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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

From Twelfth Night’s well-known opening lines “If music be the food of love, play on …,” the stage is set for Shakespeare’s madcap comedy of misplaced love and mixed-up identities. Woven throughout this production are the colors, culture, and Caribbean-inspired music that play almost as important a role as the actors on stage.

There are those who prefer their Shakespeare straight up and true to the Bard’s written word and intended setting. I, however, am not one of them. I enjoy seeing Shakespeare’s plays reimagined and reset into different settings and time periods, and I was thoroughly enchanted and entertained by director Tyrone Phillips’ interpretation of Twelfth Night.

In his debut as a director at Chicago Shakespeare Theatre, Phillips brings his personal background to the stage as a first-generation Jamaican America. The island kingdom of Shakespeare’s Illyria comes to life under Phillips’ direction as a Caribbean paradise, complete with swaying palm trees, a sandy shore, and a reggae-inspired beat that pulses throughout the show.

There’s no way you can leave the theatre without a smile on your face, as if you’ve just been on a mini-vacation.

We first meet the Duke Orsino, played by Yao Dogbe, a talented veteran of Chicago Shakespeare, lamenting his unrequited love for Countess Olivia, who has declared a seven-year period of mourning for her brother. The duke’s emissaries have all been rejected, and he is at wit’s end.

That is, until a spectacular storm at sea deposits the young Viola, aptly played by Jaeda LaVoone in her debut at Chicago Shakes, on the beach of Illyria. Believing that her twin brother, Sebastian, has drowned in the storm, she disguises herself as a young lad, Cesario, and seeks employment with the duke. There’s something about the well-spoken Cesario that prompts the duke to send him to Olivia to proclaim the duke’s love to her.

Viola is immediately smitten by the duke, but vows to serve her master, and so as Cesario, goes off to see Olivia, wonderfully played by Christiana Clark. Craziness ensues as Olivia becomes love-struck with Cesario, and comically, Viola finds herself trying to extract herself from this awkward love triangle.

Throw into the mix the subplot of characters, led by Olivia’s uncle, Sir Toby Belch, (Ronald L. Conner), and his sidekick, Sir Andrew (Alex Goodrich), who plot to prank the uptight Malvolio, Olivia’s stalwart steward, by leading him to believe that his mistress is deeply in love with him. Add the surprise appearance of Olivia’s twin, Sebastian, who in actuality also survived the shipwreck, and the series of mistaken identities that result add to the chaotic comedy.

 But, as with all Shakespeare’s comedies, all is resolved in the final scenes. Brother and sister are reunited. The Duke and Olivia, at last, find their true loves (and not with each other!), and even the mistreated Malvolio realizes that “everyone is fragile,” and makes his peace with his adversaries.

The production is a homecoming of sorts for Phillips, who first visited Chicago Shakespeare as a teen and later performed on its stage in A Midsummer’s Night Dream.  He has assembled a talented group of predominantly African-American actors who bring an energy and authenticity to the show. For me, the performances by Clark’s Olivia and Paul Oakley Stovall’s Malvolio stood out. Clark’s Olivia is bold, beautiful, and determined to win Cesario’s love. I was captivated by her larger-than-life presence whenever she was on stage. And Stovall shines as the puritanical prude, Malvolio, who underscores his performance with a subtle gesture or a raised eyebrow.

From the opening scene where Olivia’s jester Feste (Israel Erron Ford) invites islanders to stroll with him to a reggae-inspired beat to the curtain-call where the entire cast dances to that same exuberant rhythm, Twelfth Night is an energetic, joyous, laugh-out loud romp that is sure to entertain – a perfect escape for a couple hours from the holiday stress.

You can still get in on the fun as Chicago Shakespeare extended its run through Dec. 3.  

Published in Theatre in Review

MidsommerFlight is a not-for-profit theatre company committed to presenting Shakespeare’s plays to everyone in an IDEA manner: Inclusive, Diverse, Equitable, and Accessible; and to bringing the Shared Joy that results to underserved communities about Chicago.

