The best 34 Chicago books

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1
Chicago Books: The House on Mango Street by Sandra Cisneros

The House on Mango Street

Sandra Cisneros
3.6 (96 ratings)
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What's The House on Mango Street about?

The House on Mango Street (1991) is a classic coming-of-age novel that tells the story of 12-year-old Esperanza Cordero, a Latina immigrant in Chicago who dreams of escaping poverty and rigid gender roles. Praised for its sparse but powerful prose, The House on Mango Street explores themes of identity, poverty, and community, offering a unique perspective on the adolescent search for belonging.

Who should read The House on Mango Street?

  • Young adult readers and aspiring writers
  • Those interested in Latinx culture and immigration narratives
  • Fans of feminist literature 

2
Chicago Books: So Big by Edna Ferber

So Big

Edna Ferber

What's So Big about?

So Big by Edna Ferber is a classic novel that tells the story of Selina Peake, a determined and independent woman who becomes a successful farmer in the early 20th century. Through Selina's journey, the book explores themes of ambition, motherhood, and the pursuit of happiness. It is a timeless tale that reminds us to live life to the fullest and follow our dreams.

Who should read So Big?

  • Readers who enjoy classic literature with strong female protagonists
  • People interested in the challenges and triumphs of women in the early 20th century
  • Those who appreciate beautifully written descriptions of rural life and the human spirit

3
Chicago Books: Electric Arches by Eve L. Ewing

Electric Arches

Eve L. Ewing

What's Electric Arches about?

Electric Arches is a powerful collection of poetry and prose that delves into themes of race, identity, and womanhood. Through vivid imagery and lyrical language, Eve L. Ewing takes the reader on a journey through the streets of Chicago, exploring the complexities of growing up as a black girl in America. Blending the real with the surreal, this book is a testament to the resilience and strength of the human spirit.

Who should read Electric Arches?

  • Readers who enjoy poetry and experimental writing

  • Those interested in exploring themes of race, identity, and social justice

  • Individuals who appreciate a blend of visual art and storytelling


4
Chicago Books: Division Street by Studs Terkel

Division Street

Studs Terkel

What's Division Street about?

Division Street is a collection of interviews and stories that provide a vivid portrayal of the diverse voices and experiences found on one street in Chicago. Through these narratives, author Studs Terkel delves into the social, political, and cultural issues of the time, offering a compelling insight into the lives of everyday people.

Who should read Division Street?

  • Readers who are curious about the diverse perspectives and experiences of people living in urban America

  • Individuals interested in oral history and the art of storytelling

  • Sociology enthusiasts who want to gain a deeper understanding of social issues and inequalities


5
Chicago Books: Loving Frank by Nancy Horan

Loving Frank

Nancy Horan

What's Loving Frank about?

Loving Frank is a historical novel that delves into the scandalous love affair between renowned architect Frank Lloyd Wright and Mamah Borthwick Cheney. Set in the early 20th century, the book explores the complexities of their relationship, the societal backlash they face, and the sacrifices they make in the pursuit of their unconventional love.

Who should read Loving Frank?

  • Readers who enjoy historical fiction with a focus on real-life figures

  • People interested in the personal lives of iconic architects like Frank Lloyd Wright

  • Those who appreciate stories of unconventional love and the challenges it brings


6
Chicago Books: Dreams from My Father by Barack Obama

Dreams from My Father

Barack Obama

What's Dreams from My Father about?

Dreams from My Father is a memoir by Barack Obama that delves into his early life, family history, and the journey of self-discovery. It explores themes of race, identity, and belonging, as Obama reflects on his upbringing and the influence of his absent father. The book offers a unique perspective on the complexities of race relations and the American experience.

Who should read Dreams from My Father?

  • Readers who are curious about Barack Obama's personal and family history

  • Individuals interested in exploring themes of identity, race, and belonging

  • Those who enjoy memoirs and want to gain insights into the life of a future U.S. president


7
Chicago Books: The Good Girl by Mary Kubica

The Good Girl

Mary Kubica

What's The Good Girl about?

The Good Girl by Mary Kubica is a gripping psychological thriller that keeps you guessing until the very end. The story follows the mysterious disappearance of a young woman named Mia, and the shocking truths that are unraveled as her family and the detective assigned to the case delve deeper into her past and the reasons behind her abduction.

Who should read The Good Girl?

  • Readers who enjoy psychological thrillers
  • Those interested in exploring themes of identity and deception
  • People who like complex and unreliable narrators

8
Chicago Books: Sharp Objects by Gillian Flynn

Sharp Objects

Gillian Flynn

What's Sharp Objects about?

