A walking tour acquaints you with the city around you, helping you avoid disaster during future scavenger hunts and upcoming bouts of amnesia. Get a few steps closer with this Groupon.
Choose Between Two Options
- $25 for a Chicago's Roaring '20s tour for two (up to a $50 value)
During the 1920s, notorious figures roamed Chicago—including a bootlegger named Al Capone. Characters like Capone traveled through a city infused with jazz and saw the construction of plenty of iconic buildings. This three-hour walking tour, subtitled Buildings, Booze & Jazz, discusses the historic events of the time and strolls past classic buildings, including Tribune Tower and the Wrigley Building. This tour takes place every other Thursday at 4 p.m.
- $45 for a Riverwalk brunch tour for two (up to a $90 value)
On Saturdays and alternating Sundays at 10 a.m., the Riverwalk brunch tour wends along the Chicago River. Once home to industries that helped Chicago grow into what it is today, the river now flows past scenic cafés and green spaces that each tell a story of the city's past and present. In the middle of the three-hour tour, groups stop by Houlihan's for a delectable brunch buffet (included in the price of the ticket), during which guides tell more tales of the city's history.
See more about each tour here.
Chicago's Finest Tours
The history buffs of Chicago's Finest Tours lead engaging and dynamic tours of two very different parts of the city. During the summer, intimate groups of up to 20 traverse the various walkways of the bustling yet majestic riverfront or climb aboard a boat for a sunny river voyage, soaking in vistas of Chicago's many architectural wonders. In the winter, tourgoers head below the sidewalks with torch in hand to explore the troll-populated tunnels of the Pedway, Chicago's underground network of shops, hotels, train stations, and eateries. Regardless of the tour, the knowledgeable guides engage strollers in a two-way conversation about the Windy City, enlightening audiences with historical yarns and humorous anecdotes.