Chicago, Illinois was incorporated in 1837 and covers more than 237 square miles of land. It was developed using a classic grid system, and along with several recognizable street names it was the starting point for "Historic Route 66."
Chicago's Michigan Avenue is home to the Magnificent Mile, an eight block section of the city that comprises hundreds of stores, restaurants and hotels. This major street that runs north and south is also home to the Art Institute of Chicago, Tribune Tower and Millennium Park.
State Street was immortalized in Frank Sinatra's ode to Chi-Town, where he claims, "State Street, that great street/They do things they don't do on Broadway." Along with shopping that competes with the Magnificent Mile, State Street is also home to the world's largest public library and historic hotels like Hotel Burnham, which was built in 1895.
As its name suggests, Lake Shore Drive runs north and south along Lake Michigan. It features access to Oak Street Beach and the Navy Pier, as well as Grant Park. This historic road dates back to 1882, when Palmer Potter built a "castle" and established a new neighborhood for Chicago chic.
