| Pr. League | 24.09.27 | Bolton Wanderers | - | Middlesbrough | 0:0 | ||||
| Pr. League | 04.02.28 | Middlesbrough | - | Bolton Wanderers | 2:5 |  |
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| Pr. League | 18.09.29 | Bolton Wanderers | - | Middlesbrough | 2:2 | |
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| Pr. League | 03.05.30 | Middlesbrough | - | Bolton Wanderers | 3:1 | |
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| Pr. League | 30.08.30 | Bolton Wanderers | - | Middlesbrough | 3:0 | ||||
| Pr. League | 27.12.30 | Middlesbrough | - | Bolton Wanderers | 3:0 | |
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| Pr. League | 19.09.31 | Bolton Wanderers | - | Middlesbrough | 4:2 | |
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| Pr. League | 30.01.32 | Middlesbrough | - | Bolton Wanderers | 3:1 | |
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| Pr. League | 10.09.32 | Bolton Wanderers | - | Middlesbrough | 4:3 | |
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| Pr. League | 21.01.33 | Middlesbrough | - | Bolton Wanderers | 2:1 | ||||
| Pr. League | 05.10.35 | Bolton Wanderers | - | Middlesbrough | 3:1 | ||||
| Pr. League | 08.02.36 | Middlesbrough | - | Bolton Wanderers | 0:0 | ||||
| Pr. League | 07.11.36 | Bolton Wanderers | - | Middlesbrough | 1:3 | |
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| Pr. League | 13.03.37 | Middlesbrough | - | Bolton Wanderers | 2:0 | |
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| Pr. League | 18.12.37 | Middlesbrough | - | Bolton Wanderers | 1:2 | |
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| Pr. League | 30.04.38 | Bolton Wanderers | - | Middlesbrough | 3:1 | |
Inglaterra