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| 26/12/1958 | HVC Amersfoort | - | BVV Baarn | 2:0 (1:0) | ||
| 01/01/1959 | VV Aalsmeer | - | De Volewijckers | 0:8 (0:2) | ||
| AFC Ajax | - | JOS | 8:3 (5:2) | |||
| Alkmaar '54 | - | Breezand BKC | 3:0 (2:0) | |||
| Blauw Wit | - | N.N. | 0:1 (0:0, 0:0) aet | |||
| HVV 't Gooi | - | EMM ´15 | 0:2 (0:0) | |||
| RKVV Velsen | - | FC Hilversum | 2:0 (2:0) | |||
| Wormer SV´30 | - | KFC Koog | 2:1 (2:0) | |||
| SV Zeist | - | Celeritudo | 1:2 (1:0) | |||
| 15/04/1959 | ZFC Zaandam | - | RKSV TYBB | 0:1 (0:1) | ||
| 19/04/1959 | RKSV DCG | - | DWS Amsterdam | 0:2 (0:1) | ||
| 30/04/1959 | RKSV Volendam | - | OSV Amsterdam | 2:0 (0:0) |
