| Pr. League | 24.12.27 | Sunderland AFC | - | Middlesbrough FC | 1:0 | ||||
| Pr. League | 05.05.28 | Middlesbrough FC | - | Sunderland AFC | 0:3 |  |
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| Pr. League | 27.11.29 | Arsenal FC | - | Middlesbrough FC | 1:2 | ||||
| Pr. League | 09.04.30 | Middlesbrough FC | - | Arsenal FC | 1:1 | ||||
| Pr. League | 14.03.31 | Middlesbrough FC | - | Manchester City | 4:1 | ||||
| Pr. League | 07.11.31 | Middlesbrough FC | - | Manchester City | 3:3 | |
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| Pr. League | 19.03.32 | Manchester City | - | Middlesbrough FC | 1:2 | ||||
| Pr. League | 03.09.32 | Manchester City | - | Middlesbrough FC | 2:3 | ||||
| Pr. League | 23.09.33 | Middlesbrough FC | - | Manchester City | 2:1 |
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