Edmonton I'd say > 95% of retailers are chip-and-pin. Every other place I've been is about the same. Which given that there's two years until they turn the legacy swipe system off entirely, is about where you'd expect everywhere to be in the transition.
Edit: also, while I'm not from Canada, I was there this summer and I had no problems getting my card swiped. Everywhere I needed to buy something took my card and swiped it. Hence my surprise.
Personally, I'm hoping Square adds a new dongle with tap-to-pay (Paywave/Paypass/Interac Flash), which would be even more convenient.
For the time being, as a temporary measure while peoples cards are replaced with chip cards. Swipe is being fazed out entirely by 2015. You're already far more likely to get a rejected transaction or trip anti-fraud heuristics if your transaction is not chip-auth'd.