Not an expert on stuff out of YYZ, but how about YSJ? Base fare of $238, and routing is:

YTO-AC-YHM-AC-YOW-AC-YMQ-AC- YQB-AC-YHZ-AC-YFC-AC-YSJ*

A few differerent fares at this price, pretty much only requires a Sat night, but 7 day advance.

Should be easy to get YTO-YOW-YUL-YSJ or something.

Fare not that great, there is prob something better.