| Pr. League | 02.11.29 | Manchester City | - | Middlesbrough FC | 3:1 | ||||
| Pr. League | 08.03.30 | Middlesbrough FC | - | Manchester City | 1:0 | ||||
| Pr. League | 07.11.31 | Middlesbrough FC | - | Manchester City | 3:3 | ||||
| Pr. League | 19.03.32 | Manchester City | - | Middlesbrough FC | 1:2 | ||||
| Pr. League | 03.09.32 | Manchester City | - | Middlesbrough FC | 2:3 | ||||
| Pr. League | 07.01.33 | Middlesbrough FC | - | Manchester City | 2:0 | ||||
| Pr. League | 23.09.33 | Middlesbrough FC | - | Manchester City | 2:1 | ||||
| Pr. League | 03.02.34 | Manchester City | - | Middlesbrough FC | 5:2 |  |
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| Pr. League | 29.09.34 | Middlesbrough FC | - | Manchester City | 1:2 | ||||
| Pr. League | 09.02.35 | Manchester City | - | Middlesbrough FC | 6:2 | ||||
| Pr. League | 30.11.35 | Middlesbrough FC | - | Manchester City | 2:0 | ||||
| Pr. League | 04.04.36 | Liverpool FC | - | Middlesbrough FC | 2:2 | ||||
| Pr. League | 13.02.37 | Liverpool FC | - | Middlesbrough FC | 0:2 | ||||
| Pr. League | 15.04.38 | Middlesbrough FC | - | Liverpool FC | 1:1 | ||||
| Pr. League | 18.04.38 | Liverpool FC | - | Middlesbrough FC | 1:1 | ||||
| Pr. League | 14.09.38 | Liverpool FC | - | Middlesbrough FC | 3:1 | ||||
| Pr. League | 02.01.39 | Middlesbrough FC | - | Liverpool FC | 3:0 |
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