I would also like to throw in a small detour on the Orange Line to see Chinatown.
Other more distant options could be Hyde Park, Pullman, and Prairie Avenue including the William Clarke House (I think you mentioned this but I forgot). There is also one interesting street near Wrigleyville called Altavista Terrace (it's really just a large alley with two carriage walks where one street front is the exact mirror image of the opposite street front). But hey, who's counting traffic getting there!!
You could also extend the trip further west to Oak Park on the Green Line, and just have stanfest at mendelman's