| 1. Round | 02/08/1998 | LR Ahlen | - | FSV Salmrohr | 4:2 | ||||
| 2. Round | 08/08/1998 | FC 08 Homburg | - | LR Ahlen | 0:1 |  |
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| 3. Round | 16/08/1998 | LR Ahlen | - | Bayer Leverkusen II | 1:3 | ||||
| 4. Round | 23/08/1998 | SC Verl | - | LR Ahlen | 2:4 | ||||
| 10. Round | 04/10/1998 | LR Ahlen | - | Eintracht Trier | 0:1 | ||||
| 11. Round | 11/10/1998 | Borussia Dortmund II | - | LR Ahlen | 3:1 | ||||
| 12. Round | 18/10/1998 | LR Ahlen | - | 1. FC Saarbrücken | 1:1 | ||||
| 13. Round | 25/10/1998 | 1. FC Kaiserslautern II | - | LR Ahlen | 1:1 | ||||
| 15. Round | 08/11/1998 | Sportfreunde Siegen | - | LR Ahlen | 3:1 | ||||
| 16. Round | 15/11/1998 | LR Ahlen | - | FC Remscheid | 6:0 | ||||
| 14. Round | 21/11/1998 | LR Ahlen | - | SC Paderborn 07 | 3:1 | ||||
| 17. Round | 27/11/1998 | Alemannia Aachen | - | LR Ahlen | 1:2 | ||||
| 18. Round | 05/12/1998 | FSV Salmrohr | - | LR Ahlen | 3:2 | ||||
| 19. Round | 13/12/1998 | LR Ahlen | - | FC 08 Homburg | 3:0 | ||||
| 25. Round | 20/03/1999 | LR Ahlen | - | Wuppertaler SV | 1:1 | ||||
| 27. Round | 10/04/1999 | Eintracht Trier | - | LR Ahlen | 3:1 | ||||
| 32. Round | 16/05/1999 | LR Ahlen | - | Sportfreunde Siegen | 0:1 | ||||
| 34. Round | 30/05/1999 | LR Ahlen | - | Alemannia Aachen | 2:0 |
Belarus