The Greatest "Chicago, Plays" Books of All Time

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This list represents a comprehensive and trusted collection of the greatest books. Developed through a specialized algorithm, it brings together 300 'best of' book lists to form a definitive guide to the world's most acclaimed books. For those interested in how these books are chosen, additional details can be found on the rankings page.

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Chicago

The "Chicago" category of books refers to literature that is set in or inspired by the city of Chicago. These books may explore the city's rich history, diverse culture, and unique architecture, or delve into the lives of its residents and the challenges they face. From gritty crime novels to heartwarming coming-of-age stories, the Chicago genre encompasses a wide range of themes and styles, all united by their connection to this iconic American city.

Plays

Plays are a category of literature that consists of written works intended for performance on stage. They typically feature dialogue between characters and are structured into acts and scenes. Plays can be comedic, tragic, or a combination of both, and often explore themes such as love, power, and morality. They are meant to be performed by actors in front of an audience, and can be enjoyed both as written works and as live performances.

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  1. 1. A Raisin In The Sun by Lorraine Hansberry

    The play explores the dreams and struggles of a Black family living on Chicago's South Side in the 1950s. When the family receives a $10,000 insurance check after the father's death, each member has different ideas about how to use the money. The mother wishes to buy a house to fulfill her late husband's dream of providing a better home for the family, while her son wants to invest in a liquor store to secure their financial future. The daughter seeks to use part of the money for her medical school tuition. Their conflicting aspirations and the pervasive racism of the era put a strain on the family's unity and values, as they strive to find their place in a world that often seems to work against them.

  2. 2. The Resistible Rise of Arturo Ui by Bertolt Brecht

    "The Resistible Rise of Arturo Ui" is a satirical play that uses the rise of a fictional 1930s Chicago mobster, Arturo Ui, to parallel the rise of Adolf Hitler in Nazi Germany. The narrative is a critique of those who allowed Hitler to come to power, emphasizing that his rise was indeed resistible. The play explores themes of power, corruption, manipulation, and the dangers of complacency, showcasing the destructive potential of unchecked ambition and the failure of society to prevent the ascent of dangerous individuals.

  3. 3. Sexual Perversity in Chicago by David Mamet

    "Sexual Perversity in Chicago" is a play that explores the relationships and sexual dynamics of two young couples in 1970s Chicago. The narrative dissects the complex nature of sexual relationships, highlighting the characters' struggles with intimacy, communication, and emotional honesty. The play uses humor and sharp dialogue to delve into themes of gender roles, sexual politics, and the difficulty of establishing genuine connections in a culture saturated with false and damaging representations of love and sex.

  4. 4. American Buffalo by David Mamet

    The play delves into the gritty world of small-time criminals, focusing on three men plotting to steal a valuable buffalo nickel from a coin collector. Set in a junk shop, the narrative explores themes of loyalty, betrayal, and the elusive American Dream. As the characters scheme and the heist unfolds, the play reveals the desperation and moral ambiguity that drive their actions, ultimately questioning the price of their pursuit of wealth and success in a society that seems to have abandoned them.

  5. 5. Glengarry Glen Ross by David Mamet

    The book is a scathing critique of the cutthroat world of real estate sales. It follows a group of desperate salesmen in Chicago who are willing to engage in a range of unethical and illegal acts—from lies and flattery to bribery and burglary—to sell undesirable real estate to unwitting buyers. The story is a snapshot of their lives over two days, highlighting the intense pressure they face from their company to close deals by any means necessary in order to survive in a merciless, competitive environment. The narrative delves into themes of capitalism, desperation, and the corrupting influence of a high-stakes sales culture, all while presenting a darkly comedic portrayal of the characters' struggles for success and self-preservation.

  6. 6. Ma Rainey's Black Bottom by August Wilson

    Set in a 1927 Chicago recording studio, the play delves into the complexities of race, art, and the exploitation of Black musicians in the era of the blues. The narrative centers around the fiery and determined Ma Rainey, the "Mother of the Blues," and her band members as they gather to record new songs. Tensions rise between the ambitious trumpeter Levee, who is eager to put his own modern spin on the music, and Ma, who is resolute in her authoritative, traditional style. As the day wears on, the characters' personal grievances and the racial injustices of the time come to the fore, culminating in a climactic moment of violence that exposes the deep frustrations and struggles of being African American artists in a white-dominated industry.

  7. 7. Speed The Plow by David Mamet

    "Speed-the-Plow" is a satirical play that delves into the cutthroat world of Hollywood movie production, where art and commerce collide. It follows the story of two ambitious film executives who are faced with a potentially career-defining decision when a seductive temporary secretary presents them with an alternative to their blockbuster project, suggesting a film with a more noble message. The play examines themes of greed, temptation, and the moral compromises often made in the pursuit of success, as the characters navigate the treacherous waters of the entertainment industry, each driven by their own motives and desires.

  8. 8. Proof by David Auburn

    The play revolves around the daughter of a recently deceased mathematical genius who grappled with mental illness. As she comes to terms with her father's legacy and her own potential for both genius and madness, she faces the challenge of proving the authorship of a groundbreaking mathematical proof found among her father's papers. The narrative delves into themes of trust, credibility, and the complex bonds between geniuses and their caretakers, all while exploring the fine line between brilliance and insanity.

  9. 9. The Royale by Marco Ramirez

    "The Royale" is a gripping play that delves into the complex world of boxing in the early 20th century, focusing on an African American fighter who dreams of becoming the heavyweight champion of the world. As he navigates the racially segregated landscape of the sport, he must confront not only his opponents in the ring but also the societal challenges and personal sacrifices that come with his ambition. The narrative builds to a climactic fight that's as much about personal triumph as it is about the broader racial tensions of the era, delivering a powerful punch about the cost of breaking barriers and the resilience of the human spirit.

Reading Statistics

Click the button below to see how many of these books you've read!

Download

If you're interested in downloading this list as a CSV file for use in a spreadsheet application, you can easily do so by clicking the button below. Please note that to ensure a manageable file size and faster download, the CSV will include details for only the first 500 books.

Download