| Jornada 1 | 30-08-1998 | EXTREMADURA | 0 | VALLADOLID | 0 |
| Jornada 2 | 13-09-1998 | VALLADOLID | 0 | REAL MADRID | 1 |
| Jornada 3 | 20-09-1998 | CELTA | 0 | VALLADOLID | 0 |
| Jornada 4 | 27-09-1998 | VALLADOLID | 3 | VALENCIA | 1 |
| Jornada 5 | 04-10-1998 | SALAMANCA | 1 | VALLADOLID | 0 |
| Jornada 6 | 18-10-1998 | VALLADOLID | 2 | ESPANYOL | 1 |
| Jornada 7 | 25-10-1998 | REAL SOCIEDAD | 1 | VALLADOLID | 0 |
| Jornada 8 | 01-11-1998 | VALLADOLID | 2 | OVIEDO | 1 |
| Jornada 9 | 08-11-1998 | TENERIFE | 2 | VALLADOLID | 2 |
| Jornada 10 | 15-11-1998 | VALLADOLID | 1 | MALLORCA | 0 |
| Jornada 11 | 22-11-1998 | ATLETICO MADRID | 6 | VALLADOLID | 1 |
| Jornada 12 | 29-11-1998 | VALLADOLID | 0 | DEPORTIVO | 1 |
| Jornada 13 | 06-12-1998 | VILLARREAL | 2 | VALLADOLID | 1 |
| Jornada 14 | 13-12-1998 | VALLADOLID | 3 | ALAVES | 0 |
| Jornada 15 | 20-12-1998 | VALLADOLID | 0 | FC BARCELONA | 1 |
| Jornada 16 | 03-01-1999 | ATHLETIC BILBAO | 2 | VALLADOLID | 1 |
| Jornada 17 | 10-01-1999 | VALLADOLID | 2 | BETIS | 1 |
| Jornada 18 | 17-01-1999 | ZARAGOZA | 2 | VALLADOLID | 0 |
| Jornada 19 | 24-01-1999 | VALLADOLID | 0 | RAC.SANTANDER | 0 |
| Jornada 20 | 31-01-1999 | VALLADOLID | 0 | EXTREMADURA | 0 |
| Jornada 21 | 07-02-1999 | REAL MADRID | 3 | VALLADOLID | 2 |
| Jornada 22 | 14-02-1999 | VALLADOLID | 2 | CELTA | 1 |
| Jornada 23 | 21-02-1999 | VALENCIA | 0 | VALLADOLID | 1 |
| Jornada 24 | 28-02-1999 | VALLADOLID | 4 | SALAMANCA | 1 |
| Jornada 25 | 07-03-1999 | ESPANYOL | 0 | VALLADOLID | 2 |
| Jornada 26 | 14-03-1999 | VALLADOLID | 0 | REAL SOCIEDAD | 0 |
| Jornada 27 | 21-03-1999 | OVIEDO | 0 | VALLADOLID | 0 |
| Jornada 28 | 04-04-1999 | VALLADOLID | 2 | TENERIFE | 1 |
| Jornada 29 | 11-04-1999 | MALLORCA | 1 | VALLADOLID | 0 |
| Jornada 30 | 18-04-1999 | VALLADOLID | 1 | ATLETICO MADRID | 0 |
| Jornada 31 | 25-04-1999 | DEPORTIVO | 3 | VALLADOLID | 0 |
| Jornada 32 | 02-05-1999 | VALLADOLID | 1 | VILLARREAL | 0 |
| Jornada 33 | 09-05-1999 | ALAVES | 2 | VALLADOLID | 0 |
| Jornada 34 | 16-05-1999 | FC BARCELONA | 1 | VALLADOLID | 1 |
| Jornada 35 | 23-05-1999 | VALLADOLID | 0 | ATHLETIC BILBAO | 3 |
| Jornada 36 | 30-05-1999 | BETIS | 2 | VALLADOLID | 0 |
| Jornada 37 | 13-06-1999 | VALLADOLID | 1 | ZARAGOZA | 1 |
| Jornada 38 | 20-06-1999 | RAC.SANTANDER | 0 | VALLADOLID | 2 |