95 books like Chicago's Grand Midway

By Norman Bolotin,

Here are 95 books that Chicago's Grand Midway fans have personally recommended if you like Chicago's Grand Midway. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

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Book cover of The Devil in the White City: Murder, Magic, and Madness at the Fair That Changed America

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?

It is a book that deep dives into a historical event, in this case, the 1893 World Columbian Exposition. Check. It is a nonfiction book that reads like a gripping thriller, in this case, the serial killer H.H. Holmes, who built a three-story building featuring secret rooms, torture chambers, and a crematorium. Check. Chicago leaps off the page. By the end of the book, I was able to envision the massive exposition, its hundreds of temporary buildings, all white colored, interlaced with ponds and canals.

Much like that exposition helped raise Chicago up from its Great Fire, so I could see a Chicago of the past, in a glorious triumph of industry and innovation. Oh, and yeah, a serial killer constructing a horrific murder building.

By Erik Larson,

Why should I read it?

25 authors picked The Devil in the White City as one of their favorite books, and they share why you should read it.

What is this book about?

The Chicago World Fair was the greatest fair in American history. This is the story of the men and women whose lives it irrevocably changed and of two men in particular- an architect and a serial killer. The architect is Daniel Burnham, a man of great integrity and depth. It was his vision of the fair that attracted the best minds and talents of the day. The killer is Henry H. Holmes. Intelligent as well as handsome and charming, Holmes opened a boarding house which he advertised as 'The World's Fair Hotel' Here in the neighbourhood where he was once…


Book cover of Chicago by Day and Night: The Pleasure Seeker's Guide to the Paris of America

Jocelyn Green Author Of Shadows of the White City

From my list on the 1893 Chicago World’s Fair.

Why am I passionate about this?

Jocelyn Green is the bestselling and award-winning author of eighteen books as of 2021. Her historical fiction has been acclaimed by Publishers Weekly, Booklist, Library Journal, and the Historical Novel Society.

Jocelyn's book list on the 1893 Chicago World’s Fair

Jocelyn Green Why did Jocelyn love this book?

Originally published in 1892 as a guidebook for visitors to the 1893 World's Fair in Chicago, this book has been reprinted with an introduction and endnotes from modern historians, but the bulk of the content is exactly what visitors read more than 100 years ago. The book is full of descriptions about Chicago itself as well as the highlights of the Fair.

By Paul Durica, Bill Savage,

Why should I read it?

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

What is this book about?

Showcasing the first Ferris wheel, dazzling and unprecedented electrification, and exhibits from around the world, the World's Columbian Exposition of 1893 was Chicago's chance to demonstrate that it had risen from the ashes of the Great Fire and was about to take its place as one of the world's great cities. Millions would flock to the fair, and many of them were looking for a good time before and after their visits to the Midway and the White City. But what was the bedazzled visitor to do in Chicago?

Chicago by Day and Night: The Pleasure Seeker's Guide to the…


Book cover of World's Fair Notes: A Woman Journalist Views Chicago's 1893 Columbian Exposition

Jocelyn Green Author Of Shadows of the White City

From my list on the 1893 Chicago World’s Fair.

Why am I passionate about this?

Jocelyn Green is the bestselling and award-winning author of eighteen books as of 2021. Her historical fiction has been acclaimed by Publishers Weekly, Booklist, Library Journal, and the Historical Novel Society.

Jocelyn's book list on the 1893 Chicago World’s Fair

Jocelyn Green Why did Jocelyn love this book?

This collection of columns was written by a female reporter for a newspaper in Fargo, North Dakota. It’s fascinating to read what struck her as the most noteworthy as she described the World’s Fair for people who may never see it for themselves. Includes photographs.

By Marian Shaw,

Why should I read it?

1 author picked World's Fair Notes as one of their favorite books, and they share why you should read it.

What is this book about?

Presents a series of contemporary articles describing the 1893 Chicago world's fair for the Fargo, N.D., Sunday Argus, and discusses the author's career and the role of women journalists


Book cover of Spectacle in the White City: The Chicago 1893 World's Fair

Jocelyn Green Author Of Shadows of the White City

From my list on the 1893 Chicago World’s Fair.

Why am I passionate about this?

Jocelyn Green is the bestselling and award-winning author of eighteen books as of 2021. Her historical fiction has been acclaimed by Publishers Weekly, Booklist, Library Journal, and the Historical Novel Society.