Sharp Objects is a psychological thriller by Gillian Flynn that delves into the dark and twisted mind of its protagonist, journalist Camille Preaker. Assigned to cover a series of murders in her hometown, Camille is forced to confront her own troubled past and unravel the secrets that have haunted her family for years. With its gripping narrative and shocking revelations, this book will keep you on the edge of your seat until the very end.

Who should read Sharp Objects?

  • Readers who enjoy psychological thrillers
  • Those interested in complex and flawed female protagonists
  • People who appreciate dark and atmospheric storytelling

9
Chicago Books: The Cubs Way by Tom Verducci

The Cubs Way

Tom Verducci

What's The Cubs Way about?

The Cubs Way by Tom Verducci is a compelling account of how the Chicago Cubs transformed themselves from perennial underachievers into World Series champions in 2016. Through in-depth interviews and behind-the-scenes access, Verducci explores the innovative strategies and cultural changes that reshaped the team's fortunes. This book offers valuable insights into leadership, teamwork, and the power of perseverance.

Who should read The Cubs Way?

  • Baseball fans looking for insights into the inner workings of a championship-winning team

  • Leaders and managers seeking to understand the principles of building a winning culture and cohesive team dynamics

  • Individuals interested in exploring the intersection of analytics and traditional wisdom in sports


10
Chicago Books: Yes Please by Amy Poehler

Yes Please

Amy Poehler

What's Yes Please about?

Yes Please is a memoir by actress and comedian Amy Poehler. Through a series of humorous and candid essays, Poehler shares personal anecdotes, reflections, and insights on her career, family, and friendships. She invites readers to embrace their authenticity and pursue their passions while navigating the unpredictable journey of life. With wit and wisdom, Yes Please is a delightful and inspiring read.

Who should read Yes Please?

  • Readers who enjoy humorous and insightful memoirs
  • Fans of Amy Poehler and her work in comedy and entertainment
  • Those looking for inspiration and motivation from a successful and empowering woman

11
Chicago Books: Crossing California by Adam Langer

Crossing California

Adam Langer

What's Crossing California about?

Crossing California by Adam Langer is a captivating novel that delves into the lives of several families living in a diverse neighborhood in 1970s Chicago. Through intertwining storylines, the book explores themes of identity, friendship, and the pursuit of the American dream. Langer's vivid storytelling and rich character development make this a compelling read that offers a unique glimpse into a pivotal time in history.

Who should read Crossing California?

  • Readers who enjoy multi-layered and character-driven narratives

  • Individuals interested in exploring the complexities of urban life and cultural diversity

  • Those who appreciate a blend of humor, nostalgia, and social commentary in their reading


12
Chicago Books: City of Scoundrels by Gary Krist

City of Scoundrels

Gary Krist

What's City of Scoundrels about?

City of Scoundrels by Gary Krist is a gripping non-fiction book that delves into the chaotic events that unfolded in Chicago during the summer of 1919. From a devastating race riot to a daring airplane stunt, Krist paints a vivid picture of a city on the brink of collapse. Through meticulous research and compelling storytelling, the book offers a fascinating glimpse into a pivotal moment in American history.

Who should read City of Scoundrels?

  • History enthusiasts who are interested in the tumultuous events of 1919 Chicago

  • Readers who enjoy immersive and well-researched non-fiction narratives

  • Those curious about the intersection of crime, politics, and social issues in a major American city


13
Chicago Books: Dark Matter by Blake Crouch

Dark Matter

Blake Crouch

What's Dark Matter about?

Dark Matter by Blake Crouch is a gripping science fiction thriller that explores the concept of parallel universes and the choices we make. Jason Dessen is living an ordinary life until he is abducted and wakes up in a reality that is not his own. As he embarks on a mind-bending journey to find his way back, he uncovers the terrifying consequences of his own decisions. This thought-provoking and suspenseful novel will keep you on the edge of your seat until the very end.

Who should read Dark Matter?

  • Individuals who enjoy mind-bending and thought-provoking science fiction
  • Readers who are fascinated by the concepts of alternate realities and the nature of existence
  • Those who appreciate fast-paced storytelling and unexpected plot twists

14
Chicago Books: Boss by Mike Royko

Boss

Mike Royko

What's Boss about?

Boss is a biography written by Mike Royko that offers an in-depth look at the political career of Richard J. Daley, the longtime mayor of Chicago. Through extensive research and interviews, Royko delves into Daley's rise to power, his controversial methods of governance, and his lasting impact on the city. The book provides a fascinating exploration of urban politics and the complexities of leadership.

Who should read Boss?