MidsommerFlight has staged productions of ‘As You Like It’, ‘The Tempest’, ‘Macbeth’, ‘Hamlet’ and others, in various parks around the city. TWELFTH NIGHT has been its Holiday production since 2015 (skipping 2020) and is held in the lush Chicago Conservatory. Admission is pay-what-you-can (suggested donation $30).

Though TWELFTH NIGHT is MidsommerFlight’s perennial production, directors are rotated to offer a range of conceptual approaches to the comedy. This year’s Director, Bex Ehrmann (they/them) is queering up the Bard with a cast of diverse, trans and non-binary actors of various and sundry genders, races [albeit all human], and body types. Jack Morsovillo (he/him/his) is the Musical Director.  

The basic plot is (relatively, for Old Will) simple: twins Viola and Sebastian are separated when their ship is wrecked. Then as ever, it’s hard for women to find a good job, so Viola undergoes non-surgical gender reaffirmation, renames herself Cesario and is hired by bluff and blustering Orsino to woo the Lady Olivia on his behalf. Lady Olivia contrarily falls for Cesario, (who is Viola in disguise), who in turn pines for Orsino … Oy!  Hilarious antics unfold.

Every member of the MidsommerFlight troupe is a superb actor, dancer, and singer, and the cast of TWELFTH NIGHT is extensive. The cast is authentic and features an incredible amount of talent - Rusty Allen (he/him/his, Malvolio), Laurel S. Barrett (she/her/hers, Antonia), John Drea (he/him/his, Orsino), Becca Duff (she/her/hers, Fabian, U/S Feste), Courtney Feiler (she/her/hers, Valentine/Officer/Musician, U/S Olivia), Caleb Gibson (he/him/his, swing, u/s Orsino, Antonio, Sir Toby), Rae Hamilton-Vargo (they/them/theirs, Sebastian, u/s Malvolio), Reginald Hemphill (he/him/his, Sir Toby Belch), North Rory Homewood (he/him/his, Feste), Jessica Love (she/her/hers, Maria), Ebby Offord* (she/they, Olivia), Victoria Olivier (she/her/hers, swing, u/s Viola, u/s Sir Andrew, u/s Sea Captain/Priest/Musician, u/s Curio/Valentine/Officer/Musician), Travis Shanahan (he/him/his, Sir Andrew Aguecheek), Maddy Shilts (they/he, Viola/Cesario), Noelle Simpson (they/them/theirs, swing, u/s Sebastian, Curio, Valentine, Officer, Musician, u/s Sebastian), Natalie Welber (she/her/hers, Sea Captain/Priest/Musician, u/s Maria and Fabian).

The crew is just as superb. Text Captain Bobby Bowman (he/his) makes iambic pentameter accessible to ears still ringing from Janis, Jimi, and Mick, and further manages to enact the story despite ejaculations like “But soft!”  As ever with Shakespeare, the tasks of Fight and Intimacy Directors Thomas Russell (he/his), (Fight), and Charlie Baker (he/they), (Intimacy) tend to overlap.  

Cindy Moon (she/her) does a terrific job with costumes, and the music, composed by Elizabeth Rentfro and Alex Mauney, with additional composition by Music Director Jack Morsovillo along with Becca Duff, Courtney Feiler, North Rory Homewood, Victoria Olivier, McKell Rae, Noelle Simpson, and Natalie Welber is a delight – flutes and lutes and mandolins, oh my! Alyssa Mohn (she/her) (Scenic and Props), exploits the wondrous backdrop of the Chicago Conservatory.  

TWELFTH NIGHT is being performed Thursdays-Sundays through December 18th at the Lincoln Park Conservatory (2391 North Stockton Drive, Chicago).  For tickets, performance times and more show information click here

