Ah, autumn ...
Aesthetically perfect, but sometimes nothing practical.
Let me explain:
At that time the light of the sunset is beautiful and allows to make wonderful photos like the ones on this page. It seems that some artificial light was used, but not, only the sunlight was setting.
But for clothing decisions, autumn complicates life a little.
In winter is the rule of "the more layers better", hehe, but at this time ... we can be very easy to cheat with the temperature.
It takes a little time for us to know when it's time for a layer more or less.
So, those days when you feel cold are not common enough, just like those days where you feel hot because you overdone your clothes.
My tip for not miss the autumn clothes in Toronto
In doubt, start with the simple: a pair of jeans, a knit t-shirt, a wool sweater, and a leather jacket.
Get out with a large bag or at least fit the pullover, in case you need to take it off.
Also carry a pantyhose and a wide scarf (these look like a blanket) in the bag because if you feel cold, it is perfect to cover almost everything.