1. Round | 01/08/1999 | Rot-Weiss Essen | - | KFC Uerdingen 05 | 1:0 | ||||
3. Round | 11/08/1999 | Rot-Weiss Essen | - | SC Verl | 2:1 | ||||
4. Round | 15/08/1999 | Preußen Münster | - | Rot-Weiss Essen | 1:0 | ||||
5. Round | 22/08/1999 | Rot-Weiss Essen | - | Bayer Leverkusen II | 3:0 | ||||
6. Round | 28/08/1999 | SC 07 Idar-Oberstein | - | Rot-Weiss Essen | 0:3 | ||||
8. Round | 10/09/1999 | Rot-Weiss Essen | - | 1. FC Saarbrücken | 1:1 | ||||
9. Round | 19/09/1999 | SG Wattenscheid 09 | - | Rot-Weiss Essen | 0:2 | ||||
10. Round | 26/09/1999 | Rot-Weiss Essen | - | Sportfreunde Siegen | 0:2 |