I don't know much about Toronto's filming regulations, but if you go to the Toronto Transit, they likely will require film permits, full insurance coverage as well as paying for the driver's time. Depending on your shot list, 5 -10 pages will probably take more than an hour with set-ups, rehearsals, multiple takes.
Even if you charter a bus, the bus company might also require the permits and insurance (personally, unless I knew the driver and/or the company, I wouldn't take a chance without the insurance).
The Toronto film office might have special deals for student films or shorts that would fall under the category "experimental" films here in the states. The film office might be the way to go to find out a lot of helpful information.