| 3. Jornada | 21.08.1999 | Walsall FC | - | Crewe Alexandra | 1:4 | ||||
| 5. Jornada | 30.08.1999 | Walsall FC | - | Norwich City | 2:2 | ||||
| 6. Jornada | 04.09.1999 | Nottingham Forest | - | Walsall FC | 4:1 | ||||
| 7. Jornada | 11.09.1999 | Grimsby Town | - | Walsall FC | 1:0 | ||||
| 8. Jornada | 18.09.1999 | Walsall FC | - | Manchester City | 0:1 | ||||
| 9. Jornada | 25.09.1999 | Blackburn Rovers | - | Walsall FC | 2:0 | ||||
| 18. Jornada | 12.11.1999 | Walsall FC | - | Port Vale FC | 0:0 | ||||
| 21. Jornada | 26.11.1999 | Walsall FC | - | Fulham FC | 1:3 | ||||
| 23. Jornada | 18.12.1999 | Barnsley FC | - | Walsall FC | 3:2 | ||||
| 24. Jornada | 26.12.1999 | Walsall FC | - | Tranmere Rovers | 1:2 | ||||
| 35. Jornada | 07.03.2000 | Walsall FC | - | Charlton Athletic | 2:4 | ||||
| 36. Jornada | 11.03.2000 | Huddersfield Town | - | Walsall FC | 1:1 |  |
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| 37. Jornada | 18.03.2000 | Walsall FC | - | Queens Park Rangers | 2:3 |
Islandia