| 3. Round | 11/08/1999 | FK Pirmasens | - | Bayer Leverkusen II | 2:2 | ||||
| 14. Round | 24/10/1999 | KFC Uerdingen 05 | - | FK Pirmasens | 1:2 | ||||
| 15. Round | 30/10/1999 | FK Pirmasens | - | 1. FC Kaiserslautern II | 3:1 | ||||
| 16. Round | 06/11/1999 | FSV Salmrohr | - | FK Pirmasens | 0:1 | ||||
| 18. Round | 28/11/1999 | FK Pirmasens | - | SC Verl | 1:1 | ||||
| 19. Round | 05/12/1999 | LR Ahlen | - | FK Pirmasens | 3:0 | ||||
| 20. Round | 15/12/1999 | Preußen Münster | - | FK Pirmasens | 2:0 | ||||
| 22. Round | 06/02/2000 | Bayer Leverkusen II | - | FK Pirmasens | 1:2 | ||||
| 23. Round | 13/02/2000 | FK Pirmasens | - | SC Paderborn 07 | 0:1 | ||||
| 25. Round | 26/02/2000 | FK Pirmasens | - | SV 07 Elversberg | 3:0 | ||||
| 26. Round | 07/03/2000 | Rot-Weiss Essen | - | FK Pirmasens | 2:1 | ||||
| 27. Round | 11/03/2000 | FK Pirmasens | - | Borussia Dortmund II | 0:3 |
Germany