The most recommended books about Chicago

Who picked these books? Meet our 484 experts.

484 authors created a book list connected to Chicago, and here are their favorite Chicago books.
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Book cover of So Big

Eileen Brill Author Of A Letter in the Wall

From my list on female protagonists who challenge norms.

Why am I passionate about this?

Change is essential for growth. My degree is in economics and I started out in the corporate world until I had my second child, after which I became a painter and, eventually, a sign language interpreter. My mother was an inspiration to me, believing that learning and adapting are essential to knowing oneself. She was true to her values, proud and independent, rarely caring if others felt differently. At the age of 45, she earned her Bachelor’s degree and began a 30-year career in social work. Because of her influence on me, I tend to gravitate toward protagonists who are headstrong and evolve into self-sufficient, fulfilled individuals.

Eileen's book list on female protagonists who challenge norms

Eileen Brill Why did Eileen love this book?

Novels really are timeless and this one, written almost 100 years ago, gives a portrait of feminism before it was a term. The protagonist Selena has a strong work ethic and doesn’t fear the implications of being a widowed mother of a young son and needing to run a small farm on her own. I loved that she relishes the challenge of her responsibility and thinks outside the box to find a niche market, becoming successful by not succumbing to the expectations of others. She doesn’t feel tamped down by her farming community’s judgments of what she can and cannot accomplish. Reading, and enjoying, a novel published in 1924 reminded me that oldies are quite often the besties.

By Edna Ferber,

Why should I read it?

1 author picked So Big as one of their favorite books, and they share why you should read it.

What is this book about?

Inspired by the life events of Antje Paarlberg, So Big is an award-winning drama that depicts the life of Selina Peake de Jong. Raised in a strict farming community, Selina decides to be a schoolteacher. Good-hearted and kind, she attempts to inspire her students to work for their dreams, no matter how nontraditional they seem. By encouraging artistic expression, Selina changes the lives of her students. When she marries a farmer named Pervus, the two welcome a baby boy into their family, naming their child Dirk. However, after the family suffers a tragic loss, Selina is forced to quit her…


Book cover of Black Gypsies

Kelby Losack Author Of Mercy

From my list on that feel like watching anime.

Why am I passionate about this?

Anime and manga have always been the biggest influences on my own writing, from the drastic tonal shifts and bizarre scenarios to the frenetic pacing and strange characters. Underdogs fighting tooth and nail against increasingly overwhelming foes in a perpetual struggle to take the slightest step forward—those are the characters I relate to, the stories I want to tell. 

Kelby's book list on that feel like watching anime

Kelby Losack Why did Kelby love this book?

There’s a point in countless anime fight scenes where characters engaged in combat are moving so fast, the background becomes nothing but harsh pencil strokes drawn from one corner of the frame to the other.
Black Gypsies
contains many scenes with this level of frenetic energy. A fast, pulpy thrill ride that is equal parts colorful, gritty, and sexy.

By Grant Wamack,

Why should I read it?

1 author picked Black Gypsies as one of their favorite books, and they share why you should read it.

What is this book about?

Welcome to Chiraq…

Marcus is a certified Jackboy on the streets of Chicago, stealing car parts with his best friend Gordo to sell at the local junkyard. It's all another day in the life, with his mom on his ass and a bad bitch on his mind being the most of his troubles. That is, until the Jackboys hit a lick on the wrong gangster, trapping themselves in a debt that can only be bought out in blood.

Love, poetry, lean…and a whole lotta gang shit...

“BLACK GYPSIES is a fresh slice of classic underground crime fiction, gritty and grimy,…


Book cover of Broken Places

K.D. Richards Author Of Pursuit of the Truth

From my list on big city private eyes.

Why am I passionate about this?

I write the West Investigations series, a romantic thriller series, centered around the men and women running a private investigations firm. When I began the series I knew I wanted it to be set in an urban city, not just because I’m a city girl at heart, but because of the eclectic nature, diversity, and color that can be found in the big city. Each of the books I’ve recommended below features a big city PI that jumps off the page, grabs you, and doesn’t let go for 200+ pages. 

K.D.'s book list on big city private eyes

K.D. Richards Why did K.D. love this book?

This book takes place in the windy city of Chicago and Clark is adept at making you feel like you are right there in the midst of the fast-paced, gritty city as you read.

