6. Round | 28/08/1999 | SC 07 Idar-Oberstein | - | Rot-Weiss Essen | 0:3 | ||||
7. Round | 05/09/1999 | FK Pirmasens | - | Rot-Weiss Essen | 2:2 | ||||
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 | ||||
11. Round | 05/10/1999 | 1. FC Kaiserslautern II | - | Rot-Weiss Essen | 3:2 | ||||
13. Round | 17/10/1999 | LR Ahlen | - | Rot-Weiss Essen | 3:3 | ||||
14. Round | 24/10/1999 | Rot-Weiss Essen | - | Eintracht Trier | 2:3 | ||||
15. Round | 30/10/1999 | SC Paderborn 07 | - | Rot-Weiss Essen | 2:1 | ||||
16. Round | 06/11/1999 | Rot-Weiss Essen | - | SV 07 Elversberg | 0:0 | ||||
17. Round | 14/11/1999 | Borussia Dortmund II | - | Rot-Weiss Essen | 1:1 | ||||
20. Round | 02/02/2000 | KFC Uerdingen 05 | - | Rot-Weiss Essen | 0:3 | ||||
23. Round | 12/02/2000 | Rot-Weiss Essen | - | Preußen Münster | 4:1 | ||||
25. Round | 27/02/2000 | Rot-Weiss Essen | - | SC 07 Idar-Oberstein | 3:1 |