Fans pick 67 books like The Story of Chicago May

By Nuala O'Faolain,

Here are 67 books that The Story of Chicago May fans have personally recommended if you like The Story of Chicago May. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

When you buy books, we may earn a commission that helps keep our lights on (or join the rebellion as a member).

Book cover of The Professor and the Madman: A Tale of Murder, Insanity, and the Making of the Oxford English Dictionary

Patti McCracken Author Of The Angel Makers: Arsenic, a Midwife, and Modern History's Most Astonishing Murder Ring

From my list on true crime books that are literary keepers.

Why am I passionate about this?

When I was a practicing journalist, I preferred getting my stories from the back road—“off the beaten path,” as is said. What I’m drawn to is the way a story is told, and since my game is journalism, I like the true ones. My father was a pretty good storyteller. My brother-in-law is wicked good. I hang with my jaw open, waiting on his next word. It’s like being able to tell a good joke. Few can do it. When it comes to True Crime, forget the blood and body count. Anyone can lay out the facts. It takes master storytelling to deliver us to the army of small truths that brought forth the crime—and the humanity that dissolved along the way.

Patti's book list on true crime books that are literary keepers

Patti McCracken Why did Patti love this book?

The Professor and the Madman (The Surgeon of Crawthorne in the UK) is true crime through the side door. It tells the story of the creation of the Oxford English Dictionary and the crucial role a murderer played in it. That juxtaposition alone is pure gold.

The book is exhaustively researched but doesn’t read like it, which I deeply respect. The writing is so lovely, so eloquent. I want to dress up when I read Simon Winchester, and put out the good china.

By Simon Winchester,

Why should I read it?

3 authors picked The Professor and the Madman as one of their favorite books, and they share why you should read it.

What is this book about?

A New York Times Notable Book  

The Professor and the Madman is an extraordinary tale of madness, genius, and the incredible obsessions of two remarkable men that led to the making of the Oxford English Dictionary—and literary history.

The making of the OED was one of the most ambitious projects ever undertaken. As definitions were collected, the overseeing committee, led by Professor James Murray, was stunned to discover that one man, Dr. W. C. Minor, had submitted more than ten thousand. But their surprise would pale in comparison to what they were about to discover when the committee insisted on…


Book cover of All God's Dangers: The Life of Nate Shaw

Jennifer Horne Author Of Odyssey of a Wandering Mind: The Strange Tale of Sara Mayfield, Author

From my list on nonfiction books on lesser-known but fascinating figures.

Why am I passionate about this?

I have always loved reading biographies: we only get one life, but through stories of others’ lives we get to absorb into our own imagination their experiences and what they learned, or didn’t, from them. Having written poetry since childhood, I have long been an observer of myself and those around me, with a great curiosity about how people live and what motivates them. I’ve come to see that, no matter what genre I’m writing in, I’m driven to understand the connection between identity and place–for me, in particular, women in the southern U.S., and how each of us makes meaning out of the materials at hand.

Jennifer's book list on nonfiction books on lesser-known but fascinating figures

Jennifer Horne Why did Jennifer love this book?

I moved to Tuscaloosa, Alabama for graduate school in 1986, eleven years after this book was published, thirteen years after Nate Shaw’s death.

Reading the life of a man whose parents had been enslaved, a cotton farmer and sharecropper who bravely joined a union and stood up for other Black farmers, opened my eyes to the reality of life in the twentieth century for Black farmers in the state I now called home.

Told in expert storyteller Nate Shaw’s (a pseudonym for Ned Cobb) voice, based on interview transcripts, the book introduced me to a person and a way of life unlike anything I had encountered growing up in the city of Little Rock, Arkansas.

By Theodore Rosengarten,

Why should I read it?

2 authors picked All God's Dangers as one of their favorite books, and they share why you should read it.

What is this book about?

