| 1. Round | 03/08/2019 | VfL Halle 96 | - | Inter Leipzig | 2:1 | ||||
| 2. Round | 17/08/2019 | FC Oberlausitz | - | VfL Halle 96 | 4:0 | ||||
| 3. Round | 24/08/2019 | VfL Halle 96 | - | FC Carl Zeiss Jena II | 2:0 | ||||
| 4. Round | 31/08/2019 | FC Einheit Rudolstadt | - | VfL Halle 96 | 0:1 | ||||
| 7. Round | 28/09/2019 | VfL Halle 96 | - | 1. FC Merseburg | 3:2 | ||||
| 8. Round | 05/10/2019 | VFC Plauen | - | VfL Halle 96 | 5:0 | ||||
| 11. Round | 03/11/2019 | VfB 1921 Krieschow | - | VfL Halle 96 | 4:1 | ||||
| 12. Round | 09/11/2019 | VfL Halle 96 | - | FC Grimma | 2:3 | ||||
| 16. Round | 14/12/2019 | Inter Leipzig | - | VfL Halle 96 | 2:0 | ||||
| 17. Round | 22/02/2020 | VfL Halle 96 | - | FC Oberlausitz | 1:0 |
USA