  • Readers interested in the history of American politics, particularly in urban environments

  • Those curious about the inner workings of political machines and their impact on society

  • Individuals looking to gain insights into the complexities of leadership and power dynamics


What's The Adventures of Augie March about?

The Adventures of Augie March is a novel by Saul Bellow that follows the life and adventures of the eponymous character, Augie March. Set in early 20th century Chicago, the book is a coming-of-age story that explores themes of identity, ambition, and the search for meaning. Augie takes us on a journey through various jobs, relationships, and experiences, offering a unique perspective on the American dream.

Who should read The Adventures of Augie March?

  • Readers who enjoy character-driven narratives

  • Those interested in exploring the complexities of human nature

  • Individuals who appreciate rich and vivid descriptions of urban life


16
Chicago Books: Chicago Poems by Carl Sandbur

Chicago Poems

Carl Sandbur

What's Chicago Poems about?

Chicago Poems is a collection of poetry by Carl Sandburg that captures the essence of the city of Chicago in the early 20th century. Through vivid imagery and powerful language, Sandburg explores the lives of ordinary people, the beauty of the urban landscape, and the social and political issues of the time. From the bustling streets to the quiet moments of reflection, these poems offer a unique and compelling portrait of a city and its people.

Who should read Chicago Poems?

  • Readers who enjoy poetry that captures the essence of urban life

  • Those interested in the historical and cultural aspects of Chicago

  • People who appreciate vivid and evocative language in literature


17
Chicago Books: High-Risers by Ben Austen

High-Risers

Ben Austen

What's High-Risers about?

High-Risers by Ben Austen is a gripping account of life in Chicago's infamous Cabrini-Green housing project. Through in-depth interviews and extensive research, Austen delves into the history, politics, and personal stories of the residents, offering a thought-provoking examination of poverty, race, and urban inequality in America.

Who should read High-Risers?

  • Readers who are interested in urban history and social issues

  • Individuals who want to gain a deeper understanding of public housing and its impact on communities

  • Those who enjoy immersive and empathetic storytelling that sheds light on marginalized voices


18
Chicago Books: City of the Century by Donald L. Miller

City of the Century

Donald L. Miller

What's City of the Century about?

City of the Century by Donald L. Miller is a fascinating account of the rise of Chicago from a small trading post to a bustling metropolis in the 19th century. Through meticulous research and engaging storytelling, Miller delves into the city's history, from its rapid expansion and architectural innovations to its role in shaping American industry and labor movements. This book offers a compelling glimpse into the dynamic and influential city that helped define modern America.

Who should read City of the Century?

  • History enthusiasts who want to learn about the rise of Chicago as a major urban center

  • People interested in the social and economic changes that accompanied the city's growth

  • Readers who enjoy engaging narratives that bring the past to life through vivid storytelling


19
Chicago Books: Chicago by Brian Doyle

Chicago

Brian Doyle

What's Chicago about?

Chicago by Brian Doyle is a captivating novel that delves into the heart and soul of the city of Chicago. Through a series of interconnected stories, the book explores the lives of various residents and visitors, painting a vivid picture of the city’s rich history, diverse culture, and enduring spirit. From the bustling streets to the quiet corners, Doyle captures the essence of Chicago in a truly mesmerizing way.

Who should read Chicago?

  • Readers who enjoy literary fiction with a strong sense of place

  • People interested in exploring the complexities and contradictions of urban life

  • Those who appreciate lyrical writing and unique storytelling


20
Chicago Books: Boss by Mike Royko

Boss

Mike Royko

What's Boss about?

Boss is a gripping account of the political reign of Chicago mayor Richard J. Daley. Written by Mike Royko, this book delves into the inner workings of the Democratic machine and the immense power wielded by Daley. Through extensive research and interviews, Royko uncovers the ruthless tactics and larger-than-life persona that defined Daley's rule, offering a fascinating glimpse into the world of urban politics.

Who should read Boss?

  • Readers interested in the inner workings of political machines and city governance

  • Those curious about the life and career of Richard J. Daley, the infamous mayor of Chicago

  • Individuals who enjoy engaging and well-researched non-fiction narratives


21
Chicago Books: Chicago Poems by Carl Sandburg

Chicago Poems

Carl Sandburg

What's Chicago Poems about?

Chicago Poems is a collection of poetry by Carl Sandburg that captures the essence of urban life in Chicago during the early 20th century. Through vivid imagery and powerful language, Sandburg explores themes of labor, inequality, and the resilience of the human spirit. From the bustling city streets to the struggles of the working class, this book offers a raw and honest portrayal of a rapidly changing society.

Who should read Chicago Poems?

