| 15. Round | 03/02/2019 | Bor. Mönchengladbach [Youth] | - | Preußen Münster [Youth] | 0:0 | ||||
| 16. Round | 10/02/2019 | Preußen Münster [Youth] | - | Borussia Dortmund [Youth] | 0:1 | ||||
| 19. Round | 02/03/2019 | Fortuna Düsseldorf [Youth] | - | Preußen Münster [Youth] | 0:2 | ||||
| 20. Round | 10/03/2019 | Preußen Münster [Youth] | - | Bayer Leverkusen [Youth] | 1:3 | ||||
| 21. Round | 31/03/2019 | Rot-Weiss Essen [Youth] | - | Preußen Münster [Youth] | 2:2 | ||||
| 22. Round | 06/04/2019 | FC Schalke 04 [Youth] | - | Preußen Münster [Youth] | 3:1 | ||||
| 23. Round | 13/04/2019 | Preußen Münster [Youth] | - | Rot-Weiß Oberhausen [Youth] | 0:0 |  |
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| 24. Round | 28/04/2019 | SC Paderborn 07 [Youth] | - | Preußen Münster [Youth] | 2:1 | |
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| 25. Round | 05/05/2019 | Preußen Münster [Youth] | - | VfL Bochum [Youth] | 4:0 |  |
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| 26. Round | 11/05/2019 | SV Rödinghausen [Youth] | - | Preußen Münster [Youth] | 0:4 | |
Germany