The last masonry skyscraper ever built reveals a transitional moment in architectural history.

This awkward aquarium sculpture is one of the strangest statues in Chicago.

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

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

A European-style bath house in Chicago.

Huge abstract sculptures of the Puerto Rican Flag.

Illegal drag racing two stories beneath Chicago’s streets.

Four glass boxes hover over 1,000 feet in the air to give visitors an unparalleled view of Chicago.

A 400-foot-tall tall map of Chicago makes this once-ignored building stand out.

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

The sign that drew attention to a young boy's cucumber stand is now the name of his fruit superstore.

The world's largest mountain carving could fit all of Mount Rushmore inside it many times over.

Most comprehensive museum in America devoted to one ethnic group.

For just a few bucks, this Iowa funicular will let you feel like an 1800s fat cat.

A remote hill on a stretch of country road where the laws of physics are defied... or so it seems.

The oldest house in Galena, Illinois, now is a reminder of when this city was the world's lead mining capital.

This alley in downtown Chicago held the bodies of over 600 people after the fateful Iroquois Theatre fire.

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

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

The palatial McDonald's that inspired Wesley Willis.

No one knows how many bodies are in this vault in a Chicago public park.

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

G.V. Black, the Father of Modern Dentistry, keeps an eternal eye on Chicagoan’s teeth from his perch in Lincoln Park.

Orthodox church partially financed by Tsar Nicolas II.