While I know (now after a little Googling) that the whole Toronto/Chicago population thing is a bit more complicated depending on if talking about city or metro-area, it is still a decent sized city for sure. It is so hard to compare different cities, for example Los Angeles has more people (about 50% more), but Toronto has a more dense population. Just different factors to say that they are big cities.
I work in the heart of Los Angeles when I visit there, so I am familiar with larger cities, but any tips or tricks would be awesome.
The work address is 5000 Yonge Street, Toronto (although a number of systems want to change that to North York instead of Toronto).
Yup, passport was applied for the day after Christmas, and I had it mid-January. Fresh and ready for its first stamp.
I didn't know that Mexico City was so big. I am supposed to head there later this year for work as well.
Actually, back several years ago, North York was one of the five buroughs that ultimately amalgamated with the City of Toronto and is now part of the city itself. Some companies and organizations in the area you are going, as part of zeroing in on their location, still tend to use their mailing addresses as North York since Yonge Street is the main north/south artery which starts right from Lake Ontario.
The office building where you will be located is several miles north of what would be categorized as the main downtown core which if you wish, could be easily accessed by taking the Yonge subway whose closest station would be at Sheppard Avenue, just south of where you will be working. It would be a lot easier and less hassle than taking a car.
Incidentally, the metro population of Mexico is over 21 million. I am not quite sure whether it or Tokyo or some other city is the largest in the world, however, it is right up there.