Arguably the best example of an authentic Dutch windmill in the United States, rivaling its counterparts in the Netherlands.

Illegal drag racing two stories beneath Chicago’s streets.

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

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

Oversized statues are just the tip of this nostalgic Americana roadside attraction.

A little-known subterranean street runs under some of the best-known buildings in Chicago's River North.

Recognized the world over as the home of the McCallisters in the 1990 movie "Home Alone."

Chicago's North Park Village was once the largest municipal sanatorium in the country.

River pirates, murderous bandits, and serial killers used this Illinois cave as their debauched hideout.

Cemetery featuring rare glass-fronted columbarium.

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

These abandoned grain silos and tunnels are an urban exploration dream.

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

A once-booming Mississippi River town with a history of racial violence is now eerie and mostly abandoned.

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