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1) CGC will have a booth at Fan Expo Canada - in case you're wondering whether CGC will be at a show, you can always look at their Events page: https://www.cgccomics.com/events/index.aspx
2) In general, CGC witnesses do not stand around creators waiting for someone to show up that needs their services. There are some very specific exceptions for creators with very high demand and limited signing opportunities, but in general you should always assume that you'll need to procure a witness before you go get your book signed.
Simply go to the CGC booth, tell them who you're looking to get signatures from, and they'll either send a witness with you straight away (if one's available), have you wait around a bit (if all witnesses are out) or tell you that a witness will already be there for that specific signing. Before going to the CGC booth, do the people there a favor by checking that the creator is actually at their booth & is signing - some creators have a tendency to show up late, wander off or will only sign within specific times.
3) No. CGC witnesses are provided free of charge as part of the grading fees you pay for a SS label.
4) Nope.
mschmidt's post in Acquiring multiple signatures for one book. was marked as the answer