| 1. Round | 12/08/2018 | Rot-Weiss Essen [Youth] | - | SC Paderborn 07 [Youth] | 2:2 | ||||
| 2. Round | 15/08/2018 | SC Paderborn 07 [Youth] | - | VfL Bochum [Youth] | 3:4 | ||||
| 3. Round | 19/08/2018 | SV Rödinghausen [Youth] | - | SC Paderborn 07 [Youth] | 2:1 | ||||
| 4. Round | 25/08/2018 | SC Paderborn 07 [Youth] | - | 1. FC Köln [Youth] | 0:2 |  |
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| 5. Round | 16/09/2018 | Bor. Mönchengladbach [Youth] | - | SC Paderborn 07 [Youth] | 5:0 | ||||
| 6. Round | 23/09/2018 | SC Paderborn 07 [Youth] | - | Borussia Dortmund [Youth] | 0:8 | ||||
| 7. Round | 29/09/2018 | Alemannia Aachen [Youth] | - | SC Paderborn 07 [Youth] | 1:3 | ||||
| 8. Round | 21/10/2018 | SC Paderborn 07 [Youth] | - | MSV Duisburg [Youth] | 0:1 | ||||
| 14. Round | 09/12/2018 | SC Paderborn 07 [Youth] | - | Rot-Weiss Essen [Youth] | 0:0 | ||||
| 17. Round | 16/02/2019 | 1. FC Köln [Youth] | - | SC Paderborn 07 [Youth] | 4:0 | ||||
| 25. Round | 05/05/2019 | FC Schalke 04 [Youth] | - | SC Paderborn 07 [Youth] | 2:1 | ||||
| 26. Round | 11/05/2019 | SC Paderborn 07 [Youth] | - | Rot-Weiß Oberhausen [Youth] | 3:3 |
Germany