"Holy Wisdom" overlooks the city that became its namesake.

A striking symbol of the Bulgarian capital.

Padlocks cover this rickety footbridge with love.

A reconstructed medieval gateway that was the magnificent entrance to the capital city dating back to 1037.

A little sculpture with a large wardrobe.

Hot Doug's "Hot Dog" Stand.

Chicago's Navy Pier on Lake Michigan was a training hub for aircraft carrier pilots during WWII.

Illegal drag racing two stories beneath Chicago’s streets.

Landmark Chicago building narrowly avoided destruction.

Huge abstract sculptures of the Puerto Rican Flag.

These chunky stone towers out in Lake Michigan are the key to Chicago’s drinking water.

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.

This landmark of the Chicago silent film industry may not be in the picture business anymore but it still stands proudly.

Orthodox church partially financed by Tsar Nicolas II.

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

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

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

Former bath house turns gastropub.

Where old school Polish Chicago and young hipster Chicago live side by side.

Built to house a chapter of the Knights Templar, this grandiose building is a relic of Freemasonry in Chicago a century ago.

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

A hot dog stand where the heads are just as hot as the dogs.

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