62 books like Chicago by Day and Night

By Paul Durica, Bill Savage,

Here are 62 books that Chicago by Day and Night fans have personally recommended if you like Chicago by Day and Night. Shepherd is a community of 11,000+ authors and super readers sharing their favorite books with the world.

Shepherd is reader supported. When you buy books, we may earn an affiliate commission.

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

T.K. Ambers Author Of Runway Dreams: A Pricey Affair

From my list on bring fame, immerse you, and hook you.

Why am I passionate about this?

I’m drawn to stories about human nature and the many lifestyles people choose to live. My mother often tells me I’m like my great aunt Freda, who has a love for beautiful and fantastic things. Freda was famous in my mind, and I believe I was further drawn to reading about fame because I wanted to know what that world looked like. Is too much money stressful? Are social events unwanted obligations? Are famous marriages bound to fail? This list is a glimpse into the lifestyles of the rich and famous and both the curses and blessings of their daily lives. 

T.K.'s book list on bring fame, immerse you, and hook you

T.K. Ambers Why did T.K. love this book?

I love true crime, and Erik Larson is a pro. He takes two vastly different but significant events in our world’s history and brings them together. I’ve spent some time in Chicago, and I could easily picture the places he spoke of while recalling the details of the things that went wrong at the World’s Fair, as well as the activities of H.H. Holmes.

I immersed myself in his tails and was with him until the very last page. It was fascinating to learn of all the inventions that were first unveiled at the World’s Fair, as well as the number of significant people who took part in it. The sections on H.H. Holmes brought so many questions to my mind. What worries did he have? How did he get away with it for so long? After I finished reading Devil in the White City, I was so drawn…

By Erik Larson,

Why should I read it?

23 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 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 Chicago's Grand Midway: A Walk around the World at the 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?

Since the Midway was not on the official fairgrounds, it isn’t always discussed in detail in books about the Columbian Exposition/World’s Fair. This book focuses solely on the Midway and includes the background on all the attractions from Mr. Ferris’s Wheel to Cairo Street to Old Vienna, along with photographs and a map.

By Norman Bolotin,

Why should I read it?

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

What is this book about?

Created as a centerpiece for the Columbian Exposition of 1893, the Midway Plaisance was for one summer the world's most wondrous thoroughfare. A journey along its length immersed millions of spellbound visitors in a spectacle that merged exoticism with enlightenment and artistic crafts with dizzying technical achievement. Norman Bolotin, with Christine Laing, draws on his vast knowledge of the 1893 exposition to escort readers down the Midway. Step by step he takes you past forbidding Dahomeyans and dozens of belly dancers until, at last, you reach the colossal Ferris Wheel with cabins the size of street cars. The tour reveals…


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 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…


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 Venice Observed

Meredith F. 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 F. 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 Really the Blues

Jeff Stookey Author Of Chicago Blues

From my list on 1920s Chicago jazz musicians.

Why am I passionate about this?

My father, a huge Ella Fitzgerald fan, had a bunch of her records, and took us to hear her live once. So I knew mid-century jazz, but I had yet to discover its early origins. From the first, I knew my trilogy was set in the 1920s and one of the main characters had to be a jazz musician. I began collecting dozens of recordings by early jazz and blues artists, reading books about them, and I developed an enthusiasm for these early musicians. I found that the original “jazz maniacs” had the same passion for their music that I felt about rock and roll in the early 1960s.

Jeff's book list on 1920s Chicago jazz musicians

Jeff Stookey Why did Jeff love this book?

This jive-tongued jazz cat really knows how to use language! His use of slang is evidenced by the ten-page glossary at the end of the book. Raw and gritty, Mezzrow’s memoir describes how he learned to play jazz and blues in a juvenile reformatory, where he developed his love for the Black “race” and its culture. He often riffs on race. In 1920s Chicago he rubbed elbows with Black and White jazz luminaries, plus gangsters, prostitutes, and drug dealers. During a side trip to Paris, France, he spread the gospel of jazz to Europe. In the 30s he lived in New York City’s Harlem, inhabiting a milieu similar to that in Chicago, peddling marijuana to jazz greats and others. His extraordinary writing inspired Jack Kerouac and the Beat writers.

