| 8. Round | 22/09/2018 | FC Carl Zeiss Jena | - | 1. FC Kaiserslautern | 3:3 |  |
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| 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 | ||||
| 12. Round | 19/10/2018 | FC Carl Zeiss Jena | - | VfR Aalen | 0:0 | ||||
| 13. Round | 27/10/2018 | Energie Cottbus | - | FC Carl Zeiss Jena | 2:1 | ||||
| 14. Round | 03/11/2018 | FC Carl Zeiss Jena | - | Hansa Rostock | 1:1 | ||||
| 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 | ||||
| 17. Round | 01/12/2018 | Würzburger Kickers | - | FC Carl Zeiss Jena | 5:2 | ||||
| 18. Round | 07/12/2018 | FC Carl Zeiss Jena | - | SV Meppen | 1:2 | ||||
| 23. Round | 09/02/2019 | FC Carl Zeiss Jena | - | Karlsruher SC | 1:1 | ||||
| 30. Round | 23/03/2019 | FC Carl Zeiss Jena | - | KFC Uerdingen 05 | 0:0 | |
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| 31. Round | 31/03/2019 | VfR Aalen | - | FC Carl Zeiss Jena | 1:1 |
Germany