The Greatest "Chicago, Psychological" Books of All Time

Click to learn how this list is calculated.

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.

Filter by: Genres Dates Countries
Follow on:

Genres

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.

Psychological

The Psychological genre of books typically explores the inner workings of the human mind and emotions, often delving into complex and sometimes disturbing psychological states. These books may focus on mental illness, trauma, relationships, or personal growth, and often challenge readers to confront their own beliefs and perceptions. Psychological books may be suspenseful, thought-provoking, and emotionally intense, offering readers a deep and often unsettling glimpse into the human psyche.

Add additional genre filters

Countries

Date Range

Filter

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
  1. 1. Native Son by Richard Wright

    This novel tells the story of Bigger Thomas, a young African-American man living in Chicago's South Side during the 1930s. Bigger's life takes a tragic turn when he accidentally kills a young white woman. The incident leads to his arrest and trial, revealing the deep-seated racial prejudices and injustices prevalent in American society at the time. The narrative explores themes of poverty, systemic racism, fear, and the effects of oppression.

  2. 2. Herzog by Saul Bellow

    The novel centers around Moses Herzog, a middle-aged, intelligent yet distressed man who is going through a mid-life crisis. After his second marriage fails, he falls into a state of emotional turmoil and begins writing letters to friends, family, and even famous figures, expressing his philosophical thoughts and personal feelings. His journey of self-discovery and understanding forms the crux of the story. It's a profound exploration of a man's struggle with the complexities of life and his quest for meaning.

  3. 3. Sister Carrie by Theodore Dreiser

    The novel follows a young country girl who moves to the big city where she starts realizing her own American Dream by first becoming a mistress to men she perceives as superior and later as a famous actress. It is a portrayal of the realities of the modern city and the complexities of the modern world, illustrating the influence of consumer culture on the individual. Despite her moral decline, the protagonist's rise to fame seems to defy the conventional social norms and moral values, making the novel a notable instance of naturalist literature.

  4. 4. Passing by Nella Larsen

    "Passing" is a novel about two light-skinned African-American women, Irene Redfield and Clare Kendry, who can 'pass' as white. Set during the Harlem Renaissance, the story explores the intricacies and challenges of racial identity in 1920s America. Clare, who has chosen to live as a white woman, married to a racist who is unaware of her true heritage, risks everything when she reconnects with her childhood friend Irene, causing both women to grapple with their identities and desires, leading to tragic consequences.

  5. 5. The Man with the Golden Arm by Nelson Algren

    "The Man with the Golden Arm" is a novel that tells the story of Frankie Machine, a talented card dealer and drummer in post-World War II Chicago who becomes addicted to morphine. The narrative vividly portrays his descent into addiction and his struggles with poverty and crime, while also exploring themes of despair, corruption, and redemption. The book is notable for its gritty depiction of life in the urban underbelly and its nuanced characterizations.

  6. 6. Dangling Man by Saul Bellow

    Set in Chicago during World War II, the novel follows the life of a young man waiting to be drafted into the army. As he waits, he grapples with his feelings of isolation, frustration, and anxiety, which are exacerbated by his joblessness and the uncertainty of his future. His diary entries reveal his philosophical reflections on life, his struggles in his relationships, and his increasing mental instability as he feels more and more trapped by his circumstances.

  7. 7. 18% Gray by Zachary Karabashliev

    In this gripping novel, a man finds himself at a crossroads in life, grappling with the loss of his wife and the disintegration of his marriage. In a spontaneous attempt to escape his pain and find meaning, he embarks on a transformative journey across America with a stolen stash of marijuana and a camera, capturing moments of beauty and introspection. As he travels from the East to the West Coast, his road trip becomes a quest for redemption and self-discovery, revealing the complexities of love, memory, and the pursuit of happiness.

  8. 8. Years of Grace by Margaret Ayer Barnes

    "Years of Grace" is a novel that follows the life of a woman named Jane Ward Carver from her adolescence in the late 19th century to her adulthood in the early 20th century. The book explores her struggles and triumphs in navigating societal expectations, love, marriage, and motherhood in a rapidly changing world. The story is set against the backdrop of significant historical events, including World War I and the Roaring Twenties, providing a rich and detailed portrait of a woman's life during this transformative era.

  9. 9. So Big by Edna Ferber

    "So Big" is a novel that follows the life of Selina Peake De Jong, a woman who moves from Chicago to a rural Dutch community in Illinois after the death of her father. She becomes a school teacher and marries a farmer, living a life of hardship and poverty. Despite the challenges, she instills a love of beauty and art in her son Dirk, who grows up to become a successful architect. The book explores themes of resilience, the American Dream, and the often overlooked value of hard work and artistic integrity.

  10. 10. My Favorite Thing Is Monsters Vol. 1 by Emil Ferris

    "My Favorite Thing Is Monsters Vol. 1" is a graphic novel that follows the story of Karen Reyes, a ten-year-old girl living in 1960s Chicago. Through her vivid imagination and artistic talent, Karen transforms herself into a monster to navigate the complexities of her life, including her brother's mysterious death and her mother's illness. As she uncovers secrets and delves into the dark underbelly of her neighborhood, Karen's journey becomes a poignant exploration of identity, family, and the power of art.

  11. 11. The Unnamed by Joshua Ferris

    This novel explores the life of a successful lawyer who is afflicted with a mysterious condition that compels him to walk without any control over when or where. His uncontrollable walks disrupt his professional life and strain his family relationships, leading to a profound examination of identity, mental illness, and the impermanence of life. As he grapples with his condition, the narrative delves into themes of love, the essence of self, and the search for meaning in a seemingly indifferent universe. Through his journey, the protagonist confronts the fundamental question of what it means to truly live when one's basic autonomy is stripped away.

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