Having just moved to the Seattle area and also having lived in Chicago back in 98 for a year I have found subtle similarities in the two. First both cities downtowns sit directly on the water, with the entire skylines basically straddling the waterfront. Both cities residential highrise clusters seem to extend northward from the business core. They both have express type lanes on their busy north south freeways. The south side of both cities are both very ethnically diverse in comparison to the Northsides. And and to top it off both cities tallest buildings are fantastic "black" superscrapers. Of course there are many differences, but I just help but to notice these striking similarities.