Displaying items by tag: LookOut Series

Steppenwolf's LookOut Series is pleased to announce its action-packed summer lineup of comedy, magic, storytelling, drag and more! The Summer 2025 Season includes captivating solo works from some of Chicago's most accomplished storytellers; showcases of comedy, theatre and puppetry artists; and a 50th year celebration from Ensemble Español Spanish Dance Theater.

The popular local talk show The Not That Late Show comes to Steppenwolf's 1700 Theater featuring comedy, music and interviews with a to-be announced notable Chicagoan. Soon after, puppet artist Vanessa Valliere shines in her show LOOK! LOOK!, a celebration of weirdos told in three vignettes. For cult film lovers, Mamma Mia! From Memory presented by Cold Shower Productions and Clue a Drag Parody hosted by Bambi Banks-Couleé are camping it up on stage to bring you hilarious takes on iconic movies.

And if that wasn't enough, the season kicks off with the triumphant Chicago return of Gender Play, or what you Will starring Will Wilhelm. Touted as an "incredibly original theatrical production," this two-week run re-claims the famous Bard's plays by highlighting the importance of queer joy, laughter and self-discovery.

With 40 performances of 17 engagements featuring hundreds of local artists, this summer is jam packed with offerings for everyone!

All LookOut performances take place in Steppenwolf's 1700 Theater, an intimate and flexible venue nestled behind Front Bar, 1700 N. Halsted St. in Chicago. Tickets, which range in price from $18 – $53*, are now on sale by visiting steppenwolf.org/lookout or by calling the Box Office at (312) 335-1650. *Pricing includes a $3 fee

The full Lookout Summer 2025 Season (in chronological order):

Gender Play, or what you Will
Co-Created by Will Wilhelm & Erin Murray
Performed by Will Wilhelm
Directed by Emily Tarquin & Produced by Brannon Bowers
Dates: Thursday, May 15 – Saturday, May 17 at 8 pm; Wednesday, May 21 – Saturday, May 24 at 8 pm
Sunday, May 18 at 3:30 pm
Ticket Price: $38
Description: Will invites you to an impromptu party to celebrate their new friendship with one of the oldest and queerest playwrights of the English language – William Shakespeare! Total besties Will & Will reclaim the Bard's old plays in all their original homoerotic, cross-dressing, gender-fluid glory. Following a wildly successful run with About Face Theatre in 2023, Gender Play, or what you Will returns to Chicago for another mystical journey of queer joy, laughter, tarot and self-discovery.

Gender Fucked Productions Presents:
Trans Scribe: A New Works Festival
Dates: Friday, June 6 and Saturday, June 7 at 8 pm
Sunday, June 8 at 7 pm
Ticket Price: $28 – $43
Description: Trans Scribe is a new play festival like you've never seen before. This three-night event features 10-minute plays, new musical theatre songs, a new one act musical, a new one act play and a new full length play all written by Trans playwrights that call Chicago home.

Black Best Friend
By Colette Gregory
Dates: Thursday, June 12 – Saturday, June 14 at 8 pm
Ticket Price: $25
Description: This one-woman show hilariously dissects Black media tropes with satirical sketches, comedic songs and recognizable characters. Colette Gregory deconstructs sexuality, religion and everything from Black Conservatives to Love is Blind contestants.

Stir Friday Night Presents:
Rice to the Occasion
An AAPI Comedy Showcase
Dates: Friday, June 20 and Saturday, June 21 at 8 pm
Ticket Price: $28
Description: For 30 years Stir Friday Night, Chicago's longest-running AAPI comedy team, has been making people laugh. This show is no exception. As they gear up for their milestone 30^th anniversary sketch revue in the fall, Stir Friday Night has roped some of their best and funniest ensemble members for Rice to the Occasion, an evening of sizzling, flavorful comedy. MSG included.

Betty Theft Presents:
CROOKED
Dates: Thursday, June 26 at 8 pm
Featuring: Betty Theft, Bambi Banks-Couleé, Irregular Girl, Ramona Slick, Celeste, Penis Envy, Lezbian Minnelli and Mister Mistress
Ticket Price: $23
Description: CROOKED is an alternative drag revue that celebrates the dark, bizarre and uncanny. Hosted by Betty Theft, CROOKED invites you to come take a peek at what lurks behind the curtain...

