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Steppenwolf Theatre is pleased to present five-time Emmy Award winner Jane Lynch, the hilariously charming Kate Flannery and The Tony Guerrero Quartet in The Trouble With Angels, a raucous night of comedy, song and unapologetic mischief playing four performances onlyApril 9 – 11, 2026 in Steppenwolf's Downstairs Theater, 1650 N. Halsted St in Chicago. Tickets cost $79 - $149*. A special Steppenwolf member pre-sale begins Tuesday, December 9, 2025 at 12 pm. Tickets go on sale to the general public Thursday, December 11, 2025 at steppenwolf.org/angels or by calling the Box Office at (312) 335-1650*Prices include a $10 processing fee.

With powerhouse vocals, razor-sharp wit and more than a few surprises, these two beloved stars serve up a cocktail of classic tunes, campy banter and devilish charm. It's part cabaret, part stand-up and all sass – because when these angels get together, heaven can wait.

Performance Schedule

Thursday, April 9, 2026 at 7:30 pm
Friday, April 10, 2026 at 7:30 pm
Saturday, April 11, 2026 at 3 pm & 7:30 pm

Artist Biographies

Jane Lynch is a five-time Emmy winner known for her portrayal of Sue Sylvester on Glee. She currently hosts NBC's Weakest Link and appears in Only Murders in the Building on Hulu. Additional television credits include The Marvelous Mrs. MaiselThe Good Fight and Two and a Half Men. Lynch's film credits include The 40-Year-Old VirginJulie & Julia and Best In Show. Along with Kate Flannery, Tim Davis and The Tony Guerrero Quintet, Jane tours the country with their annual holiday show, A Swingin' Little Christmas. The album is available on all music platforms.

Kate Flannery is best known for her nine seasons as Meredith the drunk on NBC's The Office. Kate was a fan favorite on Season 28 of ABC's Dancing With The Stars, touring live at Radio City Musical Hall and 40 cities. Television guest star appearances include Magnum P. I.Young Sheldon and Brooklyn Nine Nine. She can be seen in dozens of indie films including The Prank with Rita Moreno. 

The Tony Guerrero Quartet has been a staple of the Southern California jazz scene for many years. Featuring Tony Guerrero (trumpet/piano), Matt Johnson (drums), Mark Visher (sax/flute), Dave Siebels (keyboards) and David Miller (bass). Along with Jane Lynch, Kate Flannery and Tim Davis, the quintet tours the country with their annual holiday show, A Swingin' Little Christmas. In 2016, they released the holiday album "A Swingin' Little Christmas Time," that landed a spot in the Top Ten of the Billboard Adult Contemporary charts. The title track, an original Tony Guerrero composition, went to #6 on the Billboard charts. The Tony Guerrero Quintet's own recordings have been a staple on jazz radio for over thirty years. 

Accessibility

Steppenwolf is committed to making the theatergoing experience accessible to everyone. Assistive listening devices are available for every performance and all our spaces are equipped with an induction hearing loop. Our building features wheelchair accessible seating and restrooms, push-button entrances, a courtesy wheelchair and all-gender restrooms, with accessible counter and table spaces at our bars. For additional information regarding accessibility, visit steppenwolf.org/access. If you have questions or would like to make a specific request, email This email address is being protected from spambots. You need JavaScript enabled to view it. or call our box office at 312-335-1650.

Sponsor Information

United Airlines is the Official and Exclusive Airline of Steppenwolf. Steppenwolf is also grateful for the significant season support from lead sponsors Allstate Insurance Company, Paul M. Angell Family Foundation, Crown Family Philanthropies, Caroline and Keating Crown, Julius Frankel Foundation, Lefkofsky Family Foundation, Northern Trust, Anne and Don Phillips, John Hart and Carol Prins, Shubert Foundation, Inc, Walder  Foundation, and Zell Family Foundation. Steppenwolf also acknowledges generous support from premier sponsors Anonymous, Andrew and Amy Bluhm, Michael and Cathy Brennan, Ann and Richard Carr, Chicago Community Trust, Steven and Nancy Crown, Conagra Brands Foundation, Rich and Margery Feitler, FROST CHICAGO, Joyce Foundation, Harold and Mimi Steinberg Charitable Trust, The Orlebeke Foundation, Polk Bros. Foundation, Bryan Traubert and Penny Pritzker, Sacks Family Foundation, Smart Family Foundation of Illinois, Thoma Bravo, and Vinci Restaurant. Steppenwolf also acknowledges support from the Illinois Arts Council and the Department of Cultural Affairs and Special Events.

