It's fairly uncommon to have insurance specifically for your bicycle, so most people would be filing claims against their renters' (if they have it) or homeowners' insurance. Given the size of those deductibles ($500 is the US average for homeowners', I would think Canada is similar [1]) lots of people would just buy another bike that costs less.
even for claims above deductible but still relatively minor (2-3x maybe?) it might not be worth it financially (in the long run) depending on your provider and any previous claims of course
