| 3. Ronde | 16.08.2023 | SV Babelsberg 03 | - | FC Carl Zeiss Jena | 2:1 | ||||
| 4. Ronde | 20.08.2023 | FC Carl Zeiss Jena | - | 1. FC Lok Leipzig | 2:3 | ||||
| 5. Ronde | 25.08.2023 | BFC Dynamo | - | FC Carl Zeiss Jena | 2:1 | ||||
| 6. Ronde | 02.09.2023 | FC Carl Zeiss Jena | - | FSV 63 Luckenwalde | 3:0 |  |
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| 7. Ronde | 16.09.2023 | Hertha BSC II | - | FC Carl Zeiss Jena | 1:1 | |
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| 8. Ronde | 23.09.2023 | FC Carl Zeiss Jena | - | FC Viktoria 1889 Berlin | 1:2 | ||||
| 9. Ronde | 01.10.2023 | Rot-Weiß Erfurt | - | FC Carl Zeiss Jena | 1:1 | ||||
| 10. Ronde | 07.10.2023 | FC Carl Zeiss Jena | - | Hansa Rostock II | 5:1 | ||||
| 11. Ronde | 21.10.2023 | Energie Cottbus | - | FC Carl Zeiss Jena | 0:2 | |
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| 12. Ronde | 29.10.2023 | FC Carl Zeiss Jena | - | BSG Chemie Leipzig | 1:0 |  |
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| 16. Ronde | 02.12.2023 | FC Carl Zeiss Jena | - | ZFC Meuselwitz | 1:0 | ||||
| 18. Ronde | 16.12.2023 | FC Carl Zeiss Jena | - | Chemnitzer FC | 0:1 | ||||
| 19. Ronde | 28.01.2024 | Greifswalder FC | - | FC Carl Zeiss Jena | 3:0 |
Duitsland