Paige Thompson Presents:
Magic Through the "Paige's"
Dates: Saturday, June 28 at 8 pm
Sunday, June 29 at 7 pm
Ticket Price: $33
Description: Witness a one-of-a-kind magic show with award-winning magician Paige Thompson as she takes an audience through the chapters of her magical life. Each trick reveals a new "Paige" of her journey, from childhood performances to the moments that shaped her magical career.

80 Minutes Around the World: Immigration Stories
Produced and hosted by Nestor "THE BOSS" Gomez
Dates: Saturday, July 5 and Saturday, July 6 at 8 pm
Ticket Price: $28
Description: 80 Minutes Around the World: Immigration Stories showcases stories by immigrants, refugees and allies on their immigration experiences. Founded by 60+ time Moth Story Slam winner Nestor Gomez, each performance brings together a wide breadth of participants including storytellers, writers, comedians and other performers.

Sex, Race & Jesus
By R.C. Riley
Directed by Emmi Hilger Dates: Friday, July 11 and Saturday July 12 at 8 pm
Ticket Price: $23
Description: Sex, Race & Jesus is a story of trial and triumph. R.C. Riley takes a journey through three relationships: with their body, their soul and their higher power. This introspective and raw show is a depiction of intimacy intertwined with personal revelations and powerful convictions.

The Not That Late Show
Dates: Thursday, July 17 at 8 pm
Ticket Price: $23
Description: The Not That Late Show is a late night talk show for Chicago, by Chicago. For one night only The Not That Late Show staff creates comedic material inspired by local and national news, internet happenings and whatever else is on their mind!

Karaoke Storytellers
Dates: Saturday, July 19 at 8 pm
Ticket Price: $23
Description: Music affects each of us individually, and the emotions we associate with a song are determined by our specific history. Karaoke Storytellers lends a microphone to four Chicago entertainers who have a story to tell about a song that means something to them – and then they might just sing it, too.

LOOK! LOOK!
By Vanessa Valliere
Featuring Lindsey Noel Whiting Dates: Thursday, July 24 – Saturday, July 26 at 8 pm
Ticket Price: $28
Description: Three vignettes, two actors, one circus slug, a load of puppets, a bit of clown, a big dance number and a ukulele. Fresh off a sold out run at the Chicago International Puppet Theater Festival, LOOK! LOOK! is a celebration of the gross and beautiful, the sweet and creepy, the euphemistic and earnest and – most importantly – the weirdos.

Cold Shower Comedy Presents:
Mamma Mia! From Memory: If She's Mamma, and I'm Mia, Then Who's Flying The Plane?
Dates: Thursday, July 31 at 8 pm
Ticket Price: $23
Description: Cold Shower Comedy, once again, tasks itself with the challenge of recreating a movie with zero reference to the source material. Armed with some BFAs and childhood memories, they will retell the story of three dads, one diary and countless 1970's disco classics.

Rat Mass
Dates: Saturday, August 2 at 8 pm
Ticket Price: $18 – $28
Description: At Rat Mass, we worship rats. Through comedy, performance art and audience participation, you will become indoctrinated into a world of shadows and trash. Join the mass for music, rituals and games to rid yourself of your human woes and unleash your inner creature. *This show is for audiences 21 and over.

"Dear Steve...it's Allie"
Featuring Allie N Steve Mullen Dates: Friday, August 8 and Saturday, August 9 at 8 pm
Ticket Price: $13 – $53
Description: "Dear Steve...it's Allie" is a solo theatrical autobiography and narrative concert told with songs and stories and pictures. Allie plays the piano and mountain dulcimer while she talks to Steve about the heartland boy and devoted father she watched from a distance, and the life she now lives as a trans elder, composer and artist.

You're Being Ridiculous: GIRL, BYE
Dates: Thursday, August 14 – Saturday, August 16 at 8 pm
Saturday, August 16 at 3:30 pm
Ticket Price: $30
Description: At You're Being Ridiculous, real people tell true stories about their lives. Each performance is linked by rotating themes, and by the desire to make you laugh... and, once in a while, cry. This time we're taking the garbage out and saying GIRL, BYE to all of life's annoyances. Join us as we take it to the curb.

Ensemble Español Spanish Dance Theater Presents:
Flamenco Tablao
Dates: Friday, August 22 and Saturday, August 23 at 8 pm
Ticket Price: $33 – $53
Description: Join Ensemble Español Spanish Dance Theater as they kick off their Golden 50^th Anniversary Celebration as the premier company and center of Spanish dance and music in Chicago. In Flamenco Tablao, the Ensemble will present a suite of passionate and expressive Flamenco dances and music from the southern part of Spain with Andalusian Roma, Latin American and Caribbean influences. The program features dancers from the company with guest musicians.

