Deciding to relocate to a new city is a journey in itself, and there’s no such thing as too much research. However, you need to go further than simply learning about housing, the local economy and job opportunities. Oftentimes, the most successful way of getting the vibe of a place, and of deciding whether it’s a good fit for you, is by immersing yourself in its culture and history. Books and movies can tell a lot about a place. And, since we already covered the best movies to get to know Chicago, we decided to provide a list of books that will make you more intimately acquainted with the Windy City.
So, grab a book, settle into your favorite reading spot, and let’s embark on a literary adventure through the heart and soul of Chicago.
1. “The Coast of Chicago” by Stuart Dybek
In this collection of interconnected short stories, Dybek takes readers on a journey through iconic Chicago spots, such as Pilsen, Little Village and the shores of Lake Michigan. Dybek’s attention to detail and keen observation manage to immerse readers in the city’s unique atmosphere. Whether it’s the aroma of tamales wafting through the streets or the haunting melody of jazz drifting from a South Side club, Dybek’s stories evoke a sense of place that is quintessentially Chicagoan.
2. “Crossing California” by Adam Langer
Set in the racially and culturally diverse West Rogers Park neighborhood during the late 1970s, the novel provides a panoramic view of Chicago’s urban life. Pop culture references, music playlists and literary allusions offer a window into the cultural zeitgeist of 1970s Chicago. Langer’s descriptive prose brings Chicago to life, painting vivid portraits of its streets, neighborhoods and landmarks, whether it’s the bustling commercial strips of Devon Avenue or the quiet residential blocks of West Rogers Park.
3. “The Time Traveler’s Wife” by Audrey Niffenegger
Set against the backdrop of the city’s iconic skyline and cultural scene, the novel offers a poignant and evocative portrait of Chicago that resonates long after the final page. The lives of its characters, Henry and Clare, are intricately weaved with the sights of the city. The historic architecture of the Newberry Library, where Henry works as a librarian, the picturesque landscapes of Lincoln Park and the shores of Lake Michigan are just some of Chicago’s landmarks readers will get acquainted with in this book.
4. “The House on Mango Street” by Sandra Cisneros
Set in the working-class neighborhood of Humboldt Park, the novel follows the coming-of-age experiences of Esperanza Cordero. Readers are transported to the streets of Chicago, from the bustling marketplace of Maxwell Street to the quiet residential blocks of Mango Street, where they encounter a mosaic of cultures, languages and traditions, highlighting the city’s diversity and spirit.
5. “Chicago: City on the Make” by Nelson Algren
Algren’s work is a collection of essays, poems and reflections painting a striking picture of Chicago’s working-class neighborhoods, marginalized communities and larger-than-life characters. Algren’s insightful characterization of Chicago as “a city that was to live by night after the wilderness had passed. A city that was to forge out of steel and blood-red neon its own peculiar wilderness” is still one of the most poetic and suggestive quotes about the true essence of the city.
6. “Chicago Poems” by Carl Sandburg
Sandburg’s poems portray the everyday lives of Chicagoans, from the factory workers and laborers to the immigrants and dreamers who call the city home. The volume’s iconic poem “Chicago” celebrates the city’s grit and determination, while “The Harbor” reflects on the bustling activity along Lake Michigan’s shores. This poetry volume is an essential read for anyone looking to connect with the essence of Chicago.
7. “The Jungle” by Upton Sinclair
Upton Sinclair’s famous novel “The Jungle” provides a stark and unflinching portrayal of Chicago’s industrial landscape and the harsh realities faced by its immigrant population in the early 20th century. Through the lens of protagonist Jurgis Rudkus and his family, we learn about the brutal working conditions, exploitation and social injustices prevalent in Chicago’s meatpacking industry. This novel did, in fact, help persuade Congress to establish federal responsibility for public health and welfare.
8. “The Adventures of Augie March” by Saul Bellow
Saul Bellow’s novel follows the Augie March, a spirited and resourceful young man growing up in Depression-era Chicago, and it highlights some of the iconic neighborhoods of Chicago as they were back then. From immigrant neighborhoods like Humboldt Park and Lawndale to the lively atmosphere of the downtown Loop, Bellow captures the energy and diversity of Chicago with beautiful prose and plenty of humor.
9. “Letting Go” by Philip Roth
While “Letting Go” by Philip Roth primarily unfolds in New York City, it features a lot of Chicago throwbacks through its main character. His interactions with fellow intellectuals, activists and residents make for a compelling lens through which to explore the city’s atmosphere. Readers will also encounter many references to Chicago’s neighborhoods, such as Hyde Park and the South Side, as well as its iconic landmarks like the University of Chicago.
