Navigating Chicago’s Underground: A Guide to the Pedway

City of Chicago Pedway System compass sign

Exploring the Chicago Pedway offers a unique perspective on the city’s infrastructure and history. If you want to discover the hidden gems, cultural hubs, shopping districts, and dining hotspots found along this lesser-known network of underground pedestrian pathways, you’re in the right place!

Discovering Hidden Gems in the Chicago Pedway

Spanning over 40 blocks in the downtown area, the Chicago Pedway is a fascinating part of the city’s infrastructure. Built in the 1950s, it has evolved over the decades to connect major buildings, public transit stations, and landmarks, providing a sheltered route for pedestrians. Exploring these pathways reveals the city’s layered history and architectural evolution, with stunning details from various eras of Chicago’s development.

Explore Chicago's Pedway with the help of compass signs & maps

Cultural Hubs Along the Pedway

The Pedway is a gateway to some of Chicago’s most treasured cultural landmarks.

Chicago Cultural Center: Connected to the Pedway, this magnificent building at 78 E. Washington Street features beautiful stained glass domes and intricate mosaics. It hosts free art exhibitions, performances, and cultural events, making it a perfect stop on your underground adventure.

Theater District: The Pedway offers easy access to Chicago’s vibrant Theater District. Catch a show at iconic venues like the Chicago Theatre or the Goodman Theatre, and immerse yourself in the city’s dynamic performing arts scene.

City Hall: Admire this beautiful interior where locals get parking permits, marriage licenses, city stickers & more.

Chicago's
City Hall celebrates Pride Month

Shopping and Dining Hotspots

The Pedway is not just a passageway but a destination in itself, offering numerous shopping and dining options.

Shops: Various retail stores are located within the Pedway, including convenience stores, specialty shops, and boutiques. The interconnected nature of the Pedway means you can shop without braving the weather outside.

Dining: The Pedway is home to an array of dining options, from quick-service eateries to sit-down restaurants. Highlights include:

  • The Walnut Room: (Macy’s/Marshall Field’s) First restaurant ever to open in a department store, started as a Tea Room. Try what started it all, the Chicken Pot Pie, and a delicious Frango Mint.
  • Wow Bao: Known for its Asian street food, Wow Bao offers delicious bao buns, rice bowls, and potstickers, conveniently located for a quick bite.
  • Gayle V’s Best Ever Grilled Cheese: Try Chicago’s BEST homemade grilled cheese while supporting 25 local & farm fresh businesses. It’s a grilled cheese with a purpose.
  • Farmers Fridge: Yes, it’s a salad vending machine, really. And it’s fresh & delicious!

Exploring the Chicago Pedway offers a unique journey through hidden gems, cultural hubs, shopping districts, and dining hotspots, showcasing the city’s rich infrastructure and history.

Unique Perspectives on Chicago’s Infrastructure

Walking through the Pedway gives you a unique view of Chicago’s infrastructure and ingenuity in creating a pedestrian-friendly environment amidst a highly populated urban landscape.

Weather-Proof Commute: The Pedway offers a convenient, weather-proof route, connecting key transit stations like the CTA and Metra. It’s a lifesaver during Chicago’s harsh winters and rainy days, making commuting a breeze.

Public Art: As you explore, keep an eye out for public art installations. Murals, sculptures, and interactive displays add a splash of color and creativity to your journey, reflecting Chicago’s vibrant artistic spirit.

  • The Smith Museum of Stained Glass WIndows: These spectacular colorful windows are a joy to look at while walking through the Chicago Pedway. 

A Journey Worth Taking

Exploring the Chicago Pedway is like uncovering a secret layer of the city. Whether you’re a local looking for a new adventure or a visitor eager to see a different side of Chicago, the Pedway offers a unique experience.

For those interested in guided tours that delve deeper into the history and highlights of the Chicago Pedway, visit Tours by City Girl. Book my Loop Highlights extended tour to explore the pedway.

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