About Steppenwolf Theatre Company:

Steppenwolf Theatre Company is the nation's premier Ensemble Theater with 49 members who are among the top actors, playwrights and directors in the field. Thrilling, powerful, groundbreaking productions have made this theatre legendary. From the 1980 phenomenon of Balm in Gilead, to The Grapes of Wrath, August: Osage County, Downstate, The Brother/Sister Plays, and now, the 2025 Pulitzer Prize and Tony Award-winning Purpose, Steppenwolf Theatre has had a long-running and undeniable impact on American Theater and Chicago's cultural landscape. Founded in 1976, Steppenwolf started as a group of teens performing in the basement of a church. Today, the company's artistic force remains rooted in the original vision of its founders: an artist-driven theatre, whose vitality is defined by its appetite for bold and innovative work. Every aspect of Steppenwolf is rooted in its Ensemble ethos, from the intergenerational artistic programming to the multi-genre performance series LookOut, to the nationally recognized work of Steppenwolf Education and Engagement which serves nearly 15,000 teens annually. While grounded in the Chicago community, more than 40 original Steppenwolf productions have enjoyed success nationally and internationally, including Broadway, Off-Broadway, London, Sydney, Galway and Dublin. Steppenwolf also holds accolades that include the National Medal of Arts, 14 Tony Awards, two Pulitzer Prize-winning commissions and more. Led by Artistic Directors Glenn Davis and Audrey Francis, Executive Director Brooke Flanagan and Board of Trustees Chair Keating Crown — Steppenwolf continually redefines the boundaries of live theater and pushes the limits of acting and performance.

Steppenwolf's Mission: Steppenwolf strives to create thrilling, courageous and provocative art in a thoughtful and inclusive environment. We succeed when we disrupt your routine with experiences that spark curiosity, empathy and joy. We invite you to join our ensemble as we navigate, together, our complex world. steppenwolf.orgfacebook.com/steppenwolftheatretwitter.com/steppenwolfthtr and instagram.com/steppenwolfthtr.

Published in Upcoming Theatre

The expansive, opulent home exudes an air of solid middle-class comfort, boasting a formal dining area, an upright piano, and multiple doors leading to various sections of the house. A bay window graces an alcove, while a grand staircase ascends to the sleeping quarters on the second floor. Adorning the walls are portraits commemorating significant moments in the family's history, including images of MLK and Rosa Parks alongside the patriarch. This residence, nestled in the Jackson Park Highlands—an economically segregated enclave on Chicago's South Side—radiates a sense of peace, tranquility, and nobility. Soon, however, it will transform into a bustling hive of activity.

Branden Jacobs-Jenkins, a MacArthur Fellow and Pulitzer Prize finalist is a chameleon in the world of dramatist.  He wrote the controversial Obie Award-winning “An Octoroon”; the satirical  thriller “Gloria”, and the southern plantation drama “Appropriate” which received its world premiere in Chicago. Branden Jacobs-Jenkins is not a Black playwright, he is a playwright who just happens to be Black.  He would have it no other way. He doesn’t allow himself to be classified to any specific genre of storytelling. His influences are as varied as the plays he writes.

"Purpose," directed by the Tony Award-winning actress and director Phylicia Rashad, is nothing short of extraordinary. It transcends the confines of a mere family drama, delving deep into the realms of a virtual character study.

(left to right) Harry Lennix and Ayanna Bria Bakari with ensemble members Glenn Davis and Jon Michael Hill in Steppenwolf Theatre Company’s world premiere of Purpose by Branden Jacobs-Jenkins, directed by Phylicia Rashad.

The Rev. Solomon "Sonny" Jasper is a civil rights icon. He has marched for justice and witnessed important moments in the Civil Rights Movement. He has met with influential figures like Rosa Parks and Nelson Mandela. His income comes primarily from speaking engagements and donations. He has dedicated his life to helping others. He tried to raise his two sons according to his values, church and state. Naz was to be a pastor and  Solomon Jr. was in politics.  Now retired, he has taken up beekeeping, perhaps to find purpose in his life.

His wife Claudine Jasper is the proverbial women behind the man. She takes care of her family and is the strength they rely upon. A lawyer by degree, she uses it in service of her family. She’s shrewd  and disarmingly warm at the same time. She likes to be in control and she’s not one to cross.

Solomon "Junior" Jasper, son of Sonny and Claudia Jasper, embodies both his parents' strengths. A former congressman, he has recently been released from prison after serving time for using campaign funds for his personal use.   Despite his challenges, he stays positive and believes in himself. He blames his troubles on his recently diagnosed mental health issue. He craves attention and shows signs of narcissism, but his charisma makes it easy to overlook.

