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As late as 1963, it was possible to board high-speed electric trains on Chicago's famous Loop "L" that ran 90 miles north to Milwaukee. This was the Chicago North Shore & Milwaukee Railroad, commonly known as the North Shore Line. It rose from humble origins in the 1890s as a local streetcar line in Waukegan to eventually become America's fastest interurban under the visionary management of Midwest utilities tycoon Samuel Insull. The North Sho...

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While the elevated Chicago Loop is justly famous as a symbol of the city, the fascinating history of its subways is less well known. The City of Chicago broke ground on what would become the "Initial System of Subways" during the Great Depression and finished 20 years later. This gigantic construction project, a part of the New Deal, would overcome many obstacles while tunneling through Chicago's soft blue clay, under congested downtown street...

Chicago's extensive transit system first started in 1859, when horsecars ran on rails in city streets. Cable cars and electric streetcars came next. Where new trolley car lines were built, people, businesses, and neighborhoods followed. Chicago quickly became a world-class city. At its peak, Chicago had over 3, 000 streetcars and 1, 000 miles of track--the largest such system in the world. By the 1930s, there were also streamlined trolleys and...

Before the rise of automobiles, where new trolley car lines were built, people, businesses, and neighborhoods followed, and trolleys quickly helped Chicago become a world-class city. Chicago's extensive transit system first started in 1859, when horsecars ran on rails in city streets, cable cars and electric streetcars following soon after, but once trolleys appeared on the scene, Chicago metaphorically exploded. At its peak, Chicago had over ...