| 1. Round | 29/07/2023 | FC Einheit Rudolstadt | - | VfB 1921 Krieschow | 0:1 | ||||
| 2. Round | 06/08/2023 | VfB 1921 Krieschow | - | 1. FC Magdeburg II | 1:4 |  |
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| 3. Round | 19/08/2023 | FSV Motor Marienberg | - | VfB 1921 Krieschow | 1:8 | |
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| 4. Round | 27/08/2023 | VfB 1921 Krieschow | - | VfL Halle 96 | 1:0 | ||||
| 15. Round | 03/02/2024 | VfB 1921 Krieschow | - | FSV Budissa Bautzen | 2:0 | |
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| 16. Round | 10/02/2024 | VfB 1921 Krieschow | - | FC Einheit Rudolstadt | 3:2 | |
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| 17. Round | 17/02/2024 | 1. FC Magdeburg II | - | VfB 1921 Krieschow | 2:2 | |
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| 19. Round | 03/03/2024 | VfL Halle 96 | - | VfB 1921 Krieschow | 1:1 | ||||
| 20. Round | 09/03/2024 | VfB 1921 Krieschow | - | VfB Auerbach | 2:3 | |
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| 21. Round | 16/03/2024 | Union Sandersdorf | - | VfB 1921 Krieschow | 1:0 | |
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| 23. Round | 14/04/2024 | SC Freital | - | VfB 1921 Krieschow | 3:1 | ||||
| 25. Round | 28/04/2024 | FC Grimma | - | VfB 1921 Krieschow | 2:0 | ||||
| 29. Round | 02/06/2024 | VfB 1921 Krieschow | - | SV 09 Arnstadt | 3:1 | |
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| 30. Round | 08/06/2024 | FSV Budissa Bautzen | - | VfB 1921 Krieschow | 4:3 |
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