| 7. Round | 21/09/2002 | Middlesbrough FC | - | Birmingham City | 1:0 | ||||
| 13. Round | 09/11/2002 | Middlesbrough FC | - | Liverpool FC | 1:0 | ||||
| 14. Round | 16/11/2002 | Chelsea FC | - | Middlesbrough FC | 1:0 | ||||
| 15. Round | 23/11/2002 | Middlesbrough FC | - | Manchester City | 3:1 | ||||
| 16. Round | 30/11/2002 | West Bromwich Albion | - | Middlesbrough FC | 1:0 | ||||
| 17. Round | 07/12/2002 | Middlesbrough FC | - | West Ham United | 2:2 | ||||
| 19. Round | 21/12/2002 | Arsenal FC | - | Middlesbrough FC | 2:0 | ||||
| 21. Round | 28/12/2002 | Aston Villa | - | Middlesbrough FC | 1:0 | ||||
| 22. Round | 01/01/2003 | Blackburn Rovers | - | Middlesbrough FC | 1:0 | ||||
| 23. Round | 11/01/2003 | Middlesbrough FC | - | Southampton FC | 2:2 | ||||
| 24. Round | 19/01/2003 | Fulham FC | - | Middlesbrough FC | 1:0 | ||||
| 25. Round | 28/01/2003 | Middlesbrough FC | - | Aston Villa | 2:5 |
Australia
Slovenia