I don't live in Calgary now, but have lived in a variety of cities across the country - including Calgary for a long, long period of time. Thought this might be interesting for a comparative context, as a lot of the discussion seems generally focused on cost.
Halifax
-monthly pass $60
-although most appear to be free, some park and rides charge $30 - $40/month.
http://www.halifax.ca/metrotransit/park_ride.html
-NOTE: Halifax's transit is HORRIBLE. Absolutely putrid, I'm sorry. So while the cost may seem "better"...well...let me tell you for the service you would not be getting... (Calgary's transit far, far outclasses halifax's, even taking into account the size discrepancy)
Greater Vancouver
-monthly pass $73/month (1 zone), $99/month (2 zone) and $136/month (3 zone). Zones refer to areas of greater vancouver; depending where etc you are going (i.e. how many zones you transfer into) determines which pass you should get.
-Park and Ride: some free, some $2/day (or $40 to $60/month)
http://www.translink.bc.ca/Commuting_Options/park_ride/
-Note: I really like Vancouver's transit system....
Ottawa
-regular pass: $81/month, express pass: $101
-park and ride: most appear free, although some charge: between $20/month and $40/month
http://www.octranspo.com/maps_menue.htm (click on park and ride on the side).
Anyway just some comparative food for thought. Having lived in various cities, and ALWAYS used transit...I don't know, Calgary's seems not too bad overall (I've done a lot of Calgary transit as well).