| 1. Round | 29/07/2023 | Chemnitzer FC | - | FC Carl Zeiss Jena | 0:0 |  |
|||
| 2. Round | 05/08/2023 | FC Carl Zeiss Jena | - | Greifswalder FC | 1:1 | ||||
| 3. Round | 16/08/2023 | SV Babelsberg 03 | - | FC Carl Zeiss Jena | 2:1 | ||||
| 4. Round | 20/08/2023 | FC Carl Zeiss Jena | - | 1. FC Lok Leipzig | 2:3 | |
|||
| 5. Round | 25/08/2023 | BFC Dynamo | - | FC Carl Zeiss Jena | 2:1 | ||||
| 6. Round | 02/09/2023 | FC Carl Zeiss Jena | - | FSV 63 Luckenwalde | 3:0 | ||||
| 7. Round | 16/09/2023 | Hertha BSC II | - | FC Carl Zeiss Jena | 1:1 | ||||
| 8. Round | 23/09/2023 | FC Carl Zeiss Jena | - | FC Viktoria 1889 Berlin | 1:2 | ||||
| 9. Round | 01/10/2023 | Rot-Weiß Erfurt | - | FC Carl Zeiss Jena | 1:1 | ||||
| 11. Round | 21/10/2023 | Energie Cottbus | - | FC Carl Zeiss Jena | 0:2 | ||||
| 12. Round | 29/10/2023 | FC Carl Zeiss Jena | - | BSG Chemie Leipzig | 1:0 | ||||
| 13. Round | 03/11/2023 | Berliner AK 07 | - | FC Carl Zeiss Jena | 0:1 |  |
|||
| 15. Round | 26/11/2023 | VSG Altglienicke | - | FC Carl Zeiss Jena | 0:0 | ||||
| 16. Round | 02/12/2023 | FC Carl Zeiss Jena | - | ZFC Meuselwitz | 1:0 | ||||
| 14. Round | 19/12/2023 | FC Carl Zeiss Jena | - | FSV Zwickau | 2:5 |
Germany