The most recommended books about Chicago

Who picked these books? Meet our 419 experts.

419 authors created a book list connected to Chicago, and here are their favorite Chicago books.
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Book cover of Road to Perdition

J.T. Conroe Author Of Blue Hotel

From my list on small towns and big city crime.

Why am I passionate about this?

My family moved frequently and, as a result, I was raised in a number of different small towns in Montana, Nebraska, Kansas, Texas, and Massachusetts. I now live in a large city but the experience has never left me. There was always a certain amount of crime and corruption in the towns I grew up in, but I only had a child’s eye view of it. However, a child’s eye view is usually the most vivid. This experience and the books that I have listed above all had a direct influence on Blue Hotel.

J.T.'s book list on small towns and big city crime

J.T. Conroe Why did J.T. love this book?

Road to Perdition takes place during the Great Depression. Like my book, it concerns a man who betrays his Chicago Irish-American mob boss and is forced to flee for his life (accompanied by his young son in this case), pursued by a relentless killer sent by his former boss. Superficially, what appealed to me was the Depression-era atmosphere that the author of Road to Perdition created. On a deeper level, it appealed to me as a story of a man in a battle for the soul of his son. The man, an enforcer for his gangland boss, considers his own soul to be irredeemably lost because of the crimes he has committed, not only survive but to thrive.

By Max Allan Collins,

Why should I read it?

2 authors picked Road to Perdition as one of their favorite books, and they share why you should read it.

What is this book about?

First there was Max Allan Collins' legendary graphic novel...then came the Academy Award winning movie and his bestselling screenplay novelization. Now Collins presents an epic new novel, combining and expanding upon all that came before, to create the ultimate version of his unforgettable story.;

Depression-era Chicago is awash in liquor and blood, ruled by guns, graft, and gangsters like John Looney. His most feared enforcer is Michael O'Sullivan, known as the "Angel of Death." But when O'Sullivan's twelve-year-old son witnesses a gangland murder committed by Looney's brutal son, O'Sullivan's entire family is marked for execution to cover up the crime.…


Book cover of Code of Conduct

Sharon Michalove Author Of At First Sight

From my list on romance, mystery, and suspense in Chicago.

Why am I passionate about this?

I was born in Chicago and grew up in the suburbs. After a career at the University of Illinois, 150 miles downstate, I moved back to my hometown to recapture the urban vibe that I love. A historian, I love the stories that architecture tells me and wandering the streets of the city never stales. Having romance in my life is important and writing about how relationships can develop in the city is part of that. Everywhere I go in Chicago, I think of how my characters might interact with each other and the setting. Romance can be found in grand restaurants and in odd corners and Chicago has it all.

Sharon's book list on romance, mystery, and suspense in Chicago

Sharon Michalove Why did Sharon love this book?

This book combines romance and suspense, humor, and action, all in one package. Shane, a P. I., and Gabriel, a security expert, are separately investigating a person of interest. They eventually cooperate to catch their villain. This is a slow-burn romance with a stiff-upper-lip Brit, working for Cipher Systems in Chicago and an amputee who takes no prisoners. Their explosive mix makes for an exciting ride with a great love story. 

I loved that both Gabriel and Shane live in The Manor, which is the former British consulate. I’d live there myself if I could afford it. Having characters situated in neighborhoods that I know makes the reading experience more authentic. I also loved how Shane handles being an amputee. Her scenes with her prosthetics designer are hilarious.

By April White,

Why should I read it?

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

What is this book about?

** 2021 RWA Vivian Award Finalist – Romantic Suspense **

** Finalist in the 2020 Next Generation Indie Book Awards **

“The slow-burn romance between Gabriel and Shane becomes delicious torture. This is a winner.” – Publishers WeeklyStarred Review

There are three things you need to know about Shane P.I.
1) P.I. is not her last name, it’s her job title,
2) Her specialty is catching cheaters, and
3) She’s a superhuman – kind of.

Gabriel is a security expert for Cipher Security, and a former UN Peacekeeper with a fierce protective streak that finds its focus on the beautiful…


Book cover of Together

Clare Swatman Author Of A Love to Last a Lifetime

From my list on love stories that don’t follow the same old path.

Why am I passionate about this?

From the moment I started reading those ‘create your own story’ books as a child, I’ve loved a story with a different ending, or at least the possibility of a different ending because I like to be taken by surprise. Having spent years as a magazine journalist interviewing people about their lives, I knew I wanted to write stories about people, because people are fascinating and surprising. My fascination with people and time travel also probably explains why my debut novel, Before You Go, had both of those elements in them – and when I find a book that bends convention a little – or a lot – I’ll shout about it from the rooftops!

