This tour includes multiple architectural landmarks and curated food stops that offer a taste of Chicago’s creative spirit, both on the plate and in design. Stops on the day typically include the following:

The Monadnock Building
Kick off your journey at this 19th-century masterpiece, a symbol of architectural innovation with its clean lines and fortress-like structure, a bold transition from classical to modern design.

Rookery Building Lobby
Step inside one of the oldest high-rises in Chicago, beautifully updated by Frank Lloyd Wright. Marvel at the light-filled, intricate lobby that balances form and function.

Chicago Board of Trade Building
A cornerstone of Art Deco brilliance, this historic skyscraper features stunning reliefs and is topped with a massive statue of Ceres, the Roman goddess of agriculture.

Chase Tower Plaza
As you cross the Loop, visit this striking modernist structure surrounded by a public art plaza featuring Marc Chagall’s mosaic mural, “The Four Seasons.”

Depot 226
Refuel with a thoughtfully prepared light lunch at this hidden gem, nestled inside one of Chicago’s classic Loop buildings. Think locally sourced sandwiches, soups, or seasonal bites.

Final Dessert Stop near Willis Tower
End your walk on a sweet note with a locally made dessert, perhaps a brownie (Chicago invented it, after all!), while taking in views of the Willis Tower rising above.