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

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

This small, but long-running hobby club has built one of the largest model rail lines in the US.

An actual 1957 Cadillac De Ville, encased in 15 cubic yards of concrete.

This urban drawbridge gained eternal pop culture fame when the Blues Brothers jumped it while it was raised.

Former bath house turns gastropub.

One of the last functioning antique elevators in Chicago.

These mansions date back to Chicago's days as a brewer's paradise.

This surprising gem is a world-class archeological museum hidden at the University of Chicago.

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

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

The subtle science of a master molecular gastronomist.

This impressively large collection includes crackers shaped like Jimmy Carter, Mickey Mouse, and more.

One of the oldest producers of hand-folded fortune cookies still uses its original secret recipe.

A giant milk bottle from the 1930s beckons drivers to this diner.

This century-old confectioner's outlet store was plucked right out of the Seattle World's Fair.

A pier that used to act as a busy ferry dock is now a decaying favorite of local fisherman and urban artists.

A private home built to resemble the shape of a microscopic creature.

Travelers exchange letters with woodland creatures at this mini post office.

The newsstand that never closes its doors—well, almost never.

A gap in the concrete has been transformed into a miniature playground for the mind.

A unique piece of graffiti offers a little slice of local history and mystery.

With statues of Nelson Mandela and Harvey Milk this monument has been called the Mount Rushmore of California.

A restored 1920s cascade stairway provides one of the best views of Oakland's Lake Merritt.