Here are some links to sites that will help with research on the city of Chicago.
vintagechicagopostcards.com – NEW! Postcards with short stories and information about them. Very interesting!
www.chicagoancestors.org – NEW! great website for Chicago research, by the Newberry Library.
www.architecture.org – Chicago Architecture Foundation
www.chicagohs.org – Chicago History Museum
www.chipublib.org – the Chicago Public Library
www.encyclopedia.chicagohistory.org – website of the Encyclopedia of Chicago
www.edgewaterhistory.org – website devoted to the Edgewater neighborhood of Chicago
We could list thousands more, I suppose, but you get the idea. Typing “Chicago history” into Google will get more hits than you can imagine!