The plotting helps by kicking off with a bang – a priest and a gang member found dead in church. Questions abound. But what really kept me turning the pages of this book (or technically swiping since I read it on my Kindle) was Cass Raines, retired cop turned PI.

Her last case on the police force left her reeling and she struggling to deal with the aftermath.

It’s Cass that makes this book stand out amongst other PI novels, you care about what she’s going through, about this new trauma that has been introduced into her life, and that through it all she’s still working to get justice for people that are often overlooked and…

By Tracy Clark,

Why should I read it?

2 authors picked Broken Places as one of their favorite books, and they share why you should read it.

What is this book about?

Former cop Cass Raines has found the world of private investigation a less stressful way to eke out a living in the Windy City. But when she stumbles across the dead body of a respected member of the community, it’s up to her to prove a murderer is on the loose . . .
 
Cops can make mistakes, even when they’re not rookies. If anyone knows that it’s Cass Raines, who took a bullet two years ago after an incompetent colleague screwed up a tense confrontation with an armed suspect. Deeply traumatized by the incident, Cass resigned from the Chicago…


Book cover of The House on Mango Street

Jennifer De Leon Author Of Borderless

From my list on Latina latine authors I wish I had read as a teen.

Why am I passionate about this?

I am convinced that my life would be better if I had read more books by Latina/Latine authors while growing up. To be able to see oneself in a story is powerful. I didn’t have that for a long time. It made me feel invisible. It made me feel like being an author was as realistic as becoming an astronaut or a performer in Cirque du Soleil. Now, as a professor of Creative Writing and author of several books (and more on the way!), I dedicated my life to writing the books I needed as a young Latina. I hope others find something meaningful in my stories, too.

Jennifer's book list on Latina latine authors I wish I had read as a teen

Jennifer De Leon Why did Jennifer love this book?

This is the first book I ever read by a Latina author. I was nineteen years old and a student at a small private liberal arts college in Connecticut. My professor assigned it to my American Literature class. I thought she’d made a mistake because some of the words in the book were in Spanish. I didn’t know you could do that—write in English but have some words in Spanish peppered throughout the dialogue and text. I was stunned.

I remember reading about Esperanza and her experiences in her Mexican neighborhood in Chicago, meeting characters on Mango Street, and falling in love with both the story and Cisneros’ playful, vulnerable, poetic writing style. After reading this book, I knew I also wanted to be a writer.

By Sandra Cisneros,

Why should I read it?

7 authors picked The House on Mango Street as one of their favorite books, and they share why you should read it.

What is this book about?

NATIONAL BESTSELLER • A coming-of-age classic, acclaimed by critics, beloved by readers of all ages, taught in schools and universities alike, and translated around the world—from the winner of the 2019 PEN/Nabokov Award for Achievement in International Literature.

The House on Mango Street is the remarkable story of Esperanza Cordero, a young Latina girl growing up in Chicago, inventing for herself who and what she will become. Told in a series of vignettes-sometimes heartbreaking, sometimes deeply joyous-Sandra Cisneros' masterpiece is a classic story of childhood and self-discovery. Few other books in our time have touched so many readers.

“Cisneros draws…


Book cover of Chasing Vermeer

Wendy McLeod MacKnight Author Of The Frame-Up

From my list on middle grade that promote a love of art.

Why am I passionate about this?

I’ve been obsessed with art since I was a kid. When I look at art, I see stories, not just about what I’m seeing, but about what it was like when the painting was created: was the artist tired, grumpy, frustrated? Why’d they paint it the way they did? Sadly, my artistic talent is limited, but fortunately, I can tell stories. After visiting William Orpen’s painting of Mona Dunn at the Beaverbrook Art Gallery, I couldn’t help wondering why he made her look so pensive. The only way I could answer that question was by writing my own story about Mona and the other paintings in the gallery!

Wendy's book list on middle grade that promote a love of art

Wendy McLeod MacKnight Why did Wendy love this book?

This book is a modern classic and no wonder – delightful characters, a twisty-turny mystery, and best of all: art. The way Balliett introduces kids to the world of art through puzzles, codes, wordplay, is clever and thrilling and had me completely entranced. The world of art theft is both thrilling and chilling, and this book takes us both places.

By Blue Balliett, Brett Helquist (illustrator),

Why should I read it?

