4. Ronde | 13.09.2008 | Portsmouth FC | - | Middlesbrough FC | 2:1 | ||||
7. Ronde | 04.10.2008 | Wigan Athletic | - | Middlesbrough FC | 0:1 | ||||
8. Ronde | 18.10.2008 | Middlesbrough FC | - | Chelsea FC | 0:5 | ||||
9. Ronde | 25.10.2008 | Blackburn Rovers | - | Middlesbrough FC | 1:1 | ||||
10. Ronde | 29.10.2008 | Middlesbrough FC | - | Manchester City | 2:0 | ||||
11. Ronde | 01.11.2008 | Middlesbrough FC | - | West Ham United | 1:1 | ||||
12. Ronde | 09.11.2008 | Aston Villa | - | Middlesbrough FC | 1:2 | ||||
13. Ronde | 16.11.2008 | Everton FC | - | Middlesbrough FC | 1:1 | ||||
17. Ronde | 13.12.2008 | Middlesbrough FC | - | Arsenal FC | 1:1 | ||||
18. Ronde | 20.12.2008 | Fulham FC | - | Middlesbrough FC | 3:0 | ||||
19. Ronde | 26.12.2008 | Middlesbrough FC | - | Everton FC | 0:1 | ||||
20. Ronde | 29.12.2008 | Manchester United | - | Middlesbrough FC | 1:0 | ||||
21. Ronde | 10.01.2009 | Middlesbrough FC | - | Sunderland AFC | 1:1 | ||||
22. Ronde | 17.01.2009 | West Bromwich Albion | - | Middlesbrough FC | 3:0 | ||||
23. Ronde | 28.01.2009 | Chelsea FC | - | Middlesbrough FC | 2:0 | ||||
24. Ronde | 31.01.2009 | Middlesbrough FC | - | Blackburn Rovers | 0:0 | ||||
25. Ronde | 07.02.2009 | Manchester City | - | Middlesbrough FC | 1:0 |