Published in Theatre in Review

This year’s incarnation of Shakespeare’s gender-switch comedy Twelfth Night, Midsommer Flight’s holiday tradition returns to the Lincoln Park Conservatory as “an immersive journey.” Under director Kristina McCloskey (with associate director Stephanie Mattos), “Audience members will follow performers promenade-style from scene to scene, often having to choose which characters or plot points they’d like to follow.” Unfortunately, once you have chosen, you must commit to your choice—and I regretted a few of mine. And sometimes, you are forbidden from choosing which scene to follow when too many others have made a choice. As a result, I caught much of the interplay between Cesario, Orsino and Olivia (except for the part about how Viola became Cesario). I missed almost the entire subplot involving the maltreatment of Malvolio by Sir Toby, Maria, Aguecheek and Feste. I did see the moment when Antonio revealed to Sebastian that he could not show his face in Illyria, but others did not, which would make Antonio’s intervention on behalf of Cesario seem baffling to an audience unfamiliar with the play. There is still a lot to like in this Twelfth Night, likely more than I can report on. The amazing setting—which one can see even more of this year—is a bonus, especially if one likes a walk. The original music and songs by Elizabeth Rentfro and Alex Mauney (with additional music by Grant Brown, Caroline Kidwell and Lexy Hope Weixel, returning from previous productions) underscore the emotions and action of play. There are some strong performances. However, the “choose your own adventure” mode would make this a very confusing evening for anyone unfamiliar with the play. For anyone who wants to see how all the characters develop, it can be frustrating. Allowing the audience to promenade a little more freely might help, but ultimately, no matter which direction one goes, one will miss a lot.

Though I saw too little of some characters to form an opinion on the performances, I was able to see some almost fully. As Viola/Cesario, John Payne brings a little too much gravitas to the role, belying the character’s youth. Their voice can also be drowned out by the surroundings, though they create beautiful, intimate moments with Orsino, Olivia and Feste alike (the relationship with Feste, which can get lost sometimes, is amplified in this production to great effect as the intermediaries between the two courts find communion in their alienation from both worlds). Amy Malcom’s Olivia lacks the mournful hauteur normally found in Olivia, her grief for her brother seeming more like a figurative “headache” presented as a reason for rejecting Orsino’s advances, but she brings warmth and humor to her interactions with her court, and a palpable desire to her interactions with Cesario. As Orsino, Polley Cooney captures the nobleman’s imperious egocentrism at the outset, while slowly growing into the recognition that love cannot be demanded. Izis Mollinedo’s wise Feste becomes the glue of the production, providing much of the musical accompaniment as well as the clever wordplay that shows the foolishness of the many unrequited crushes. With a powerful singing voice and wry wit, Mollinedo is a worthy foil to the passions. Kathleen Mitchell is a powerful and passionate Antonio, who mysteriously risks all for Sebastian; in this production, Antonio’s attraction to Sebastian is obvious, though Audrey Napoli’s Sebastian seems much more ambivalent. I wish I had seen more of Tatiana Pavela and Grant Brown as Maria and Sir Toby Belch, respectively, as well as Lexy Hope Weixel’s Sir Andrew Aguecheek (though I appreciated Weixel’s hangdog, sniveling Aguecheek in the moments I did see—particularly in the ill-fated duel). Sonia Goldberg as Malvolio brought a heartrending sense of betrayal to the character’s imprisonment (though they were unnecessarily hidden behind a screen from my vantage point), followed by a seismic rage in the final scene, though I missed the machinations that brought Malvolio to this point. Special mention should go to ensemble members Kristen Alesia and Jillian Leff, who take on multiple other roles (Leff is very entertaining as Valentine), help manage audience movement, and provide musical accompaniment and vocals.

Directors Kristina McCloskey and Stephanie Mattos have done their best to bring the parts together in key moments, but much of the action still takes place in the next room, no matter which room one is in. This is not helped by the ending, which involves some nice reconciliations, but ultimately feels abrupt—while the typical resolution is too tidy and forced, in this production, the ending feels irresolute. As to the design, the backdrop to the action could not be more beautiful. Placing the Olivia’s first scene in the Orchid House is inspired, and the action allows for a good viewing of much of the Lincoln Park Conservatory. Unfortunately, the foliage can also make sightlines tricky, and some lines get lost in the ambient sound. The costumes by Cindy Moon range across time but convey the stations of the characters; the Hawaiian cruise-themed stage management is a nice tongue-in-cheek touch and Antonio’s, Viola’s and Sebastian’s costumes all have a vaguely nautical feel that works well. Props and scenery by Nina D’Angier are minimal, as they must be, but create effective spaces for Olivia and Orsino, and lend some specificity to the various scenes. The team of stage managers also deserves praise for keeping the audience moving, helping people who need assistance and guiding audience members to spaces for viewing—though they will probably hone their parts in this performance as they encounter all the many pitfalls this format potentially contains.