Clare's book list on love stories that don’t follow the same old path

Clare Swatman Why did Clare love this book?

This is a love story with a real twist – because it starts with an older couple splitting up, and then works backwards to find out why.

You’ve probably realised by now that I love a love story that plays with convention, and sets itself apart from the straight-forward girl-meets-boy, and this definitely did that.

It could have been confusing, but it was brilliantly written and honestly one of the best love stories I’ve ever read, with one of the most satisfying endings. 

By Julie Cohen,

Why should I read it?

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

What is this book about?

A poignant, surprising love story told backwards over five decades, with a devastating secret at its heart.

Robbie and Emily they have been together for decades. Now, their joints are creaking and their eyesight is failing - but their love for each other is as fresh and fierce as the day they first met. They have had children and grandchildren, lived full and happy and intimate lives.

But they have been keeping a secret since the day they met, when their lives changed forever. Over the years, the sacrifices and choices they made have sealed their fates together.

Did they…


A House on Liberty Street

By Neil Turner,

Book cover of A House on Liberty Street

Neil Turner Author Of A House on Liberty Street

New book alert!

Why am I passionate about this?

Author Reader Traveler Inquisitive Family guy Writer

Neil's 3 favorite reads in 2023

What is my book about?

Meet Tony Valenti. His high-flying corporate law career just cratered. His society marriage blew up in a bitter divorce. He's returned to the Chicago suburbs to lick his wounds and regroup in the haven of the Valenti family home. But time to heal isn't in the cards.

Tony's elderly father inexplicably shoots a sheriff's deputy on their front porch. Nobody knows why, and Papa isn't talking. Then their house becomes an unlikely target for condemnation and expropriation by corrupt local officials and their cronies.

With money and hope dwindling, Tony steps up to defend his father and take to city hall, and quickly finds himself in peril when he unearths sinister connections between the cases. The audacity of the plot against them fuels a gritty determination to get to the bottom of what really happened—regardless of the risks and ultimate cost to himself. To win, Tony must earn his father's trust and outwit his wily opponents.

A House on Liberty Street

By Neil Turner,

What is this book about?

A father. A son. A murder.

Meet Tony Valenti. His high-flying corporate law career just cratered. His society marriage blew up in a bitter divorce. He’s returned to the Chicago suburbs to lick his wounds and regroup in the haven of the Valenti family home. But time to heal isn’t in the cards.

Tony’s elderly father inexplicably shoots a sheriff’s deputy on their front porch. Nobody knows why, and Papa isn’t talking. Then their house becomes an unlikely target for condemnation and expropriation by corrupt local officials and their cronies.

With money and hope dwindling, Tony steps up to defend…


Book cover of Venice Observed

Meredith Small Author Of Inventing the World: Venice and the Transformation of Western Civilization

From my list on Venice (non-guidebooks).

Why am I passionate about this?

I am an anthropologist who became attached to Venice after spending time in Italian language school there and returning over and over, often staying for months. What tourists see is the superficial beauty of the city. But Venice is a place of incredible depth and complexity, both historically and today. During my many visits, I began to hear (on the street) and read (in museums) of the many inventions that happened in Venice. I soon started making a list and, with additional reading, this list grew to 220 inventions—such as quarantine and the paperback book—and realized how much we owe to Venice for how we navigate the world today.

Meredith's book list on Venice (non-guidebooks)

Meredith Small Why did Meredith love this book?

Here you get McCarthy’s whit and her fine descriptions about living in Venice. Although her stay happened long ago, her stories about interacting with her landlord and other Venetians, and all the adjustments one must make when living in a water-bound city, ring true today as well.

By Mary McCarthy,

Why should I read it?

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

What is this book about?

A penetrating work of reportage on Venice. “Searching observations and astonishing comprehension of the Venetian taste and character” (New York Herald Tribune).


Book cover of Dawn

Ricardo Henriquez Author Of The Catcher's Trap

From my list on those who love a good nightmare.

Why am I passionate about this?

I write horror, read horror, watch horror, and live horror. The last one may be a bit of an exaggeration. When I was 10 years old, I begged my parents to take me to the theater to see Friday the 13: The Final Chapter. Of course, they said no. When I was 14, and a horror rebel, I sneaked into a movie theater to watch Friday the 13: New Blood. Thank goodness when they said The Final Chapter, they didn’t mean it. It was around this age that I discovered Stephen King’s Salem’s Lot; that book changed my life for good. I can talk to you about horror books for hours and hours.

Ricardo's book list on those who love a good nightmare

Ricardo Henriquez Why did Ricardo love this book?

