| 1. Round | 28/07/2018 | VfR Aalen | - | SV Wehen Wiesbaden | 1:2 | ||||
| 2. Round | 05/08/2018 | SV Wehen Wiesbaden | - | Energie Cottbus | 0:2 | ||||
| 3. Round | 08/08/2018 | Hansa Rostock | - | SV Wehen Wiesbaden | 3:2 |  |
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| 4. Round | 11/08/2018 | SV Wehen Wiesbaden | - | Eintracht Braunschweig | 3:3 | |
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| 5. Round | 25/08/2018 | SV Wehen Wiesbaden | - | SpVgg Unterhaching | 1:2 | ||||
| 6. Round | 01/09/2018 | Würzburger Kickers | - | SV Wehen Wiesbaden | 3:1 |  |
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| 7. Round | 15/09/2018 | SV Wehen Wiesbaden | - | SV Meppen | 3:0 | |
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| 8. Round | 22/09/2018 | TSV 1860 München | - | SV Wehen Wiesbaden | 1:2 | |
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| 9. Round | 25/09/2018 | SV Wehen Wiesbaden | - | SG Sonnenhof Großaspach | 2:0 | ||||
| 10. Round | 28/09/2018 | Preußen Münster | - | SV Wehen Wiesbaden | 3:0 | ||||
| 11. Round | 07/10/2018 | SV Wehen Wiesbaden | - | Hallescher FC | 2:0 |  |
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| 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 |
Switzerland