10. Round | 30/10/1909 | Preston North End | - | Middlesbrough FC | 1:0 | ||||
31. Round | 01/01/1910 | Sheffield United | - | Middlesbrough FC | 2:0 | ||||
22. Round | 22/01/1910 | Woolwich Arsenal | - | Middlesbrough FC | 3:0 | ||||
37. Round | 23/04/1910 | Middlesbrough FC | - | Liverpool FC | 2:2 | ||||
38. Round | 30/04/1910 | Manchester United | - | Middlesbrough FC | 4:1 |