  • Readers who appreciate poetry that captures the essence of urban life

  • Those with an interest in the history and culture of Chicago

  • Individuals who enjoy exploring the human experience through evocative and thought-provoking verse


22
Chicago Books: Chicago by Brian Doyle

Chicago

Brian Doyle

What's Chicago about?

Chicago by Brian Doyle is a captivating novel that delves into the heart and soul of the city of Chicago. Through a series of interconnected stories, the book explores the lives of various characters and the unique ways in which they are intertwined with the city. With beautiful prose and a deep sense of place, the novel offers a rich and immersive portrait of Chicago and its inhabitants.

Who should read Chicago?

  • Readers who enjoy exploring the vibrant and diverse city of Chicago

  • Those who appreciate lyrical and descriptive writing that captures the essence of a place

  • People with a curiosity about urban life and the stories of its inhabitants


23
Chicago Books: City of the Century by Donald L. Miller

City of the Century

Donald L. Miller

What's City of the Century about?

City of the Century by Donald L. Miller is a captivating account of the rise of Chicago as a major American city. Through meticulous research and engaging storytelling, the book explores the city's rapid growth, industrial development, and the social and political changes that shaped its history. It offers a fascinating glimpse into the challenges and triumphs of urban life in the 19th century.

Who should read City of the Century?

  • Readers interested in the history of urban development and the rise of modern cities

  • Those curious about the social, economic, and political forces that shaped Chicago in the 19th century

  • People who enjoy engaging and well-researched narratives that bring the past to life


24
Chicago Books: City of Scoundrels by Gary Krist

City of Scoundrels

Gary Krist

What's City of Scoundrels about?

City of Scoundrels by Gary Krist is a gripping non-fiction book that delves into the chaotic events that took place in Chicago in 1919. From a deadly race riot to a sensational child murder, Krist weaves together multiple storylines to paint a vivid picture of a city on the brink of turmoil. Through meticulous research and engaging storytelling, the book brings to life the untold history of a city and its inhabitants during a time of great social and political change.

Who should read City of Scoundrels?

  • History buffs interested in the tumultuous events of 1919 Chicago

  • Readers who enjoy compelling non-fiction narratives

  • Those curious about the social and political dynamics of urban life in the early 20th century


25
Chicago Books: Crossing California by Adam Langer

Crossing California

Adam Langer

What's Crossing California about?

Crossing California by Adam Langer is a coming-of-age novel set in the diverse neighborhood of West Rogers Park in 1979. It follows the lives of several families as they navigate the complexities of adolescence, family dynamics, and societal changes. Through humor and keen observations, the book offers a poignant exploration of the American Dream and the pursuit of happiness.

Who should read Crossing California?

  • Readers who enjoy character-driven novels

  • Those interested in exploring the complexities of family and friendship

  • People who appreciate a nuanced portrayal of a specific time and place


26
Chicago Books: Division Street by Studs Terkel

Division Street

Studs Terkel

What's Division Street about?

Division Street is a collection of interviews by Studs Terkel that provides a glimpse into the lives and perspectives of a diverse group of individuals living on Division Street in Chicago. Through these conversations, Terkel delves into topics such as race, class, and urban life, offering a thought-provoking exploration of the human experience.

Who should read Division Street?

  • Readers who are curious about the diverse perspectives and experiences of people living in a city

  • Individuals interested in social issues, inequality, and urban life

  • Those who enjoy thought-provoking interviews and oral history narratives


27
Chicago Books: Electric Arches by Eve L. Ewing

Electric Arches

Eve L. Ewing

What's Electric Arches about?

Electric Arches is a collection of poetry and prose that blends together elements of fantasy and reality to explore the experiences of black girlhood and womanhood. Through vivid imagery and lyrical language, Eve L. Ewing delves into themes of identity, history, and the power of storytelling, creating a captivating and thought-provoking read.

Who should read Electric Arches?

  • Readers who enjoy poetry and experimental writing

  • Those interested in exploring themes of race, identity, and social justice

  • People who appreciate unique and imaginative storytelling


28
Chicago Books: Five Chimneys by Olga Lengyel

Five Chimneys

Olga Lengyel

What's Five Chimneys about?

Five Chimneys is a memoir by Olga Lengyel that provides a harrowing account of her time in the Auschwitz concentration camp during World War II. Lengyel describes the unimaginable atrocities she witnessed and experienced, shedding light on the inhumane treatment of prisoners and the resilience of the human spirit in the face of adversity.

Who should read Five Chimneys?

