1. Ronde | 07.08.1999 | Tranmere Rovers | - | Bolton Wanderers | 0:0 | ||||
2. Ronde | 14.08.1999 | Bolton Wanderers | - | Queens Park Rangers | 2:1 | ||||
3. Ronde | 21.08.1999 | Ipswich Town | - | Bolton Wanderers | 1:0 | ||||
4. Ronde | 28.08.1999 | Bolton Wanderers | - | Manchester City | 0:1 | ||||
6. Ronde | 05.09.1999 | Bolton Wanderers | - | Birmingham City | 3:3 | ||||
7. Ronde | 11.09.1999 | Charlton Athletic | - | Bolton Wanderers | 2:1 | ||||
8. Ronde | 18.09.1999 | Bolton Wanderers | - | Barnsley FC | 2:2 |