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Best Books About Chicago

Immerse yourself in the stories of the Windy City with this curated list of acclaimed books about Chicago, each having earned multiple spots on esteemed book blogs and reading lists.

Recommendations from 24 articles, Nigella Lawson, Nicola Sturgeon, Edgar Wright and 10 others.
59 books on the list
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Native Son book cover
Native Son
Richard Wright - 2005-08-02 (first published in 1940)
Goodreads Rating
This influential novel follows Bigger Thomas, a young black man who accidentally kills a white woman, and his downward spiral afterward. Set in 1930s Chicago, the story explores poverty and hopelessness in inner cities and what it means to be black in America. This restored edition includes an essay by the author and notes on the text. Now an HBO Film!
Chicago book cover
Chicago
City on the Make
Nelson Algren - 2001-09-25 (first published in 1951)
Goodreads Rating
Chicago: City on the Make by Nelson Algren is a gritty, poetic portrayal of Chicago and its people. Algren presents the city's history through the eyes of its "nobodies nobody knows". The book captures the dynamic tension between Chicago's beauty and brutality, energy and greed, in a way that made it controversial upon its original publication in 1951. Sixty years later, this anniversary edition includes historic photos and annotations, making it more accessible than ever. The result is a raw, honest, and unforgettable exploration of one of America's most fascinating cities.
The Jungle book cover
The Jungle
Upton Sinclair - 2003-04-01 (first published in 1905)
Goodreads Rating
Explore the lives of immigrants in early 20th-century industrialized cities through this eye-opening novel. The author delves deep into the harsh realities of working-class poverty, unsanitary living conditions, and lack of social support. Through his investigation of the American meatpacking industry, he exposes shocking health violations and corruption in positions of power. This muckraking novel is a gripping portrayal of wage slavery that will leave readers in awe.
Recommended by
Michael Pollan
The House on Mango Street book cover
The House on Mango Street
Sandra Cisneros - 2009-04-03 (first published in 1984)
Goodreads Rating
Follow the coming-of-age journey of young Latina Esperanza Cordero in this acclaimed and beloved book. Set in Chicago, the story is told through a series of vignettes, depicting both heartbreak and joy as Esperanza invents her own path and identity. A timeless coming-of-age story that has touched the hearts of readers worldwide.
South Side book cover
South Side
Natalie yMoore - 2016-03-22
Goodreads Rating
"South Side" by Natalie Moore sheds light on the harsh reality of segregation in the "world class city" of Chicago. Despite its luxurious amenities, Chicago is considered one of the most segregated large cities in the US. Moore delves into this issue through reported essays and personal stories of those living in segregated communities on the South Side. Discover the lasting impact of historic segregation and the policies that perpetuate it in this insightful and important narrative.
The Adventures of Augie March book cover
The Adventures of Augie March
Saul Bellow - 2006-10-03 (first published in 1953)
Goodreads Rating
Follow Augie March on his journey through mid-20th-century America as he navigates various occupations and encounters countless mentors and exemplars. With a voice as enchanting and free-spirited as Augie himself, this book is a must-read for fans of Dickensian-style American fiction.
The Lazarus Project book cover
The Lazarus Project
Aleksandar Hemon - 2008-05-01
Goodreads Rating
"Explore the captivating story of a young Eastern European Jewish immigrant who was shot to death in Chicago, and the obsession of a modern-day writer who seeks to uncover the truth behind his death. This unique and thought-provoking novel weaves together the past and present, taking readers on a journey through history, poverty, and crime. Written by a MacArthur Genius Award winner, this book is a must-read for anyone seeking an original and entertaining read from one of the most dynamic literary voices of our time."
The Devil in the White City book cover
The Devil in the White City
Murder, Magic, and Madness at the Fair That Changed America
Erik Larson - 2003-02-11
Goodreads Rating
Discover the thrilling story of the 1893 Chicago World's Fair in 'The Devil in the White City.' Author Erik Larson brings to life the extraordinary events surrounding the fair and the two men at its center: Daniel H. Burnham, the architect behind the construction of the "White City," and H.H. Holmes, a notorious serial killer who used the event to lure victims to his gruesome World's Fair Hotel. Larson's skilled storytelling interweaves the tales of these two men, showcasing the incredible successes and sinister secrets of 19th-century Chicago.
