I've been bouncing around Google maps looking at dozens of places that have and used to have skating/hockey rinks, but also to no avail. Then on a whim I wondered if a park in my old neighborhood perhaps had one at one time. I couldn't remember one there myself, but they've had skating for many years there without a defined rink, like the one in the photo. 

Bingo! Sure enough, Grant Park, also known as Grant recreational field near Myers-Wilkins (formerly Grant) Elementary school. The trees and things have grown considerably in the 76 years since, and besides some modifications over the years, all the houses match up. The photo is roughly pointed toward East 11th Street and North 10th Avenue East.