1. Round | 13/08/2005 | Middlesbrough FC | - | Liverpool FC | 0:0 | ||||
2. Round | 20/08/2005 | Tottenham Hotspur | - | Middlesbrough FC | 2:0 | ||||
3. Round | 23/08/2005 | Birmingham City | - | Middlesbrough FC | 0:3 | ||||
4. Round | 28/08/2005 | Middlesbrough FC | - | Charlton Athletic | 0:3 | ||||
23. Round | 21/01/2006 | Middlesbrough FC | - | Wigan Athletic | 2:3 | ||||
24. Round | 31/01/2006 | Sunderland AFC | - | Middlesbrough FC | 0:3 | ||||
25. Round | 04/02/2006 | Middlesbrough FC | - | Aston Villa | 0:4 | ||||
26. Round | 11/02/2006 | Middlesbrough FC | - | Chelsea FC | 3:0 | ||||
31. Round | 26/03/2006 | Middlesbrough FC | - | Bolton Wanderers | 4:3 | ||||
32. Round | 02/04/2006 | Manchester City | - | Middlesbrough FC | 0:1 | ||||
34. Round | 15/04/2006 | Portsmouth FC | - | Middlesbrough FC | 1:0 | ||||
36. Round | 01/05/2006 | Manchester United | - | Middlesbrough FC | 0:0 |