| 1. Ronde | 19.08.2000 | Coventry City | - | Middlesbrough FC | 1:3 | ||||
| 4. Ronde | 06.09.2000 | Derby County | - | Middlesbrough FC | 3:3 | ||||
| 5. Ronde | 09.09.2000 | Middlesbrough FC | - | Everton FC | 1:2 | ||||
| 6. Ronde | 17.09.2000 | Manchester City | - | Middlesbrough FC | 1:1 |  |
|||
| 28. Ronde | 24.02.2001 | Middlesbrough FC | - | Southampton FC | 0:1 | ||||
| 29. Ronde | 03.03.2001 | Middlesbrough FC | - | Charlton Athletic | 0:0 | ||||
| 31. Ronde | 31.03.2001 | Chelsea FC | - | Middlesbrough FC | 2:1 | ||||
| 32. Ronde | 09.04.2001 | Middlesbrough FC | - | Sunderland AFC | 0:0 | |
|||
| 33. Ronde | 14.04.2001 | Arsenal FC | - | Middlesbrough FC | 0:3 | ||||
| 34. Ronde | 16.04.2001 | Middlesbrough FC | - | Ipswich Town | 1:2 | |
|||
| 35. Ronde | 21.04.2001 | Leicester City | - | Middlesbrough FC | 0:3 | ||||
| 36. Ronde | 28.04.2001 | Middlesbrough FC | - | Manchester United | 0:2 | |
|||
| 37. Ronde | 05.05.2001 | Bradford City | - | Middlesbrough FC | 1:1 | ||||
| 38. Ronde | 19.05.2001 | Middlesbrough FC | - | West Ham United | 2:1 |
Ierland