| 1. Jornada | 14.08.1999 | BV Veendam | - | Telstar | 2:2 |  |
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| 3. Jornada | 28.08.1999 | VVV | - | Telstar | 1:0 | ||||
| 4. Jornada | 05.09.1999 | Telstar | - | TOP Oss | 3:0 | |
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| 5. Jornada | 11.09.1999 | Telstar | - | Dordrecht '90 | 0:3 | |
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| 2. Jornada | 15.09.1999 | Telstar | - | ADO Den Haag | 2:0 | ||||
| 6. Jornada | 18.09.1999 | NAC Breda | - | Telstar | 2:0 | |
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| 8. Jornada | 02.10.1999 | BV Emmen | - | Telstar | 2:0 | ||||
| 9. Jornada | 16.10.1999 | Telstar | - | Go Ahead Eagles | 0:3 |
Marruecos