Morgan Jasper is the wife of Solomon Jr.  When we meet her she is soon to enter prison to serve her time for tax fraud. She was caught up in her husband’s financial improprieties. Since they have  children Morgan and Junior cannot serve their prison time at the same time.  She is more bitter than a slice of lemon in a jar of three-day old Kool-Aid. She feels she is taking the fall for her husband and by default his family. She warns anyone within earshot to be wary of The Jaspers. She denies them the company of their grandchildren, knowing this drives Claudia to distraction.

Nazareth “Naz” Jasper is the youngest son of Solomon and Claudia. He is an introvert in a family of extroverts, in essence, the weird one. He photographs nature scenes for a living and enjoys his solitude. He dropped out of divinity school much to the chagrin of his father who wanted him to follow in his footsteps and become a pastor. He’s possibly on the spectrum (aren’t we all) and asexual. He’s also our narrator, giving us valuable insights into the Family Jasper.

Aziza Houston, an independent self-sufficient woman, is the friend of Nazareth Jasper. She walks into this situation blind. She is shocked Naz, is the son of the civil rights icon. She is elated to be in the company of the Jaspers until she is truly in the company of the Jaspers.

Director Phylicia Rashad effectively maintains the motivation and focus of her cast throughout the production, fostering a sense of familial unity among the actors, which I find particularly appealing in collaborative efforts. The casting couldn't have been more apt, with each actor perfectly suited to their respective roles.

Jon Michael Hill embodies the charm of Naz, evoking empathy as the outlier within his family. Whenever he steps into the spotlight, anticipation mounts for the forthcoming revelations, delivered with a blend of wit and sincerity. Glenn Davis delivers his best performance yet as Solomon Jr., infusing the character with a delightful humor that effortlessly captivates the audience. Alana Arenas mesmerizes with her portrayal of Morgan, conveying volumes with just a single glance. Her entrance into the dining room is etched into memory, portraying a woman whose words cut like a dagger.  Ayanna Bria Bakari navigates the complexities of Aziza's character with finesse, charting a compelling arc from excitement to dread as she becomes entangled with The Jaspers. Harry Lennox brings a dignified presence to the role of patriarch Solomon Jasper, embodying the essence of strength and authority. Tamara Tunie shines as the family matriarch, Claudine Jasper, striking the perfect balance between assertiveness and subtlety in her delivery, effectively communicating her message without overpowering force.

Todd Rosenthal's set design is teeming with intricate detail, evoking the sensation of a hive with its distinct compartments—a captivating and thought-provoking choice. Amith Chandrashaker's realistic lighting design further accentuated the set, seamlessly integrating even the more fantastical elements such as the special spotlight on Naz, lending them an air of naturalness. Dede Ayite's costume design elevated the character portrayals, skillfully complementing them without ever overshadowing the performances.

While the playwright never explicitly mentions the name, it's difficult to miss the parallels to the Jackson family……..Jesse,  not Michael. Brandon Jacobs-Jenkins is known for tackling controversial themes, prompting the question: would a white playwright be afforded the same latitude in crafting such an interesting narrative?   Discuss!

“Purpose” is a cautionary tale.  Imagine we are all worker bees in a giant hive called life.  Each bee has a specific role within the hive, whether it's building comb, collecting nectar, or caring for the young. These roles contribute to the greater good of the hive's survival and success.  Just like bees, we all have a unique purpose within the larger ecosystem of life.  Our purpose may not always be readily apparent,  but it's there and only we can live our purpose.

“Purpose” is arguably the best play I’ve seen at Steppenwolf Theatre. It’s going to be the best play seen on Broadway.

Highly Recommended

When: Through April 28

Where: Steppenwolf Theatre, 1650 N. Halsted St.

Running time: 3 hours

Tickets: $52-$116 at 312-335-1650 and www.steppenwolf.org

*Extended through May 12th

Published in Theatre in Review
Wednesday, 17 July 2019 17:43

Review: 'True West' at Steppenwolf Theatre

If anyone can be trusted to pay tribute to the late Sam Shepard’s work, it’s Steppenwolf. While they didn’t necessarily originate Shepard’s now classic play, their 1982 production certainly had something to do with the play’s legacy. In fact, Steppenwolf owes a lot of their respected standing in the international theatre community to this particular production. Directed by Gary Sinise and starring then unknowns John Malkovich and Laurie Metcalf, the storefront theater’s production transferred Off-Broadway in 1982. It ran for nearly 2 years and did better than the play’s original Off-Broadway run just a year earlier. 


