LOL. Some posters here are so delusional with their acts of city "fanboyism," it makes me laugh. Yes, Chicago, Atlanta, Houston, LA, and Boston are all universally better than Toronto in every way. You keep telling yourselves that
I've lived in Chicago and I think people are incredibly delusional because of what they saw in their 3 day weekend getaway. Chicago is in no way comparable to Toronto on many many levels. For one, the population is incredibly divided. There's no synergy whatsoever. The latinos stay in their own areas, blacks stay in their areas, etc etc. There is nothing truly
multicultural. Loop/River North/North Loop/Lincoln Park/Lake View are probably close to 100% white. Rogers Park area has some asians because of university residence, but from there on North all the way to Evanston is again almost 100% white and almost completely dead, in terms of attractions (A small stretch of Lincoln Park, near LSD is a small exception). The "hip" areas are full of urban decay (supposedly being "gentrified") in Logan Square, and further North along the I90 corridor. Step one foot south of Division, and you're asking to get shot, even in broad daylight.
Another thing that's really laughable here is praising Chicago's waterfront. Are people being sarcastic?
Oh yeah, we should definitely be trying to emulate this...
The income comparisons are another laughable statistic. Toronto's PPP actually surpassed Chicago's in 2011, and as in Jaye's comment, our household income is much higher than theirs. This becomes apparent for anyone who has actually lived in Chicago. Everyone outside of Streeterville is poor by Toronto standards.
The last thing that I wanted to mention that no one else has is that Chicago is a very narrow city (the safe, urban area, that is). To go from South Loop to Rogers Park, you have to cover a huge distance. Toronto extends away from the lake as far as it does along the lake (not the downtown, but the "urban" area), which makes things a lot closer to each other. For example, if both cities had urban areas of 50sq km, Toronto would be 5*10, while Chicago might be 25*2, with the 25 being the distance along the lake.