Kwanu'sila the Thunderbird has been silently watching over Chicago for more than 100 years (kind of).

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

Shop of curiosities with a dinosaur museum tucked in its basement.

The murals have transformed a residential alley into a vibrant drive-through gallery.

Where a brain, a beauty, a jock, a rebel, and a recluse met one Saturday and changed their lives forever.

This historic store hides a museum exhibiting a shoe-sizing x-ray machine and a pair of kicks that once belonged to the world's tallest man.

An eccentric park and pool.

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

Huge abstract sculptures of the Puerto Rican Flag.

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

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 cheerfully-named branch of the Chicago River is the fetid result of years of blood, entrails, and meatpacking waste.

Where Cusack's record store from the film "High Fidelity" was located.

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

A historic beacon built in the aftermath of the worst maritime disaster on the Great Lakes.

The only home that Alexander Hamilton ever owned has a history almost as troubled as his own.

This Manhattan museum houses one of the largest collections of Spanish art and manuscripts outside of Spain.

Mysterious stone tower featured in many alternative histories of the New World.

A good place to research the Freemasons, esoterica, occultism, and hermeticism.

Little Red Lighthouse under the George Washington Bridge.

The mummified relics of an American missionary.

This abandoned caretaker's apartment is one of 13 left in the New York Public Library system.

The oldest surviving bridge in New York City, which reopened to pedestrians in 2015.

After a traumatic encounter with a six-foot eel, one Galway baker started making a daily loaf of sourdough in its shape.