When most people think of Chicago, images of the Willis Tower, deep-dish pizza, and Wrigley Field likely spring to mind. But beyond the iconic skyline and rich culinary traditions lies a treasure trove of fascinating, lesser-known facts and features that make the Windy City truly one-of-a-kind.
Whether you're a local looking to deepen your appreciation or a potential newcomer scoping out your next home, here are some intriguing things you might not know about Chicago—and why now might be the perfect time to connect with KD Homes, the top real estate brokerage in the city.
The Birthplace of the Skyscraper
It’s no secret that Chicago boasts one of the most iconic skylines in the world, but many don't realize that it’s also the birthplace of the skyscraper. After the Great Chicago Fire of 1871, a building boom ensued, driven by a need for fire-resistant structures. The Home Insurance Building, completed in 1885, was the first building to use a steel frame, making it the world’s first skyscraper.
This architectural innovation set the standard for vertical urban living and influenced cityscapes around the globe.
A River That Runs Backwards
Chicago's river is unique in more ways than one. In 1900, the city undertook one of the most ambitious civil engineering feats in American history: reversing the flow of the Chicago River. Originally flowing into Lake Michigan, the river was redirected to flow toward the Mississippi River basin to improve sanitation and protect the city’s drinking water supply.
Today, the Chicago Riverwalk is a vibrant hub of recreation and relaxation, but beneath its surface flows a history of ingenuity and adaptation.
The Only City With Its Own Typeface
Chicago is the only major city in the United States to have its own official typeface: “Big Shoulders.” Designed by Chicago-born typeface designer Xandro Smith, this bold, modern font pays homage to the city’s gritty resilience and industrial past. The name itself is a nod to Carl Sandburg’s famous poem “Chicago,” which dubbed the city the “City of the Big Shoulders.”
You’ll find this font used across official city signage and marketing, further reinforcing Chicago’s strong sense of identity.
A Mecca for Public Art
While cities like New York and Los Angeles often steal the spotlight for their art scenes, Chicago holds its own with an impressive collection of public art. Renowned artists like Pablo Picasso, Anish Kapoor, and Jaume Plensa have contributed major works to the city’s landscape.
From the towering “Cloud Gate” (affectionately called “The Bean”) in Millennium Park to the lesser-known “Four Seasons” mosaic by Marc Chagall, Chicago is a living gallery open to all.
Home to the World’s Largest Free Outdoor Food Festival
Every summer, Grant Park transforms into a food lover’s paradise during the Taste of Chicago, the world’s largest free outdoor food festival. The event attracts more than a million attendees annually and features a staggering array of culinary offerings from every corner of the city. From gourmet fare to street food, Taste of Chicago is a testament to the city's dynamic food scene—and a compelling reason to call this city home.
The Pedway: A Hidden Underground Network
Beneath the bustling streets of downtown Chicago lies an underground pedestrian walkway system known as the Pedway. Stretching more than 40 blocks, this network of tunnels and skybridges connects buildings, transit stations, and retail centers. It’s especially useful during Chicago’s colder months, providing a warm and convenient way to navigate the Loop.
Despite its practicality, many locals and visitors have never explored this subterranean city within a city.
Chicago Invented the Ferris Wheel
Another world first? The Ferris wheel. Designed by engineer George Washington Gale Ferris Jr., the original Ferris wheel debuted at the 1893 World's Columbian Exposition in Chicago. It was conceived as America’s answer to the Eiffel Tower and stood 264 feet tall—an engineering marvel of its time. Today, the Navy Pier Ferris Wheel continues this legacy, offering panoramic views of Lake Michigan and the skyline.
It’s a City of Neighborhoods
One of Chicago’s most endearing qualities is its patchwork of unique neighborhoods—each with its own personality, culture, and community. From the historic charm of Hyde Park to the artsy vibe of Pilsen and the vibrant nightlife of Wicker Park, there’s a place for every lifestyle. This diversity makes Chicago not just a city, but a mosaic of micro-communities, perfect for homebuyers seeking a neighborhood that truly fits their vibe.
The Lakefront Trail: An Urban Oasis
Chicago's Lakefront Trail spans 18 miles along Lake Michigan, providing a scenic escape for joggers, cyclists, and strollers alike. With access to beaches, parks, and iconic landmarks, it’s one of the best ways to experience the city’s natural beauty without ever leaving its borders. The trail is a year-round asset and a prime reason why many residents prioritize lakefront proximity when house hunting.
The City’s Literary Legacy
Chicago has long been a muse for writers and poets. From Upton Sinclair and Saul Bellow to Gwendolyn Brooks and Sandra Cisneros, the city’s literary lineage runs deep. The American Writers Museum, located downtown, celebrates this heritage and offers an immersive experience into the lives and works of great American authors, many of whom found their voice in the Windy City.
Work With the Best—KD Homes Chicago
Whether you’re captivated by Chicago’s architectural achievements, charmed by its diverse neighborhoods, or inspired by its cultural and culinary richness, one thing is clear: this city is more than meets the eye. If you’re considering moving to or within Chicago, there’s no better partner than KD Homes. As the premier real estate brokerage in the city, KD Homes brings local expertise, personalized service, and a deep understanding of Chicago’s dynamic market to help you find the perfect place to call home.
Don’t just visit the Windy City—live it. Explore your real estate options with KD Homes today and let their experienced team guide you through one of the most exciting real estate markets in the country.