Though Midsommer Flight’s Twelfth Night is still a beautiful and joyful version of Shakespeare’s comedy, the “choose your own adventure” format, while an interesting concept, contains more problems than payoffs. For anyone unfamiliar with the play, the already confusing plot would be nearly impossible to follow. Those who are familiar may still miss favorite scenes. The performances are entertaining, and the music brings the love story to life. However, with each audience member following a different path, no one gets the whole story, and there is a lot of story to miss in Twelfth Night.

Midsommer Flight’s Twelfth Night runs through December 19, Thursday – Sunday at 7:30pm at the Lincoln Park Conservatory, 2391 N. Stockton Drive, Chicago, IL 60614. Tickets are pay-what-you-can with a suggested donation of $30, and are available at Twelfth Night (Winter 2021) | Midsommer Flight. Audience members must wear masks and stand during the performance (accommodations for mobility can be made with advance notice), which runs 100 minutes, and must show proof of COVID-19 vaccination.

Published in Theatre in Review

For the fifth year in the row, the beautiful Lincoln Park Conservatory has become temporary home to Midsommer Flight’s annual production of Shakespeare comedy ‘Twelfth Night’. Admittedly, this was the main draw for me, as I love visiting the tantalizingly lush greenhouse space during Chicago’s colder months/ most of the year.  To accommodate the show, one of the Conservatory room has been turned into an intimate theatre with a catwalk-like narrow stage and two rows of chairs on either side.  Directed by Dylan S. Roberts, original music by Elizabeth Rentfro, Alex Mauney and Jordan Golding, this highly spirited and energetic play turned out to be a pure delight, amid green plants and ferns, notwithstanding Shakespeare’s witty dialogue.

Love is in the air, and mischief closely follows. A young woman, Viola (wonderfully played by Jackie Seijo), after being shipwrecked and stranded in a foreign land, poses as a man, becomes a servant to a nobleman, but then promptly falls in love with her master, Duke.  Duke’s heart, however, belongs to another – a wealthy woman Olivia, whose servant Malvolio (sassy Erika B. Caldwell, she’s so fun to watch!) gets pranked by his mistress’ household into believing that he, too, can merry into wealth and become a nobleman. Historically, there’s an old Christmas English tradition of role reversal, and it is believed that Shakespeare has written Twelfth Night as an entertainment for this tradition.

All of this role and gender reversal is a source of much confusion, and the actors masterfully act out every nuance and emotion, so, even with Shakespeare’s famously challenging dialogue, the show is highly entertaining and easy to follow. And speaking of dialogue, the actors have no trouble at all with that olden English (partial credit undoubtedly goes to text coach Amy Malcom). There’s a live band that’s part of the play, as musicians are also active participants. With all of that music, knife fighting, and dancing and prancing, it’s an occasional madhouse, but a really-really fun one.  

Highly recommended!

Published in Theatre in Review

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Red Clay Dance Company announces Season 18 programming

10 August 2026 in Upcoming Dance

Red Clay Dance Company, Chicago's premier Afro-contemporary dance company, proudly announces its exciting Season 18: Spectrum programming, including Founding Artistic Director and…

Mean Girls, the hit Broadway musical getting a fierce Chicago premiere at Aurora’s Paramount Theatre, August 26-October 11

09 August 2026 in Upcoming Theatre

Break out your Burn Book and mark these dates: Aurora’s Paramount Theatre is launching its 15th Broadway Series with the…

American Blues Theater names Nia Akilah Robinson the recipient of the 2026 Blue Ink Award for her play Overnight at the Museum and announces featured finalists Benjamin Benne and Claire Crowley

07 August 2026 in Theatre Buzz

American Blues Theater, under the continued leadership of Executive Artistic Director Gwendolyn Whiteside, announces the recipient of the 2026 Blue Ink Award is Nia Akilah…

Love and Time On Our Side: The Notebook: The Musical at Broadway in Chicago

06 August 2026 in Theatre in Review

In times of stress, we often turn to familiar and comforting things: a favorite song, a dog-eared book, a movie…

