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Stepping Out: 200 Years of Chicago's Best and Worst History, Up Close and Personal
4 tour bundle
About the Bundle

Join professor and urban historian Richard Junger on these four exciting walks through the windy city’s often turbulent history, meeting some of its most famous and infamous citizens.

Go back in time to Chicago's earliest years and hear about the first crime bosses, sex workers, con men, corrupt policemen, opium addicts, and crooked politicians. Just another day at the office.

Travel back 100 years and walk in the footsteps of gangsters like Al “Scarface” Capone, Frank “the Enforcer” Nitto, and “Greasy Thumb” Jake Guzik. Or big-time flesh peddlers like the Everleigh sisters and Mickey Finn.

Experience 200 years of Chicago from around its heart and soul, the Chicago River. From triumphs to disasters, Chicago was and is its river.

Experience why Chicago is the jewel of the American Midwest, from its lakefront and Gold Coast to the Water Tower and Magnificent Mile, all in a comfortable walk.

See the best of the Windy City while you glide through its golden districts

Walking Tour

|
60 mins
|
2.5mi
(15)
$8.99
Navigate stories of scandal, tragedy and revitalisation in the heart of Chicago

Walking Tour

|
60 mins
|
2.2mi
(21)
$7.99
Follow prostitutes, pimps and gangsters on a stroll through 1930s Chicago

Walking Tour

|
45 mins
|
1.5mi
Zoom in on Chicago’s crooked past, once ‘the world’s wickedest city’

Walking Tour

|
75 mins
|
2.6mi
(40)
$7.99