST with Illinoise feels less like a revisit and more like a continuation shaped by the artists, audiences, and spirit that make Chicago such a vital creative home. The icing-on-the-cake will be hearing Sufjan Stevens' hit song 'Chicago' ring out within the very city that inspired it."

Next in The Yard is the hilarious whodunnit Reunion in Bartersville (April 11–May 9, 2027 | The Yard). The surviving members of the Bartersville High class of 1933 gather in their small Texas hometown to celebrate their 50th reunion. Over punch bowls and sandwich platters, a decades-old murder case is thrown wide open when the septuagenarians are confronted by a ghost from their past and they must all face their own scandalous secrets. This irreverent comedy will have audiences dying of laughter. Written by award-winning playwright Celeste Bedford Walker, this quick-witted comedy first premiered at the Billie Holiday Theatre in Brooklyn in 1987. Now, it finds new life in Chicago, celebrating its 40th anniversary alongside CST, directed by Jerry DixonReunion in Bartersville is presented in association with LaChanze Productions, led by Tony Award winner LaChanze who returns to CST after co-producing the acclaimed Jaja's African Hair Braiding in 2025.

"Reunion in Bartersville is the reason I'm a producer today," said LaChanze. "This play is full of truth and humor that keeps you guessing in the traditional style of a murder mystery. My mission is to produce stories that will expand our theatrical appetite, and this play as the inaugural production at LaChanze Productions is setting the bar."

Rounding out the season is a new musical powered by the music of four-time Grammy Award winners and Rock and Roll Hall of Fame inductees Pat Benatar and Neil GiraldoHeartbreakers (May 4–June 6, 2027 | Carl and Marilynn Thoma Upstairs Studio) drops Romeo and Juliet into a sweaty, neon-lit underground—reimagining the iconic love story as a high-voltage collision of love, rivalry, and identity that feels dangerous, immediate, and alive. Featuring an electrifying catalog of rock anthems including "Love Is a Battlefield," "We Belong," "Shadows of the Night," "Promises in the Dark," "Heartbreaker," "Invincible," and "We Live for Love," alongside new original songs written for the production by Benatar and Giraldo, the show fuses Shakespeare's timeless romance with a pulse-driving theatrical experience where desire takes over, loyalties fracture, and love is a contact sport. The Carl and Marilynn Thoma Upstairs Studio transforms into an immersive in-the-round space that is part dance floor, part theatrical playground. Married collaborators for over four decades, Benatar and Giraldo have defined a generation of music with multiple multi-platinum albums, 19 Top 40 hits, and more than 40 million records sold worldwide. Bradley Bredeweg, best known for creating the critically acclaimed Television Academy Award-winning drama The Fosters, writes the book and directs. Heartbreakers is presented in association with Madison Wells Live.

Pat Benatar and Neil Giraldo shared, "It is an immense honor to share this new musical with audiences as part of CST's milestone 40th Anniversary Season. We were inspired by the epic stakes of Shakespeare's story. It truly has the heart and soul of rock music at its core. As artists, it is incredibly rewarding to discover new voice and meaning in this music that means so much to us and to create something completely new. We can't wait for Chicago audiences to rock out and join us on this wild ride."

CST Education and Lifelong Learning

Engaging audiences of all ages with the highest caliber of programming is central to the Theater's mission. CST is proud to serve more students and teachers than any theater in Chicago. In the 2026/27 Season, CST will welcome more than 15,000 young people to 29 dedicated student matinee performances with subsidized ticket prices, post-show discussions with artists, and supplemental curriculum materials for teachers to incorporate in the classroom. Student matinees are scheduled for Play On! and A Midsummer Night's Dream with an extended run of student performances planned for the 90-minute Romeo y Julieta. The 40th Anniversary Season will also see the return of the celebrated Chicago Shakespeare SLAM program for high school students.

Initiatives for lifelong learners include adult programs like the four-part "Demystifying Shakespeare" course with CST Artistic Director Edward Hall in partnership with the Newberry Library, Backstage Tours, Post-Show Discussions, and PreAmble talks with scholars. The $30 Under 30 program makes CST productions accessible with discounted tickets to students and young adults.

