3. Round | 27/08/1999 | 1. FC Köln | - | Stuttgarter Kickers | 4:1 | ||||
4. Round | 12/09/1999 | Stuttgarter Kickers | - | Rot-Weiß Oberhausen | 2:2 | ||||
6. Round | 26/09/1999 | Stuttgarter Kickers | - | Energie Cottbus | 1:0 | ||||
8. Round | 17/10/1999 | TeBe Berlin | - | Stuttgarter Kickers | 2:0 | ||||
9. Round | 23/10/1999 | Stuttgarter Kickers | - | Bor. Mönchengladbach | 3:1 | ||||
11. Round | 07/11/1999 | Stuttgarter Kickers | - | Kickers Offenbach | 2:1 | ||||
12. Round | 19/11/1999 | Fortuna Köln | - | Stuttgarter Kickers | 1:1 | ||||
13. Round | 26/11/1999 | Stuttgarter Kickers | - | 1. FSV Mainz 05 | 3:4 | ||||
14. Round | 05/12/1999 | 1. FC Nürnberg | - | Stuttgarter Kickers | 3:2 | ||||
15. Round | 10/12/1999 | Stuttgarter Kickers | - | Chemnitzer FC | 2:2 |