[Doady]

My impression of Chicago is the towers were built with higher quality material and more distinctive design. Maybe building at a faster pace means less care, and newer buildings in general look cheap compared to old buildings anyways. Of course, since Chicago built over a longer period of time, there will be more variety compared to Toronto. Toronto was built in shorter time so the buildings look more the same. When I look at Mississauga for example, lack of buildings from many different periods is the main difference compared to Toronto. Same is true when comparing Toronto to Chicago.