We turned you all to the Red Wing Shoes Postman Oxford a little while back and we’d now like to introduce you to the oxford shoe’s taller brother, the Postman Chukka. Like the Oxford, this too is a reissue from 1954, though this actually catered more to policeman than it did postman. Nonetheless, this Red Wing design shares many components with the Postman Oxford such as the black leather upper and cushion sole.
Buy It: $315 at Present