Ugh, this is a pet peeve of mine. The city limits are drawn in such a way that Toronto _technically_ edges out Chicago. Torontonians seem to feel this is a meaningful point of pride.
Get real. The metro Toronto area is 7 million people. The metro Chicago area is nearly 10 million.
I think the sizes are in reality pretty close and figuring out which is bigger seems very nuanced depending on where you draw the lines. That being said I'll go along with you and say Chicago is probably bigger for the most part right now. Chicago definitely feels like a bigger city when you're downtown anyways.
The numbers you're using for comparison though? C'mon, who's being prideful?
http://www.canadianbusiness.com/blogs-and-comment/so-is-toro...
There are simply more people in the Chicago area. By a decent margin. There's nothing wrong with that. I think this is a thing for Torontonians because of the perpetual inferiority complex we Canadians [2] have with respect to the U.S. :)
[1] https://en.wikipedia.org/wiki/Golden_Horseshoe
[2] I am from Toronto, so it's weird to accuse me of being prideful? I'm guessing you think I'm somehow "defending" Chicago? My point is that having more city in your city is nothing to be proud (or ashamed) about.
About the same size as Washington and Philadelphia.
https://en.m.wikipedia.org/wiki/List_of_North_American_metro...
Greater Toronto Area - 7,124 km^2
Chicago Metro Area - 28,120 km^2
Houston Metro Area - 26,061 km^2
Dallas-Fort Worth - 24,059 km^2
Washington Metro - 14,412 km^2
Philadelphia Metro - 13,256 km^2
A much more apples-to-apples comparison would be the Golden Horseshoe (7.005 million / 10,097 km^2), or Greater Golden Horseshoe (8.759 million / 31,561 km^2).
I believe that Chicago's population is also stagnant, whereas the GHA has grew 4.5% from 2006-2011, so extrapolating to 2016 would put it at 9.1 million. Still smaller than the Chicago metro area, but not by a lot.
Lies, damn lies and statistics.
Maybe this might change in the future but the story on the ground is very different.
Also nitpick - we are the fourth most populous city in North America, and only Mexico City, New York and Los Angeles have a larger population. As of mid last year, Toronto contains more people than Chicago.