| 1. Round | 28/07/2018 | VfR Aalen | - | SV Wehen Wiesbaden | 1:2 |  |
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| 2. Round | 05/08/2018 | SV Wehen Wiesbaden | - | Energie Cottbus | 0:2 | ||||
| 3. Round | 08/08/2018 | Hansa Rostock | - | SV Wehen Wiesbaden | 3:2 | ||||
| 4. Round | 11/08/2018 | SV Wehen Wiesbaden | - | Eintracht Braunschweig | 3:3 | ||||
| 5. Round | 25/08/2018 | SV Wehen Wiesbaden | - | SpVgg Unterhaching | 1:2 | ||||
| 6. Round | 01/09/2018 | Würzburger Kickers | - | SV Wehen Wiesbaden | 3:1 | ||||
| 14. Round | 04/11/2018 | Fortuna Köln | - | SV Wehen Wiesbaden | 0:7 | ||||
| 15. Round | 12/11/2018 | SV Wehen Wiesbaden | - | FC Carl Zeiss Jena | 2:3 | ||||
| 16. Round | 25/11/2018 | 1. FC Kaiserslautern | - | SV Wehen Wiesbaden | 0:0 | ||||
| 17. Round | 01/12/2018 | SV Wehen Wiesbaden | - | Sportfreunde Lotte | 2:0 | ||||
| 18. Round | 08/12/2018 | VfL Osnabrück | - | SV Wehen Wiesbaden | 2:1 | ||||
| 23. Round | 10/02/2019 | Eintracht Braunschweig | - | SV Wehen Wiesbaden | 2:3 | ||||
| 33. Round | 13/04/2019 | SV Wehen Wiesbaden | - | Fortuna Köln | 3:0 | ||||
| 34. Round | 20/04/2019 | FC Carl Zeiss Jena | - | SV Wehen Wiesbaden | 3:1 |  |
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| 38. Round | 18/05/2019 | KFC Uerdingen 05 | - | SV Wehen Wiesbaden | 2:3 |
Germany