Lie in a hammock where George Washington stood.

Elevated freight railway turned wildly successful urban park.

In its day this historic fort held 100 cannons pointed in almost every direction to protect New York.

A Bibliophile's Dream.

Not to be confused with the iconic New York City skyscraper, this Chicago building is a vibrant hub for artists.

Fragments of architectural wonders from around the globe are embedded in the newspaper building's walls.

The palatial McDonald's that inspired Wesley Willis.

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

Illegal drag racing two stories beneath Chicago’s streets.

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

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

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

The twin towers in this Chicago fountain use 50 foot tall video screens to spit on people.

Once at the center of U.S. finance, the historic Trading Room was meticulously recreated piece by piece and rebuilt in the Art Institute.

Each of these gorgeous, intricately decorated rooms is painstakingly crafted to the scale of 1 inch: 1 foot.

This historic hotel invented the chocolate brownie.

A beloved Chicago music venue offering cold beer and lots of “Friendly."

The unluckiest U-boat in the entire German fleet is now on display in a Chicago museum.

This bronze sculpture on a former squash court marks the secret origins of the Atomic Age.

This abstract sculpture is rumored to cast a hammer-and-sickle shadow once a year.

What's left of the ruins of the 1893 Columbian Exhibition, or World's Fair, also known as the White City.

A hollow cement depiction of time's inexorable effect on the human body.

An avant garde art museum at the University of Chicago.

This monolithic statue was erected in honor of Chief Black Hawk (even if it wasn't made to look like him).