Bambi Banks-Couleé Presents:
Clue a Drag Parody
Dates: Thursday, August 28 – Saturday, August 30 at 8 pm
Ticket Price: $28
Description: Clue a Drag Parody is a murder mystery farce starring some of Chicago's best and brightest queens. Whether it's Mrs. White in the ballroom with the candlestick or Colonel Mustard in the library with the rope, come ready to solve the mystery of this whodunit!

Accessibility:

Steppenwolf's 1700 Theater is equipped with an induction hearing loop and assistive listening devices (ALDs) are available upon request. 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/plan-your-visit/accessibility or e-mail This email address is being protected from spambots. You need JavaScript enabled to view it..

Sponsor Information: 

The LookOut Series is supported in part by the Walder Foundation. United Airlines is the Official and Exclusive Airline of Steppenwolf. Steppenwolf salutes lead sponsors Allstate Insurance Company, Paul M. Angell Family Foundation, Crown Family Philanthropies, Caroline and Keating Crown, Good Chaos, John Hart and Carol Prins, Joyce Foundation, Lefkofsky Family Foundation, Northern Trust, Anne and Don Phillips, Pritzker Traubert Foundation, Shubert Foundation, Inc, Walder Foundation, and Zell Family Foundation. Steppenwolf also acknowledges generous support from premier sponsors ArentFox Schiff, Andrew and Amy Bluhm, Ann and Richard Carr, Chicago Community Trust, Conagra Brands Foundation, Steven and Nancy Crown,  CRC Group, Julius Frankel Foundation, FROST CHICAGO, Kirkland & Ellis, Harold and Mimi Steinberg Charitable Trust, The Orlebeke Foundation, Polk Bros. Foundation, Sacks Family Foundation, Smart Family Foundation of Illinois, Gary Sinise Foundation, and Vinci Restaurant. Steppenwolf also acknowledges support from the Illinois Arts Council. This project is partially supported by a CityArts Grant from the City of Chicago Department of Cultural Affairs & 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 - from Balm in Gilead and Grapes of Wrath to August: Osage County, Downstate and The Brother/Sister Plays - have made this theatre legendary. 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, 12 Tony Awards, 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 landscape 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.org, facebook.com/steppenwolftheatre, twitter.com/steppenwolfthtr and instagram.com/steppenwolfthtr.

Where’s Plano? I’m not sure, but it’s a place some characters of the namesake play like to visit often. Perhaps Plano doesn’t even exist.

Presented as part of Steppenwolf’s LookOut Series and directed by Audrey Francis, this Will Arbery’s dark comedy is progressively more disturbing. All of its characters seem to be suffering: Genevieve (Ashley Neal), the outspoken artsy sister, is very unhappy but won’t say why. Her husband Steve (Andrew Cutler) has a split personality disorder, quite literally actually. Anne (Elizabeth Birnkrant) feels un-loved and worthless, and in her quiet desperation she fills her time with killing slugs in her apartment. Her husband John (Chris Acevedo) who is suffering from a “small feet curse” that runs in his family, is “probably gay”. And, according to her cruel sisters, he’s using Anne to get his green card. The youngest sister, Isabel (Amanda Fink), is in most pain because her mysterious illness is spiritual in nature. Which, naturally, makes her a saint. Not to mention that she has a “friend” (Faceless Ghost, played by Andrew Lund), who intermittently acts as her mate and her illness. But if you think the sisters are mad, you should see their mother, Mary (Janice O’Neil). This is no ordinary dysfunctional family, it’s a study in subclinical mental illness: not quite ill enough to seek help, but really, really unwell. Kind of like most of us.

Plano is staged with an admirable efficiency: great use of props (scenic design by Kristen Martino) and clever use of language, which helps to effortlessly span long durations of time and various spaces, bringing continuity to the events without having to change decorations or go through many props. Excellent acting and intimate space that’s First Floor Theater will leave you feeling like you’ve just visited with your own dysfunctional family. It’s funny, all right, but the underlying sadness subtly gets in the way, making Plano more “dark” than “comedy”.

Plano runs through March 28^th at Steppenwolf’s 1700 Theatre. www.FirstFloorTheater.com.