Can we just stop comparing cities? Everyone loves to complain about the cost of living in SF and always brags about how they could buy a mansion in the midwest.
No one cares. It's all about location. There is a reason why California is the most populous state in the union despite it being so expensive (weather and jobs). There is a reason the population in the midwest is so low (lack of jobs and weather mostly).
These days it’s been hard to peg a good day to go skating because it will suddenly warm up and render all the ice sluggish. It’s really disappointing.
In short: a lot of us like our weather for the variations in it...
In Toronto it is roughly comparable to Chicago or NYC. Vancouver would be similar to Seattle.
Ottawa, Montreal, Calgary, etc, would be much colder.
Right this moment, they are almost the same (46F in SF vs 37F in Toronto). Toronto winter usually goes between 5F and 40F, but summer is way warmer than SF (between 75F to 90F vs 60F to 70F in SF)
I moved to Calgary and the weather is great, nice and dry and Chinooks to warm you up during the winter.
I live in a northern snow state and, other than the relative lack of seasons, SF city weather seems pretty nice to me and not even obviously worse than the South Bay.