I found it is always tough to do any Segment Run from any AC main hub.

I think you have a better luck trying to fly from YTZ. Every now and then, you can do YTZ-YUL-YOW-YHZ-YQM round trip for ~$300.

Here is the thread that talk about Segment Runs:

http://www.flyertalk.com/forum/air-c...ment-runs.html

Maybe this thread should merge into that one.