Susan Kare’s iconic Chicago shipped with the original Apple Macintosh in 1984 and was the standard system font until MacOS8 replaced it with the TrueType Charcoal look-alike. It did however receive a dust-off in 2001 to become the primary font on the newly launched iPod range.
I created this font around 1990 using Artist II on a Spectrum +3. It wasn’t quite so iconic back then and the real challenge was trying to get a 12 pixel high proportional font into an 8x8. (MacOS has a 9pt ‘Chicago’ that is devoid of the distinctive bold flair). In order to keep the tall narrow nature I reduced the width of some characters but then created a more relaxed ‘wide’ variant too.
This font works well for titles and large blocks of text although could definitely benefit from a proportional renderer.