| 27. Round | 08/02/2003 | Liverpool FC | - | Middlesbrough FC | 1:1 | ||||
| 28. Round | 22/02/2003 | Sunderland AFC | - | Middlesbrough FC | 1:3 | ||||
| 29. Round | 01/03/2003 | Middlesbrough FC | - | Everton FC | 1:1 | ||||
| 26. Round | 05/03/2003 | Middlesbrough FC | - | Newcastle United | 1:0 | ||||
| 30. Round | 15/03/2003 | Leeds United | - | Middlesbrough FC | 2:3 | ||||
| 31. Round | 22/03/2003 | Middlesbrough FC | - | Charlton Athletic | 1:1 |  |
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| 35. Round | 21/04/2003 | West Ham United | - | Middlesbrough FC | 1:0 | ||||
| 36. Round | 26/04/2003 | Birmingham City | - | Middlesbrough FC | 3:0 | ||||
| 38. Round | 11/05/2003 | Bolton Wanderers | - | Middlesbrough FC | 2:1 |  |
England