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

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

An outdoor urban gallery of large-scale artworks by the world's most influential street artists.

One of the largest pieces of scientific equipment ever carried on a NASA space shuttle sits in a Chicago alley.

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

Combination beer garden and music venue in the heart of Wicker Park.

Beloved bar home to musicians of all eras and reputations.

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

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

This $3 million model train takes you through Chicago, Seattle, and the thousands of miles in between.

These abandoned grain silos and tunnels are an urban exploration dream.

Pizza with a side of fine art.

Internationally known record store and purveyor of "dusties."

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

A Bibliophile's Dream.

A giant bronze coil of feces is both a tribute to doggie defecation and a reminder to pick it up.

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

This shop for all your super spy needs hides an educational secret.

This morbid, delightful curiosity shop offers everything from animal bones to human teeth.

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

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

Once a popular watering hole among longshoremen and shipyard workers, this neighborhood treasure spans more than 100 years of Red Hook history.

A tree that grows parallel to the ground was declared Brooklyn's "crowning curio" by the poet who saved it.

A museum collection honoring the long history of the FDNY is held in a disused Manhattan fire house.