Books and Films About Chicago: Let’s Begin with Leonardo DiCaprio


My hometown is 100 miles west of Chicago in the middle of the corn fields. When I drove into the city for a ball game or the theater or the fine Italian food on Rush Street or the art museums or biking the Lakeshore or walking around Navy Pier or killing time before Ravinia, (There’s lots to do!) I remember those times my Mom accompanied me, and she’d throw a blanket over her head so she couldn’t see me maneuver down the Eisenhower Expressway to get to Michigan Avenue. I’ve never had a bad experience in Chicago, only lovely, romantic, fun times. It’s one of my favorite metropolitan cities in the world rivaling London, Sydney, and Rome.

images  imagescity lk

When it comes to books, three that describe the historical importance of Chicago are Devil in the White City, Sister Carrie, and The Jungle.

Erik Larson’s 2003 National Book Award finalist contribution tells about two historical events that occurred side by side, the making of the Chicago Exposition of 1893, and the killings at the hands of psychopath, H.H. Holmes. This non-fiction account appealed to me for many reasons. Generally, I enjoy studying the Gilded Age and the relationship between the powerful and the powerless. This time frame matched the time period and setting of my novel, The Knife with the Ivory Handle.


Larson received acclaim for his meticulously researched account. It documented two story lines, how architectural marvels transformed Chicago in the late 1800s and a nefarious serial killer, H.H. Holmes. I was eager to read about these two topics, however, it became clear to me that the drama surrounding the 1893 Chicago Exposition could not compete with America’s version of Jack the Ripper.


John Root and Daniel Burnham were partners and principal architects of the Chicago Exposition of 1893 along with Frederick Law Olmsted, landscape architect whiz of Central Park, NYC. Surrounding them were the barons of the Gilded Age in Chicago:  Marshall Field, George Pullman, Louis Sullivan, Philip Armour, and Potter Palmer. Burnham’s charm and ambition created a fair that occupied over two hundred buildings in a square mile.


H. H. Holmes

Every chapter vacillated from Burnham to Holmes’s point of view. Instead of merging the two separate stories, the division created a competition for my attention. In the end, I found myself jumping ahead every other chapter to read about the psychological progression—or the ethical digression—of a maniac. What tendencies did Erik Larson give his killer to create a psychopath able to calmly fool everyone he met? Holmes was often described with bright blue eyes, extreme handsomeness and charm. Holmes was methodical. He found beautiful women irresistible. He would charm them into loving them. Then they would go missing. He quickly assumed wealth as a pharmacist, various scams, and money inherited by women he married. In anticipation of opportunities provided by the Chicago Exposition, he built a hotel to accommodate his future victims.


It was estimated he killed 36-200 women. Holmes would ship the remains to a third-party, who sold the body to medical houses be used as a cadaver. Larson described Holmes as an amphibian which was keenly accurate. Larson’s killer was cold, calculating, and unfeeling, and Larson refrained from gore and descriptions of the horror of the kill. I think Larson did this to match the other story of how Chicago architects competed to transform the midwest city into a metropolis to rival New York City. It wasn’t a surprise to me to learn that Larson’s background was in journalism.

Well, what does this have to do with Leonardo DiCaprio?


Leonardo DiCaprio and his production company, Appian Way, along with Double Features picked up the rights to The Devil in the White City in 2011. He is slotted to play the killer Holmes. DiCaprio hired up-and-coming screenwriter, Graham Moore, to complete the script. Recently, Warner Bros. picked up the rights for the book and Appian Way will produce the feature. Leo is off on a long break, and I hope when he returns to work, he will get down to making this film. I’m looking forward to Gatsby next week and The Wolf on Wall Street out in he fall of 2013. This will be the fifth time Leo and Martin Scorsese collaborate. I can’t wait!


The Windy City has a sordid, fascinating past. What do you like best about Chicago?  Do you think Leonardo DiCaprio can pull off playing a serial killer? How on earth will Graham Moore create an element of humanity in a psychopath for us to care?

9 thoughts on “Books and Films About Chicago: Let’s Begin with Leonardo DiCaprio

Add yours

  1. This is an interesting post. I didn’t really know much about H.H. Holmes before. Now I’m intrigued. I have no doubt that DiCaprio can pull off playing a serial killer. He can basically play anything. I think that people are used to rooting for DiCaprio in any of his roles. That will make it easier for people to like his character as a killer. What I like most about Chicago is that it seems like a much cleaner city than New York City. I’m not sure if it’s the architecture or what, but the big city as a whole seems nicer and cleaner than other competing big cities.


    1. I agree with you on all accounts! Comparing NYC to Chicago, I like that you can walk from one side of Chicago (couple hours) downtown and in NYC–forget about it! It’s too big, too claustrophobic for me. Lake Michigan provides a refreshing aspect and the quality of culture is world class. I am a big fan of art–the Museum of Art and the Modern Museum and the reformed stockyards to outside modern art exhibit is just too cool to miss. So glad you stopped by!


  2. No trip back to Illinois to visit family is complete without a train trip into the city. The architecture, the lakeshore, and the museum’s are definitely favorites, but I’ll add, for a city so large, the people are pretty friendly. Chicago will always hold a special place in my heart.

    100 miles west of the city??? I grew up in Bartlett, hubby in Sandwich, and as newlyweds we lived in Hinsdale. Nice post!


  3. So are you in Iowa, Cindy? So we’re neighbors 😀 Great post, I gotta read it more closely later on, but I’m curious about Wolf of Wall Street, hope Leo pulls in off.


I ♥ comments.

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s

A Website.

Up ↑

%d bloggers like this: