The Best Books About Chicago for Kids of All Ages

Photos courtesy of Amazon


We all know Chicago has inspired great movies like “Ferris Bueller’s Day Off” and “The Blues Brothers,” but the Windy City has served as the backdrop for many children’s books, too. Try these for some bedtime reading to introduce your little Chicagoans to their hometown.


Babies & Toddlers


Good Night Chicago, by Adam Gamble

“Goodnight Moon” has nothing on this bedtime book, which takes little ones through a full day in and around Chicago. Chicago’s world-class museums get greetings, as do the sports teams, shopping spots and favorite recreations. Even the Picasso gets a shout out on our personal favorite page. The littlest readers will be sure to return to it again and again and spot the special sites on a trip downtown.


Littlest Chicago Sports Fans books

Take a stroll around Wrigleyville and you’ll see the blue-and-white “W” flags hanging from porches and car antennas. The Chicago Cubs ABC book tacks on A for at-bat, F for “Friendly Confines,” I for the famous ivy of Wrigley and more. Don’t worry White Sox fans, there’s an alphabet book for you too. And a book for Da Bears!


1-2-3 Chicago: A Cool Counting Book, by Puck

Kids will count from one to 10 with some of Chicago’s most beloved symbols. You’ll have to swap Willis Tower in for SearsTower, as this book is pre-2009, but this board book is a winner with bold illustrations and a complete location list at the end to help families plan their own day in the city.


Larry Loves Chicago!, by John Skewes

What’s not to love about our city? Larry the pup agrees as he travels to Navy Pier, the L, Field Museum, the “Bean” and more! This board book shares all the best things about Chicago—including our hot dogs! If you love Larry, add “Chicago ABC: A Larry Gets Lost Book” to your reading list.


C Is for Chicago, by Maria Kernahan

Teach baby their ABCs, Chicago-style. This fun board book is a great introduction to all of the things that make Chicago great and it has beautiful illustrations!


Preschoolers & Elementary


W is for Windy City, by Deborah Dover Layne

“A is for Art Institute or Adler Planetarium.” So begins “W is for Windy City,” an alphabetical tour of Chicago’s landmarks written by a St. Charles couple. And they’re not all places—Barack Obama, the Daleys, MJ and Oprah all get their due. Make sure to check out the “X” for a clever take on the Sears Tower vs. Willis feud.


Journey Around Chicago from A to Z, by Martha Zschock and Heather Zschock

Next stop, Chicago! That’s the shout from conductor Martha Day Zschock, who has taken children and their delighted parents on journeys around Boston, New York, San Francisco, Washington D.C., Philadelphia, Maine, Nantucket and Cape Cod since starting this bestselling series in 1999.


Larry Gets Lost in Chicago, by Michael Mullin

Pup Larry and his owner, Pete, take a vacation to Chicago, but somewhere in between the Magnificent Mile and a stop at a hot dog stand, Larry loses his way. Join this troublesome pup on a romp as he searches for Pete and passes through Chicago’s most famous landmarks.


The House That Jane Built, by Tanya Lee Stone

Teach your children a piece of Chicago history with a story about Jane Addams. They’ll learn all about the first American woman to receive the Nobel Peace Prize and how she opened up her house to help her community.


I Survived the Great Chicago Fire, 1871, by Lauren Tarshis

The Great Chicago Fire is one of the most historic and tragic moments in our city. Told in the point of a view of a child named Oscar, he arrives to Chicago to find himself in the middle of the fire. This best-selling series gives a fascinating perspective of history that your kids won’t even realize that they’re learning.


Colorful Chicago: Explore & Color, by Laura Lahm

Colorful Cities is helping us “travel” through the city while at home with this coloring book. Explore the black and white illustrations of iconic local attractions such as the DuSable Museum of African American History or the Lakefront Trail.


Tweens & Teens


Chicago Then and Now, by Kathleen Maguire

Get a glimpse of Chicago in the past and present. Your kids will be surprised to see how much has changed with some historic landmarks still in place. They’ll recognize everything from Wrigley Field and Art Institute of Chicago to The Chicago Theatre.


100 Things to Do in Chicago Before You Die, by Molly Page

Even if they lived in and around Chicago all their life, there’s so much they need to see! This book is divided into categories like food, entertainment, culture and more. Put together a bucket list and go out on an urban adventure with the entire family. Before you head off, listen to our Masters in Parenting podcast with author Molly Page.


The Chicago Coloring Book: Iconic Landmarks and Hidden Gems, by Chris Arnold

Here is an adult coloring book that captures the beauty of Chicago with more than 50 illustrations. Your tweens and teens will love to color out familiar places of the city and it makes great wall art for a bedroom, too.


The Chicago Cubs: Story of a Curse, by Rich Cohen

Sports fans will love to dive into the Curse of the Billy Goat supposedly placed on the Chicago Cubs. Even if the curse is dead, this novel is filled with rich history about the baseball team over the decades.


The South Side: A Portrait of Chicago and American Segregation, by Natalie Y. Moore

It’s important for our children to learn all aspects of Chicago and Natalie Moore’s non-fiction book explains the communities and lives of the South Side. Best for your teenagers, learn about Chicago’s historic segregation and how race and class impact the city today.


Southern Exposure: The Overlooked Architecture of Chicago’s South Side, by Lee Bey

For young fans and aficionados of Chicago’s architecture, this new book is a peek into what’s NOT on the typical architecture tour of the city. Peer into 60 sites on the South Side, even those lesser known by widely known architects.


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This story originally published in Chicago Parent magazine in 2011. It has been updated with the most recent information.


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