NOTE: This is a work in progress. I am in the process of adding notes and sources. But for now, here's a collection of what I think are some of the coolest maps of Chicago I've ever seen. One of the things I love about the city is just the way it was planned and has a beautiful, orderly pattern of streets that radiates out from a core, right where the seeds of the city were first planted. It's on view from the beginning, in the early maps. Later cartographers and artists took liberties in presenting the cityscape in different ways, highlighting certain elements like new transit lines, parks and boulevards, and modern aerial views.
NOTE 2: If you want a closer view of these maps, right-click on the image and select "Open image in new tab." That will allow you to get an expandable view of the image and a better look at the details.