Places Dapper Dan 9 Wants to Go

The design of this historic domed church was influenced by Thomas Jefferson and intended as a statement of religious freedom.

At this former Prohibition speakeasy, electric birds signaled the arrival of hooch.

This simple convenience store sits on the location where the Ouija board was named—and has a plaque to prove it.

Once part of a dam servicing an early 19th century grist mill, the tucked-way falls are a tricky-to-find urban oasis.

It’s not hard to see why the historic Peabody Conservatory of Music’s library has been described as a “cathedral of books.”

Beloved bar home to musicians of all eras and reputations.

A European-style bath house in Chicago.

A Museum of Holography frozen in 1974.

The palatial McDonald's that inspired Wesley Willis.

In 2004, a Dave Matthews Band tour bus dumped 800 pounds of waste off a bridge and onto an unsuspecting tour boat below.

A century-old network of freight tunnels underneath the city's historic business district.

Home to a protest movement, a bombing, and a dramatic change in labor history.

Louis Sullivan’s dark, swirling cast-iron designs envelop a popular department store in this Chicago landmark.

This museum celebrating the almighty dollar lets visitors literally stand in the shadow of a million bucks.

In one Chicago park, a trio of werewolves are waiting to devour their fallen brethren.

These pretty kitties killed and ate as many as 135 railway workers.

This monument owes its name to a quote by the famous civil rights activist and journalist.

The final resting place of up to 6,000 Confederate soldiers, the largest mass grave in the Western Hemisphere.

One of the largest pieces of scientific equipment ever carried on a NASA space shuttle sits in a Chicago alley.

An actual 1957 Cadillac De Ville, encased in 15 cubic yards of concrete.

The last remaining vestige of a popular 1999 public art display.

Small and slightly hidden, the American Writers Museum is preserving the legacy of America's finest authors.

A shining sculpture made of 3,115 lights, the number of visible stars in the Northern Hemisphere.

The birthplace of a titan of American cinema.