Though they still are a Chuck Taylor in shape, this pair has a full weather-resistant upgrade as the newest model in their Counter Climate collection, the All Star II Thermo Boot. The upper swaps out the canvas with a water-repellant shell and features an adjustable sock liner, heel counter, and most important in any inclement environment, slip-resistant soles. And since they're Chuck IIs, you also get the comfort of Lunarlon cushioning. 

$148, havenshop.ca