Pizza with a side of fine art.

A long lost multi-cultural music venue used to reside in the bottom floor of Chicago's Flat Iron Building.

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

A journey begins with a single step, and for many, the road-trip of a lifetime started at this Chicago intersection.

Once an ornate movie theater remade by Catholic Charities.

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

The oldest house in Chicago certainly doesn't look the part and there are some who say it doesn't deserve its title either.

This titanic Catholic church in Chicago is also a refuge of the fictional cult-favorite wizard detective Harry Dresden.

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

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

Former bath house turns gastropub.

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

The iconic Chicago sculpture hides a beautiful and easily overlooked plaque on the backside.

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

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

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

This former industrial site has transformed into a community sculpture garden that hosts monthly Full Moon parties.

Inside the Wayne County airport is an amazing collection of lights and sounds.

The birthplace of the Ford Model T is now a museum full of antique cars.

Detroit’s downtown castle is one of the oldest structures in the city.