| 1. Round | 03/08/2003 | 1. FSV Mainz 05 | - | 1. FC Union Berlin | 2:1 | ||||
| 2. Round | 10/08/2003 | 1. FC Union Berlin | - | Energie Cottbus | 0:1 |  |
|||
| 3. Round | 15/08/2003 | Erzgebirge Aue | - | 1. FC Union Berlin | 2:1 |  |
|||
| 4. Round | 24/08/2003 | 1. FC Union Berlin | - | SpVgg Greuther Fürth | 3:0 | ||||
| 5. Round | 12/09/2003 | MSV Duisburg | - | 1. FC Union Berlin | 1:0 | ||||
| 6. Round | 19/09/2003 | 1. FC Union Berlin | - | VfB Lübeck | 1:2 | |
|||
| 7. Round | 26/09/2003 | SpVgg Unterhaching | - | 1. FC Union Berlin | 1:1 | |
|||
| 8. Round | 05/10/2003 | 1. FC Union Berlin | - | Jahn Regensburg | 2:2 | ||||
| 9. Round | 17/10/2003 | Eintracht Trier | - | 1. FC Union Berlin | 1:1 | ||||
| 10. Round | 26/10/2003 | 1. FC Union Berlin | - | Arminia Bielefeld | 1:0 | ||||
| 13. Round | 21/11/2003 | 1. FC Union Berlin | - | VfL Osnabrück | 2:0 |
Bulgaria