Jocelyn's book list on the 1893 Chicago World’s Fair

Jocelyn Green Why did Jocelyn love this book?

This gorgeous coffee table book jam-packed with full-size photographs from every angle of the Fair. There is enough text to explain what the reader is looking at, but the glory of this volume is the photography. The map at the front is one of the best I’ve found, as well.

By Stanley Appelbaum,

Why should I read it?

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

What is this book about?

Over 27 million people visited the World's Columbian Exposition of 1893 in Chicago. Countless more experienced the fair through the wondrous images of C. D. Arnold, the era's foremost architectural photographer. Through his luminous pictures, Arnold became the event's leading historian, publicist, and visual philosopher. This gallery of Arnold's photographs, painstakingly retouched to achieve a new radiance, presents a magnificent tribute to the "White City" of shining Beaux-Arts buildings.
In addition to its visual tour of the Exposition's extensive buildings and grounds, this lavish book also celebrates a city that treasures its architecture. The classical Greek and Roman design expressed…


Book cover of Dollface: A Novel of the Roaring Twenties

Susan E. Sage Author Of Dancing in the Ring

From my list on the ‘herstory’ of women of the 1920s.

Why am I passionate about this?

I have always been intrigued by the Roaring 20s, and specifically in how the lives of women truly began to change during this time. My grandmother loved to boast about how she had been a flapper as a young woman. Her sister-in-law was one of the first female attorneys in Detroit in the mid-20s. The era brought about opportunities and freedoms previously unknown to women. Many women suddenly had options, both in terms of careers and lifestyles. Goals of first wave feminists were beginning to be reached. The research I did for my book furthered my understanding of society at the time, particularly in America. 

Susan's book list on the ‘herstory’ of women of the 1920s

Susan E. Sage Why did Susan love this book?

Vera Abramowitz, ‘Dollface,’ was a flapper who got caught up with the mob.

Her two mobster lovers cause her life to take a downward spiral. Read how she puts the broken pieces of her life back together. Realistic and gritty, we see the flip side of the frivolous life of flappers seen in the movies.

By Renee Rosen,

Why should I read it?

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

What is this book about?

America in the 1920s was a country alive with the wild fun of jazz, speakeasies, and a new kind of woman—the flapper.

Vera Abramowitz is determined to leave her gritty childhood behind and live a more exciting life, one that her mother never dreamed of. Bobbing her hair and showing her knees, the lipsticked beauty dazzles, doing the Charleston in nightclubs and earning the nickname “Dollface.” 

As the ultimate flapper, Vera captures the attention of two high rollers, a handsome nightclub owner and a sexy gambler. On their arms, she gains entrée into a world filled with bootleg bourbon, wailing…


Book cover of Then We Came to the End

Jinwoo Chong Author Of Flux

From my list on to cure (or rather validate) your post-capitalist malaise.

Why am I passionate about this?

In 2017, I was laid off from my first job out of college, an experience that I think more young people are going through as we move further into an uncertain economic future. That experience formed the basis of my novel, which was published earlier this year. Afterwards, I met a lot of people, most of whom I didn’t know, who told me they’d resonated with the feeling of malaise captured by those first few chapters: of working jobs that seem to be dead ends, wondering if you’ll be here, at this desk, twenty years from now. It’s something most everybody can relate to but doesn't appear in novels nearly as much as it should.

Jinwoo's book list on to cure (or rather validate) your post-capitalist malaise

Jinwoo Chong Why did Jinwoo love this book?

This may be the first book one thinks of when picturing The American Office Novel. It’s one of the older books on this list. It’s also the funniest, and strangest, and the truest.

Centered around a Chicago advertising agency struggling to preserve its relevancy amid the vastly changing media landscape of the 90s and employing one of the only uses of first-person plural that I think works in entirety, this book is a true gem, a marvel that tells a fairly straightforward story that practically vibrates with the amount of beautiful, carefully arranged detail throughout it. 

By Joshua Ferris,

Why should I read it?

1 author picked Then We Came to the End as one of their favorite books, and they share why you should read it.

What is this book about?