Nate Shaw's father was born under slavery. Nate Shaw was born into a bondage that was only a little gentler. At the age of nine, he was picking cotton for thirty-five cents an hour. At the age of forty-seven, he faced down a crowd of white deputies who had come to confiscate a neighbor's crop. His defiance cost him twelve years in prison. This triumphant autobiography, assembled from the eighty-four-year-old Shaw's oral reminiscences, is the plain-spoken story of an “over-average” man who witnessed wrenching changes in the lives of Southern black people—and whose unassuming courage helped bring those changes about.


Book cover of The Paper Garden: An Artist Begins Her Life's Work at 72

Jennifer Horne Author Of Odyssey of a Wandering Mind: The Strange Tale of Sara Mayfield, Author

From my list on nonfiction books on lesser-known but fascinating figures.

Why am I passionate about this?

I have always loved reading biographies: we only get one life, but through stories of others’ lives we get to absorb into our own imagination their experiences and what they learned, or didn’t, from them. Having written poetry since childhood, I have long been an observer of myself and those around me, with a great curiosity about how people live and what motivates them. I’ve come to see that, no matter what genre I’m writing in, I’m driven to understand the connection between identity and place–for me, in particular, women in the southern U.S., and how each of us makes meaning out of the materials at hand.

Jennifer's book list on nonfiction books on lesser-known but fascinating figures

Jennifer Horne Why did Jennifer love this book?

This book was on the bedside table at a friend’s house where I was staying. I picked it up, started it, and stayed up much later than I had planned!

I was so engaged with the idea of an eighteenth-century woman who began making these botanical paper cut-outs and achieved attention for her work in late life, and I was drawn along by Peacock’s clear, lyrical prose and how she wove in aspects of her own life as a poet.

I loved Mary Delaney’s creativity, spirit, and grit, and she now feels to me like a friend from 250 years ago. 

By Molly Peacock,

Why should I read it?

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

What is this book about?

Mary Delany was seventy-two years old when she noticed a petal drop from a geranium. In a flash of inspiration, she picked up her scissors and cut out a paper replica of the petal, inventing the art of collage. It was the summer of 1772, in England. During the next ten years she completed nearly a thousand cut-paper botanicals (which she called mosaicks) so accurate that botanists still refer to them. Poet-biographer Molly Peacock uses close-ups of these brilliant collages in The Paper Garden to track the extraordinary life of Delany, friend of Swift, Handel, Hogarth, and even Queen Charlotte…


Book cover of The White Blackbird: A Life of the Painter Margarett Sargent by Her Granddaughter

Jennifer Horne Author Of Odyssey of a Wandering Mind: The Strange Tale of Sara Mayfield, Author

From my list on nonfiction books on lesser-known but fascinating figures.

Why am I passionate about this?

I have always loved reading biographies: we only get one life, but through stories of others’ lives we get to absorb into our own imagination their experiences and what they learned, or didn’t, from them. Having written poetry since childhood, I have long been an observer of myself and those around me, with a great curiosity about how people live and what motivates them. I’ve come to see that, no matter what genre I’m writing in, I’m driven to understand the connection between identity and place–for me, in particular, women in the southern U.S., and how each of us makes meaning out of the materials at hand.

Jennifer's book list on nonfiction books on lesser-known but fascinating figures

Jennifer Horne Why did Jennifer love this book?

I’ve been intrigued all my life by the women on my mother’s side of my family who were artists and writers. How did I fit into that familial line, and what could I learn from them?

Honor Moore’s investigation into her artist grandmother’s life drew me into her own examination of that question, and I was deeply moved by her mission of reviving her beautiful, brilliant grandmother’s reputation as an artist while offering an honest assessment of how societal pressures affected her mental health and problems with alcohol abuse. 

By Honor Moore,

Why should I read it?

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

What is this book about?

Margarett Sargent was an icon of avant-garde art in the 1920s. In an evocative weave of biography and memoir, her granddaughter unearths for the first time the life of a spirited and gifted woman committed at all costs to self-expression.


Book cover of The Carnival at Bray

Sasha Dawn Author Of Blink

From my list on realistic teen characters.

Why am I passionate about this?