By Mezz Mezzrow, Bernard Wolfe,

Why should I read it?

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

What is this book about?

Really the Blues (90) by Mezzrow, Mezz - Wolfe, Bernard [Paperback (2001)]


Book cover of 1919

Stoney Compton Author Of Treadwell: A Novel of Alaska Territory

From my list on accurate immersion in a past time and place.

Why am I passionate about this?

As a child I read and experienced history books as adventures. Adventure drew me to Alaska after a hitch in the Navy. I wanted to write an accurate historical novel about Juneau and the Treadwell Mine and began my research. I knew the Alaska Historical Library was the perfect place to begin. When I discovered the extensive photo collections, I flashed back to my admiration of the historical novels that impressed me. I borrowed technique and structure from all and incorporated imagery in my manuscript. My main goal was to successfully immerse the reader in a good novel about 1915 in Alaska Territory.

Stoney's book list on accurate immersion in a past time and place

Stoney Compton Why did Stoney love this book?

I first read 1919 by Dos Passos when I was a teenager in the Navy. Having a yen for history since the age of eight, I was transported to an era where hopes and dreams have shattered or vanished. The author created the gritty and tawdry ambiance of characters as far out of their depth as was the reader.

We meet many limned characters with engaging flaws and hopes. The point-of-view shifts constantly and the narrative is spaced with advertising jingles from period radio programs and magazines to promote visualization.

The USA trilogy never left me. After pursuing art and making my living as a commercial artist for 15 years I turned to writing. I realized I wanted to create an immersive portrait of Juneau using similar tactics. I believe I succeeded.

By John Dos Passos,

Why should I read it?

2 authors picked 1919 as one of their favorite books, and they share why you should read it.

What is this book about?

“A Depression-era novel about American tumult has—perhaps unsurprisingly—aged quite well.”—The New Yorker

In 1919, the second volume of his U.S.A. trilogy, John Dos Passos continues his “vigorous and sweeping panorama of twentieth-century America” (Forum).

Employing a host of experimental devices that would inspire a whole new generation of writers to follow, Dos Passos captures the many textures, flavors, and background noises of the era with a cinematic touch and unparalleled nerve.1919 opens to find America and the world at war, and Dos Passos’s characters, many of whom we met in the first volume, are thrown into the snarl. We follow…


Book cover of The Lucky One

Deborah Halber Author Of The Skeleton Crew: How Amateur Sleuths Are Solving America's Coldest Cases

From my list on cold cases involving unidentified victims.

Why am I passionate about this?

I’d always known about the Lady of the Dunes. I’d read about how she was found in the dunes of Provincetown, Massachusetts, on July 26, 1974. I didn’t know about the tens of thousands of other unidentified victims like her, stowed around the US in the back rooms of morgues and unmarked graves. As a journalist who has always given a voice to those who struggle to be heard, I feel compelled to research and write about these Jane and John Does and the people who work to keep their cases in the public eye. I share a unique bond with writers who do the same.

Deborah's book list on cold cases involving unidentified victims

Deborah Halber Why did Deborah love this book?

I am biased toward any writer who features amateur sleuths. Lori Rader-Day not only plunges readers into a compelling story with a delightfully twisty ending, she also pays tribute to the volunteers who slave away on real-life sites such as The Doe Network. When the protagonist comes across a picture of a missing person, she realizes it’s someone from her past and resolves, for complicated reasons, to track him down. 

By Lori Rader-Day,

Why should I read it?

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

What is this book about?

"This might well be my favorite Rader-Day so far: a brilliant premise intriguingly developed, totally believable characters and a climax that took my breath away." - Ann Cleeves, New York Times bestselling author of The Shetland and Vera Series

From the author of the Edgar Award (R)-nominated Under A Dark Sky comes an unforgettable, chilling novel about a young woman who recognizes the man who kidnapped her as a child, setting off a search for justice, and into danger.

Most people who go missing are never found. But Alice was the lucky one...

As a child, Alice was stolen from…


5 book lists we think you will like!

Interested in Chicago, Paris, and presidential biography?

Chicago 392 books
Paris 387 books