Chicago Shakespeare Theater's 40th Anniversary Season subscriptions are on sale now starting as low as $317 for a 7-play package. Subscribers save up to 25% on the season and receive other benefits including discounts on individual tickets, free exchanges, invitations to behind-the-scenes events, and more. Single tickets will go on sale later this summer. For more information and to purchase subscriptions, visit www.chicagoshakes.com/subscribe or call the CST Box Office at 312.595.5600.

ABOUT CHICAGO SHAKESPEARE THEATER

Chicago Shakespeare Theater (CST) is a leading international theater company and the nation's largest year-round theater dedicated to the works of Shakespeare. Under the visionary leadership of Artistic Director Edward Hall and Executive Director Kimberly Motes, the Regional Tony Award recipient is committed to creating vivid, entertaining theatrical experiences that invigorate and engage people of all ages and identities by illuminating the complexity, ambiguity, and wonder of our world. Each year, nearly a quarter of a million people experience CST's artistry through hundreds of performances and events each year.

CST exemplifies theatrical excellence. Shakespeare is at the heart of the artistic work, illuminating the 400-year-old playwright as a modern writer for our modern world. CST also produces compelling, contemporary stories from fresh artistic voices of today. CST brings the world to Chicago and sends Chicago out into the world as Chicago's foremost presenter of international theater, and consistent producer of North American and world premieres. Productions originating from Chicago Shakespeare have gone on to Broadway, national and international tours, garnering three Tony Awards, three Olivier Awards, and two Grammy nominations.

The Theater fosters a lifelong relationship with the arts by providing transformational experiences for multigenerational audiences. Serving more students and teachers than any theater in the city, CST annually welcomes more than 20,000 high school and middle schoolers to attend 50+ daytime matinee performances and participate in after-school programs like Chicago Shakespeare SLAM. Professional development opportunities for teachers include the year-long Bard Core intensive for Chicago Public Schools educators. CST's initiatives support the development of young people's crucial skills, including social-emotional competencies, critical literacy, and meaningful collaboration. Learners of all ages deepen their engagement through PreAmble talks and post-show discussions. The $30 under 30 discounted ticket program for young adults and students reduces barriers to participation for thousands of first-time attendees.

CST activates its campus with three best-in-class venues: The Yard, a robust 700-seat space with flexible configurations and expansive proscenium; the Jentes Family Courtyard Theater, an intimate 500-seat thrust theater where the audience surrounds the stage on three sides; and the Carl and Marilynn Thoma Upstairs Studio, a 200-seat black box theater. Situated along the picturesque shore of Lake Michigan, CST is the cultural anchor of the iconic Navy Pier, one of the top Midwest tourism destinations attracting 9 million visitors annually.

Fueled by the vitality of the city of Chicago, CST contributes significantly to the vibrancy and economic impact of the arts and culture ecosystem. CST's reach extends beyond the theater's walls with free programs like Shakes in the City, which brings performances and workshops to parks, festivals, and shared community spaces across Chicago's 77 neighborhoods.

For four decades, CST has distinguished itself with a spirit of innovation, dynamism, and ambitious vision. Shared humanity and unforgettable stories—now THIS is Chicago Shakespeare. chicagoshakes.com

Chicago Shakespeare Theater's 40th Anniversary Season

MUSIC IS THE FOOD OF LOVE IN MAJOR MUSICAL REVIVAL

PLAY ON!

Inspired by Shakespeare's Twelfth Night
Conceived by Sheldon Epps
Book by Cheryl L. West
Music by Duke Ellington
Directed by Sheldon Epps

The Yard
September 11–October 18, 2026

Presented in association with MMaxwellMedia, WMK Productions, Alyssa Melani, and The Classical Theatre of Harlem