4 authors picked Chasing Vermeer as one of their favorite books, and they share why you should read it. This book is for kids age 8, 9, 10, and 11.

What is this book about?

This bewitching first novel is a puzzle, wrapped in a mystery, disguised as an adventure and delivered as a work of art. When a book of inexplicable occurences bring Petra Andalee and Calder Pillay together, strange things start to happen- seemingly unrelated events connect, an eccentric old woman seeks their company, and an invaluable Vermeer painting disappears. Before they know it, the two find themselves at the centre of an international art scandal. As Petra and Calder are drawn clue by clue into a mysterious labyrinth they must draw on their powers of intuition, their skills at problem solving, and…


Book cover of Bicycle

Evan P. Schneider Author Of A Simple Machine, Like the Lever

From my list on the beautiful act of bicycling.

Why am I passionate about this?

As a cyclist from a young age (thanks to the encouragement and engineering of my dad—he literally welded one of my first bikes together from the carcass of another kid’s bike that was run over by a car in his driveway on accident), I’ve always had a fondness for bicycles and, more specifically, *riding* bicycles. So, as is probably common for anyone who is fond of something, I’ve spent years exploring it from as many angles as possible. In the process, I’ve loved studying bicycles in motion, along with collecting artistic and philosophical expressions that center the act of getting around on two wheels under your own power. 

Evan's book list on the beautiful act of bicycling

Evan P. Schneider Why did Evan love this book?

One of the most compelling parts of this gem of a book are Adam Thompson’s immaculate line drawings that capture the artfulness, and beautiful simplicity, at the heart of a bicycle ride—their white space pulls you in and invites you to imagine the landscape and circumstances around them.

Bicycles, and the paths they forge, take many shapes, but in the hands of Fattaruso and Thompson those shapes take center stage, and the essence of bicycling shines.

It’s a lovely interlude that always makes me nostalgic for riding a single speed on a rural road at the height of summer.

By Paul Fattaruso, Adam Thompson (illustrator),

Why should I read it?

1 author picked Bicycle as one of their favorite books, and they share why you should read it.

What is this book about?

Somewhere between prose poem and sacred incantation lies Bicycle. In spare, comically surreal and beautiful prose, Paul Fattaruso does for bicycles what Richard Brautigan did for trout—he elevates them to the status of an idol. An intimate, inventive, and vibrant book.

Paul Fattaruso is the author of Travel in the Mouth of the Wolf. His work has appeared in Volt, Jubilat, Fence, Black Warrior Review, Another Chicago Magazine, The Tiny, and others. He lives in Massachusetts with his wife Kristin and his son Max. He rides a silver bicycle.


Book cover of Soldier Boy

James Mueller Author Of Ambitious Honor: George Armstrong Custer's Life of Service and Lust for Fame

From my list on George A. Custer and the Little Bighorn.

Why am I passionate about this?

As a journalist, the Little Bighorn fascinates me because it has all the elements of a great story: larger-than-life characters, conflict, fighting against the odds, and mystery. I turned that fascination into research when I left newspapering to pursue a Ph.D. at the University of Texas. I wrote a number of articles about press coverage of Custer and the Last Stand, and this research eventually led to two books, most recently a biography of Custer focusing on his artistic personality, especially his writing career. I’ve continued to explore the history of war reporting, always looking for topics that make good stories.

James' book list on George A. Custer and the Little Bighorn

James Mueller Why did James love this book?

I bought this book in Chicago and read all 151 pages on a flight back to Dallas. Soldier Boy is a young adult fiction book that grabbed me from the first-page description of a bare-knuckle fight between the teenage protagonist, Johnny “the Kid” McBane, and an unnamed palooka in a gritty Chicago gambling house. McBane joins the Army to escape some hoodlums, and the story never lets up as it takes him to the frontier and eventually the Little Bighorn. I’ve many read many fictionalized accounts of the Little Bighorn. This is the best. Soldier Boy is a great read but also an excellent insight into the experience of many underage soldiers in the frontier Army. The ending will stay with you long after you finish the book.

By Brian Burks,

Why should I read it?

1 author picked Soldier Boy as one of their favorite books, and they share why you should read it.

What is this book about?

This gripping historical novel set during the final years of the Indian Wars explores army life in the American West as it details one boy’s struggle to become a man.


