In 1901, Rogers Park resident (and private citizen) Edward P.
Things got so bad that the postal service threatened to stop delivering mail to Chicago addresses. Although the 1830 city plan made provision for an orderly system of north-south and east-west streets, the annexation of surrounding communities (such as the Village of Hyde Park) had led to duplications of names, and even whole addresses, across the growing city. As the video above describes, Chicago's street system was a complicated mess well into the early 20th Century.
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