Chicago's First Black Mayor: 'Prince Hal' Play at Lookingglass Theatre (2026)

Chicago's theatrical scene is about to get a dose of political drama with the upcoming production of "Prince Hal" at Lookingglass Theatre. This new play, written by J. Nicole Brooks, delves into the life and legacy of Chicago's first Black mayor, Harold Washington.

What makes this production particularly intriguing is its unique take on a historical figure. Brooks has chosen to portray Washington as a reluctant hero, a narrative twist that adds a layer of complexity to the story. The play's setting, a West Loop tavern, further emphasizes the idea of Washington finding support among everyday Chicagoans, creating an intriguing parallel with Shakespeare's "Henry IV."

"Prince Hal" is the second installment in a trilogy of plays focused on Chicago's mayors, showcasing Lookingglass Theatre's commitment to exploring the city's political history through the arts. With the first play, "Her Honor, Jane Byrne," already under its belt, the theater is set to continue this ambitious project, offering a fresh perspective on the city's leadership.

In addition to "Prince Hal," Lookingglass has also announced a new work by Mary Zimmerman, a renowned director and adapter. Zimmerman, a longtime ensemble member at the theater, will stage an adaptation of Marjorie Kinnan Rawlings' "The Yearling," a Pulitzer Prize-winning novel set in post-Civil War Florida. This production promises to bring a unique literary work to life on stage.

Lookingglass's upcoming season is an exciting blend of political drama and literary adaptation, offering Chicago audiences a diverse range of theatrical experiences. It's a testament to the theater's dedication to showcasing diverse stories and perspectives, ensuring that Chicago's cultural scene remains vibrant and engaging.

As a critic, I find it fascinating how theater can provide a platform for exploring complex historical figures and events. "Prince Hal" promises to be a thought-provoking production, shedding light on a pivotal moment in Chicago's history. With its unique take on a famous mayor, the play is sure to spark conversations and offer new insights into the city's past. I, for one, am eagerly anticipating the opportunity to witness this theatrical journey and explore the deeper meanings it may uncover.

Chicago's First Black Mayor: 'Prince Hal' Play at Lookingglass Theatre (2026)

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