| 1. Round | 30/07/2000 | Rot-Weiß Erfurt | - | VfB Stuttgart II | 3:2 | ||||
| 2. Round | 05/08/2000 | VfB Stuttgart II | - | Bayern München II | 4:1 |  |
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| 3. Round | 12/08/2000 | VfR Mannheim | - | VfB Stuttgart II | 1:4 | |
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| 4. Round | 20/08/2000 | VfB Stuttgart II | - | SC Pfullendorf | 0:0 | ||||
| 6. Round | 03/09/2000 | 1. FC Schweinfurt 05 | - | VfB Stuttgart II | 1:4 | |
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| 5. Round | 06/09/2000 | VfB Stuttgart II | - | Kickers Offenbach | 0:1 | ||||
| 7. Round | 10/09/2000 | VfB Stuttgart II | - | VfR Aalen | 0:0 | ||||
| 8. Round | 16/09/2000 | SV Wehen-Taunusstein | - | VfB Stuttgart II | 1:1 | |
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| 9. Round | 24/09/2000 | VfB Stuttgart II | - | FC Carl Zeiss Jena | 3:0 | ||||
| 13. Round | 22/10/2000 | VfB Stuttgart II | - | SV 07 Elversberg | 1:1 | |
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| 15. Round | 05/11/2000 | VfB Stuttgart II | - | Wacker Burghausen | 2:2 | ||||
| 16. Round | 11/11/2000 | Jahn Regensburg | - | VfB Stuttgart II | 0:3 | |
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| 17. Round | 19/11/2000 | VfB Stuttgart II | - | Eintracht Trier | 2:3 | |
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| 20. Round | 10/12/2000 | VfB Stuttgart II | - | VfR Mannheim | 1:0 |
Greece
Germany