Good deals at Ikkon. Picked up some chinos.
Toronto area PSA: There's a vendor at the CNE in the Direct Energy Centre selling Doc Martens for cheap. Picked up a pair of black paratroopers with blacked out bottoms for $40. They also have derbies and a bunch of other models.
You do have to pay admission to get into the CNE ($18 I think... but you can find discount codes online), but if you're going there anyway, you can get a good deal on some winter beater boots for when the sidewalks are caked in road salt.
Also funnel cake*.
*Don't waste your money on those chocolate bar-stuffed croissants though. Way better on paper.