No one knows us quite the same way as the men and women who sit beside us in department meetings and crowd the office refrigerator with their labeled yogurts. Every office is a family of sorts, and the ad agency Joshua Ferris brilliantly depicts in his debut novel is family at its strangest and best, coping with a business downturn in the time-honored way: through gossip, pranks, and increasingly frequent coffee breaks. With a demon's eye for the details that make life worth noticing, Joshua Ferris tells a true and funny story about survival in life's strangest environment--the one we…


Book cover of The Girls of Murder City: Fame, Lust, and the Beautiful Killers Who Inspired Chicago

Annie Reed Author Of The Impostor Heiress: Cassie Chadwick, The Greatest Grifter of the Gilded Age

From my list on bygone women you'd want to avoid at all costs.

Why am I passionate about this?

I love history. I’ve loved it ever since I was a kid, listening to my dad’s history lectures. And in my history classes, I always tucked away stories about women. There weren’t many; most were trailblazers like Amelia Earhart or Susan B. Anthony. They were completely admirable, but I wanted to know about the women who had strayed from the straight and narrow: the murderers, the liars, and the thieves. Now, I write about women committing crimes throughout history. As a reader, I can never resist a story about a woman from the past doing things she shouldn’t. These books were endlessly entertaining and sometimes downright chilling to read.

Annie's book list on bygone women you'd want to avoid at all costs

Annie Reed Why did Annie love this book?

In 1920s Chicago, the theater and the courtroom collided as a pair of men dropped dead in the vicinity of beautiful, duplicitous women. The musical Chicago has always been one of my favorites, and I was delighted to read this book about the real women who inspired Velma Kelly and Roxie Hart. It did not disappoint.

Douglas Perry tells the story of Beulah and Belva with all the flair and drama of the musical. I will never forget reading about how callously Beulah Annan sipped cocktails and listened to music for hours as her lover lay bleeding on the floor. It sent chills down my spine.

By Douglas Perry,

Why should I read it?

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

What is this book about?

With a thrilling, fast-paced narrative, award-winning journalist Douglas Perry vividly captures the sensationalized circus atmosphere that gave rise to the concept of the celebrity criminal - and gave Chicago its most famous story. "The Girls of Murder City" recounts two scandalous, sex-fueled murder cases and how an intrepid "girl reporter" named Maurine Watkins turned the beautiful, media-savvy suspects -"Stylish Belva" and "Beautiful Beulah"- into the talk of the town. Fueled by rich period detail and a cast of characters who seemed destined for the stage, "The Girls of Murder City" is a crackling tale that simultaneously presents the freewheeling spirit…


Book cover of Heat Wave: A Social Autopsy of Disaster in Chicago

Todd Swanstrom Author Of The Changing American Neighborhood: The Meaning of Place in the Twenty-First Century

From my list on why neighborhoods still matter.

Why am I passionate about this?

I grew up in St. Paul, Minnesota, in a neighborhood that was stable, safe, and stimulating. After my freshman year in college, I signed up for an “urban experience” in Detroit. It turned out to be the summer of the Detroit riots. I woke up to U.S. Army vehicles rumbling into the park across from my apartment. Over the next month, I witnessed the looting and burning of whole neighborhoods. I remember thinking:  what a waste! Why are we throwing away neighborhoods like Kleenex? I have been trying to answer that question ever since.   

Todd's book list on why neighborhoods still matter

Todd Swanstrom Why did Todd love this book?

In an age of global warming, Klinenberg’s study of how Chicago did (and did not) cope with a horrible heat wave that hit the city in 1995, killing 739 residents, is more relevant than ever.

He shows how death rates varied hugely across neighborhoods, not so much based on socioeconomic status but on the cohesiveness of the community. In places where neighbors looked in on each other the death rate was lower.

Strong neighborhoods do not just enhance our lives, they can save lives.

By Eric Klinenberg,

Why should I read it?

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

What is this book about?

On Thursday, July 13, 1995, Chicagoans awoke to a blistering day on which the temperature would eventually climb to 106 degrees. It was the start of an unprecedented heat wave that would last a full week - and leave more than seven hundred people dead. Rather than view these deaths as the inevitable consequence of natural disaster, sociologist Eric Klinenberg decided to figure out why so many people - and, specifically, so many elderly, poor, and isolated people - died, and to identify the social and political failures that together made the heat wave so deadly. Published to coincide with…


Book cover of For the Thrill of It: Leopold, Loeb, and the Murder That Shocked Jazz Age Chicago

Rebecca Frost Author Of Words of a Monster: Analyzing the Writings of H.H. Holmes, America's First Serial Killer

From my list on crimes you've never heard of.

Why am I passionate about this?

