| 4. Round | 12/09/1959 | Rot-Weiss Essen | - | Schwarz-Weiß Essen | 2:0 | ||||
| 5. Round | 20/09/1959 | Borussia VfL M.-Gladbach | - | Rot-Weiss Essen | 0:1 | ||||
| 6. Round | 26/09/1959 | Rot-Weiss Essen | - | FC Schalke 04 | 3:2 | ||||
| 14. Round | 06/12/1959 | Rot-Weiss Essen | - | 1. FC Köln | 0:2 | ||||
| 15. Round | 13/12/1959 | Alemannia Aachen | - | Rot-Weiss Essen | 2:1 | ||||
| 16. Round | 27/12/1959 | Rot-Weiss Essen | - | Preußen Münster | 1:1 | ||||
| 17. Round | 03/01/1960 | Westfalia Herne | - | Rot-Weiss Essen | 2:1 | ||||
| 18. Round | 10/01/1960 | Rot-Weiss Essen | - | SF Hamborn 07 | 1:1 | ||||
| 19. Round | 17/01/1960 | Schwarz-Weiß Essen | - | Rot-Weiss Essen | 2:3 | ||||
| 20. Round | 24/01/1960 | Rot-Weiss Essen | - | Borussia VfL M.-Gladbach | 5:1 | ||||
| 21. Round | 31/01/1960 | FC Schalke 04 | - | Rot-Weiss Essen | 4:0 |
Germany