In 2018 it was announced that Steppenwolf would revive their production in the 2019 season. Of the original ensemble cast, Francis Guinan is the only member to return (in the same role no less). Randall Arney replaces Gary Sinise as director and the results are fairly revolutionary. Some audiences may struggle with Sam Shepard works, but in Arney’s hands Steppenwolf delivers a comprehensible revival worthy of the hype. 


‘True West’ is at its core a simple story. Austin (Jon Michael Hill) is a successful writer taking some time away from his wife and kids to house-sit outside LA for his mother (Jacqueline Williams). His peace is disturbed by his screw-up older brother Lee (Namir Smallwood). The two spend the play battling out their dominance in near primal terms until their mother returns early. 


Sam Shepard had a gift for taking typical American life and turning it on its side with odd, but profound dialogue. ‘True West’ is an examination of the old west and what glimmers of it remained by 1980. It’s especially expounded upon when the two brothers vie for film producer Saul’s (Francis Guinan) attention. ‘True West’ also represents Shepard’s own duality; the slick Hollywood writer and the rebellious hellion described in Patti Smith’s memoir ‘Just Kids’. 


Sam Shepard plays are thinkers. They can be tedious to read, and even more tedious when done badly. This cast and director have a solid grasp of Shepard’s intention rendering a very easy to follow performance. While the ethnicity of actors should be irrelevant, Arney has made an interesting choice by making this a primarily African American cast. This casting adds a layer of complexity perhaps even Sam Shepard never thought of. Both Jon Michael Hill and Namir Smallwood turn in intense performances. They deftly switch between their character architypes and by the end you aren’t sure which character should be feared more. The last image will leave you breathless.  


If you’ve never seen ‘True West’ this is the production to see. It’s epic in scale with an impressive set by Todd Rosenthal and it’s incredibly well acted. For those Steppenwolf enthusiasts, this is an important revival for the institution itself, as this was the play that put them on the map. It’s hard to believe that without Sam Shepard’s ‘True West’ we may not have the iconic space on Halsted and maybe Chicago wouldn’t be nearly as reputable for outstanding regional theatre. In any case, this ‘True West’ is a bit of history reimagined for a new generation to not only find Shepard’s work relevant, but also consider the impressive legacy of one of Chicago’s finest institutions. 

Through August 25th at Steppenwolf Theatre. 1650 N Halsted. 312-335-1650

Published in Theatre in Review
Wednesday, 04 March 2015 00:00

Review: This Is Modern Art

Five years ago, anonymous graffiti artists caused quite the hubub at the Modern Wing of the Chicago Art Institute when they "bombed" a major wall of the wing. Their message was clear: THIS is modern art. While a clever, powerful statement, and seemingly jabbing at the art that resides within the walls of the modern art wing, it presents a paradox: Isn't graffiti, by definition, a rebellious art? Would graffiti still be as powerful and compelling if it were inside the museum rather than outside?

This Is Modern Art, written by Kevin Coval, attempts to answer these and hundreds of other questions regarding high art versus common art versus street art and so on. The play, while neither a knuckle-whitening drama nor a belly-clenching comedy, merely seeks to educate the viewer on this commonplace, yet mysterious, art form. You'll learn the differences between "tags," "stickers," "throw-ups," and "pieces," short for "masterpieces." You'll learn the names of dozens of Chicago graffiti artists, or "writers" as they're called. You'll see what goes into "bombing" -- spray painting an urban canvas as much as possible without getting caught -- a city location, the preparation that needs to be done, the items to have, the backup plan, the lookout, the logistics... it practically gives you a how-to guide.

We pass by graffiti every day in this city. Some of us may see it as an eye sore that should be scrubbed away, as vandalism, as criminal activity. Conversely, some of us may see it as art that makes the city more vibrant and beautiful, as spontaneous creativity, as colorful accents on a gray urban backdrop.

But what does this art say? What does it do? It wants to be respected and appreciated, surely. It wants recognition from those who decide what belongs in a museum and snub it as low art. But does graffiti even want to be in a museum? In and of itself, graffiti is rebellion. It's anti-establishment. It's instant social/political commentary. And it's fleeting, temporary. If the Art Institute commissioned a graffiti writer to fill a wall inside the museum, could this still be considered graffiti? Or would it lose the essential qualities that make it graffiti art?

Maybe the point isn't to be in a museum; maybe graffiti seeks to dismantle these labels and present the notion that art should be free and accessible to everyone. Maybe, and most likely, it just wants to get us talking, and if we are, then it has done its job.

This Is Modern Art (based on true events) is playing at Steppenwolf's Downstairs Theatre through March 14th. Tickets may be purchased at the box office or by calling 312-335-1650.

Published in Theatre in Review

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