1. Ronde | 07.08.1999 | Watford FC | - | Wimbledon FC | 2:3 | ||||
2. Ronde | 10.08.1999 | Wimbledon FC | - | Middlesbrough FC | 2:3 | ||||
3. Ronde | 14.08.1999 | Wimbledon FC | - | Coventry City | 1:1 | ||||
4. Ronde | 21.08.1999 | Newcastle United | - | Wimbledon FC | 3:3 | ||||
6. Ronde | 28.08.1999 | Wimbledon FC | - | Chelsea FC | 0:1 | ||||
7. Ronde | 11.09.1999 | Wimbledon FC | - | Derby County | 2:2 |