| 8. Jornada | 27.09.1998 | SpVgg Greuther Fürth | - | Stuttgarter Kickers | 1:0 | ||||
| 9. Jornada | 04.10.1998 | Stuttgarter Kickers | - | SG Wattenscheid 09 | 0:2 | ||||
| 11. Jornada | 23.10.1998 | Stuttgarter Kickers | - | Arminia Bielefeld | 2:2 | ||||
| 13. Jornada | 06.11.1998 | Stuttgarter Kickers | - | SpVgg Unterhaching | 1:0 |  |
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| 14. Jornada | 13.11.1998 | Hannover | - | Stuttgarter Kickers | 2:1 | |
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| 15. Jornada | 22.11.1998 | Stuttgarter Kickers | - | SSV Ulm 1846 | 1:2 | ||||
| 16. Jornada | 02.12.1998 | Mainz | - | Stuttgarter Kickers | 2:2 | |
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| 18. Jornada | 11.12.1998 | Stuttgarter Kickers | - | Energie Cottbus | 1:0 | ||||
| 20. Jornada | 28.02.1999 | Stuttgarter Kickers | - | Fortuna Köln | 2:2 | ||||
| 22. Jornada | 12.03.1999 | Stuttgarter Kickers | - | KFC Uerdingen 05 | 0:1 |  |
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| 23. Jornada | 21.03.1999 | FC Gütersloh | - | Stuttgarter Kickers | 1:0 | ||||
| 27. Jornada | 25.04.1999 | Stuttgarter Kickers | - | Karlsruher SC | 2:2 | ||||
| 33. Jornada | 13.06.1999 | Stuttgarter Kickers | - | Mainz | 1:3 | ||||
| 34. Jornada | 17.06.1999 | FC St. Pauli | - | Stuttgarter Kickers | 6:2 |
Alemania