A crumbling hospital from the 1850s on Roosevelt Island.

Tucked in the back of this amazing antique store is an important piece of medical history.

A tiny museum housed in a New York freight elevator specializes in the "overlooked, dismissed, or ignored."

A terrific purveyor of natural history objects and curios.

A museum in the childhood house of a medical pioneer.

Where dioramas can follow you home.

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

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

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

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

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

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

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

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

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

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

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

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

A science teacher's dream.

A Bibliophile's Dream.

A lush green oasis in the middle of Chicago.

A giant bronze coil of feces is both a tribute to doggie defecation and a reminder to pick it up.

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

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