The Greatest "Chicago, Historical fiction" 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.

Historical fiction

Historical fiction is a genre of literature that combines fictional stories with real historical events, settings, and characters. These books often take place in a specific time period and are based on research and factual information, but also include imaginative elements to create a compelling narrative. Historical fiction allows readers to experience the past in a unique and engaging way, while also providing insight into the social, cultural, and political issues of the time.

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. The Jungle by Upton Sinclair

    This novel exposes the harsh conditions and exploited lives of immigrants in the United States in Chicago and similar industrialized cities. The protagonist, a young Lithuanian immigrant, works in the meatpacking industry and experiences the extreme poverty, poor working conditions, and lack of social services. The narrative explores the corruption of the American meatpacking industry in the early 20th century and the hardships faced by the working class, leading to significant public outcry that contributed to the passage of the Pure Food and Drug Act.

  2. 2. U.S.A. Trilogy by John Dos Passos

    The U.S.A. Trilogy is a series of three novels that chronicle the lives of various characters in the first half of the 20th century in the United States. The narrative intertwines the stories of twelve characters as they navigate the societal changes and upheavals of the era, including World War I, the Great Depression, and the rise of Hollywood. The author uses a unique narrative technique that combines traditional prose, newspaper-style headlines, biographies, and stream-of-consciousness writing to paint a vivid picture of American life during this period.

  3. 3. 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.

  4. 4. The Help by Kathryn Stockett

    Set in the early 1960s in Jackson, Mississippi, the story revolves around three main characters: two black maids and a young white woman. The maids, who have spent their lives taking care of white families and raising their children, agree to share their experiences with the young woman, who is an aspiring writer. The book offers a poignant and humorous look at the complex relationships between these women, while also exploring the racial tensions and social changes of the era.

  5. 5. The Titan by Theodore Dreiser

    "The Titan" is a novel that continues the story of a ruthless and ambitious businessman as he expands his empire in the early 20th-century United States. Having conquered the streetcar industry, the protagonist now sets his sights on utilities and finance, using his wealth and power to manipulate stock markets, bribe officials, and crush any opposition. His personal life is equally tumultuous, filled with affairs and scandals that threaten his marriage and social standing. This narrative serves as a critique of the American Dream and the capitalist fervor of the time, exploring themes of greed, corruption, and the quest for power at the expense of ethics and human relationships.

  6. 6. The 42nd Parallel by John Dos Passos

    "The 42nd Parallel" is a novel that explores the lives of several characters in the early 20th century United States. The narrative intertwines the stories of five protagonists as they navigate through various historical events and social changes such as labor strikes, World War I, and the Mexican Revolution. The book is notable for its experimental style, which includes the use of "Newsreel" and "Camera Eye" sections that incorporate newspaper clippings, song lyrics, and stream-of-consciousness writing to reflect the chaotic and rapidly changing times.

  7. 7. Street Games by Rosellen Brown

    "Street Games" is a collection of short stories that delve into the complexities of human relationships and the nuanced experiences of life in urban settings. The narratives explore themes of love, loss, and the struggle for personal identity, often against the backdrop of societal expectations and the gritty realities of city life. Each story serves as a vignette, offering a window into the lives of diverse characters as they navigate the challenges and triumphs of their everyday existence, revealing the profound impact of seemingly ordinary moments and the power of connection in the face of adversity.

  8. 8. The Great Believers by Rebecca Makkai

    "The Great Believers" by Rebecca Makkai is a powerful novel that tells the story of two interconnected groups of people: a group of gay men in 1980s Chicago during the height of the AIDS epidemic, and a woman in 2015 who is searching for her estranged daughter in Paris. The novel explores themes of love, loss, friendship, and the devastating impact of the AIDS crisis. Makkai's writing is both heartbreaking and hopeful, and she skillfully weaves together the two timelines to create a poignant and unforgettable story.

  9. 9. Nineteen Nineteen by John Dos Passos

    "Nineteen Nineteen" is the second novel in a trilogy that explores the social and political changes in the United States during the early 20th century. It uses a unique narrative style that blends traditional storytelling with newspaper clippings, song lyrics, and biographies of historical figures. The book focuses on the year 1919, a time of significant upheaval in America and abroad, and follows a diverse group of characters as they navigate these tumultuous times.

  10. 10. Caramelo by Sandra Cisneros

    This novel is a rich tapestry of family history and Mexican and American cultures, told through the eyes of a young girl, Lala Reyes, during her annual road trips to Mexico City. The narrative weaves through generations, focusing on the complexities of family dynamics, identity, and the search for one's place within two cultures. Central to the story is the symbolic caramelo rebozo, a striped shawl inherited from Lala's grandmother, which serves as a metaphor for the blending of traditions, histories, and the colorful stories that make up Lala's heritage. Through vivid storytelling, the book explores themes of memory, storytelling, and the immigrant experience, offering a poignant look at the bonds that tie families together across borders and generations.

  11. 11. The Lazarus Project by Aleksandar Hemon

    The novel follows two intertwined narratives. In the first, set in 1908, a Jewish immigrant is wrongfully accused of anarchism and murdered by the Chicago Chief of Police. In the second, set in modern times, a writer from Eastern Europe is investigating the century-old murder, leading him on a journey across Eastern Europe and eventually back to the United States. The narratives explore themes of love, immigration, and the pursuit of the American dream.

  12. 12. The Cliff Dwellers by Henry Blake Fuller

    "The Cliff Dwellers" is a novel that explores the intricate lives of various characters residing in a high-rise building in Chicago, symbolizing the burgeoning urban lifestyle of the late 19th century. The narrative delves into the complexities of social stratification, ambition, and personal struggles as experienced by the building's tenants. Through a vivid portrayal of life in a modern city, the novel examines themes of isolation, the impact of industrialization on human relationships, and the pursuit of success in an increasingly impersonal society.

  13. 13. Paper Fish by Tina de Rosa

    "Paper Fish" is a poignant novel set in Chicago's Italian-American neighborhood during the 1940s and 1950s. The story centers around Carmolina BellaCasa, a young girl navigating the complexities of her family's past and the cultural tensions of her immigrant community. As she grows, Carmolina grapples with her mother's mental illness and the haunting memories of her grandmother's struggles in Italy, all while trying to find her own identity. The narrative beautifully captures the essence of memory and the impact of heritage on personal identity, weaving a rich tapestry of community life, familial bonds, and the enduring strength of women.

  14. 14. 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.

  15. 15. 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.

  16. 16. Lovecraft Country by Matt Ruff

    "Lovecraft Country" is a captivating and thought-provoking novel that seamlessly blends elements of horror, science fiction, and historical fiction. Set in the 1950s, the story follows a young African American man named Atticus Turner as he embarks on a dangerous journey through the racially segregated United States. Along the way, Atticus and his friends encounter supernatural forces, face institutional racism, and confront the horrors of Lovecraftian mythology. With its richly drawn characters and exploration of racial tensions, the book offers a unique and compelling perspective on both the genre of horror and the complexities of American society.

  17. 17. 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