You might not be aware of that, but there is what we call a “housing crisis” right now. There is not enough place to house everyone, and there are not enough construction sites to fix the problem rapidly considering the recent increase in population. It will take years to adjust. You can’t just make a bunch of apartments appear out of nowhere. Doesn’t matter the policy you apply to distribute them.
And about social housing, yeah, everybody likes that. It’s more a matter of government inefficiency rather than a lack of will from the population.

As someone else said, there is La Maison du Père that provide (almost) free shelter.
Otherwise, there are provincial, municipal and private orgasms that help as they can with some services for reinsertion. Like the “L’Itinéraire” magazine.
The SPVM (police department) are also there to help during interventions with people with mental illness, in crisis, or to give references for some government’s services. During great cold they are often outside to distribute goods and coffee. They don’t just give fines.

That sound pretty much like the “If you’re poor, just buy a house” people.
I think you don’t know much about Montréal. There are solutions already in place to help homeless people who want to go out of the street, but the housing crisis is pretty new and it will take years to solve. It wasn’t so bad a few years ago.

And what are we supposed to do? Legalize all drugs and being drunk in public just to avoid having to fine them, and install beds everywhere in the Underground City (and in this post’s case, in emergency stairwells at the Complexe Desjardins) with no regard for their regular use?
Sure, let’s work on proposing more accessible legal alternatives. Just take note that these laws weren’t created to punish the homeless, but to have a clean and safe public space - which have been degrading for some time now.

It’s not “being homeless” that is illegal, though. It’s drinking in public, begging or sleeping in the metro. And it sure is tough not staying in the metro during winter. There are some organisms that can provide shelter, but not enough for everyone, and it usually cost a couple dollars, which not everyone have everyday. And it’s a real problem on both sides, as the metro was not meant to become a shelter for the homeless, and people have been complaining more and more they feel unsafe there.