| 1. Ronde | 16.08.2003 | Fulham FC | - | Middlesbrough FC | 3:2 | ||||
| 2. Ronde | 24.08.2003 | Middlesbrough FC | - | Arsenal FC | 0:4 | ||||
| 3. Ronde | 26.08.2003 | Leicester City | - | Middlesbrough FC | 0:0 | ||||
| 4. Ronde | 30.08.2003 | Middlesbrough FC | - | Leeds United | 2:3 | ||||
| 6. Ronde | 21.09.2003 | Middlesbrough FC | - | Everton FC | 1:0 | ||||
| 7. Ronde | 27.09.2003 | Southampton FC | - | Middlesbrough FC | 0:1 |  |
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| 8. Ronde | 05.10.2003 | Middlesbrough FC | - | Chelsea FC | 1:2 |  |
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| 9. Ronde | 18.10.2003 | Middlesbrough FC | - | Newcastle United | 0:1 | ||||
| 10. Ronde | 26.10.2003 | Tottenham Hotspur | - | Middlesbrough FC | 0:0 | ||||
| 11. Ronde | 01.11.2003 | Middlesbrough FC | - | Wolverhampton Wanderers | 2:0 |
Engeland