| 27. Round | 08/02/2003 | Liverpool FC | - | Middlesbrough FC | 1:1 |  |
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| 28. Round | 22/02/2003 | Sunderland AFC | - | Middlesbrough FC | 1:3 |  |
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| 29. Round | 01/03/2003 | Middlesbrough FC | - | Everton FC | 1:1 | ||||
| 37. Round | 03/05/2003 | Middlesbrough FC | - | Tottenham Hotspur | 5:1 | ||||
| 38. Round | 11/05/2003 | Bolton Wanderers | - | Middlesbrough FC | 2:1 |
England