EPIC FAIRY TALE ADVENTURE WITH A MESSAGE OF HOPE

THE WINTER'S TALE

By William Shakespeare
Directed by Edward Hall

The Jentes Family Courtyard Theater
October 13–December 12, 2026

SPARKLING WITH THE FESTIVE SPIRIT OF THE HOLIDAY SEASON

A MIDSUMMER NIGHT'S DREAM

By William Shakespeare
Directed by Edward Hall

The Jentes Family Courtyard Theater
November 11, 2026–January 3, 2027

SHAKESPEARE'S PASSIONATE ROMANCE TRANSPORTED TO 1960S MIAMI

ROMEO Y JULIETA

By William Shakespeare
Adapted by Karen Zacarías and Henry Godinez
Directed by Henry Godinez

The Jentes Family Courtyard Theater
January 26–March 14, 2027

TONY WINNING PHENOMENON RETURNS TO SPIRITUAL HOME AT CST

ILLINOISE

Music and Lyrics by Sufjan Stevens 
Based on the album Illinois
Story by Justin Peck and Jackie Sibblies Drury
Directed and Choreographed by Justin Peck

The Yard
February 9–March 14, 2027

A HILARIOUS WHODUNNIT MAKES CHICAGO PREMIERE

REUNION IN BARTERSVILLE

By Celeste Bedford Walker
Directed by Jerry Dixon

The Yard
April 11–May 9, 2027

Presented in association with LaChanze Productions

ELECTRIFYING NEW ROCK MUSICAL FROM LEGENDS 
PAT BENATAR AND NEIL GIRALDO

HEARTBREAKERS

Inspired by Shakespeare's Romeo and Juliet
Reimagined through the Music of Pat Benatar and Neil Giraldo
Book by Bradley Bredeweg
Directed by Bradley Bredeweg

Carl and Marilynn Thoma Upstairs Studio
May 4–June 6, 2027

Presented in association with Madison Wells Live

Published in Theatre Buzz

“Sugar Hill: The Ellington/Strayhorn Nutcracker,” is a revelation, an absolutely delightful spectacle that may open for you a world of riches in music, choreography, and costumes—it did for me.

Just as the 1892 Tchaikovsky “Nutcracker Ballet” is a holiday dream told in dance, so is this new Americanized (and to me, much more accessible) version, having its world premiere at Chicago’s Auditorium Theatre through December 30. 

It is rooted in a 1960 holiday jazz album by Billy Strayhorn and Duke Ellington, whose reinterpretation of Tchaikovsky's ballet classic is filtered powerfully through bluesy and swinging jazz, while holding substantial elements of the Russian composer’s original.

SUGAR HILL Muata Langley Photo credit Michelle Reid

Muata Langley, one of the sumptuously trench-coated Hooligans.

The libretto and concept is by Jessica Swan, who has created a work for this century, and the ages—with direction and choreography by Tony nominees Joshua Bergasse and Jade Hale-Christofi. “Sugar Hill” features more than 30 dances in four scenes, each distinctive and substantial, expressing the music while advancing the adventurous story.

Strayhorn/Ellington’s 1960 “Nutcracker Suite” had just nine numbers, so “Sugar Hill” has infused the work with many other Strayhorn and Ellington pieces, including Strayhorn’s “Take the A Train,” which receives a show-stopping performance in dance, the whole production backed by a seventeen-piece jazz orchestra, conducted by Harold O’Neal and associate conductor Rob Cookman, both of whom also play piano during the show.

SUGAR HILL Nutcracker Brenda Braxton and the cast Photo Credit Michelle Reid

Brenda Braxton as Mother Sugar with her cat butlers.

Like the original “Nutcracker Ballet” the story of “Sugar Hill” centers on a poor little rich girl dreaming of adventures beyond the straight-laced confines of her home. But this little girl is Lena Stall, whose wealthy Black parents live on the Upper West Side; and her dreams take her to the 1930s Sugar Hill district in Harlem, where she experiences exciting music and characters. Nutcracker traditionalists will feel at home with the fine balletic performances by some of the greatest dancers, and mice, cats, dogs and the Nutcracker are all there.

Producers David Garfinkle and Dr. Ron Simons intended to preview this show in New York City in November. Instead, our city is blessed to enjoy this world premiere at Chicago’s historic Auditorium, a perfect setting for what I am certain will prove to be a ravishing cultural event of great import. “Sugar Hill” runs through December 30 at Chicago’s Auditorium Theatre.

Published in Theatre in Review

 

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