| 1. Round | 30/07/2023 | SpVgg Greuther Fürth | - | SC Paderborn 07 | 5:0 | ||||
| 2. Round | 04/08/2023 | SC Paderborn 07 | - | VfL Osnabrück | 1:1 | ||||
| 3. Round | 19/08/2023 | Fortuna Düsseldorf | - | SC Paderborn 07 | 1:2 |  |
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| 4. Round | 25/08/2023 | SC Paderborn 07 | - | 1. FC Kaiserslautern | 1:2 | |
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| 5. Round | 02/09/2023 | Holstein Kiel | - | SC Paderborn 07 | 2:1 | ||||
| 6. Round | 15/09/2023 | SC Paderborn 07 | - | SV Wehen Wiesbaden | 2:1 | ||||
| 7. Round | 22/09/2023 | 1. FC Magdeburg | - | SC Paderborn 07 | 1:1 | ||||
| 8. Round | 29/09/2023 | SC Paderborn 07 | - | FC Schalke 04 | 3:1 | |
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| 9. Round | 08/10/2023 | Eintracht Braunschweig | - | SC Paderborn 07 | 1:3 | ||||
| 10. Round | 21/10/2023 | SC Paderborn 07 | - | FC St. Pauli | 2:2 | |
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| 11. Round | 28/10/2023 | Hertha BSC | - | SC Paderborn 07 | 3:1 | |
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| 12. Round | 05/11/2023 | Karlsruher SC | - | SC Paderborn 07 | 0:3 | ||||
| 14. Round | 25/11/2023 | SV 07 Elversberg | - | SC Paderborn 07 | 4:1 | |
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| 15. Round | 03/12/2023 | SC Paderborn 07 | - | Hannover 96 | 1:0 | |
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| 16. Round | 09/12/2023 | Hamburger SV | - | SC Paderborn 07 | 1:2 | ||||
| 17. Round | 15/12/2023 | SC Paderborn 07 | - | Hansa Rostock | 3:0 | |
Germany