| 4. Round | 10/08/2018 | Karlsruher SC | - | FC Carl Zeiss Jena | 1:1 | ||||
| 5. Round | 27/08/2018 | FC Carl Zeiss Jena | - | FSV Zwickau | 2:1 |  |
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| 6. Round | 02/09/2018 | Fortuna Köln | - | FC Carl Zeiss Jena | 2:0 | |
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| 7. Round | 14/09/2018 | Eintracht Braunschweig | - | FC Carl Zeiss Jena | 2:0 | ||||
| 8. Round | 22/09/2018 | FC Carl Zeiss Jena | - | 1. FC Kaiserslautern | 3:3 | ||||
| 9. Round | 25/09/2018 | Sportfreunde Lotte | - | FC Carl Zeiss Jena | 2:0 | |
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| 10. Round | 30/09/2018 | FC Carl Zeiss Jena | - | VfL Osnabrück | 0:0 | ||||
| 11. Round | 06/10/2018 | KFC Uerdingen 05 | - | FC Carl Zeiss Jena | 2:1 | ||||
| 15. Round | 12/11/2018 | SV Wehen Wiesbaden | - | FC Carl Zeiss Jena | 2:3 | ||||
| 16. Round | 24/11/2018 | FC Carl Zeiss Jena | - | SpVgg Unterhaching | 4:5 | |
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| 17. Round | 01/12/2018 | Würzburger Kickers | - | FC Carl Zeiss Jena | 5:2 | |
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| 19. Round | 16/12/2018 | TSV 1860 München | - | FC Carl Zeiss Jena | 1:3 | |
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| 20. Round | 23/12/2018 | SG Sonnenhof Großaspach | - | FC Carl Zeiss Jena | 0:0 |
France