| 1. Ronde | 07.08.1999 | Walsall FC | - | Swindon Town | 0:0 | ||||
| 2. Ronde | 14.08.1999 | Sheffield United | - | Walsall FC | 1:1 | ||||
| 3. Ronde | 21.08.1999 | Walsall FC | - | Crewe Alexandra | 1:4 | ||||
| 4. Ronde | 28.08.1999 | Wolverhampton Wanderers | - | Walsall FC | 1:2 | ||||
| 5. Ronde | 30.08.1999 | Walsall FC | - | Norwich City | 2:2 | ||||
| 6. Ronde | 04.09.1999 | Nottingham Forest | - | Walsall FC | 4:1 | ||||
| 7. Ronde | 11.09.1999 | Grimsby Town | - | Walsall FC | 1:0 | ||||
| 9. Ronde | 25.09.1999 | Blackburn Rovers | - | Walsall FC | 2:0 | ||||
| 10. Ronde | 02.10.1999 | Walsall FC | - | Stockport County | 1:2 | ||||
| 11. Ronde | 08.10.1999 | Walsall FC | - | Birmingham City | 1:0 | ||||
| 12. Ronde | 16.10.1999 | West Bromwich Albion | - | Walsall FC | 0:1 | ||||
| 13. Ronde | 19.10.1999 | Portsmouth FC | - | Walsall FC | 5:1 |  |
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| 14. Ronde | 23.10.1999 | Walsall FC | - | Ipswich Town | 0:1 | ||||
| 15. Ronde | 26.10.1999 | Walsall FC | - | Blackburn Rovers | 1:1 | ||||
| 16. Ronde | 30.10.1999 | Stockport County | - | Walsall FC | 1:1 | ||||
| 17. Ronde | 06.11.1999 | Charlton Athletic | - | Walsall FC | 2:1 | ||||
| 18. Ronde | 12.11.1999 | Walsall FC | - | Port Vale FC | 0:0 | |
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| 19. Ronde | 20.11.1999 | Queens Park Rangers | - | Walsall FC | 2:1 |
Engeland