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

Huge abstract sculptures of the Puerto Rican Flag.

The palatial McDonald's that inspired Wesley Willis.

You can take a class, browse the library, or visit the lavish lair of an international men's humor society.

Nonprofit art center that promotes outsider, intuitive, and self-taught art.

Beloved bar home to musicians of all eras and reputations.

An antiquated German apothecary on Chicago's North Side.

Hot Doug's "Hot Dog" Stand.

Theater has had many different incarnations but has survived the ravages of time.

Once called the "Polish Gold Coast" it is an icon of the neighborhood that bears its same name.

Where Cusack's record store from the film "High Fidelity" was located.

A Bibliophile's Dream.

A century-old hotspot for jazz, frequented by everyone from Charlie Chaplin to Al Capone.

A monument to the art of slicing people open.

All of Chicago's wood-paved streets are long gone but two alleys remain.

The 606 is a decade in the making.

No one knows how many bodies are in this vault in a Chicago public park.

A haunting statue called "Eternal Silence" has quite the reputation among visitors with active imaginations.

A strange and haunting monument of unknown origin in the historic Graceland Cemetery.

An enormous park-like oasis, full of famous Chicagoans’ graves.

A historic 1929 art-house cinema that features independent, classic, cult, and foreign films in an atmospheric setting.

This whimsical Oz-themed park had a wonderful impact on the surrounding neighborhood.

Designed by Alfred Caldwel, this landscape showcases his vision of a native garden.

Partially submerged Buddha heads freckle Chicago’s neighborhoods.