| Pr. League | 12/11/27 | Arsenal FC | - | Middlesbrough FC | 3:1 |  |
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| Pr. League | 18/04/28 | Middlesbrough FC | - | Arsenal FC | 2:2 | |
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| Pr. League | 27/11/29 | Arsenal FC | - | Middlesbrough FC | 1:2 | |
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| Pr. League | 09/04/30 | Middlesbrough FC | - | Arsenal FC | 1:1 | |
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| Pr. League | 22/11/30 | Arsenal FC | - | Middlesbrough FC | 5:3 | |
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| Pr. League | 28/03/31 | Middlesbrough FC | - | Arsenal FC | 2:5 | ||||
| Pr. League | 19/12/31 | Middlesbrough FC | - | Arsenal FC | 2:5 | ||||
| Pr. League | 26/11/32 | Arsenal FC | - | Middlesbrough FC | 4:2 | |
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| Pr. League | 30/09/33 | Arsenal FC | - | Middlesbrough FC | 6:0 | ||||
| Pr. League | 19/04/35 | Arsenal FC | - | Middlesbrough FC | 8:0 | ||||
| Pr. League | 22/04/35 | Middlesbrough FC | - | Arsenal FC | 0:1 | ||||
| Pr. League | 09/12/35 | Arsenal FC | - | Middlesbrough FC | 2:0 | ||||
| Pr. League | 11/04/36 | Middlesbrough FC | - | Arsenal FC | 2:2 | ||||
| Pr. League | 21/11/36 | Arsenal FC | - | Middlesbrough FC | 5:3 | |
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| Pr. League | 27/03/37 | Middlesbrough FC | - | Arsenal FC | 1:1 | ||||
| Pr. League | 01/04/39 | Arsenal FC | - | Middlesbrough FC | 1:2 | |
England