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 | ||||
18. Round | 27/11/1999 | Rot-Weiss Essen | - | VfL Bochum II | 3:1 | ||||
19. Round | 05/12/1999 | Fortuna Düsseldorf | - | Rot-Weiss Essen | 3:0 |