Explore Chicago’s rich history with expert guide Dave Lineal. Discover hidden gems and historic sites on this immersive downtown walking tour.
Explore Chicago’s rich history with expert guide Dave Lineal. Discover hidden gems and historic sites on this immersive downtown walking tour.
- Chicago River - The city of Chicago derives its name from this river! Participants will stroll along the picturesque Chicago Riverwalk and discover the historical significance of the Chicago River. Additionally, they will explore its current importance to the city.
- Cloud Gate - Known as “The Bean,” this is Chicago’s most famous public art…
- Chicago River - The city of Chicago derives its name from this river! Participants will stroll along the picturesque Chicago Riverwalk and discover the historical significance of the Chicago River. Additionally, they will explore its current importance to the city.
- Cloud Gate - Known as “The Bean,” this is Chicago’s most famous public art piece, located in the vibrant Millennium Park. Visitors will contemplate the artwork, learn about its creation, and find the ideal spot for a perfect Chicago Bean selfie.
- Picasso Statue - This is Picasso’s largest artwork, situated in a public plaza in Chicago. Participants will delve into the piece that initiated Chicago’s rich tradition of public art.
- Chicago Pedway - Chicago boasts over 40 blocks of underground walkways. Participants will walk a few blocks here and learn about this impressive system.
- City of Chicago - City Hall - The hub of Chicago’s government operates in a grand building dating back to 1906. Participants will explore the historic interior and learn about the workings of Chicago’s city government.
- Palmer House Hilton Historic Lobby - The Palmer House is the oldest continuously operating hotel in the United States. Participants will experience the grandeur of the jazz age in its magnificent lobby.
- Chicago Cultural Center - Originally built as Chicago’s public library in 1897, it now serves as a stunning civic building known as the Chicago Cultural Center. This breathtaking palace of culture dazzles with Tiffany glassworks and marbles from around the globe.

- Entrance fees
- Entrance fees
Explore the fascinating history and architecture of Chicago with expert tour guide Dave Lineal. Stroll among the towering skyscrapers of downtown and discover how Chicago became a global leader in culture, commerce, and architecture. The tour ventures inside remarkable buildings, including some of the world’s oldest skyscrapers, City Hall, the…
Explore the fascinating history and architecture of Chicago with expert tour guide Dave Lineal. Stroll among the towering skyscrapers of downtown and discover how Chicago became a global leader in culture, commerce, and architecture. The tour ventures inside remarkable buildings, including some of the world’s oldest skyscrapers, City Hall, the underground Pedway, and the historic library. Along the way, visitors will admire public art such as the Picasso and the Bean. Immersed in the very places where history unfolded, Chicago’s colorful stories come vividly to life.
This walking tour is designed to deepen your understanding of modern-day Chicago through an in-depth exploration of its past.
Your guide is the friendly and knowledgeable Dave Lineal: a local artist, culture enthusiast, and historian. Dave is tested and certified by the Chicago Tour-Guide Professionals Association.
This all-weather walking tour combines both outdoor and indoor experiences and lasts approximately two hours. The group meets under the marquee at the Chicago Theater, 175 N. State Street.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.