| 3. Round | 29/10/2003 | Wigan Athletic | - | Middlesbrough FC | 1:2 |  |
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| Round of 16 | 03/12/2003 | Middlesbrough FC | - | Everton FC | 5:4 pso | ||||
| Quarter-finals | 17/12/2003 | Tottenham Hotspur | - | Middlesbrough FC | 4:5 pso | ||||
| Semi-finals | 20/01/2004 | Arsenal FC | - | Middlesbrough FC | 0:1 | ||||
| Semi-finals | 03/02/2004 | Middlesbrough FC | - | Arsenal FC | 2:1 | ||||
| Final | 29/02/2004 | Bolton Wanderers | - | Middlesbrough FC | 1:2 |
Spain