Parking lot where a Chicago mayor was inaugurated under very sketchy circumstances.

This memorial plaque remembers a strangely shallow maritime disaster known as "Chicago's Titanic."

This historic-shipwreck-cum-diving-spot can still be seen poking its boiler out of the Lake Michigan waters that claimed it.

Built to house a chapter of the Knights Templar, this grandiose building is a relic of Freemasonry in Chicago a century ago.

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

The palatial McDonald's that inspired Wesley Willis.

Chicago's largest cemetery is full of beautiful Victorian monuments and more than a few ghost stories.

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

Chicago's museum dedicated to the history of bondage and fetishism is more textbook than titillation.

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

The site of the first couple's first kiss is commemorated by the most adorable presidential monument ever.

This unauthorized stone mermaid was secretly carved out of public stone before being permanently preserved.

What was once one of the country's largest confectionary plants is now an abandoned ruin, but is still pretty sweet.

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

A lush green oasis in the middle of Chicago.

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

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

A speakeasy takes on Chicago's drinking culture.

This massive stained-glass masterpiece is thought to be the largest Tiffany dome in existence.

A monument to the art of slicing people open.

This morbid, delightful curiosity shop offers everything from animal bones to human teeth.

This shop for all your super spy needs hides an educational secret.

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

The saddest little diner in New York.