| 2. Journée | 14.09.1938 | Liverpool FC | - | Middlesbrough FC | 3:1 | ||||
| 6. Journée | 17.09.1938 | Preston North End | - | Middlesbrough FC | 3:1 | ||||
| 7. Journée | 24.09.1938 | Middlesbrough FC | - | Charlton Athletic | 4:0 | ||||
| 8. Journée | 01.10.1938 | Bolton Wanderers | - | Middlesbrough FC | 4:1 | ||||
| 9. Journée | 08.10.1938 | Middlesbrough FC | - | Leeds United | 1:2 |
Angleterre