Walking Tours Chicago

Walking Tours in Chicago

Explore the Windy City on foot with a guided walking tour of Chicago’s vibrant neighborhoods, historic landmarks, and cultural attractions.

Why Take a Walking Tour?

  • Get up close and personal with Chicago’s iconic buildings, parks, and monuments
  • Discover hidden gems and local secrets that only a true Chicagoan would know
  • Learn about the city’s rich history, from its founding to the present day
  • Enjoy a unique and memorable experience with a knowledgeable guide
  • Millennium Park and The Loop: Explore the heart of downtown Chicago, including iconic landmarks like the “Cloud Gate” sculpture (also known as “The Bean”) and the Willis Tower.
  • Lincoln Park and Lake Shore Drive: Stroll through one of Chicago’s largest and most beautiful parks, with stunning views of Lake Michigan and the city skyline.
  • Pilsen and Little Village: Experience the vibrant culture of these two thriving neighborhoods, known for their street art, Latin American cuisine, and historic architecture.
  • Architecture River Cruise Alternatives: For a non-water based experience, consider walking tours that focus on Chicago’s incredible architectural heritage.

Tips and Essentials

  • Wear comfortable shoes, as walking tours can cover up to 2-3 miles per day
  • Bring water, snacks, and sunscreen (depending on the season)
  • Be prepared for variable weather conditions, including rain and extreme heat
  • Consider purchasing a Chicago CityPASS for discounted admission to many attractions
  • Respect local businesses and residents by following guide instructions and staying with the group

Getting Around

  • Most walking tours start at designated meeting points in popular areas of the city
  • Public transportation options include buses, trains (El), and the ‘L’ train
  • Taxi or ride-share services are also readily available