21. Ronde | 10.01.2009 | Middlesbrough FC | - | Sunderland AFC | 1:1 | ||||
24. Ronde | 31.01.2009 | Middlesbrough FC | - | Blackburn Rovers | 0:0 | ||||
26. Ronde | 21.02.2009 | Middlesbrough FC | - | Wigan Athletic | 0:0 | ||||
27. Ronde | 28.02.2009 | Middlesbrough FC | - | Liverpool FC | 2:0 | ||||
37. Ronde | 16.05.2009 | Middlesbrough FC | - | Aston Villa | 1:1 | ||||
38. Ronde | 24.05.2009 | West Ham United | - | Middlesbrough FC | 2:1 |