Human psychology has always fascinated me, and studying what drives human behavior is necessary in writing realistic characters. I bring psychological studies into every novel I write, and realistic characters, often flawed, always receive top billing. One of my hallmarks is presenting a story’s setting as a supporting character, as well—much like the books I’ve recommended. I have written and published seventeen titles, chock full of the many facets of the human condition, whether I’m writing for teens (as Sasha Dawn) or adults (as Brandi Reeds). The books on my list inspire, entertain, and perhaps most importantly feel. I hope you enjoy them as much as I do.

Sasha's book list on realistic teen characters

Sasha Dawn Why did Sasha love this book?

Foley depicts a struggle of finding oneself and learning where one belongs, and holding onto the everchanging definition especially when the geography surrounding us suddenly changes. Maggie and her family migrate from Chicago to Ireland, leaving behind her favorite uncle, and musical influence, the wayward Kevin. Add to this the backdrop of the anticipation of attending a Nirvana concert and you have all the fixings for a well-rounded tale of love, loss, and living. Having had the pleasure of meeting Foley a time or two, I can attest that her sense of setting is as apparent in her identity as an Irish Chicago resident as ever, and this comes through in her characters, who illustrate the same.

By Jessie Ann Foley,

Why should I read it?

2 authors picked The Carnival at Bray as one of their favorite books, and they share why you should read it. This book is for kids age 14, 15, 16, and 17.

What is this book about?

ALA 2015 Top Ten Best Fiction for Young Adults
Chicago Weekly Best Books of 2014
A Michael L. Printz Honor Award Winner
Winner, 2014 Helen Sheehan YA Book Prize
Kirkus Reviews Best Books of 2014
Finalist, William C. Morris Award

It's 1993, and Generation X pulses to the beat of Kurt Cobain and the grunge movement. Sixteen-year-old Maggie Lynch is uprooted from big-city Chicago to a windswept town on the Irish Sea. Surviving on care packages of Spin magazine and Twizzlers from her rocker uncle Kevin, she wonders if she'll ever find her place in this new world. When first…


Book cover of Devil by the Tail

G.P. Gottlieb Author Of Charred: A Whipped and Sipped Mystery

From my list on fabulous historical mysteries set in American cities.

Why am I passionate about this?

I read at least 100 books each year, mostly novels, and before I became a published author in 2019, used to send a list of my favorite 30 to hundreds of friends, friends of friends, and family. I began hosting New Books in Literature, a podcast channel on the New Books Network, in 2018, and have interviewed over 180 authors so far. It was tough to choose just 5 top books, but in looking over all those interviews, I remembered how much I loved reading these books, all set in the United States long before the 21st century.

G.P.'s book list on fabulous historical mysteries set in American cities

G.P. Gottlieb Why did G.P. love this book?

A smart, quick-witted civil war widow is forced to make her way in 1867 Chicago, but nobody listens to an unmarried young woman unless she has a tough, gun-toting ex-rebel soldier as a partner.

They have a case to solve, and she uses a professional name, Mrs. Paschal, so nobody connects her with the former in-laws who are trying to stop her from receiving her dead husband’s estate. Loved reading about 19th Century pre-fire Chicago, teeming with corrupt politicians, gambling parlors, and bawdy houses of ill-repute.

Also, someone is trying to murder Quinn Sinclair, aka Mrs. Paschal. Can’t wait to read more from Jeanne Matthews.

By Jeanne Matthews,

Why should I read it?

1 author picked Devil by the Tail as one of their favorite books, and they share why you should read it.

What is this book about?

What's a 20-something Union war widow to do in 1867? Start up her own detective agency with a former Reb POW, of course!

Quinn Sinclair, who uses the name Mrs. Paschal professionally, and her wryly observant partner Garnick get two cases on the same day - one to help a man prove he didn't kill his wife, another to help a lawyer find reasonable doubt that his client killed her ex-lover's new bride. As the detectives dig deeper, they unearth facts that tie the cases together in disturbing ways.

