| 1999-12-18 | TwentevRoda JCEredivisie · Netherlands | 2–1 | Eredivisie · Netherlands |
| 1999-12-04 | MVV MaastrichtvTwenteEredivisie · Netherlands | 0–2 | Eredivisie · Netherlands |
| 1999-12-01 | TwentevFor SittardEredivisie · Netherlands | 1–0 | Eredivisie · Netherlands |
| 1999-11-27 | TwentevWillem IIEredivisie · Netherlands | 4–0 | Eredivisie · Netherlands |
| 1999-11-19 | AZ AlkmaarvTwenteEredivisie · Netherlands | 2–1 | Eredivisie · Netherlands |
| 1999-11-07 | TwentevFeyenoordEredivisie · Netherlands | 3–3 | Eredivisie · Netherlands |
| 1999-10-27 | TwentevSpartaEredivisie · Netherlands | 3–2 | Eredivisie · Netherlands |
| 1999-10-23 | PSV EindhovenvTwenteEredivisie · Netherlands | 2–2 | Eredivisie · Netherlands |
| 1999-10-17 | GraafschapvTwenteEredivisie · Netherlands | 0–0 | Eredivisie · Netherlands |
| 1999-10-13 | NijmegenvTwenteEredivisie · Netherlands | 0–1 | Eredivisie · Netherlands |
| 1999-10-02 | TwentevDen BoschEredivisie · Netherlands | 3–2 | Eredivisie · Netherlands |
| 1999-09-25 | HeerenveenvTwenteEredivisie · Netherlands | 0–0 | Eredivisie · Netherlands |
| 1999-09-17 | CambuurvTwenteEredivisie · Netherlands | 1–3 | Eredivisie · Netherlands |
| 1999-09-11 | TwentevVitesseEredivisie · Netherlands | 0–0 | Eredivisie · Netherlands |
| 1999-08-29 | UtrechtvTwenteEredivisie · Netherlands | 1–0 | Eredivisie · Netherlands |
| 1999-08-21 | TwentevNijmegenEredivisie · Netherlands | 4–2 | Eredivisie · Netherlands |
| 1999-08-15 | WaalwijkvTwenteEredivisie · Netherlands | 1–1 | Eredivisie · Netherlands |
| 1999-05-23 | Willem IIvTwenteEredivisie · Netherlands | 1–2 | Eredivisie · Netherlands |
| 1999-05-16 | TwentevNAC BredaEredivisie · Netherlands | 2–2 | Eredivisie · Netherlands |
| 1999-05-09 | FeyenoordvTwenteEredivisie · Netherlands | 3–1 | Eredivisie · Netherlands |
| 1999-05-01 | TwentevFor SittardEredivisie · Netherlands | 2–2 | Eredivisie · Netherlands |
| 1999-04-25 | WaalwijkvTwenteEredivisie · Netherlands | 2–2 | Eredivisie · Netherlands |
| 1999-04-17 | TwentevCambuurEredivisie · Netherlands | 0–0 | Eredivisie · Netherlands |
| 1999-04-10 | VitessevTwenteEredivisie · Netherlands | 1–1 | Eredivisie · Netherlands |
| 1999-04-05 | TwentevUtrechtEredivisie · Netherlands | 1–1 | Eredivisie · Netherlands |
| 1999-03-19 | TwentevNijmegenEredivisie · Netherlands | 2–0 | Eredivisie · Netherlands |
| 1999-03-14 | TwentevRoda JCEredivisie · Netherlands | 0–0 | Eredivisie · Netherlands |
| 1999-03-06 | MVV MaastrichtvTwenteEredivisie · Netherlands | 2–5 | Eredivisie · Netherlands |
| 1999-02-21 | GraafschapvTwenteEredivisie · Netherlands | 0–2 | Eredivisie · Netherlands |
| 1999-02-18 | PSV EindhovenvTwenteEredivisie · Netherlands | 3–0 | Eredivisie · Netherlands |
| 1999-02-14 | TwentevAjaxEredivisie · Netherlands | 2–1 | Eredivisie · Netherlands |
| 1999-02-06 | TwentevAZ AlkmaarEredivisie · Netherlands | 0–3 | Eredivisie · Netherlands |