9th NEXUS Chamber Music Festival - Guarneri Hall - Through August 14

06 August 2026 in Now Playing

Chamber music may be one of music’s most misunderstood children.  An early form of classical music, it has always been…

Otherworld Theatre's Starship Edsel - Second City’s De Maat Theatre - Through September 13

05 August 2026 in Now Playing

This summer, the Starship Edsel boldly goes where they maybe shouldn’t go as Otherworld Theatre, Chicago’s premier destination for Science…

Remy Bumppo Theatre Company Announces Mud Row October 15 - November 15 at Theater Wit

05 August 2026 in Upcoming Theatre

Remy Bumppo Theatre Company is pleased to announce the cast, creative and production teams for the first production in its 2026…

Victory Gardens Theater presents the World Premiere of Zayd Ayers Dohrn's The Humanities beginning September 10th

05 August 2026 in Upcoming Theatre

Victory Gardens Theater (2433 N. Lincoln Avenue), an historic incubator for new play development, proudly announces the World Premiere staging of The…

Goodman Theatre Presents Dead Girl's Quinceañera September 26th Through November 1st

05 August 2026 in Upcoming Theatre

Secrets, sisterhood and solving crime take center stage this fall in the world premiere co-production of Dead Girl's Quinceañera by Miami native…

Steppenwolf Theatre Presents ADIRONDACK CHAIR CIRCLE – October 22 – December 6, 2026 – World Premiere!

04 August 2026 in Upcoming Theatre

Steppenwolf Theatre Company, the nation's premier ensemble theater company, is pleased to continue its 51st Season with the world premiere of Chicago playwright Stephanie…

Writers Theatre celebrates record-breaking 2025/26 Season with artistic growth and unprecedented ticket sales

04 August 2026 in Theatre Buzz

Writers Theatre, under the leadership of Executive Director Kathryn M. Lipuma and Alexandra C. and John D. Nichols Artistic Director Braden Abraham, concluded its 2025/26…

Chicago City Opera presents a Mozart double feature of The Impresario and Bastien and Bastienne August 15th & 16th

04 August 2026 in Upcoming Theatre

Chicago City Opera (CCO) presents an evening of two one act Mozart operas The Impresario and Bastien and Bastienne combined…

The Notebook - James M. Nederlander Theatre - Through August 16th

04 August 2026 in Now Playing

Producers Kevin McCollum and Kurt Deutsch, along with Broadway In Chicago are thrilled to announce THE NOTEBOOK, a new musical based…

Harris Theater Presents return of Chicago Black Dance Legacy Project, Aug. 28

04 August 2026 in Upcoming Dance

Following last year’s smashing sold-out engagement, the Joan W. and Irving B. Harris Theater for Music and Dance proudly presents the return…

Chicago Magic Lounge Welcomes Back David Parr as Fall Artist in Residence with Time Traveler October 7 – December 16

04 August 2026 in Upcoming Theatre

Chicago Magic Lounge welcomes back acclaimed magician David Parr as its Fall Artist in Residence with David Parr: Time Traveler, a new theatrical experience…

ETA’s for colored girls Honors the Enduring Power of Ntozake Shange

04 August 2026 in Theatre in Review

Nearly fifty years after its groundbreaking premiere, Ntozake Shange's for colored girls who have considered suicide / when the rainbow…

yo ho. Delivers Queer Pirate Chaos, Big Laughs, and Fierce Swordplay

03 August 2026 in Theatre in Review

A quick history lesson: Anne Bonny and Mary Read are two of history’s most famous female pirates. Both women disguised…

PrideArts' WINDOWS - Hoover-Leppen Theatre in Center on Halsted - Through August 23rd

03 August 2026 in Now Playing

PrideArts' 2026-27 season will open in August with the world premiere of Chicago-based playwright Matt Schutz's WINDOWS, a comedy of LGBT…

The Outsiders - Cadillac Palace - Through August 16th

03 August 2026 in Now Playing

The Tony Award® winning Best Musical, THE OUTSIDERS, based on the seminal novel by S.E. Hinton and Francis Ford Coppola’s landmark motion picture, returns to Chicago…

 

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