The Chicago to New York City Bicycle Route includes a main route and the Philadelphia Alternate, which goes between Pittsburgh, Pennsylvania and New York City. The main route is 1,160.3-mile route from Chicago, Illinois to New York City, New York and the Philadelphia Alternate is 1,172.9 miles. It begins in downtown Chicago along Lake Michigan. You’ll be riding trails and city streets to make your way through Chicago and its suburbs, which extend into Indiana.
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