| 03/10/08 | AZ El Hamdaoui 1, 58, Dembele 21, 28, Swerts 27, Moisander 60 | 6-0 | Sparta |
| 04/10/08 | Vitesse van Wolfswinkel 46, Hofs 56 | 2-2 | Willem II Akgun 15, Demouge 90 |
| 04/10/08 | PSV Lazovic 15, 47, Afellay 79 | 3-0 | De Graafschap |
| 04/10/08 | Heracles Overtoom 60, Schulmeister 90 | 2-0 | Roda |
| 05/10/08 | Groningen Andersson 11, Levchenko 25, Berg 70 | 3-0 | Den Haag |
| 05/10/08 | Volendam Boots 53, Tuyp 87 | 2-4 | NAC Kwakman 6, Amoah 20, 67, Lurling 90 |
| 05/10/08 | Feyenoord | 0-2 | NEC Nijmegen Janssen 49, Ntibazonkiza 56 |
| 05/10/08 | Utrecht Loval 9, Dickoh 50, De Jong 89 | 3-0 | FC Twente |
| 05/10/08 | Heerenveen Sibon 4, 51, Beerens 8, Pranjic 63(p), 90 | 5-2 | Ajax Huntelaar 79, Suarez 81(p) |
| 17/10/08 | Den Haag | - | Volendam |
| 18/10/08 | FC Twente | - | Heracles |
| 18/10/08 | Roda | - | Heerenveen |
| 18/10/08 | NAC | - | PSV |
| 18/10/08 | Ajax | - | Groningen |
| 19/10/08 | NEC Nijmegen | - | Vitesse |
| 19/10/08 | De Graafschap | - | AZ |
| 19/10/08 | Willem II | - | Feyenoord |
| 19/10/08 | Sparta | - | Utrecht |
| 24/10/08 | Heracles | - | Den Haag |
| 25/10/08 | AZ | - | Volendam |
| 25/10/08 | Groningen | - | Sparta |
| 25/10/08 | Willem II | - | De Graafschap |
| 25/10/08 | PSV | - | Roda |
| 26/10/08 | Feyenoord | - | Heerenveen |
| 26/10/08 | Utrecht | - | NAC |
| 26/10/08 | Ajax | - | NEC Nijmegen |
| 26/10/08 | Vitesse | - | FC Twente |
| 28/10/08 | Roda | - | AZ |
| 28/10/08 | Den Haag | - | PSV |
| 28/10/08 | Volendam | - | Willem II |
| 29/10/08 | NAC | - | FC Twente |
| 29/10/08 | Heracles | - | Ajax |
| 29/10/08 | NEC Nijmegen | - | Groningen |
| 29/10/08 | Heerenveen | - | Vitesse |
| 29/10/08 | Sparta | - | Feyenoord |
| 30/10/08 | De Graafschap | - | Utrecht |
