An unassuming store hides relics of its former life as the jazz club that hosted some of the best black performers of the 1920s and '30s.

Hot Doug's "Hot Dog" Stand.

Hidden on the 7th floor of a historic building, this Cajun spot features wall-to-wall bottles of hot sauce.

The palatial McDonald's that inspired Wesley Willis.

Huge abstract sculptures of the Puerto Rican Flag.

Once at the center of U.S. finance, the historic Trading Room was meticulously recreated piece by piece and rebuilt in the Art Institute.

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

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

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

Illegal drag racing two stories beneath Chicago’s streets.

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

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

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

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

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

Cemetery featuring rare glass-fronted columbarium.

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

This historic hotel invented the chocolate brownie.

A gothic church spire sits atop this skyscraper, the tallest church in the world.

Chicago's largest cemetery is full of beautiful Victorian monuments and more than a few ghost stories.

A haunting statue called "Eternal Silence" has quite the reputation among visitors with active imaginations.

A century-old hotspot for jazz, frequented by everyone from Charlie Chaplin to Al Capone.

An enormous park-like oasis, full of famous Chicagoans' graves.

An antiquated German apothecary on Chicago's North Side.