Full disclosure, Rick is my friend, but he is also a great world builder and storyteller. The Seventh Age trilogy is as funny and entertaining as it is terrifying. Rick creates a rich world full of monsters and gods fighting for world domination in the shadows of our unaware society. One of my favorite things about this book is Mike, the main character. No, he is not a damaged mess, he is a true unlikely hero in the best possible way. Mike’s journey is fascinating and the obstacles he faces are monumental. In my humble opinion, the book reads like a video game, each chapter is a new level, and each level has higher stakes than the last.

By Rick Heinz,

Why should I read it?

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

What is this book about?

The Rational World Is No Match For What Lies Beyond DeathObsessed with discovering evidence of the afterlife, Mike Auburn has come closer than anyone to piercing the veil of death often at the risk of his own life.

However, his efforts have not gone unnoticed by organizations in our world and those that seek to enter it from the other side.

One such organization led by a shadowy figure known as “O’Neil” works to desperately prepare Chicago for the coming Ragnarök where the rational world that is known will face coming darkness with Mike in the middle of the war…


Book cover of Downburst

J.M. Adams Author Of Second Term

From my list on fearless female warriors.

Why am I passionate about this?

Female warriors add more depth to the action/thriller genre and make any character infinitely more interesting. I’ve read and watched enough Jacks, Johns, and Jakes to last a lifetime and I want some Janes in my reading life. I’ve been an avid reader for more than 40 years and always felt that there was a blank space when it comes to female protagonists. Many of my favorite female characters were relegated to supporting roles including some on my list, but when I find a great female character I end up reading her again and again. And if you haven’t seen it yet, watch Lioness on Amazon, it will leave you breathless! 

J.M.'s book list on fearless female warriors

J.M. Adams Why did J.M. love this book?

I’ve read most of the books in the Rachel Hatch series, but Downburst is the one that I always reminisce about when thinking about this rugged protagonist.

She is ex-military and her code of honor is non-negotiable: "Help good people and punish those who hurt others." That edict is put to the test when she finds herself in a rural town in New Mexico that lives at the mercy of a violent street gang.

Hopelessly outnumbered and mostly on her own while the police look the other way, “Hatch” as she likes to be called, takes on the entire gang and ruthlessly eliminates them a few at a time. There is something very Clint Eastwood about Hatch in her approach and her demeanor. 

By L T Ryan, Brian Shea,

Why should I read it?

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


Book cover of Clear Your Clutter with Feng Shui: Free Yourself from Physical, Mental, Emotional, and Spiritual Clutter Forever

Amanda Sullivan Author Of Organized Enough: The Anti-Perfectionist's Guide to Getting -- and Staying -- Organized

From my list on to reimagine your relationship to stuff.

Why am I passionate about this?

As a professional organizer since 1999, I’ve realized that the problem isn’t so much that we are disorganized, but that we are out-matched. We have too much stuff, it is too cheap and we are too busy and we can’t keep up. If you really want to stay organized, you have to examine your relationship to stuff. Why we want what we want and buy what we buy. Less but better! 

Amanda's book list on to reimagine your relationship to stuff

Amanda Sullivan Why did Amanda love this book?

Probably the grandmother of all decluttering books, this book, like all great books, is so deep and yet so simple. She has some great practical tips for de-cluttering, such as using a ‘transit’ box for things that go in other rooms so you don’t have to keep getting up and end up getting distracted; as well as some expansive interpretations of de-cluttering, like clear out old relationships. As an organizer, I realize that almost everything a person needs to know about de-cluttering Kingston put down on paper in 1998. 

By Karen Kingston,

Why should I read it?

2 authors picked Clear Your Clutter with Feng Shui as one of their favorite books, and they share why you should read it.

What is this book about?

In this revised and updated edition of her classic, bestselling book, Karen Kingston draws on her wealth of experience as a clutter clearing, space-clearing, and feng shui practitioner to show you how to transform your life by letting go of clutter.

Her unique approach lies in understanding that clutter is stuck energy that has far-reaching physical, mental, emotional, and spiritual effects. You'll be motivated to clutter clear as never before when you realize just how much your junk has been holding you back!
You will learn:

- Why people keep clutter
- How clutter causes stagnation in your life
-…


Book cover of The Postman

Justin Oldham Author Of Search for Haven

From my list on post-apocalyptic showcasing humanity’s drive to survive.

Why am I passionate about this?

I am a lifelong fan of all things post-apocalyptic. Books, movies, television, games – I have enjoyed all of it. I knew I wanted to write post-apocalyptic fiction before I was ten years old. I had to wait almost three decades before life gave me the opportunity to do it. I’ve always been fascinated by the many different ways people can survive these kinds of catastrophes. As dark and visceral as the genre can sometimes be, I will always look for the elements of hope.

