63 books like Chicago by Day and Night

Erik Larson is known for his masterful ability to combine meticulous research with rich prose to breathe life into history. This book, with intersecting narratives of a serial killer and a brilliant architect set at the 1893 World’s Fair in Chicago, painted such a living picture for me that I still felt stuck to the canvas even when I wasn’t reading.

I learned about astonishing true events and characters I barely knew existed. The contrast between the great inventors on the grand stage of the fair and the killer haunting its shadow was superbly done.

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.

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.

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.

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.

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. 

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.

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.

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.

This isn’t romance, mystery, or suspense per se. Living Landmarks are historic places that you can still visit, and they tell us the story of Chicago. Although much was destroyed in the Great Fire of 1871, some of the early architecture remains. And what was built after defines the “city of big shoulders.” As the author says, “Chicago is the physical manifestation of dreamers, malcontents, philanthropists, and grifters.” You can read about what is, maybe, the oldest house in Chicago, Clarke House, now a museum or any other of the forty-nine sites. Places I used like the Palmer House, The Rookery, the Art Institute, Union Station, and the Civic Opera House are all represented. The stories are short but compelling and the book is a valuable resource if you want to know more about the romance and mystery that define Chicago.