| Sparta Rotterdam beat NEC Nijmegen 1-0 (A) on 19 Nov 1999 |
| NEC Nijmegen beat PSV Eindhoven 2-1 (H) on 7 Nov 1999 |
| PSV Eindhoven beat Vitesse 6-1 (A) on 22 Aug 1999 |
| Vitesse beat Roda JC 1-0 (A) on 24 Oct 1999 |
| Roda JC beat Ajax 2-1 (A) on 29 Oct 1999 |
| Ajax beat Willem II 6-3 (A) on 3 Oct 1999 |
| Willem II beat Waalwijk 2-1 (H) on 16 Oct 1999 |
| Waalwijk beat Feyenoord 2-1 (A) on 26 Sep 1999 |
| Feyenoord beat SC Heerenveen 3-1 (H) on 29 Aug 1999 |
| SC Heerenveen beat AZ Alkmaar 1-0 (A) on 22 Oct 1999 |
| AZ Alkmaar beat Den Bosch 3-2 (A) on 13 Oct 1999 |
| Den Bosch beat Utrecht 3-2 (H) on 26 Sep 1999 |
| Utrecht beat Twente 1-0 (H) on 29 Aug 1999 |
| Twente beat SC Cambuur 3-1 (A) on 17 Sep 1999 |
| SC Cambuur beat De Graafschap 1-0 (H) on 23 Oct 1999 |
| De Graafschap beat MVV Maastricht 2-1 (H) on 10 Oct 1999 |
| MVV Maastricht beat Fortuna Sittard 1-0 (H) on 31 Oct 1999 |
| Fortuna Sittard beat Sparta Rotterdam 3-2 (H) on 23 Oct 1999 |
HWC: Thick arrows show the earliest chain of wins that passes through every team and returns to its start.