Justin's book list on post-apocalyptic showcasing humanity’s drive to survive

Justin Oldham Why did Justin love this book?

I enjoyed the scope and scale of this epic story. I found the author’s portrayal of an ordinary person doing extraordinary things inspiring. Humanity is connected, and relies on that network of relationships to survive. The metaphor of The Postman reestablishing those links is still one of my all-time favorite depictions of that concept.

By David Brin,

Why should I read it?

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

What is this book about?

NOW A MAJOR MOTION PICTURE • “A moving experience . . . a powerful cautionary tale.”—Whitley Strieber

He was a survivor—a wanderer who traded tales for food and shelter in the dark and savage aftermath of a devastating war.  

Fate touches him one chill winter’s day when he borrows the jacket of a long-dead postal worker to protect himself from the cold. The old, worn uniform still has power as a symbol of hope, and with it he begins to weave his greatest tale, of a nation on the road to recovery.

This is the story of a lie that…


Book cover of Playing in the Dark: Whiteness and the Literary Imagination

Don Kulick Author Of A Death in the Rainforest: How a Language and a Way of Life Came to an End in Papua New Guinea

From my list on see the world with fresh eyes.

Why am I passionate about this?

I am an anthropologist who has written or edited more than a dozen books on topics that range from the lives of trans sex workers, to the anthropology of fat. I have conducted extensive fieldwork in Papua New Guinea, Brazil, and Scandinavia. I work at Uppsala University in Sweden, where I am a Distinguished University Professor of Anthropology, and where I direct a research program titled Engaging Vulnerability.

Don's book list on see the world with fresh eyes

Don Kulick Why did Don love this book?

This slim volume by Toni Morrison is a spare, elegant meditation on how what is absent – from view, from awareness, from narrative (in this case, what she calls the “Africanist presence” in the literary imagination) – exerts a structuring influence on what is present. The prose is characteristically beautiful, but what keeps me coming back to this book is the luminous tenor of Morrison’s engagement with literature that many people find objectionable and even racist. Rather than dismiss, condemn, and cancel, Morrison wants to understand, engage, and gain insight. “My project arises from delight, not disappointment”, she says, and that truly shows.

By Toni Morrison,

Why should I read it?

1 author picked Playing in the Dark as one of their favorite books, and they share why you should read it.

What is this book about?

Pulitzer Prize-winning novelist Toni Morrison brings the genius of a master writer to this personal inquiry into the significance of African-Americans in the American literary imagination. Her goal, she states at the outset, is to "put forth an argument for extending the study of American literature...draw a map, so to speak, of a critical geography and use that map to open as much space for discovery, intellectual adventure, and close exploration as did the original charting of the New World-without the mandate for conquest."

Author of Beloved, The Bluest Eye, Song of Solomon, and other vivid portrayals of black American…


Book cover of Finding Oz: How L. Frank Baum Discovered the Great American Story

Melanie Rehak Author Of Girl Sleuth: Nancy Drew and the Women Who Created Her

From my list on beloved children’s books.

Why am I passionate about this?

I spent my childhood reading for pleasure, for escapism, for humor, for reassurance, for different views of the world, and even out of sheer boredom sometimes when there was nothing else to do. I have no doubt it’s what made me into a writer. In retrospect, it makes total sense that my first book was about the history and power of a children’s series. When I found myself immersed in not just my old Nancy Drews but the fascinating stories of the people and times that produced her, it was like being back in my childhood bedroom again, only this time with the experience to understand how what I read fit into the larger story of America, feminism, and literature. I hope the books I’ve recommended will inspire you to revisit your old favorites with a new eye.

Melanie's book list on beloved children’s books

Melanie Rehak Why did Melanie love this book?

Though I love The Wizard of Oz, I’ve always thought the best book in the series is Ozma of Oz (close second: TikTok of Oz). Still, this book shows where the book most people think of as Baum’s masterpiece came from and how his imagination was fueled by the trends, triumphs, and politics of 19th century America. His personal life was far from the fantasy depicted in Oz, which is perhaps why so many of his characters find themselves in great peril.

By Evan I. Schwartz,

Why should I read it?

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

What is this book about?

A groundbreaking new look at an American icon, THE WIZARD OF OZ.

Finding Oz tells the remarkable tale behind one of the world's most enduring and best loved stories. Offering profound new insights into the true origins and meaning of L. Frank Baum's 1900 masterwork, it delves into the personal turmoil and spiritual transformation that fueled Baum's fantastical parable of the American Dream. Prior to becoming an impresario of children's adventure tales--the J. K. Rowling of his age--Baum failed at a series of careers and nearly lost his soul before setting out on a journey of discovery that would lead…