My sister just sent me a link that is so up my alley. It's a short article about the London Tube turning 150 - and the evolution of its iconic map from a more traditionally-drawn diagram to the angular, modern schematic we're familiar with today.
The basis for the current map was actually drawn back in 1931 by Harry Beck (that picture at the top is the 1933 version). It's amazing how totally fresh it still looks today.
If you're at all interested in old maps and changing graphics, check out the link. You won't regret it.