Book cover of A Year Down Yonder

Susan Lubner Author Of Lizzy and the Good Luck Girl

From my list on characters in a unexpected living situation.

Why am I passionate about this?

As a writer my storylines almost always develop out of the characters and settings I first create. As a reader, I enjoy a book as much (sometimes more!) for the characters and setting in it as I do for the plot itself. My favorite reads have always featured a quirky or bigger-than-life character and a setting that in some instances may seem ordinary but the circumstances of how the character ended up there are far from that. I love the middle-grade novels on my list because the main characters are brave and resourceful and each has an unusual and intriguing path that has led them to where their story takes place.

Susan's book list on characters in a unexpected living situation

Susan Lubner Why did Susan love this book?

Two words. Grandma Dowdel. She is one of the many reasons I love this book. Fifteen-year-old Mary Alice is forced to leave her parents and her home during a difficult time in 1937. A city girl, it’s no easy feat moving from the big city of Chicago to a small town and in with her larger-than-life grandmother who will have you laughing out loud at her very un-granny-like antics. Peck’s punchy, smart, and often hilarious prose, parallels nicely with undertones of a more serious and difficult period of time for many families.  Mary Alice is easy to root for as she finds her footing in a year filled with many new adjustments in a place very different from home.  

By Richard Peck,

Why should I read it?

1 author picked A Year Down Yonder as one of their favorite books, and they share why you should read it. This book is for kids age 8, 9, 10, and 11.

What is this book about?

A Newbery Medal Winner

Richard Peck's Newbery Medal-winning sequel to A Long Way from Chicago

Mary Alice's childhood summers in Grandma Dowdel's sleepy Illinois town were packed with enough drama to fill the double bill of any picture show. But now she is fifteen, and faces a whole long year with Grandma, a woman well known for shaking up her neighbors-and everyone else! All Mary Alice can know for certain is this: when trying to predict how life with Grandma might turn out . . . better not. This wry, delightful sequel to the Newbery Honor Book A Long Way…


Book cover of Chicago's Awful Theatre Horror- by the Survivors and rescuers

Judith A. Yates Author Of When Nashville Bled: The untold stories of serial killer Paul Dennis Reid

From my list on true crime books to keep on your shelf.

Why am I passionate about this?

I am an award-winning true crime author, criminologist, and victims advocate who has written and presented on crime for over 30 years. I know that history teaches us how and why crime occurs and why it will happen again, but crime doesn't happen in a vacuum. History, personality, and human nature all play a part. There is always a "story behind the story." I appreciate true crime books that teach us rather than sensationalize. The faster we share knowledge, the easier it is to catch criminals.

Judith's book list on true crime books to keep on your shelf

Judith A. Yates Why did Judith love this book?

“POP!” An arc light sets to kill over 600 people in the Iroquois Theatre. In 1903 the lack of safety, faulty and missing equipment, greed, and ego caused the deadliest theater fire in U.S. history. It began with briberies and ended with dismissed charges. There are books on the Iroquois Theatre fire, but this is a journal of eyewitness accounts written immediately after. Actors recount experiences behind the curtain, theater employees discuss their roles, and survivors talk about losing entire families. This book also discusses the aftermath, including the demand for criminal action. Negligence and outright illegal activity created the fire and the public paid in ashes - the final court decisions leave you outraged at a judicial system built for the wealthy.

The Iroquois Theatre fire set a precedent for fire prevention measures in place today. Had those in charge used prudence, higher expenditures, and legal requirements, over 600…

Book cover of Die Trying

Cory Barnett Author Of Becoming Legend

From Cory's 3 favorite reads in 2024.

Why am I passionate about this?

Author

Cory's 3 favorite reads in 2024

Cory Barnett Why did Cory love this book?

By Lee Child,

Why should I read it?

3 authors picked Die Trying as one of their favorite books, and they share why you should read it.

What is this book about?

Jack Reacher, alone, strolling nowhere.

A Chicago street in bright sunshine. A young woman, struggling on crutches. He offers her a steadying arm.

And turns to see a handgun aimed at his stomach.

Chained in a dark van racing across America, Reacher doesn't know why they've been kidnapped. The woman claims to be FBI. She's certainly tough enough. But at their remote destination, will raw courage be enough to overcome the hopeless odds?


Book cover of So Big
Book cover of Black Gypsies
Book cover of Broken Places

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