Sister Carrie book cover
Sister Carrie
Theodore Dreiser - 1991-01-01 (first published in 1900)
Goodreads Rating
Follow the journey of a young woman as she leaves behind her small town in search of a better life in this revolutionary first novel. Theodore Dreiser's "Sister Carrie" tells the story of Carrie Meeber's rise to fame, and the effects of her progress on the men who use her and are used in turn. With a nonjudgmental approach to its heroine's actions, the book sparked controversy upon its debut in 1900, but continues to fascinate readers with its compelling plot and realistic characters. A book that leaves an "inescapable impression of bigness" and seeks to "stir, to awaken, to move" – "Sister Carrie" is a psalm of life and a criticism of life all in one.
The Time Traveler's Wife book cover
The Time Traveler's Wife
Audrey Niffenegger - 2013-09-23 (first published in 2003)
Goodreads Rating
A sweeping and unconventional love story, this novel follows Henry, a librarian who travels through time, and Clare, an artist whose life follows a traditional path. As their passionate love blooms, they must navigate time itself and test the limits of fate. A celebration of love's power over time.
Dreams from My Father by Barack Obama
Larry Gets Lost in Chicago by Michael Mullin
Larry Loves Chicago!by Skewes, JohnBoard book by John Skewes
Good Night San FranciscoGOOD NIGHT SAN FRANCISCO by Gamble, Adamon Oct-01-2006 Hardcover by Joe Veno Adam Gamble
W is for Windy City by Deborah Dover Layne
The House That Jane Built by Tanya Lee Stone
Building Stories by Chris Ware
Journey Around Chicago from A to Z by Martha Zschock
Hairstyles of the Damned by Joe Meno
The Third Coast by Thomas L. Dyja
There Are No Children Here by Alex Kotlowitz
The Island of Missing Trees by Elif Shafak
I Survived the Great Chicago Fire, 1871 by Lauren Tarshis
Nature's Metropolis by William Cronon
Boss by Mike Royko
Maud Martha by Gwendolyn Brooks
The Chicago Cubs by Rich Cohen
Division Street by Studs Terkel
I Sailed with Magellan by Stuart Dybek
Southern Exposure by Lee Bey
Chicago Poems by Sandburg Carl 1878-1967
Chicago Then and Now® by Kathleen Maguire
Chicago Baby by Jerome Pohlen
By Brad M. Epstein Chicago Bears ABC by Brad M. Epstein
The Chicago Coloring Book by Chris Arnold
C is for Chicago by Maria Kernahan
Chicago History for Kids by Owen Hurd
100 Things to Do in Chicago Before You Die by Molly Page
Chicagoisms by Alexander Eisenschmidt
Chicago ABC by John Skewes
123 Chicago by Puck
Colorful Chicago by Laura Lahm
Crook County by Nicole Gonzalez van Cleve
O, Democracy! by Kathleen Rooney
Caramelo by Sandra Cisneros
Humboldt's Gift by Saul Bellow
Studs Lonigan by James T. Farrell
Letting Go by Philip Roth
47th Street Black by Bayo Ojikutu
The Girls of Murder City by Douglas Perry
A Raisin in the Sun by Lorraine Hansberry
Negroland by Margo Jefferson
The Loop by Patrick T. Reardon
Spanish Is the Language of My Family by Michael Genhart, John Parra
El Cucuy también tiene miedo / El Cucuy Is Scared, Too! by Donna Barba Higuera, Juliana Perdomo
The Demon of Unrest by Erik Larson
The Middlesteins by Jami Attenberg
Chicago by Alaa al Aswany
Martina tiene muchas tías by Emma Otheguy, Sara Palacios, Emily Carrero Mustelier