11. Jornada | 07.11.1908 | The Wednesday FC | - | Middlesbrough | 3:2 | ||||
12. Jornada | 14.11.1908 | Manchester City | - | Middlesbrough | 0:0 | ||||
24. Jornada | 17.03.1909 | Arsenal | - | Middlesbrough | 1:1 | ||||
30. Jornada | 20.03.1909 | Middlesbrough | - | Manchester City | 3:0 | ||||
32. Jornada | 03.04.1909 | Middlesbrough | - | Bury FC | 0:1 | ||||
34. Jornada | 10.04.1909 | Sheffield United | - | Middlesbrough | 2:0 |