1. Jornada | 07.08.1999 | Coventry City | - | Southampton | 0:1 | ||||
2. Jornada | 11.08.1999 | Leicester City | - | Coventry City | 1:0 | ||||
3. Jornada | 14.08.1999 | Wimbledon FC | - | Coventry City | 1:1 | ||||
4. Jornada | 21.08.1999 | Coventry City | - | Derby County | 2:0 | ||||
5. Jornada | 25.08.1999 | Coventry City | - | Manchester United | 1:2 | ||||
6. Jornada | 29.08.1999 | Sunderland | - | Coventry City | 1:1 | ||||
7. Jornada | 11.09.1999 | Coventry City | - | Leeds United | 3:4 |