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| 26.12.1958 | VV Rheden | - | VV Heerde | 1:0 (0:0) | ||
| 28.12.1958 | ZVV Be Quick | - | SC NEC | 0:5 (0:0) | ||
| 01.01.1959 | Enschedese Boys | - | Winterswijkse VC | 4:1 (3:0) | ||
| AVC Heracles | - | VV Nijverdal | 4:1 (1:1) | |||
| SV Leones | - | USV Elinkwijk | 1:8 (0:3) | |||
| PEC | - | RKSC Zwolle | 4:1 (0:1) | |||
| Quick'20 | - | VV Oldenzaal | 1:3 (0:1) | |||
| TSV Theole | - | DOS Utrecht | 0:4 (0:2) | |||
| HVV Tubantia | - | HVV Hengelo | 2:4 (2:1) | |||
| Velox | - | RKSV Driel | 8:1 (3:0) | |||
| WVV Wageningen | - | SC Bemmel | 1:0 (1:0) |
