| 1. Round | 30/07/2023 | VfB Auerbach | - | FC Grimma | 1:2 | ||||
| 2. Round | 04/08/2023 | FC Grimma | - | Union Sandersdorf | 2:3 |  |
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| 3. Round | 20/08/2023 | Bischofswerdaer FV | - | FC Grimma | 4:1 | ||||
| 5. Round | 02/09/2023 | Germania Halberstadt | - | FC Grimma | 5:0 | ||||
| 6. Round | 16/09/2023 | FC Grimma | - | SV 09 Arnstadt | 0:0 | ||||
| 11. Round | 28/10/2023 | FC Grimma | - | FSV Budissa Bautzen | 1:2 | ||||
| 21. Round | 16/03/2024 | SV 09 Arnstadt | - | FC Grimma | 2:2 | ||||
| 16. Round | 30/03/2024 | FC Grimma | - | VfB Auerbach | 0:3 | ||||
| 15. Round | 10/04/2024 | FC Grimma | - | VfL Halle 96 | 3:1 | |
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| 23. Round | 13/04/2024 | FC Grimma | - | VFC Plauen | 0:0 | ||||
| 24. Round | 20/04/2024 | Ludwigsfelder FC | - | FC Grimma | 2:2 | ||||
| 25. Round | 28/04/2024 | FC Grimma | - | VfB 1921 Krieschow | 2:0 | ||||
| 26. Round | 05/05/2024 | FSV Budissa Bautzen | - | FC Grimma | 3:3 | |
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| 27. Round | 12/05/2024 | FC Grimma | - | FC Einheit Rudolstadt | 2:1 | ||||
| 28. Round | 18/05/2024 | 1. FC Magdeburg II | - | FC Grimma | 2:0 | ||||
| 29. Round | 02/06/2024 | FC Grimma | - | FSV Motor Marienberg | 6:3 | |
Germany