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| 01.01.1959 | SBV Excelsior | - | RVV Coal | 5:1 (2:0) | ||
| MSV&AV Flakkee | - | FC Xerxes | 0:1 (0:0) | |||
| Hermes/DVS | - | DCV Krimpen | 6:2 (3:1) | |||
| RC&FC Sparta | - | SV De Musschen | 6:1 (4:1) | |||
| VE Paraat | - | EDO Haarlem | 2:3 (1:1) | |||
| 05.04.1959 | VV Wilhelmus | - | Racing Club Heemstede | 1:6 (1:3) | ||
| 18.04.1959 | RKSV Blauw-Zwart | - | HFC Haarlem | 1:10 (1:4) | ||
| DHC Delft | - | SV DHL Leeuw | 2:3 (2:0, 2:2) n.V. | |||
| UVS | - | VV Moordrecht | 3:1 (2:1) | |||
| 19.04.1959 | ADO | - | RKSV GDA | 2:1 (2:0) | ||
| DCL Leeuw | - | SHS | 0:3 (0:0) | |||
| VV ONA | - | SV Gouda | 0:1 (0:0, 0:0, 0:0) i.E. | |||
| 30.04.1959 | Fortuna Vlaardingen | - | VDL Maassluis | 1:2 (1:0, 1:1, 1:1) i.E. |