This tantalizing tale of 19th Century Chicago comes complete with corrupt…


Book cover of Never the Sinner: The Leopold and Loeb Story

Erik Rebain Author Of Arrested Adolescence: The Secret Life of Nathan Leopold

From my list on the Leopold-Loeb case.

Why am I passionate about this?

I’ve been researching the Leopold-Loeb case for around a decade, ever since a documentary sparked my interest back in high school. That sent me on a quest for knowledge: devouring all the books I could find on the subject, before turning to archival collections to look at the primary source material. Flash forward to today and I’ve read thousands of newspaper stories, hundreds of scholarly articles and books on the subject and travelled around the country searching in over 50 archives, trying to understand this case as much as I possibly can. Here’s a list of books I found particularly helpful or inspiring on my journey.

Erik's book list on the Leopold-Loeb case

Erik Rebain Why did Erik love this book?

There have been many, many fictional adaptations of the Leopold-Loeb story, and it seems to be tricky to get the details and the people portrayed accurately, while still telling a tight and intriguing story. This play achieves that the best that I’ve seen.

Told in a non-linear fashion, it explores a nuanced relationship between Leopold and Loeb and what led them to the murder, as well as the arguments of the lawyers and the vitriol of the press. Exploring themes of prejudice, love, and mob hysteria, the audience gets to see many angles of the case and feel the vast effect it had on the city, without losing the more nuanced explorations of the characters and their struggles.  

By John Logan,

Why should I read it?

1 author picked Never the Sinner as one of their favorite books, and they share why you should read it.


Book cover of Noon in Paris, Eight in Chicago

Benjamin Markovits Author Of Imposture

From my list on historical fiction about famous writers.

Why am I passionate about this?

When I was fourteen years old, my family moved from Texas to London for a year, and I started going to a little second-hand book shop around the corner. It was run by a long-haired Canadian, who always smoked a pipe. There were only three or four aisles, plus a cluttered backroom. You could pick up a 19th-century edition of the complete works of Shelley, with uncut pages, for two pounds. One volume led to another, in the same way that one friendship can lead to another, or introduce you to a new circle of people. Twenty-odd years later, I decided to write a novel about some of these writers.  

Benjamin's book list on historical fiction about famous writers

Benjamin Markovits Why did Benjamin love this book?

Simone de Beauvoir met Nelson Algren in Chicago in 1947.

A couple of years later, his novel The Man with the Golden Arm won the National Book Award, and a few years after that De Beauvoir won the prestigious Prix Goncourt for her novel The Mandarins, which featured a character based on Algren. They became famous literary lovers, involved in a complicated triangle with De Beauvoir’s long-time partner Sartre.

But Cowie’s novel brings to life the ordinary intimacies and misunderstandings of their love affair – the title comes from de Beauvoir’s confusion about the time difference between Paris and Chicago. Caught up in the details of day-to-day life, people, even brilliant writers, don’t always have the time or vision to make real decisions about how they want to live, or who they want to love. It’s a brilliant book. 

By Douglas Cowie,

Why should I read it?

1 author picked Noon in Paris, Eight in Chicago as one of their favorite books, and they share why you should read it.

What is this book about?

Sharp and intimate, Douglas Cowie’s reimagining of the turbulent love affair between Simone de Beauvoir and Nelson Algren asks what it means to love and be loved by the right person at the wrong time. Chicago, 1947: on a freezing February night, France’s feminist icon Simone de Beauvoir calls up radical resident novelist Nelson Algren, asking him to show her around. After a whirlwind tour of dive bars, cabarets and the police lockup, the pair return to his apartment on Wabansia Avenue. Here, a passion is sparked that will last for the next two decades. Their relationship intensifies during intoxicating…


Book cover of Children of Chicago

Diana Rodriguez Wallach Author Of Hatchet Girls

From my list on Latinx horror that go beyond the Final Girl.

Why am I passionate about this?

