| 1. Journée | 30.08.1919 | The Wednesday FC | - | Middlesbrough FC | 0:1 |  |
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| 2. Journée | 03.09.1919 | Middlesbrough FC | - | Blackburn Rovers | 2:2 | ||||
| 3. Journée | 06.09.1919 | Middlesbrough FC | - | The Wednesday FC | 3:0 | ||||
| 5. Journée | 13.09.1919 | Middlesbrough FC | - | Sheffield United | 1:0 | ||||
| 4. Journée | 15.09.1919 | Blackburn Rovers | - | Middlesbrough FC | 0:2 | ||||
| 41. Journée | 17.09.1919 | Middlesbrough FC | - | Bolton Wanderers | 1:3 | ||||
| 6. Journée | 20.09.1919 | Sheffield United | - | Middlesbrough FC | 5:1 | ||||
| 7. Journée | 27.09.1919 | Middlesbrough FC | - | Manchester United | 1:1 | ||||
| 8. Journée | 04.10.1919 | Manchester United | - | Middlesbrough FC | 1:1 | ||||
| 9. Journée | 11.10.1919 | Middlesbrough FC | - | Oldham Athletic | 1:0 | ||||
| 10. Journée | 18.10.1919 | Oldham Athletic | - | Middlesbrough FC | 1:2 | ||||
| 11. Journée | 25.10.1919 | Middlesbrough FC | - | Aston Villa | 1:4 | ||||
| 16. Journée | 29.11.1919 | Chelsea FC | - | Middlesbrough FC | 3:1 | |
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| 14. Journée | 03.12.1919 | Newcastle United | - | Middlesbrough FC | 0:0 |
Angleterre