| Pr. League | 24.09.27 | Bolton Wanderers | - | Middlesbrough FC | 0:0 | ||||
| Pr. League | 04.02.28 | Middlesbrough FC | - | Bolton Wanderers | 2:5 | ||||
| Pr. League | 18.09.29 | Bolton Wanderers | - | Middlesbrough FC | 2:2 | ||||
| Pr. League | 03.05.30 | Middlesbrough FC | - | Bolton Wanderers | 3:1 | ||||
| Pr. League | 30.08.30 | Bolton Wanderers | - | Middlesbrough FC | 3:0 | ||||
| Pr. League | 19.09.31 | Bolton Wanderers | - | Middlesbrough FC | 4:2 | ||||
| Pr. League | 30.01.32 | Middlesbrough FC | - | Bolton Wanderers | 3:1 |  |
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| Pr. League | 10.09.32 | Bolton Wanderers | - | Middlesbrough FC | 4:3 | |
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| Pr. League | 21.01.33 | Middlesbrough FC | - | Bolton Wanderers | 2:1 | ||||
| Pr. League | 01.03.33 | Middlesbrough FC | - | Chelsea FC | 2:1 | ||||
| Pr. League | 14.10.33 | Chelsea FC | - | Middlesbrough FC | 2:3 | ||||
| Pr. League | 24.02.34 | Middlesbrough FC | - | Chelsea FC | 2:2 | ||||
| Pr. League | 22.12.34 | Chelsea FC | - | Middlesbrough FC | 2:1 | ||||
| Pr. League | 09.11.35 | Chelsea FC | - | Middlesbrough FC | 2:1 | ||||
| Pr. League | 12.09.36 | Middlesbrough FC | - | Chelsea FC | 2:0 | ||||
| Pr. League | 09.01.37 | Chelsea FC | - | Middlesbrough FC | 1:0 |
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