  • Readers interested in first-hand accounts of the Holocaust

  • Those seeking to understand the human capacity for resilience in the face of unimaginable suffering

  • Individuals who want to educate themselves about the atrocities of World War II and ensure they are never forgotten


29
Chicago Books: High-Risers by Ben Austen

High-Risers

Ben Austen

What's High-Risers about?

High-Risers by Ben Austen takes us inside the infamous Cabrini-Green housing project in Chicago. Through in-depth interviews and extensive research, Austen provides a compelling account of the rise and fall of this public housing development, shedding light on the lives of its residents and the systemic issues that contributed to its ultimate demise.

Who should read High-Risers?

  • Readers interested in urban sociology and the history of public housing

  • Individuals looking to understand the impact of housing policies on marginalized communities

  • Those who want to gain insights into the complexities of poverty and inequality in American cities


30
Chicago Books: Nature's Metropolis by William Cronon

Nature's Metropolis

William Cronon

What's Nature's Metropolis about?

Nature's Metropolis by William Cronon explores the relationship between Chicago and the surrounding natural environment in the 19th century. It delves into the ways in which the city and the wilderness shaped each other, and how this dynamic influenced the development of the American economy and society.

Who should read Nature's Metropolis?

  • Readers who are interested in the intersection of urban development and the natural environment

  • Individuals curious about the historical and economic forces that shaped cities in the United States

  • Environmentalists and sustainability advocates seeking a deeper understanding of human impact on the natural world


31
Chicago Books: Relish by Lucy Knisley

Relish

Lucy Knisley

What's Relish about?

Relish is a delightful graphic novel memoir by Lucy Knisley that takes us on a journey through her life and love of food. Filled with charming illustrations and mouth-watering recipes, Knisley shares personal stories and explores the role that food plays in our lives. It's a heartwarming and delicious read that will leave you feeling inspired to savor every moment.

Who should read Relish?

  • Food enthusiasts looking for a unique perspective on the culinary world

  • Graphic novel fans interested in personal memoirs with a visual twist

  • Readers who enjoy exploring the intersection of food, culture, and personal identity


32
Chicago Books: So Big by Edna Ferber

So Big

Edna Ferber

What's So Big about?

So Big by Edna Ferber is a classic novel that tells the story of Selina Peake, a determined woman who goes against societal expectations to pursue her dreams. Set in the early 20th century, the book explores themes of ambition, motherhood, and the power of self-discovery. It is a timeless tale that reminds us to live life to the fullest and never give up on our passions.

Who should read So Big?

  • Readers who enjoy character-driven stories

  • Those interested in exploring the challenges and triumphs of a strong, independent woman

  • People who appreciate vivid depictions of early 20th century rural and urban life


What's The Adventures of Augie March about?

The Adventures of Augie March is a novel by Saul Bellow that follows the life and adventures of its titular character, Augie March. Set in early 20th century Chicago, the book explores themes of identity, ambition, and the search for meaning. Through Augie's unique perspective and colorful storytelling, the novel offers a rich and insightful portrayal of American life and the human experience.

Who should read The Adventures of Augie March?

  • Readers who enjoy character-driven narratives and rich, descriptive prose

  • Individuals who are curious about the human experience and the search for identity

  • Those who appreciate philosophical reflections and existential themes in literature


What's We Are Never Meeting in Real Life. about?

We Are Never Meeting in Real Life is a collection of candid and hilarious essays by Samantha Irby. With wit and brutal honesty, Irby shares her experiences and insights on topics such as love, relationships, family, and the struggles of adulthood. Through her unique storytelling, she invites readers to laugh, cringe, and empathize with her unconventional take on life.

Who should read We Are Never Meeting in Real Life.?

  • Readers who enjoy humorous and relatable personal essays

  • Those looking for a candid and unapologetic exploration of modern life and relationships

  • People who appreciate authentic and raw storytelling


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 FAQs 

What's the best Chicago book to read?

While choosing just one book about a topic is always tough, many people regard The House on Mango Street as the ultimate read on Chicago.

What are the Top 10 Chicago books?

Blinkist curators have picked the following:
  • The House on Mango Street by Sandra Cisneros
  • So Big by Edna Ferber
  • Electric Arches by Eve L. Ewing
  • Division Street by Studs Terkel
  • Loving Frank by Nancy Horan
  • Dreams from My Father by Barack Obama
  • The Good Girl by Mary Kubica
  • Sharp Objects by Gillian Flynn
  • The Cubs Way by Tom Verducci
  • Yes Please by Amy Poehler

Who are the top Chicago book authors?

When it comes to Chicago, these are the authors who stand out as some of the most influential:
  • Sandra Cisneros
  • Edna Ferber
  • Eve L. Ewing
  • Studs Terkel
  • Nancy Horan