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Downtown is the center of Chicago's financial, cultural, governmental and commercial institutions and the site of Grant Park and many of the city's skyscrapers. Many of the city's financial institutions, such as the CBOT and the Federal Reserve Bank of Chicago, are located within a section of downtown called "The Loop", which is an eight-block by five-block area of city streets that is encircled by elevated rail tracks. The term "The Loop" is largely used by locals to refer to the entire downtown area as well. These areas contribute famous skyscrapers, abundant restaurants, shopping, museums, a stadium for the Chicago Bears, convention facilities, parkland, and beaches.

The Chicago metropolitan area has the third-largest science and engineering work force of any metropolitan area in the nation. In 2009 Chicago placed ninth on the UBS list of the world's richest cities. Chicago was the base of commercial operations for industrialists John Crerar, John Whitfield Bunn, Richard Teller Crane, Marshall Field, John Farwell, Julius Rosenwald and many other commercial visionaries who laid the foundation for Midwestern and global industry.

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The Chicago metropolitan area has the third-largest science and engineering work force of any metropolitan area in the nation. In 2009 Chicago placed ninth on the UBS list of the world's richest cities. Chicago was the base of commercial operations for industrialists John Crerar, John Whitfield Bunn, Richard Teller Crane, Marshall Field, John Farwell, Julius Rosenwald and many other commercial visionaries who laid the foundation for Midwestern and global industry.

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Lincoln Park contains the Lincoln Park Zoo and the Lincoln Park Conservatory. The River North Gallery District features the nation's largest concentration of contemporary art galleries outside of New York City.

Lakeview is home to Boystown, the city's large LGBT nightlife center. The Chicago Pride Parade, held the last Sunday in June, is one of the world's largest with over a million people in attendance. North Halsted Street is the main thoroughfare of Boystown.

The South Side neighborhood of Hyde Park is the home of former US President Barack Obama. It also contains the University of Chicago, ranked one of the world's top ten universities, and the Museum of Science and Industry. The 6-mile (9.7 km) long Burnham Park stretches along the waterfront of the South Side. Two of the city's largest parks are also located on this side of the city: Jackson Park, bordering the waterfront, hosted the World's Columbian Exposition in 1893, and is the site of the aforementioned museum; and slightly west sits Washington Park. The two parks themselves are connected by a wide strip of parkland called the Midway Plaisance, running adjacent to the University of Chicago. The South Side hosts one of the city's largest parades, the annual African American Bud Billiken Parade and Picnic, which travels through Bronzeville to Washington Park. Ford Motor Company has an automobile assembly plant on the South Side in Hegewisch, and most of the facilities of the Port of Chicago are also on the South Side.

The West Side holds the Garfield Park Conservatory, one of the largest collections of tropical plants in any U.S. city. Prominent Latino cultural attractions found here include Humboldt Park's Institute of Puerto Rican Arts and Culture and the annual Puerto Rican People's Parade, as well as the National Museum of Mexican Art and St. Adalbert's Church in Pilsen. The Near West Side holds the University of Illinois at Chicago and was once home to Oprah Winfrey's Harpo Studios, the site of which has been rebuilt as the global headquarters of McDonald's.

The city's distinctive accent, made famous by its use in classic films like The Blues Brothers and television programs like the Saturday Night Live skit "Bill Swerski's Superfans", is an advanced form of Inland Northern American English. This dialect can also be found in other cities bordering the Great Lakes such as Cleveland, Milwaukee, Detroit, and Rochester, New York, and most prominently features a rearrangement of certain vowel sounds, such as the short 'a' sound as in "cat", which can sound more like "kyet" to outsiders. The accent remains well associated with the city.