10. “The Death of the Detective” by Mark Smith
This is another novel that, despite not being set in Chicago, manages to communicate a lot about the Windy City. Through the main character Vincent Valtrez’s backstory and memories, readers are provided glimpses of his upbringing in Chicago and the impact the city had on shaping his character and worldview. References to Chicago’s neighborhoods, such as the South Side and Little Italy, are also thrown into the mix.
Ready to move yourself (and your books) to Chicago? Here’s how the local self storage sector can help
If our list of books featuring Chicago helped you make up your mind and you’re now on your way to relocating here, here’s another tip for you. Chicago’s self storage sector can make the moving process, and your new life in the city, a lot easier and more organized.
Renting a self storage unit in Chicago allows you to safely keep your belongings while you are deep-cleaning or remodeling your new home to your heart’s desire. But self storage use goes well beyond the moving process. In order to keep your Chicago home or apartment neat and well organized, you can store those items you don’t use on daily basis, such as holiday decorations, seasonal items, extra furniture or books that you already read but don’t want to part ways with. This way, you’ll have the physical and mental space to start your new life in Chicago on the right foot.
How to Move a TV: The Right Way to Pack, Transport and Store Any Television
TVs rank among the most stressful items to move. They’re large, awkward to carry and one wrong move can leave you with a cracked screen or dead pixels. Modern LED, OLED, and QLED panels are significantly more fragile than the heavy TVs of the past. Their screens are thin, their internal components are delicate, and they’re designed to sit still on a stand, not ride in the back of a moving truck.
How to Store Bedding the Right Way (Without Smells or Flattened Fills)
If you’ve ever pulled a comforter out of storage and immediately caught a whiff of something musty, you know how frustrating it can be. Good quality bedding can be quite expensive, so you definitely want to keep what you own in pristine conditions.
Where to Get Moving Boxes in NYC: Your Complete Guide
Moving across New York City comes with all sorts of logistical puzzles. You’re working around narrow staircases, building freight elevators with limited hours, alternate-side parking windows, and doormen who’d rather you weren’t blocking the lobby with a dolly. The last thing you want to be scrambling for on top of all that is moving boxes.
How to Keep Personal Belongings Organized When Living Together
You dreamed of the Friends apartment. Or maybe just a tidy place where you and your roommate had your own corners of the world. For couples, living together was supposed to feel like home. For multigenerational living, it was supposed to bring everyone closer. What nobody warns you about is that living together introduces a whole new layer of organization in shared spaces. Your stuff, their stuff and everyone’s habits are competing for the same square footage.
Where to Donate Furniture in San Francisco: 6 Organizations That Make It Easy
San Francisco has no shortage of places to donate furniture, which is good news in a place where moving trucks seem to be a permanent part of the streetscape. Anyone who’s ever watched three friends pivot a couch around the tight corner of a San Francisco Victorian knows moving day here can turn into a spectator sport. Apartments change, roommates come and go and sometimes the couch that fit in one place might not make the trip to the next.
How to Store Ties: Closet, Drawer and Travel Scenarios
The best way to keep your ties wrinkle-free is to just learn how to properly store them. You can start by knowing to never store ties knotted, in tight rolls, or exposed to direct sunlight or heat (which causes discoloration). But there are a few extra steps you can take to ensure your ties stay in top form. Let’s go through all the places and ways you can store your ties, and you may never have to worry about a crumpled necktie again in your life.
How to Store Belts (Without any Hassle)
If you want to make sure you’re storing your belts properly, we get it. A belt might be a small part of an outfit, but small details can make a big difference. Belts have been part of clothing for thousands of years — dating back to the Bronze Age — and while their purpose has evolved, they remain both functional and personal. If you have a favorite leather belt, an expensive piece, or simply a few belts you want to keep looking their best, it’s worth knowing how to store them properly. The right method can help prevent creases, cracks, scratches and unnecessary wear.
Where to Donate Books in Chicago
As much as we don’t like giving up books, sometimes we just have to in order to create the mental and bookshelf space for new literary adventures. But we all want to make sure our books aren’t wasted and get a second life. Chicago has a generous network of organizations that will put your books back into the hands of readers who’ll treasure them. Here’s where to donate books in Chicago, based on our research.
How Snowbirds Handle Traveling South: Car Shipping and Storage at Your Winter Home
Every fall, millions of Americans are confronted with the same logistical puzzle: pack up one home, land in another, and somehow keep both places functional for months at a time. If you’re a snowbird, you know the challenge isn’t just the packing. It’s also figuring out what travels with you, what you leave behind, and what to do about the car.