just in case you're curious, windsor would be the fourth largest metropolitan area in ontario, behind the gta (including kitchener & hamilton), ottawa and london. but, considering that windsor is really a part of the detroit metropolitan area, the region actually rivals toronto in size. i do think that the gta is a bit bigger than the greater detroit area, at this point, but that wasn't always true.
what's left of windsor seems to see itself as a small and somewhat isolated town, but this is a relic of industrial decay, and the apparent fact that this city is ignorant of it's own history and geography. the reality is that this is historically the southern part of what has been the largest and most important city in the great lakes region.
the geography makes it hard to imagine a different outcome, but had the initial french colonists of fort detroit expanded the city southwards into ontario rather than northwards into michigan then this may have become the biggest and most important city in canada.