I found an old mixtape of mine from 1999. Filled with a number of Chicago records, in that they were loved and played by the pioneer Chicago DJs and also tracks made by Chicago producers, amongst other great tunes.
From Model 500, Quando Quango, Ralphie Rosario to Planet-E funkiness to Jeff Mills's raw Techno to the deepness of Ron Trent, Farley Jackmaster Funk, Kraftwerk, and then some.
Sorry I don't have an official playlist. Recorded w my bud's rec's @ his crib. If you wanna know a track I'll get you the info.