I picked up my first book about Jack the Ripper the summer after college and never looked back. Since then my collection of true crime has grown to overflow my office bookshelves and I’ve written a PhD dissertation and multiple books about true crime, focusing on serial killers. The genre is so much more than Bundy, Gacy, and Dahmer and I love talking with people about the less mainstream cases that interest them, and the newer victim-centered approaches that—fingers crossed—mark a change in how we talk about criminals and victims.

Rebecca's book list on crimes you've never heard of

Rebecca Frost Why did Rebecca love this book?

Nathan Leopold and Richard Loeb set out to commit the perfect crime and ended up in newspapers as the perpetrators of “the crime of the century.” They kidnapped and murdered a teenage boy in Chicago in 1924, but both Leopold and Loeb were still considered boys themselves at the time. Clarence Darrow defended them at trial, arguing that they were guilty but that the situation had extenuating circumstances. Baatz’s book explores how two college students from good families ended up in prison for murder. Leopold’s family even came from Michigan’s Upper Peninsula, near where I currently live, so even though the case is almost 100 years old, it’s not as distant as it might seem.

By Simon Baatz,

Why should I read it?

2 authors picked For the Thrill of It as one of their favorite books, and they share why you should read it.

What is this book about?

It was a crime that shocked the nation: the brutal murder in Chicago in 1924 of a child by two wealthy college students who killed solely for the thrill of the experience. Nathan Leopold and Richard Loeb were intellectuals—too smart, they believed, for the police to catch them. When they were apprehended, state's attorney Robert Crowe was certain that no defense could save the ruthless killers from the gallows. But the families of the confessed murderers hired Clarence Darrow, entrusting the lives of their sons to the most famous lawyer in America in what would be one of the most…


Book cover of Eight Faces at Three: A John J. Malone Mystery

Angela M. Sanders Author Of Witch upon a Star

From my list on screwball mysteries from the golden age of detection.

Why am I passionate about this?

Between humor and pathos, I lean humor. Even the saddest, most shocking events—murder, for instance—can be wrapped in kookiness. Combine this outlook with my love of old things (I’m sitting on a 1920s Chinese wedding bed and drinking from an etched Victorian tumbler at this very moment), and you’ll understand why I’m drawn to vintage screwball detective fiction. Although my mystery novels are cozies, I can’t help but infuse them with some of this screwball wackiness. I want readers to laugh, of course, but also to use my stories as springboards to see the hilarity and wonder in their own lives. 

Angela's book list on screwball mysteries from the golden age of detection

Angela M. Sanders Why did Angela love this book?

If screwball detective fiction intrigues you, you must read Craig Rice. Why not start with Eight Faces of Three, the mystery introducing the wacky, rye-soaked team of Jake Justus, Helene Brand, and John Joseph Malone?

Justus is a good-looking press agent and the book’s moral center; Brand is a gorgeous heiress and non-stop partier; and Malone is a stumpy lawyer-slash-PI with good instincts and better luck. Imagine Philip Marlowe meets the Marx Brothers.

In Eight Faces of Three, a young woman awakes to find her aunt murdered, all the house’s clocks set to 3 am, and herself the prime suspect.

Craig Rice was the first mystery writer to grace the cover of Time magazine. Her private life was strewn with ex-husbands and empty booze bottles, and she died way too young at 49.

However, her literary legacy—one critic dubbed her the “Dorothy Parker of detective fiction”—will keep her…

By Craig Rice,

Why should I read it?

1 author picked Eight Faces at Three as one of their favorite books, and they share why you should read it.

What is this book about?

Pioneering woman crime writer Craig Rice introduces her series sleuth, gin-soaked Chicago lawyer John J. Malone

John J. Malone, defender of the guilty, is notorious for getting his culpable clients off. It’s the innocent ones who are problems. Like Holly Inglehart, accused of piercing the black heart of her well-heeled and tyrannical aunt Alexandria with a lovely Florentine paper cutter. No one who knew the old battle-ax liked her, but Holly’s prints were found on the murder weapon. Plus, she had a motive: She was about to be disinherited for marrying a common bandleader.

With each new lurid headline, Holly’s…


Book cover of The Devil in the White City: Murder, Magic, and Madness at the Fair That Changed America
Book cover of Chicago by Day and Night: The Pleasure Seeker's Guide to the Paris of America
Book cover of World's Fair Notes: A Woman Journalist Views Chicago's 1893 Columbian Exposition

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