| 5. Round | 02/10/1949 | Preußen Dellbrück | - | 1. FC Köln | 1:1 |  |
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| 7. Round | 16/10/1949 | Preußen Dellbrück | - | SF Hamborn 07 | 4:1 | ||||
| 8. Round | 23/10/1949 | Rot-Weiss Essen | - | Preußen Dellbrück | 2:1 | ||||
| 9. Round | 30/10/1949 | Duisburger FV 08 | - | Preußen Dellbrück | 2:3 | |
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| 10. Round | 06/11/1949 | Preußen Dellbrück | - | TSG Vohwinkel 80 | 3:0 | |
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| 11. Round | 13/11/1949 | Rot-Weiß Oberhausen | - | Preußen Dellbrück | 0:0 | ||||
| 12. Round | 20/11/1949 | Preußen Dellbrück | - | Borussia Dortmund | 0:1 | ||||
| 13. Round | 27/11/1949 | STV Horst-Emscher | - | Preußen Dellbrück | 1:1 | ||||
| 14. Round | 04/12/1949 | Preußen Dellbrück | - | Preußen Münster | 2:0 | ||||
| 15. Round | 11/12/1949 | SV Rhenania Würselen | - | Preußen Dellbrück | 3:3 | |
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| 18. Round | 29/01/1950 | Preußen Dellbrück | - | SpVgg Erkenschwick | 3:1 | ||||
| 19. Round | 05/02/1950 | Alemannia Aachen | - | Preußen Dellbrück | 2:0 | ||||
| 20. Round | 12/02/1950 | 1. FC Köln | - | Preußen Dellbrück | 2:0 | ||||
| 25. Round | 26/03/1950 | TSG Vohwinkel 80 | - | Preußen Dellbrück | 1:2 |
Germany