| 1. Round | 03/08/2019 | VfB 1921 Krieschow | - | VfL 05 Hohenstein-Ernstthal | annull. | ||||
| 2. Round | 17/08/2019 | Wacker Nordhausen II | - | VfB 1921 Krieschow | 7:0 | ||||
| 3. Round | 24/08/2019 | VfB 1921 Krieschow | - | 1. FC Merseburg | 1:4 |  |
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| 4. Round | 31/08/2019 | Askania Bernburg | - | VfB 1921 Krieschow | 5:3 | |
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| 5. Round | 14/09/2019 | VfB 1921 Krieschow | - | VFC Plauen | 2:1 | ||||
| 6. Round | 22/09/2019 | Inter Leipzig | - | VfB 1921 Krieschow | 5:0 | ||||
| 7. Round | 29/09/2019 | VfB 1921 Krieschow | - | Union Sandersdorf | 2:2 |  |
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| 9. Round | 19/10/2019 | VfB 1921 Krieschow | - | FSV Martinroda | 5:0 | ||||
| 8. Round | 31/10/2019 | FC Oberlausitz | - | VfB 1921 Krieschow | 3:2 | |
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| 11. Round | 03/11/2019 | VfB 1921 Krieschow | - | VfL Halle 96 | 4:1 | |
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| 13. Round | 23/11/2019 | FC Grimma | - | VfB 1921 Krieschow | 2:4 | ||||
| 14. Round | 30/11/2019 | VfB 1921 Krieschow | - | FC Eilenburg | 0:1 | |
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| 15. Round | 07/12/2019 | FSV 63 Luckenwalde | - | VfB 1921 Krieschow | 1:3 | |
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| 17. Round | 22/02/2020 | VfB 1921 Krieschow | - | Wacker Nordhausen II | 5:0 | |
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| 18. Round | 29/02/2020 | 1. FC Merseburg | - | VfB 1921 Krieschow | 4:1 | |
Germany