| 1. Round | 31/08/2003 | VfB Stuttgart [Youth] | - | SSV Ulm 1846 [Youth] | 1:1 |  |
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| 2. Round | 07/09/2003 | SC Freiburg [Youth] | - | VfB Stuttgart [Youth] | 3:1 | ||||
| 5. Round | 28/09/2003 | KSV Baunatal [Youth] | - | VfB Stuttgart [Youth] | 0:7 | ||||
| 6. Round | 11/10/2003 | VfB Stuttgart [Youth] | - | Eintracht Frankfurt [Youth] | 2:1 | ||||
| 7. Round | 26/10/2003 | 1. FC Saarbrücken [Youth] | - | VfB Stuttgart [Youth] | 1:2 | |
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| 8. Round | 08/11/2003 | VfB Stuttgart [Youth] | - | 1. FSV Mainz 05 [Youth] | 6:1 | ||||
| 9. Round | 16/11/2003 | Bayern München [Youth] | - | VfB Stuttgart [Youth] | 5:1 | ||||
| 10. Round | 22/11/2003 | VfB Stuttgart [Youth] | - | 1. FC Nürnberg [Youth] | 3:0 | |
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| 11. Round | 30/11/2003 | Stuttgarter Kickers [Youth] | - | VfB Stuttgart [Youth] | 1:1 | ||||
| 12. Round | 06/12/2003 | VfB Stuttgart [Youth] | - | Kickers Offenbach [Youth] | 7:0 | |
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| 13. Round | 14/12/2003 | 1. FC Kaiserslautern [Youth] | - | VfB Stuttgart [Youth] | 2:2 |
Germany