I am a lover of ghosts, historical murders, and all things spooky. I am also the author of eight YA novels, including two YA horror novels, Small Town Monsters and Hatchet Girls. Being half Puerto Rican, I try to lend my culture to my characters. Historically, the horror genre has been dominated by white male authors. And while I love their work, Stephen King is a master, I'm excited that women and POC writers are finally getting their stories told. What scares women is often very different from what scares men, same with people of color, and by releasing more diverse stories, like mine, we add ways to frighten new fans.

Diana's book list on Latinx horror that go beyond the Final Girl

Diana Rodriguez Wallach Why did Diana love this book?

Winner of the International Latino Book Awards, and a Bram Stoker Finalist, this adult horror novels tackles the history of Chicago, highlighting the local Latin community.

Children of Chicago twists the story of the Pied Piper, with clean prose and a quick pace. I especially loved the main character, a female Puerto Rican detective who breaks all the stereotypes of both cops and women in fiction.

It’s a supernatural horror tale for adults that will make you want to read the rest of Pelayo’s impressive work.

By Cynthia Pelayo,

Why should I read it?

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

What is this book about?

2021 BRAM STOKER AWARD NOMINEE FOR SUPERIOR ACHIEVEMENT IN A NOVEL

2021 INTERNATIONAL LATINO BOOK AWARD WINNER

"GUARANTEED TO MAKE YOUR HEART THUMP AND SKIN CRAWL"-The New York Times


A gripping, modern-day spin on the Pied Piper fairy tale, as well as a gritty love letter to the underworld of Chicago from acclaimed Bram Stoker nominee Cynthia Pelayo.
Reminiscent of the Bloody Mary urban legend, the Pied Piper's story can be tracked back to the deaths of children for centuries and across the world-call to him for help with your problems, but beware when he comes back asking for payment.…


Book cover of Even Though I Knew the End

Patrick Kanouse Author Of The Shattered Bull

From my list on Chicago as a main character.

Why am I passionate about this?

Growing up in Indiana and Illinois meant that Chicago has always been, for me, the city—the place where people went to make a name for themselves and took the world by storm. From my local Carnegie Library, I read voraciously across genres—history, science, literature. They transported me out of my small town—across the universe sometimes. I learned that setting in fiction was for me a major feature of my enjoyment, and Chicago was where I set my own mystery series. These books, when I read them, explored that grand metropolis—and brought Chicago to life on and off the page. I hope you enjoy these books as much as I have.

Patrick's book list on Chicago as a main character

Patrick Kanouse Why did Patrick love this book?

I finished reading this book and immediately gave it to my spouse and said, “Read this.” And after she finished reading it, we agreed to give it to another person with the insistence, “Read this.” Helen Brandt is a private detective in 1941 Chicago, and she has supernatural talents.

Her talents, her insecurities, her history unfold on the pages in a riveting read. As she hunts for a serial killer known as the White City Vampire, I felt myself pulling for Helen at every turn, and her voice leaps off the page. 

By C. L. Polk,

Why should I read it?

3 authors picked Even Though I Knew the End as one of their favorite books, and they share why you should read it.

What is this book about?

C. L. Polk turns their considerable powers to a fantastical noir. A magical detective dives into the affairs of Chicago's divine monsters to secure a future with the love of her life. This sapphic period piece will dazzle anyone looking for mystery, intrigue, romance, magic, or all of the above.

An exiled augur who sold her soul to save her brother's life is offered one last job before serving an eternity in hell. When she turns it down, her client sweetens the pot by offering up the one payment she can't resist - the chance to have a future where…


Book cover of The Professor and the Madman: A Tale of Murder, Insanity, and the Making of the Oxford English Dictionary
Book cover of All God's Dangers: The Life of Nate Shaw
Book cover of The Paper Garden: An Artist Begins Her Life's Work at 72

Share your top 3 reads of 2024!

And get a beautiful page showing off your 3 favorite reads.

1,593

readers submitted
so far, will you?

5 book lists we think you will like!

Interested in Chicago, confidence tricks, and Ireland?

Chicago 401 books
Ireland 311 books