1. Round | 03/08/2019 | Union Sandersdorf | - | FC Carl Zeiss Jena II | 0:2 | ||||
2. Round | 16/08/2019 | FC Carl Zeiss Jena II | - | FSV Martinroda | 1:0 | ||||
3. Round | 24/08/2019 | VfL Halle 96 | - | FC Carl Zeiss Jena II | 2:0 | ||||
4. Round | 31/08/2019 | FC Grimma | - | FC Carl Zeiss Jena II | 2:3 | ||||
6. Round | 21/09/2019 | FC Carl Zeiss Jena II | - | Wacker Nordhausen II | 5:2 | ||||
7. Round | 28/09/2019 | Askania Bernburg | - | FC Carl Zeiss Jena II | 0:4 | ||||
8. Round | 05/10/2019 | FC Carl Zeiss Jena II | - | Inter Leipzig | 2:0 | ||||
9. Round | 20/10/2019 | FC Oberlausitz | - | FC Carl Zeiss Jena II | 1:0 | ||||
10. Round | 26/10/2019 | FC Carl Zeiss Jena II | - | VfB 1921 Krieschow | 3:1 | ||||
11. Round | 02/11/2019 | FC Einheit Rudolstadt | - | FC Carl Zeiss Jena II | 1:2 | ||||
16. Round | 15/11/2019 | FC Carl Zeiss Jena II | - | Union Sandersdorf | 2:1 | ||||
17. Round | 21/02/2020 | FSV Martinroda | - | FC Carl Zeiss Jena II | 0:2 |