The best buy is when the big stores like Sears and La Bay are on sale. Each year Sears has several times that men's shoes have 30-50% off. Sometimes, it also combines with the store manager's discount. In that case you can get as high as 55-70% off the regular price.
View store flyers and visit store frequently. In Canada, if you want to save money you'd better buy things when they are on sale. Otherwise you have to pay the regular price.