I enjoy flying into Chicago at night. The city is laid out before me like a giant Rand McNally map. The distinctive orange street lights pretty much define the city's borders. The various expressways are easily identified, as are the major diagonal streets. It's a fun way to pass the time while circling O'Hare.
So let's take a plane trip over the Chicago of eighty years ago. If you were an airplane pilot, could you find your way around the city in 1933?