Kyle Latino's entry in Project: Rooftop's Superman - Man of Style redesign contest, it takes Superman right back to his 1930s roots and marries Superman's original aesthetic to aviation heroes' like Hop Harrigan and the Blackhawks. I especially like how the cape has become a scarf. But wait, there's more! Kyle then went on to do his own Reign of the Supermen, including two Superboys, Cyborg-Superman, Eradicator, Steel, Electric Superman Red/Blue, post-death Superman and Kingdom Come Superman!
All while keeping the basic pulp look. Sure, this Superman, had he premiered in 1938, probably wouldn't have take the world by storm, nor spawned a whole genre of fiction - he's too close to inspirations like Doc Savage for that, but it would make a sweet Elseworld.