| 1. Round | 14/08/1999 | BV Veendam | - | Telstar | 2:2 |  |
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| 2. Round | 21/08/1999 | NAC Breda | - | BV Veendam | 5:0 | ||||
| 3. Round | 28/08/1999 | BV Veendam | - | Heracles Almelo | 3:0 | ||||
| 4. Round | 06/09/1999 | BV Emmen | - | BV Veendam | 1:3 | ||||
| 5. Round | 11/09/1999 | BV Veendam | - | Go Ahead Eagles | 2:2 | |
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| 6. Round | 19/09/1999 | BV Veendam | - | FC Groningen | 1:1 | ||||
| 7. Round | 26/09/1999 | FC Volendam | - | BV Veendam | 1:1 |
Netherlands