- 2.5-hour walking tour of Chicago history, architecture and bars
- Sip drinks and nibble on appetizers at three historic pubs as you learn about the city’s history
- See secret spots from the entertainment world of 20th-century Chicago, including a former speakeasy and jazz club from prohibition times
- Take in landmark buildings including the Tribune Tower and Intercontinental Hotel on the Magnificent Mile
- Admire the architecture that has made the Windy City famous
Recent Photos of This Tour
What You Can Expect
Outside the neo-Gothic style Tribune Tower, note the bricks at the base of the building. In the early 1900s, the eccentric owner of the Chicago Tribune newspaper asked reporters to send rocks from famous buildings around the world; resulting in the display of more than 140 bricks that hail from the Taj Mahal, Westminster Abbey and World Trade Center, among other places.
Continue to the Intercontinental Hotel, where your guide explains its mixture of architectural styles. Marvel at large exterior carvings in Assyrian style; a Moorish-inspired gold dome; and learn about the mysterious motivations behind the exotic ornamentation of this skyscraper.
Visit the original Billy Goat Tavern, a legendary bar that was immortalized in a Saturday Night Live sketch, and is also known as a favorite watering hole of local newspaper reporters.Your guide illustrates the tour with video and photographs on iPads provided for the tour and shared among your group.
As you discover more historic architecture and stop into other bars, you'll learn more about jazz history, Chicago breweries, and the prohibition era's legendary mobsters such as Al Capone, part of Chicago's notorious crime syndicates. Have fun socializing and getting to know your group in a game learning about nightlife and entertainment in the neighborhood during the 1960s to win a prize!
Expect to walk at a leisurely pace, covering a half mile in about 2.5 hours, with plenty of time to stop for drinks and appetizers at three historic bars. Appetizers are included; please choose to drink wine or beer, soda, or water during the tour and bring cash to cover your drinks.