| 1. Round | 22/08/1998 | HFC Haarlem | - | Dordrecht '90 | 0:4 |  |
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| 1. Round | 29/08/1998 | BV Veendam | - | Dordrecht '90 | 1:1 | |
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| 2. Round | 14/09/1998 | SBV Eindhoven | - | Dordrecht '90 | 4:1 | ||||
| 2. Round | 22/09/1998 | FC Groningen | - | Dordrecht '90 | 3:0 | ||||
| 2. Round | 25/09/1998 | Dordrecht '90 | - | FC Den Bosch | 1:4 | ||||
| 2. Round | 28/09/1998 | Dordrecht '90 | - | FC Zwolle | 1:6 | |
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| 3. Round | 03/10/1998 | Dordrecht '90 | - | VVV | 2:3 | |
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| 3. Round | 12/10/1998 | Helmond Sport | - | Dordrecht '90 | 3:0 | ||||
| 3. Round | 17/10/1998 | Telstar | - | Dordrecht '90 | 2:3 | |
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| 3. Round | 24/10/1998 | Dordrecht '90 | - | Heracles Almelo | 2:2 | |
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| 3. Round | 31/10/1998 | BV Emmen | - | Dordrecht '90 | 3:0 | ||||
| 4. Round | 07/11/1998 | Dordrecht '90 | - | TOP Oss | 3:3 | |
Netherlands