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Toronto is growing at a rate of about 38,000 people per year, while the population of Chicago has declined steadily over the last decade.
Toronto's official population is now 2,791,140 while Chicago's is 2,707,120.
Both figures do not include the suburban areas, which push the numbers up dramatically.
New York has 8,175,133 people and Los Angeles 3,792,621.
CBS Chicago said that the city's population rose briefly in the 1990s but has been falling since the 1950s.
The news channel reported that about 200,000 people left the city from 2000 to 2010, likely for the suburbs.
Toronto, on the other hand, is growing at a rate of about 38,000 people per year.
A building boom has altered the Toronto skyline and has sparked worries about a housing and condominium bubble.
“I think it’s indicative of the fact that something right is happening here, when people are flocking to the city as opposed to other places,” said Deputy Mayor Doug Holyday, reported the Toronto Star.
“You see all the building that’s going on, and people are coming to live in these buildings, so it stands to reason the population would increase."